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7
Anonymous
@confessions
09 Mar 2012 12:01AM
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Heres my confession....
Ive always had this thing for anal sex...Freudian psychology and his bullshit may play a roll but I was never touched or done wrong as a child, anyway...

The first time I had anal sex was with a girl in College...she really didnt like giving head but she loved sex..so one night in a drunkin talk I told her I wanted to stick her in the ass, she would be my first...she replied "its been a long time!" lol yeah right bitch you in college fucking everybody lolol... She agreed and I grabbed some "baby oil" lol...I was still using comdoms at the time so I gently proceeded to put myself inside of her...she moaned low and deep until it was all the way in :-) I started to stoke her gently as she told me to not go to fast. Soon after about 5 mins her asshole was open enough to pound!!! I absolutely loved it!!! Of course I came and that was it :-):-):-)

Alight so the next time we linked I told her I wanted to do it again she agreed but this time half way thru the anal session the condom broke. I felt it immediately but I couldn't stop myself...I kept going and it felt so so so so so so good. And actually before this point in my sexual history I had never raw sex..only protected so this sensation was very new :-):-):-):-):-):-):-)

Okay now here is my true confession....A few years later, I had sex with a chick and she was used to anal sex. I trusted her so I proceeded in her raw...about 15min later I looked down at my dick and it was becoming brown...at first I wanted to stop because I started to smell the odor but then I found myself not able to control myself...I LOVE DIRTY ANAL SEX!!!! ITS JUST SOO RAW and NASTY. I LUV I LUV I LUV....I begin to fuck her harder and harder harder and busted a big ass nut in her ass. She then bent over and pushed it all out...I almost fainted from excitment!

My Confession!!!

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Anonymous
@confessions
05 Dec 2013 1:06AM
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I must confess that when I was away on a business trip a couple years ago I had a hooker come over. She was a cheap whore too, skinny and kinda homely, but she really tried hard. She was giving me a blow job while I was fingering her, then turns to me and asks if I want her to hop on and I say yes. She reaches over and grabs a cover and..... Well that's what I expected from my previous times with hookers, but what really happens is this. She says "do you want a condom on?" I say "whatever" and away she goes. It was the most amazing feeling sliding into that dirty pussy, horrible and forbidden. Pretty soon I blew my load in that pussy. We laid there for a few minutes and I was like what the fuck did I just do. I started thinking fuck that was stup..... and then she starts sucking on my cock again. Then all I could think of was getting back in that hot nasty pussy. She got me hard and I fucked her every which way until I came again. A couple days later I flew home. The night I got home I fucked my wife like she has never been fucked before thinking of that dirty whore pussy I had been in a couple nights before. My wife loved it and thought it was because I really missed her.

About a year later my wife takes the kids out of town on a trip with her friend. Well I get the hankering again and look up another girl, this time earlier in the day that the wife and kids are coming home. I head over and meet up with this hooker, a classier one this time, or so I thought. Well we sit on the couch for a bit, I get my fingers in that wet pussy, then she leads me to the bedroom, strips both of us naked, drops to her knees and starts blowing me like crazy. After a bit of that she gets up, leads me to the bed and crawls up and lays down. Next thing I know she pulls me on top of her and my cock is in before I could even react. I didn't last long and filled her up and then again a little bit later. She asks if I want to take a shower, but I decline.

I head home and wait for my wife. She gets home and we put the kids to bed then head for the bedroom. We get going and she drops down and puts my dick, now covered in dried dirty pussy, in her mouth and she pauses for a second then just starts going to town. When I felt like I was getting ready to cum I laid her down on the bed and stuck the same fingers that had been in the whore earlier in her, mixing the pussy juice and bringing her right to the edge. Not being able to stand it anymore I slam my cock into her and we both have the hugest orgasms.

After we lay there for a while and catch our breath my wife turns to me and says "your cock tasted funny". I asked her how so? She couldn't really describe it, just she really liked it and somehow it seemed to really turn her on.

Well it has been a year since that happened and I am on a business trip heading home tomorrow. I am scheduled with another whore before I leave tomorrow. I know it's stupid and I've already tempted fate twice and got away clean, but in there somewhere I'm hoping that I get to bareback it with this one too.....

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Anonymous
@random
01 Feb 2014 9:39AM
• 655 views • 2 attachments
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sometimes i wonder why relationships with previous girls haven't worked out.

was it me? was it her? was it the timing or where i was at mentally? why does it even bother me? why do i let it stop me from falling in love?

i've had good experiences and bad ones. i've hung around gay people just to test the waters and allowed myself into certain situations which i knew would leave me vulnerable. i felt i grew from these experiences but actually, it's made me feel empty. i've dated students, a nurse, a stripper, a medical doctor, a girl that was allergic to condoms, girls online n i've been in drunk and sober threeways.

these people have been in my life intimately and know me in ways that no one else does but, now, when i look at it - as i approach my mid 20s, i look at these past relationships with an ounce of sadness n disgust in myself. i recall a violent relationship, a deep relationship and the last one, my first love.

will the next girl i date feel special? will i think that we've got something special going on? has my past relationships n companions made it impossible for me to feel again? has the things i've done affected my morals and beliefs? i once had limits. now, i just look at people like they're emotions that can either make me happy or sad. they're not people anymore. they're just objects to use.

maybe it's safe to say that no future intimate relationship will ever happen. not a happy one with me.

end of the text.

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Anonymous
@confessions
04 Sep 2015 4:09AM
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I confess that over the last 2 years I've sucked and been fucked by at least 300 guys that I've found on Craigslist's M/M section. I like to keep the condom wrappers as trophies and I just threw away a whole shopping bag full of them. I'm traveling and my ex is watching my place. I didn't want her to get curious and start looking through my drawers and finding out what a cock whore I am.

When I post on CL I get my "regulars" answering and wanting to fuck me again but I confess that I prefer strangers so I can rack up my count of new cocks. I buy condoms three dozen at a time. I keep regular, Magnum and Magnum XL in my drawer at all times. Only been lucky enough to meet two guys who needed the XLs. I still remember the feeling of their big cocks stretching my hole until if finally feels good. One was a BBC and the other a BWC.

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schneeflittchen
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@confessions
25 Mar 2023 8:17PM
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Being a no condom whore is the fucking best job in the world 🤩

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Anonymous
@confessions
05 Sep 2012 6:48PM
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Here is how I got to mess around with two of my friends during our senior year of college. Names have been changed to protect identities. I will also warn you - this will probably end up long.

SO I knew Ashley and Sara since our freshman year. They had been roommates since the first semester, and we all had History together. We had been the best of friends throughout college, although none of us had done anything sexual together. My parents lived not too far from college, and they decided to take a winter vacation to a tropical The house was empty, which meant a perfect studying place for exams. I invited Ashley and Sara to join, since I knew all of us liked studying together, even if it was for different classes.

I should take a moment to describe Ashley and Sara. They are really polar opposites of each other. Sara is tall and slender, white complexion, with (I would estimate) B cups, a flat ass, and blonde hair. Ashley is 6'2", a little chunkier, is a little darker (basically looks like she has a natural tan), has huge tits (they look like fucking watermelons), a huge ass, and brown hair.

We ate dinner at college first then drove to my parents house. We decided that it was a little late to start studying, so we decided to drink in my parents half finished basement (half finished as in my dad started to finish it, but got distracted and never completed the project). We had an old couch and a bean-bag like chair with a mini-fridge stocked with some of my dads beer. We broke out the beer and start drinking while talking about random topics. Ashley and Sara were on the couch and I was on the chair. Ashley and I were three beers in, Sara was still milking her second. This was on-pace for us, and based on past experiences, I knew we were all buzzed. I got up and went upstairs to pee. As I got to the top of the stairs, I heard Sara say that she was going to go pee too.

Now, my parents house has two bathrooms somewhat close to each other on the first floor. I figured I would be polite and went to the further bathroom, leaving the closer one for Sara. I partially close the bathroom door and pulled out my dick when I hear the door open and Sara say "OH MY GOD." I look over, and she is staring at my dick. I close the door in her face and finish peeing. After I finished, I opened the door and she was still standing there. She said "I AM SO SORRY. I thought you were in the other one, that door was closed. And holy shit you have a big dick."

Let me stop again and explain. I hate to brag, but I will anyway. Yes, girls are routinely impressed by my dick. That is because it is huge and long while soft, but does not get that much longer hard. It mostly just gets thicker.

Anyway, I didnt say anything and went back downstairs. Sara came running down a minute later saying "Oh my god Ash, you have to see his dick. It is huge." Ashley smiled and said that she has seen plenty of huge dicks. Sara said "Yeah I know. I mean, not to sound like a slut but I have seen a ton of dicks too, but it was really big even soft".

So they start talking about guys and their dicks for a while. I was starting to think they forgot about me when Ashley turned to me and said "well, now I am curious. You willing to show me?"

Ok, sorry for the interruption again. There really was no good time to mention this before. Sara and Ashley had both been single for a couple of months, and I had been single for about 5. I was pretty certain neither of them had gotten laid in that time span, since I would usually hear about it.

I laughed and said that I would feel a little uncomfortable just randomly taking it out, and that Sara only saw it because she accidently walked in on me peeing. Ashley said "So what, I have to wait until you have to pee again?" It sounded like she was waiting for an answer, so I said "yeah, I guess." She countered with "What if I showed you my boobs?"

Well that took me by surprise. And I think Sara was surprised by it too. I thought Ashley was talking out of her ass and would never flash, so I said "sure, why not." In one move she sat up and grabbed her shirt and lifted it up, showing her bra. Then she lifted her bra up and her boobs flopped out. Holy shit, they were big and perfect. I should point out that the couch and chair were only a few inches apart..we were sitting really close to each other. So they were almost in my face. She shook her shoulders and her tits swayed back and forth, then she pulled her bra back down, fixed her boobs, and pulled her shirt back down. Sara looked shocked (almost a little horrified).

Ashley looked at me and said "Ok, it's your turn." I really didnt want to, but I pulled my dick out of my pants. By this point, the conversation and staring at her tits had made my dick semi hard. I shook it a brief second, and Ashley said "that doesn't count, it is hard!"

I laughed and said "Well yeah, boobs will do that." Ashley said that she wanted to see it soft, so I told them to change the subject. So Ashley turned to Sara and started talking to her about some on-campus event later that week. All while I sat there on the chair with my dick out. And it only took a minute until it was soft. I saw Sara glancing at it out of the corner of her eye, and she turned and said "oh, it is probably soft again."

I looked down and confirmed that yes, it was soft. Ashley said "bullshit" and leaned over and grabbed my dick with her hand. I heard Sara yell "ASH, WHAT ARE YOU DOING??" and Ashley laughed and said "oh man, that is large and soft. Jeez, how big does it get?" She then started stroking it.

I kinda gripped the sides of the chair, not too sure what to do. It got hard almost instantly, and Ashley said "oh, not that much longer, but pretty thick." She didnt stop stroking though, and only a few strokes after she said "Uhm, I dont know where I am going with this..." and then she laughed. I said "yeah, what are you doing?" and Sara yelled "ASH STOP THAT!!"

From someone standing in the room, it was probably a funny scene: Sara staring (with a horrified and uncomfortable look on her face) at Ashley's hand stroking my dick, Ashley staring at her hand stroking my dick, and me looking at my dick, then at Ashley, then at Sara, and then back at my dick, all in a loop.

Ashley then looked at Sara and said "here, feel this." Sara yelled "NO! It's Mark...I wont touch his dick! And you shouldn't be either." Ashley said "Shut up, just touch it." They bickered back and forth for a minute before Ashley grabbed Sara's hand and forced it on my dick. Either Sara was not expecting it and didnt have a chance to fight back, or she just didn't fight back at all.

So Sara's hand was on my dick. She squeezed it and the look on her face went from horrified to amazement. "Wow, that IS thick..." She then picked it up and gently started stroking. She took both hands and gently stroked with both hands for a few seconds, before going back to one hand. Meanwhile, Ashley was still staring at my dick. She pushed her hair to the side, and then leaned over and put her mouth around the top of my dick.

Sara pulled her hand back and said "Ash, what are you doing now???" Ashley took my dick out of her mouth and said "Shh, I am just doing this for a few seconds." She then proceeded to take my dick back in her mouth and bobbed her head up and down my shaft. She actually got it pretty far down her throat. She held her finger to the side of my dick to show how far it went. She turned to Sara and said "Ha, beat that."

Sara said "I probably could, but we shouldnt and your mouth was just all over his dick." Ashley said "who cares..bet you cant do it anyway." Sara looked at my dick for a few seconds, then leaned in and put her mouth around the head and slowly it went down her throat. And it went further than Ashley...it didnt seem like it wasnt even that difficult to her.

She pulled up, then sucked a few seconds, bobbing up and down, then took it out of her mouth and turned to Ashley and said "see, told ya."

Sara and I then realized that Ashley's hand was down her pants, playing with her pussy. Sara yelled "ASH! Really? Right here in front of us??" Ashley said "oh shut up, its not like we have not masturbated before when sharing a room." Sara said "YEAH, but we were each in our own beds, with the lights off." Meanwhile, without thinking, I was slowly stroking my dick. Sara sees me and says "MARK! Come on, we aren't supposed to be doing this stuff together.." I shrugged and said "Ash started it."

Ashley stood up and started to take off her pants. Sara started to say something, but Ashley said "Come on, we are all good friends, let's each just have a little fun." She took off all her clothes and sat back on the couch naked, with her finger in her pussy. Ashley could see that Sara looked uncomfortable, so Ashley said "It's not like we haven't seen each other naked. You can just close your eyes if you want." Ashley then fixated her eyes on my dick and continued to stroke her pussy. I stared at her pussy and tits, and glanced over to Sara from time to time. Sara sat on the couch, looking around the room and , from time to time, at Ashley and back over to me.

I saw she was looking at my dick a little longer, and slowly started to reach her hand down her pants. Ashley saw too, and said "you know Sara, it isnt really fair that you are still clothed."

Sara thought for a minute, then stood up and slid off her pants, but stopped and said "this stays a secret..." then continued to take off her underwear, shirt, and bra.

I should take a break here and say that this all happened within a few minutes, but it really seemed like much longer.

Anyway, Ashley is slouched spread eagle on the couch while Sara's legs are conservatively spread. Both are looking at my dick, but Ashley is also glancing over at Sara. I think Ashley was getting bored, because she whispered "you have a condom?" Sara's hands stopped moving, and she just stared at Ashley. I said "yeah, probably in my bag," and I reached over and looked through the front pocket. I had a few, and pulled one out. Ashley got up, snatched it from my hand and ripped the packaging open. Before I could even move, Ashley had the condom on my dick and she was standing over me, rubbing my dick on her pussy lips.

Sara started to get up and said "I should probably leave you guys down here..." Ashley said "No, just stay. I dont care," and I just shrugged my shoulders. Ashley's tits were swinging in my face, and I grabbed her boobs and sucked on her nipples. I looked up, and she started making out with me. I could see Sara out of the corner of my eye, and she was looking at us and masturbating slowly.

She got up off me, and I thought the fucking was over. But she turned around and sat on my dick backwards, facing the couch. I reached around and grabbed her tits as they bounced. She grabbed Sara's leg and pulled her closer. Before Sara could say anything, Ashley was bent over and her tongue was between Sara's legs. Sara's eyes closed, her mouth opened, and for once she looked like she was enjoying herself.

Holy fuck, this seems much longer written out. My fingers legit hurt. I will come back later to finish. If you have reached this far, CONGRATS. I doubt many will actually make it this far though.

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Anonymous
@confessions
06 Aug 2023 9:42PM
• 400 views • 2 attachments
[ − ] thread [ 10 replies ]

I loved being a cuckold when I was with my ex wife. It took me a few years to convince her. When we had sex I'd bring it up and she'd go with it but then would say she wouldn't really do it after. Finally it happened. Before CL got shut down we were searching it specifically for bbc but settled for a white guy. The unfortunate part was he didn't last long but I loved finally getting fucked. We found another guy who was massive and he came so many times in her. We both agreed to letting them bareback her. After him though she said she wasn't really into him and then we finally found her bull. Her first bbc. He lasted hours each time he came over. He didn't want to fuck her bare though which sucked but one time the condom broke and he came all up in her. I remember one time he came all over her stomach and I liked it all up. Daily she told me how much she loved her bull and how much she loved bbc. Unfortunately he had to end our engagement and we stopped until one night my best friend got to fuck her. She loved fucking guys in front of me. We ended up splitting about a year later and she ended up with a really good friend of mine. I act like I hate it but I love it. One of my best friends took my wife. I fantasize about them. Wondering if he's hung. I'd love for them to rub it in and fuck in front of me. Like I said I act like I hate him but in reality he's still one of my best friends and I'm proud to have had my wife stolen by him. I deserved it. I want to thank him and tell him it's an honor for me to have lost her to him. I just miss being cucked by her so much. Here's a rear view of her when I had her. I'm glad it's his now. A real man should have her.

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Flipthefallen
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@hookups
09 May 2024 9:22PM
• 41 views • 1 attachment
[ − ] thread [ 1 reply ]

Looking to experience my first threesome with two beautiful women (one night fling, fwb or even an ongoing thing).  I'm a 32 white male. 5'8" 180lbs. I am std free, 420 friendly, with a high sex drive and a wide range of fetishs and kinks. 

I'm looking to enjoy the company of two ladys willing to have an exotic night! I would like to record and take photos of the night. I prefer not to wear a condom so birth control or tubes tied is a plus.

If interested please send age, location, a picture of the two of you. A picture of yall in Clothing and atleast one picture of both yall naked (underwear and bra is ok)  preferred.  A list of what yalls limits are would be nice as well. Hope to hear from yall.

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Anonymous
@requests
08 Oct 2022 12:21PM
• 211 views • 1 attachment
[ − ] thread [ 3 replies ]

Readying my young horny brotherly dick to masturbate for my hot, sexy busty eldest sister bianca! My eldest sister turns me on so much and she was the firstbwoman who i ever masturbated over! I remember growing up when i first started wanking she was wearing a white top with no bra and had her back up against the wall. She was talking to my other sister then jiggled up and down and at the same time her tits bounced and gave me an instant erection in which i went to the toilet straight after and masturbated over it and it made me cum so so much, with my cum flying all over the floor!;)

I would not hesitate to fuck my eldest sister bianca if i got the chance and would do so without a condom and blow my big young fertile brotherly load inside her and wouldn't care if she fell pregnant lol mmmm;)>

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uselessfleshbag
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@confessions
20 Jan 2016 12:30AM
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Last month i was looking around on Backpage for an escort, when i saw a picture of a girl with a tattoo i thought i recognized. I wasn't too sure, because the color in the picture was a little off. I figured i'll give her a try. I called her, set a date, and prepaid her off of a prepaid credit card. I told her to come to my hotel, and to walk in. I kept the room dark, but as soon as she walked in, i knew. It is my daughter! I disguised my voice best as i could, and told her to just get to work. I couldn't ram my cock down her throat fast enough. After several minutes, i flipped her around and threw her on the bed, bent over, ass in the air. I fumbled around for a few minutes with a condom, which i never put on. in the dark hotel room, she couldn't tell till it was too late. It only took a couple of minutes for me to nut, what felt like the biggest load ever, deep in her cunt. As soon as i was done, she was out the door.
I saw her last week at a birthday party. i think she has no clue that i know she's a whore, or that i used her. But we will see in a few weeks when i call her again.

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Anonymous
@confessions
23 Oct 2007 5:39PM
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I am a married guy, with a family, my wife and I havent made love with each other since the year 2000, maybe this is because I am Bi, and a bottom, and sub`ish, I get good sex with guys and convincing TVs, I do suffer with difficullty getting / keeping a hard on, though I have had some comments from some guys saying that Thats a nice one,when i am hard,( with Viagra ) though i shy away from a female if sex is offered as i have no confidence in my cock, and if i was asked to use a condom, well i would never get it on,as i would not be able to maintain any erection, I like car park sex and dark rooms in gay bars and being chased or chatted up and then fucked by someone, I also love poppers. Also like mild BDSM, and have tried water sports with females once tried to fist a female fanny the feeling was fantastic and i would love to try again as i didnt manage to get my large fist in her, like to meet Bi couples, to play with him and her at the same time = great, I dont own any "Toys", but have had a but plug in me, I also meet a Domm Guy recently who used nipple chains / clamps on me and lots of poppers , it was the best experiance i hve ever had to date !. it took me from this planet to the next.

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Anonymous
@requests
11 Oct 2012 10:03PM
• 435 views • 0 attachments
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Ashley Danielle, young white girl with a black guy. In the video they are having sex on the bed and the girl is really vocal and asks the guy to eat her out. And then they start having sex again and they think the condom broke because his dick is wet. Its been on here before but someone posted her facebook on the video so i guess it got deleted. If anyone has it, thanks in advance.

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Hungbig1
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@chicks
03 Jan 2023 9:28AM
• 256 views • 1 attachment
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This is my sisters sexy, chubby, busty aussie friend who i'am now just started dating after many weeks of talking! My god she is so perfect and she gets my cock so hard! She has no idea how much i love and lust over her and how many times i masturbated to her fb pics!;)> But now she is my girlfriend i can't wait until i bring her back to my place and have sex with her for the first time! My god its going to feel so good and she will make me cum so so much! Im going to try and persuade her to have sex with me without an condom, as its my way to express my true love for her and to let her know that i can see her as an future partner and wife and having lots of kids with her! I have always loved and had an fetish for hot busty, chubby older women...now my wish has come true😉

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Dairylea
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@confessions
19 Oct 2011 11:13AM
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About half an hour ago while cycling home from work I found a used condom with a knot in it on the roadside. When I got home I undid the knot and milked the contents into a tiny plastic cup . I drunk the contents which were watery and tasted very bitter. I then turned the condom inside out and sucked the condom. I enjoyed it even though I'm not into guys. 100% true.

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@random
13 Dec 2018 7:21AM
• 323 views • 1 attachment
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having fun with a condom and a ball of bread

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@hookups
08 Apr 2021 1:54PM
• 280 views • 0 attachments
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Got my results back. Every box was negative. I have no STDs. I am 100% clean )))))): Looking for women and men around Houston, TX to help me change that. NO CONDOMS!!! Come on, y'all, I need every one of those boxes positive. Drop a comment if you are interested below and let me know which disease you'll be blessing me with, and we'll make arrangements.😘

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@confessions
10 Oct 2015 12:47PM
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I confess...

I had amazing session last night!

I gave one of the gay lads a lift home last night, his house mates BF [a big black lad] was at the door and asked if I'd give him a lift home too, it was 1 am and I really had nothing else to do.

I don't know whether he sensed I was Sissy for BBC or it was the way I was eyeing him up, but halfway through the journey He flopped out his massive black cock and said "Have you ever seen one as big as this?"

I nearly crashed the car as he was hung like a horse...

All I did was whimper "wow", he just laughed. When we got to his flat he got out with his massive cock still hanging outta his fly, and simple said "Come on then" and motioned for me to come inside.

I tried not to seem eager but my sissy clitty was rock hard, i was not dressed like a girl but i scambled past him inside just like an eager schoolgirl.

As i stumble into the living room i trip over and fell, David walked up to me his massive cock at eye level, "suck it now" he said. I was compelled to comply.

It started to swell in my mouth, he put a large hand on the back of my head and guided my mouth, he was very firm but gentle. Slowly getting deeper and deeper in my mouth/throat with each thrust. And as his cock was 3/4 down my throat he stated "you aint fucking straight are ya..." all I could do was gag "Mmmppft mmm pft mmphh", I now had a 11 inch black cock throat fucking me...

He grunted and rammed his cock virtually into my stomach, i felt his balls tense on my chin. Hot cum flooded my throat and filled my stomach. "Mmm yes bitch" he said. He held me there for what seemed like forever, but was seconds, i fell to the floor gasping when he let me go... almost passing out.

Whilst i lay there coughing David said "Now for some ass" , he stripped me and threw me naked onto his sofa. He was now naked he looked amazing, muscled, jet black and his monster cock was hard again, clad in a condom and in his hand a a tube of Ann summers Booty relax lube...

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@confessions
11 Nov 2007 8:38AM
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When my girlfriend came back from a trip to Boston, where she brought a male friend, she called me to let me know she had the whole day free, and she had gotten a motel room. We could make up and I could "cover up" the stain of the other man, who she made use a condom. We made love at 6:00 a.m. and again at 9 after we showed up at work, then slipped out for a business meeting, we each told our secretaries. We met again for lunch where we did it twice in an hour and fifteen minutes. We met again that afternoon, after we each had work meetings. I had to jerk off because I couldn't come from intercourse. We kept the motel room one more evening and met at 5:30 and we had intercourse again. Total of five orgasms from intercourse for me, six total orgasms. Michelle is multiorgasmic and she came four or five times each time I came--maybe 25 for her, total. Most of her orgasms came from my eating her out, because my tongue is more reliable than my penis.

We have broken up, sort of. We love each other but it is complicated. In some sense all we have ever had is makeup sex, and it is high drama and very, very good.

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@confessions
18 Jan 2015 2:06AM
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I had my first Gay male experience today I went on Craigslist found a older guy he was 63 I'm 51 he invited me over when I got there he was naked he told me to strip which I complied he said suck my cock I did this for only about 3 or 4 minutes when he said I'm gonna fuck you I asked him if he had a condom he said shut the fuck up and bend over he lubed up my ass and didn't even try to go slow he shoved it in I was telling him it hurt he said don't worry I'm cumming I could feel it pouring out of my ass when he pulled out I was in total shock what just happened he said get up get the fuck out I was can I clean up he said not here you faggot I got dressed and left the whole encounter wasn't even 10 minutes I don't know what to feel or think right now.

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halospirit
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@hookups
07 Mar 2016 8:06AM
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Looking for some women in or near Los Angeles for no string or friends with benefits fun. I'd love to find someone real submissive to let me take control and have my way. Even better if your down for raw fun(no condom) and public fun.

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@random
21 Mar 2024 10:39AM
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If you see me and my wife on a hike and I'm fucking her (or she's fucking me), feel free to join in and start fucking her. No condoms needed, and no you don't need to pull out either.

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@confessions
20 Feb 2017 4:49PM
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I confess that is my cum leaking out of her cunt. I pumped a huge load in her unprotected pussy. She was not on birth control but she did not care about condoms. She said it was fine if I came inside her. I obliged happily. She had a boyfriend at the time but she did not even clean up afterwards.She just put her knickers back on. A huge wetspot developed immediately.

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@confessions
15 Sep 2020 10:10AM
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My new wife has always had a thing for older guys. All the while we dated she would tell me of guys like her boss hitting on her and taking her to bed. I assumed she fucked the guys before we dated but just before we got married she confessed she had been letting men fuck her whenever they wanted.

She told me she had never refused another man and never made then use condoms. Instead of being mad I was super turned on.

Our honeymoon included her fucking a man who was staying at our hotel on business. We would go sight seeing during the day, then after dinner she would leave for his room., returning in the morning used and well fucked.

On the second night they got together she wore her wedding dress to see him. Nothing on underneath, she walked down the hallway to his room.

She wore of his shirts back in the morning. She couldn't wear the dress as he pulled the zipper off as he stripped her. He also came on it and had used it as a towel to clean both of them after a long night of sex.

He had also made her take off her wedding ring telling her she was his slur and not my wife those nights.

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@confessions
26 Jan 2015 6:40AM
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I confess that I had sex with a married woman

I am 29 and she is 41. She looks amazing, and Im not talking about amazing for her age, she looks terrific. She’s very fit, about 5’4, maybe 50kgs (I think that’s about 110lb), a or b cups that are very firm which surprised the hell out of me because she has a kid, long blond hair, hour glass shape that I love, without carrying a heap of extra weight or any hail damage. She talks a lot. I mean a lot. Its part of her job to talk (no, she is not in marketing).

The two of us share a hobby that has us running into each other weekend or so. I have more of talent for it than she does, it may have all started when she was asking me about the strategies that I have, which I happily share with anybody.

I live and work away from home and for Christmas just gone I was going home for 2 weeks and wouldn’t be back till jan 3rd. Just before I left quite a few of us were out and about for her birthday (including her husband). After quite a few drinks her husband left because he had to work the next day. After a few more she started dropping some subtle hints. Then her other friends left and the hints became not so subtle. After pretty well everybody took off but her and I, the most awkward conversation that I have ever had in my life started. She came out and said that she’s “attracted to me” and that her and her husband haven’t had sex in more than a year. Considering that we were both drunk we then headed to the back of the bar and started making out. After a few minutes we were kicked out by security and we both went our separate ways home.

It was only a few days later that I took off for home and I had assumed that by the time I got back that the whole thing would be forgotten about and that she would be over her little crush by the time I got back. We didn’t even have each other’s numbers so we didn’t even have any contact for about 2 and a half weeks.

About a week after I got back we saw each other and everything was fine. Nothing was awkward or weird and everything seemed to be back to normal. But at the end of the night she asked me for my number, so I gave it to her.

Then the txts started. It was really flattering. I am not a good looking guy and this spectacular looking woman was txting me about all sorts of things. First it was how we were going to meet up with our past time, then how we were going to meet up for lunch with just the two of us, then how we were going to meet up for drinks on Friday or Saturday night.

We had a few false starts. We had both been drinking, but I am a heavy drinker already and can handle a fair bit of alcohol before I start to go downhill, she on the other hand cannot. It has come to the end of the night and she has asked me back to her place despite the fact that it was after 3am and that her husband and young daughter were there. No matter how many time I brought that up and suggested we go to mine instead she constantly declined and I wasn’t going to push too hard. By coincidence we live very close to each other, about a 10 or 15 min walk. After about 30 mins of constantly trying to get her to turn the music she was playing down and get her to sit down next to me, the alcohol got to her and she started to feel sick, so that was the end of that. She went into her bed room and woke up her husband to help her into the toilet so she could throw up and I was out the back door faster than I had ever moved in my life.

The next week we got the cab back to her place again, about the same time of night and rather than go in, we stood out the front of her place and made out for about 20 mins, then I walked home.

We went out again the next day for an early dinner and finally she decides she want to come back to my place. But she hasn’t made up her mind yet on whether or not she wants to have sex with me. So we are making out on my couch with her shirt of and me completely naked dry humping until she gives me a handy to finish me off. That might sound shit to you guys but I had a beautiful woman give me a handy after not having sex for almost 6 months, and that last one was an ugly, ugly bitch.

Next weekend (Friday just gone) we are out again and very early she asks me if we can head back to my place, of course the answer is yes. It was pretty clear that it was going to happen. We are back at mine and this time it is straight to my bed we are making out for a long time with our cloths very slowly coming off piece by piece. She was wearing a light colour dress with lycra leggings, high heels and a push up bar. I have her dress and bar off again and her small but really firm tits are right in front of my face. She has these perfect nipples that have a really deep pink colour that is a really wonderful contrast to the light colour skin of her breasts. Im taking turns sucking on each one. After a long time I work my way down and for the first time I see her pussy. She doesn’t have knickers on under her leggings. I slide them down her legs and after a little trouble getting them over her high heels, which she never took off the entire time.

I start by licking her pussy which is completely shaved. She making moaning sounds and gently bucking her hips into my face as I go to town with my tongue. After about 10 mins of that she’s stopped me and started on my turn. It’s been a long time since I had a good blow job and it was just a really great feeling. I just lay back and enjoyed it for a while but it really wasn’t what I was after so I didn’t leave her there too long.

I ask her to lie back and ask her “are you sure you want this?” and she says “yes… but you have to put a condom on”. Ok, almost got away with it but its no drama. I put it on, kiss her on the lips and gently feel her pussy with my fingers to guide myself in. I push myself into her and she feels like a woman who hasn’t had sex in a long time. Im still kissing her but she stops and lets out a sigh. Shes soaking wet so I slide in without a whole lot of drama, without her feeling like shes a vag like a windsock.

It’s no surprise to me that she’s a screamer considering that she talks so much. I am on top for about 15 mins and I have her legs on my shoulders with her high heels sticking up in the air and our hands and fingers interlocked as I am going as hard as I can without going off. Shes stopped me because she wanted to put her legs down, so as I have rolled off her she has rolled on me, which is great news for me. I can last a lot longer when I am not in control of the motion. Shes have a great time on top of me grinding into me as she is scratching my chest with her nails and screaming loud enough for me to worry about waking up the neighbours, but not worried enough to stop or tell her to keep it down.

After maybe 20 mins she cums and drops down on my chest breathing very heavy. Her hair was in my eyes but rather than move or complain im just enjoying the feeling of me being inside her and weight on me.

After she has caught her breath she rolls off and pulls me ontop of her again. Shes telling me to fuck her harder and harder, and I am just smashing her has hard as I can while she is digging her nails into my back and I am pulling her hair (not to hard). It only takes me about 10 mins to cum.

We lie naked in bed for about an hour just making small talk. Despite the fact that I have had shit load of booze, she convinces me to give her a lift home with very little effort on her part. I didn’t see her for the rest of this weekend and she has already told me that she is busy on Friday night but wants to see me on Saturday.

I am still not sure how I feel about all this yet. I don’t know her husband as he doesn’t share this hobby that we have. The problems in their marriage are largely caused by his reaction to the financial problems that they are having. They have lost a lot of money in some bad investments and he has thrown himself into work and is completely ignoring her (or at least that is what she is telling me). But in all honestly, that sounds a lot like something that I would do if I was in that situation, I am a bit of an arsehole as I am sure I didn’t have to prove considering I just fucked another man’s wife. Its difficult to reconcile these actions of by say that he’s messing up his marriage when I have many of the same character faults (and evidently a few more).

I console myself with the fact that she made every single move from start to finish, which I am not saying excuses or absolves me from any blame at all, but at least I didn't set out to do this. Of course I could have and should have said not at every point along the way, but the feeling of a spectacular looking woman wanting to have sex with me is just too much to say no to. I have no idea how this will end but if at any point she decides that she wants to end it I will let it go without an issue. Hopefully I can just enjoy the ride for the time being.

If you have any questions, feel free to ask. I have no idea weather or not I will answer as I may or may not check back. Plus there are to many cum stains here saying "pics or gtfo" or "i'm the OP and I'm a fag" so there is a half decent chance that I will just never check back, but I might.

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@confessions
09 Jun 2015 8:08AM
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So, I am going through a rough time. Having a break up with my now x gf. We havent been dating for a long time but we have known each other for years, so the break up is going over rather poorly. Constantly fighting, always, about the same old shit over and over and over. WE cant move pass it, so i have kinda just given up. By doing so I have spent more time with my friends... One of my friends mothers has been curious about me for a while, i used to live with them and would sleep in her room, not with her but in the room. I would come in and find her play toy just laying on the bed, or find it when i tucked into bed. I loved it, so hot for me to come home to. We have talked a few times about doing stuff together but always boiled down to "youre not old enough, maybe when you can buy me a drink". though i have dranken plenty in my lifetime before hand let alone any other drugs. When i turned 21 i would hit on her when my friend was away, sometimes get drunk and come on SUPER thick with the interest. Eventually i moved away for a while, and came back. Start hanging out with friends a bunch again because i didnt have much friends where i moved to. Hung out with my friends and my friends mother again, my friends mother didnt seem too different, but one night she gave me a hug after a long day at work and a long day of screaming with the gf... It felt so amazing, her breasts held tightly against me. I held her a little uncomfortably long, she tried to stop real fast, like a fast friendly hug, but soon she started hugging me back and and rocking side to side. I eventually let go and told her sorry, but i needed that. And she said no problem, we stood there and talked for a while before she left. Then i texted her almost as soon as i got inside that her hugs were amazing and sorry if it were too long. Told her she was amzing for being there for me, because i havent had much for parents so my friends parents had typically been what i would refer to as my parents. Her reply was that she also enjoyed the hug very much, and that beyond our relationship with her child we had great chemestry. Then went on about not sure if shes a cougar or a milf but she hasnt been attracted to a younger male in a long time and that she doesnt want to make things awkward... but she wants that D. eventually the conversation leads to how she doesnt like to wear condoms and is recently off birth control, but we can have some fun... Idk what exactly that means due to me being rather vanilla and this would be the first older woman i would have ever had sexual relations with. ive had plenty of sex with younger women, but this is different... this is my friends mom, of which ive been attracted to for a while, and yet shes opening the gates for this.

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09 Mar 2012 11:24PM
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OMG so I had these few dreams last night and now I'm freaking dying over here. Maybe I'm just repressed or a 'lil weird but this stuff makes me so antsy in the pantsy. Anyways (and I've labeled them by letter so if you have a comment you can just use the letter ^_^):

A. My wife comes home from work and says with a giggle, 'hey I met this really cute guy at work today and he was funny and really hitting on me. I liked it so I let him keep complementing me and he ended up asking me on a date!' 'are you going to go out with him?' I reply. 'Of course!' she smiles, 'and I wanna see where this goes and I don't wanna ruin any chance I have of getting some, so I'm not going to wear my rings when I'm around him.' I cringe, but inwardly my dick is getting hard, 'so you would let him...?' She looks at me like a lost puppy, 'well of course dear, this is a DATE and we had sex when I dated you, right? Besides, it's not like you satisfy me anyways, so he can just help you in that department.' The dream went something like that.

B. My wife comes home at a different time from the above story and breaks this to me, 'I'm pregnant.' I jump for joy, 'that's great dear! I'm so happy!' She looks annoyed, 'well don't be, it's not yours. I'm pretty much 99% sure this baby is coming out black. Remember that guy at work that likes me? Well I never really made him use condoms;' I look indignant, she continues, 'I know I know even though I make you use them. I just like the feeling of a guy's naked cock inside me and I LOVE the feeling when he shoots him cum deep inside of me. I guess this was inevitable...'

C. I'm working at target the day of this big concert at the local fair grounds and a group of about half a dozen teenage girls come walking in all wearing pleated skirts so short that I can see the panties on all of them poking out from under the skirts. They all have different tastes but one thing is for sure: first off, they are hot so I'm kind of attracted (obviously) but second, I'm really jealous b/c I want some cute panties like they have, and to look adorable wearing them, like they do... [as an aside] On top of that I had another dream a few nights ago where I was over at one of my kid's houses and kept trying to stealthily steal some of his sister's panties. What is it with me and women's underwear?

D. And all women's clothes for that matter! But honestly, I'm not sure what it is or why, but I REALLY want to suck on a hard dick, and get rewarded with a mouthful of cum... If I am watching porn, I see the guy getting close and the girl turns around and opens her mouth, and I may lie to myself and say that I wish I was the guy, or I may lie and say that I wish the girl was my wife doing some guy, but the truth is, I wish that I was THAT girl, getting fucked by some hottie and then swallowing his load while I'm dressed all girly. I cannot TELL YOU how many times I have thought about that conversation we had about what it would be like if I had a girly room all to myself and I was constantly dressed like a girl and you came over one day for girl-time, and I told you about this dreamy guy who was coming over soon, and so you help me with my panties and bra, and make-up so I'm super cute and then you watch when he gets there... OMG so HOT!! Can we talk about that idea again soon? lol I also like the idea of you and I dancing around in our panties together to some loud music before he got there and just having a crazy-fun time. *sigh*...

Okay, there they all are. I'm really worked up now. I hope you are too :-P

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@confessions
06 Apr 2022 4:32PM
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Something I've just always done since college, car has condoms and lube stashed in it. Every time a girlfriend and I went grocery shopping I'd park in the back of the lot. Before we went in I'd finger her to an O. No rush, just tease and let it build until she went. I wouldn't let her tease me, just me kissing, caressing, and fingering her. Usually I teased her through her panties just to get them soaked. She'd go, we'd get dressed, and go shopping. She'd usually stumble a few times, sometimes get a bit jumpy if I put my hand on her back. I'd always suggest she pick out a carrot or cucumber, maybe bananas or if it was the holidays a thick candy cane. We check out, back to the car, more fun. I'd tell her to pull it out of the bag, slip a condom on it, and hand it to me. I'd pour lube on it, start fingering her and then I'd fuck her with it. She already went earlier so it was more challenging to get a 2nd O. She'd want to touch me, and denying her made her even wetter. Finally she'd go, usually really loud depended on the girlfriend. At that point she'd unzip me, "you're getting sucked", and I'd get amazing head until she completely drained me in her mouth, swallowing all of it. We'd clean up and head to her parents house. She'd help prep dinner, always using that carrot or that cucumber (if it was a banana she made banana bread). Sometimes I'd secretly touch her under the table, run my fingers up her leg etc. After dinner we'd put a movie on and fuck, any position I wanted, any toys I wanted. She's already gone twice and can still taste my cum. Everything now is bonus. To this day I still do it to my wife. She thinks she's the only one. She has no idea I opened other eyes to whoredom! Just saying we need to go grocery shopping makes her weak in the knees.

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@hookups
07 Oct 2022 1:29AM
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Looking to organize a gangbang. Want all holes filled. Condoms will be used, and their will be security

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@confessions
15 May 2022 11:18PM
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I confess my wife is a BBC whore and it turns me on thinking about it. my wife is very thick and most of it is in her big fat ass. Her ass is so nice and thick I just know when she goes out in her booty shorts guys are trying to pick her up. Before we met she was into a lot of black guys and would get a lot of random messages from black guys wanting pics or sending dick pics to her. She would always be innocent and say she had no idea who it was, but I knew. She confessed and told me she was getting up early to suck and fuck some BBC instead of going to the gym. I found out when I found some magnum condoms in a back pack she had been using.

I was really mad at first but now it makes me so hard thinking about it, but i haven't told her. What should i do?

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@confessions
08 Dec 2013 11:50AM
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I love dat white pussy! I confess I have fucked at least one white woman a month since I was 15 and im 38 now. I never use condoms and they love dis black seed in dem! I have 5 kids and 4 of them or bi racial ;) I have never fucked a white woman that wasn't at least dating someone.. most are married. I get off on fucking over the white man behind is back haha. I wonder how many of u mother fuckers have ate my seed right out your wife without even knowing!

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@confessions
14 Sep 2023 8:29AM
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I came on my girls face and felt terrible about it.

So here's a confession that will probably be comical to you, my girl and I think it is at least lol. So we were fucking, pretty intently actually and while I was fucking the shit out of her, I thought it would be hot to give her a facial because I had never done it before. While fucking her and getting close to cumming I asked her if I could cum on her face, she said yes and I was excited. So I started fucking harder untill I had to cum, when I had to cum I pulled out, ripped the condom off and assumed position above her face. I started jerking off getting ready to bust, I knew it was gonna be a huge one and I genuinely thought this was gonna be sexy as fuck. It finally got to the point of me cumming and I aimed, and I came......BUT as soon as the cum exited the tip, I felt so horrible, just thinking to myself "I am so sorry about this". Needless to say I completely COVERED her face with my cum, it got in her eyes and everything, the reason I felt terrible is because I have a great deal of love and respect for her, and to me I just disrespected her massively, it didn't help it started burning her eyes and she couldn't keep them open. We instantly started scrambling to find something to get it off her face and after we got her all cleaned up I apologized alot lol. She said it was fine she knew I wanted to try it but we both agreed not to do it again cause obviously she didn't like it either. Morale of the story for me, not everything you see in porn will translate to real life.

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@requests
18 Nov 2011 6:29PM
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I am looking for a video that has been on this site for quite a while but now i cant find it anymore:
it shows a pretty hot hooker with black stockings getting fucked by a guy with red condom, first on a chair an then on the bed in her ass.
someone still got the video?

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@confessions
16 Nov 2013 7:52PM
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I confess I let an older guy fuck me when I was 16.

When I was around 15, I started going on chat rooms and chatting with older guys. I was not and still do not consider myself gay, but when I get really horny I get in this depraved sense of mind. I'd get horny doing something I think is otherwise disgusting. Anyway, nothing got me hornier than knowing these older guys wanted to use my ass. I loved chatting with married guys because I knew they were paranoid about keeping it a secret like me. I had a lot of depraved convos with older guys about fucking my ass and making me their slutboi. I'd cum, always feel mega jackoff remorse, close the chat, and usually block them.

At some point I built up the courage to have phone sex with some guys. I would get older guys to give me their number and call it with *67 so they couldn't call me back. Pretty much whenever I was home alone I'd hit the chatrooms and find guys to phonefuck me. I was usually pretty shy on the phone, but I loved when a guy was really verbal and would call me names, faggot, etc, while we were moaning over the phone. We'd cum together moaning in extacy and hang up right after. Despite my post cum remorse, I would always go back. At times, when my family was asleep, I'd take my phone and a jizz napkin in the shed behind the house in the middle of the night to get off like this. I get both disgusted and horny thinking about moaning "fuck me harder daddy!" to some old guy states away, in middle of the night, in my filthy shed.

So now to the fucking: One day, I start chatting with an 50 something year old married guy and I don't quite exactly remember why, but we ended up jacking off together from time to time on messenger. He lived a few counties away from me, but in the same state. I don't think we ever phonefucked, but at one point he definitely convinced me to get a webcam, and I would cam for him. We had many horny conversations about him fucking me in front of his wife, etc. I'd always cum on cam for him and feel that remorse, I never showed him my face though.

We started having conversations about how we should meet and fuck, and it was always just jerkoff fodder. We were both to paranoid to actually do it. One weekend when the family was gone for the day we had a pretty long edging session early. We both were in an extremely horny state of mind I guess, because we decided to go for it. We stopped jerking off, our balls full with cum, to save for our depraved encounter. We worked out a plan were I would take a bus to a point where he would meet me and we'd walk to a motel nearby.

The moment I walked out of my house my heart was beating like crazy, but I felt hornier than I ever have. I'd never even taken the bus before, but my horniness made me so willing to do anything. When I go off the bus I saw the him wearing the clothes he described. He wasn't ugly, buy he was certainly a man in his fifties, a bit overweight and stocky. When I walked up to him, we were both very nervous and just said things like "are you ready for this" and "I cant wait." I started getting so horny as we walked, I started getting so horny though, and started thoughing his cock through his pants. Probably not the best idea since he was 50 something and I was young, but I was horny.

When we got in the motel room, my heart was pounding and my cock was throbbing. We took off our clothes and I lay on the bed naked. Keep in mind I was a complete virgin, only had a few fingers in my ass when I cammed for him, but was horny for cock. I had my first foreplay with this guy as we humped each other for a good 30 min. My cock was leaking at this point rubbing all over this hairy guy. We 69ed until I about burst and then gave him head while my cock softened a bit. I started pushing his cock on my tight asshole and we knew it was time.

He lubed up my ass with his fingers and slowly stretched me out a bit. It hurt and almost made me cum at the same time. He worked my ass with his fingers for a bit, until I told him to try to get inside me. He worked on a condom and dumped some more lube on his cock. I lay missionary while he started working his cock inside me. It was uncomfortable at first, but wasn't long before my cock was rock hard as his saggy balls slapped my ass. We started talking dirty. We didn't even know eachothers names. He moan "you like my cock boy!" and I responded, "fuck me daddy!"

He told me he loved me and I responded I love him too. I vividly remember this and making out while he fucked me. I confess my first kiss was this horny old man I met on messenger. He asked if he could take the condom off and I said fine. I didn't really understand how dumb that was at the time, but he was married I didn't think he had a std since he told me I was his first male fuck.

When he slid in me bareback, it felt so good. We kissed as he fucked me a few more minutes and then I told him I was gonna cum. A few strokes of my cock and I blew all over my chest and face with his cock still sliding in and out of me. Needless to say, I felt immediate disgust and discomfort. My cock got soft and I got quite but he just started pounding away harder. I'm not sure he fucked me harder because he saw I was uncomfortable and in pain and was trying to finish to get it over with for me or because the pain on my face made him hornier, but he pumped until he moaned "I'm gonna breed you boy!" Then stuck his tongue down my mouth while he pumped his seed deep inside me. He collapsed on top of me, his heart beating through me.

After a min or so he slid his beating semi out of my hole and just started cleaning himself up and getting dressed. I followed and there were few words after and we didn't look at eachother. We pretty much just dressed and I walked alone to the bus stop feeling dirty.

I blocked him when I got home and we never talked again.

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@confessions
10 Sep 2023 9:38AM
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i have to confess ive been cheating on my 22 yo Gf im 30 and the side chick is 37 and a real slut. where my gf is kinda a goody goody you guys think its worth me cheating for this slut? she legit told me i fuck her better than anyone ever an you def could hear why she said it lol. one time she said " omg you pulled my insides out you gotta pull out slow baby" her goto word while getting railed is "dam" shits sexyyy, an she lets me fuck with no condom, and i get to bust anywhere i want. i normally dump my gfs cum inside my side chicks pussy.
thoughts?

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@requests
31 Jul 2012 5:45PM
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does anyone know where to find the video of a boy being deflowered by a mature wearing stockings, who puts a black condom on him and fucks him rough?

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@random
02 Dec 2021 10:54PM
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Within 10 minutes of her hitting her bowl we were in my bedroom. She just went to go get changed and we're going to fuck  should I fuck her without a condom?

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@confessions
07 Sep 2012 8:53AM
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So last night i brought my gf back to my house after drinking at a friends house. we were messing around at the party and we were pretty drunk by the time we were leaving. She was obviously more drunk than i was when we got to my house she threw herself on the bed and almost fell asleep but horny as i was i start taking off her pants..i had her face down ass up eating the pussy like i hadnt drank for days! anyways i was eating her out and licking her ass hole and she just moaned and hicuped like she might puke. but the fact that she was sooo drunk turned me the hell on i fucked her in the ass! no condom and i nutted in her>:)it was soo good i used no lube but i was eating and fingering her ass making it super wet! it was the best anal ive ever had she was pretty much passsed out and i pulled her hair riding real hard!!

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Anonymous
@confessions
19 Sep 2016 11:36AM
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When I was 19 years old and in college in Florida, I got really heavy into drugs. Mainly party drugs like coke and ecstasy, and of course plenty of weed, but on occasion other drugs as well. I was out of control and living one big party life on my parent's dime while they struggled mightily to pay for me to have the opportunity they never had and go to college. Looking back I feel like a total asshole about it now as they wanted nothing more than for me to be successful and not have to struggle...sorry, I digressed.

Anyway, since I had no money and wanted to keep up my partying lifestyle and since I was always very athletic, in shape and considered "good-looking", through one of the people I met in the party scene I ended up doing some modeling to make some extra money. Pretty low rent stuff, nothing glamorous, but a couple hundred bucks a week.

This quickly evolved into the opportunity to do some "videos". It started with just masturbation videos of me lying in bed, or on a couch or in the shower jerking off. I figured I was going to do it anyway so why not get paid for it and I was getting paid $100-200 per day that I did a shoot. I could sometimes do 3 or 4 scenes in a day. The guy running the operation said he was impressed by my "re-load" ability and also that I had just the right cock for it...I'm about 8 inches, decently thick and my dick looks perfectly formed from shaft to head and can blow pretty big loads even after only a little break in between. I knew that these were primarily for gay guys to watch but I didn't care. If someone gets off from seeing me, so fucking what. I did these for a while and then he asked one day if I'd want to do some full sex movies and photo shoots and showed me some of his portfolio and all things considered the chicks looked pretty hot and we were now talking more like $300-500 per day so I jumped right at the chance.

It was a crazy scene and pretty much everything you wanted was at your fingertips. Women and drugs galore. Parties every night after shooting. We were all in the 18-22 age bracket so it was just a no responsibility show. But as quickly as I made money it went back out the door on drugs and partying. Then one night when we were partying at the main house this director used for shooting videos, him and a couple of the other "big wigs" in their operation asked me if I would be willing to do some more hardcore shit. At first I was thinking they meant bondage, s&m type stuff, but they quickly made it clear they were talking gay action. I immediately said not a chance, I was straight and no way I could do it. They pushed the matter (and a coffee table with a big pile of blow on it) and said that all the actors in their gay shoots are straight guys because that is the look they wanted in their videos, strong masculine men, not femboys. The guys just do "gay for pay" and they also said I could make up to a $1000 per shoot depending on the circumstances. At that point my eyes lit up and I think they knew they had me. I asked them more questions and they said I could be strictly a top and receive blow jobs, that I didn't have to get fucked or suck or kiss anyone if I didn't want to. I could also do bi scenes where a female actress or two would be involved. I said, what the fuck, let's give it a try.

The next week they had scheduled me in for my first scene. I was shaking like a leaf prior to which was totally not like me. In the other stuff I had already done I was totally calm and had no issues getting naked, getting hard and fucking in front of other people. It was a one on one scene with me and another guy. I was going to be swimming naked in the pool and then get out and immediately go to the lounge chair next to the pool when the "pool guy" was going to show up to service the pool and eventually me who was masturbating while watching him clean the pool. I actually was having a difficult time getting hard which was totally not the norm for me, but he came over and began blowing me for a while and soon enough I did get fully hard. I had sunglasses on and just kept my eyes closed and picturing hot women. I put on a condom and ended up fucking him in a few different positions and then to my surprise he end up blowing his load on my chest as he was riding me, then slid off my cock, dropped back down and sucked me to completion taking my load all over his face.

I said afterward that it wasn't that bad, but I didn't think I wanted to do it again...until I got my next offer and more cash. It went on like this for a while and me just doing the fucking and getting sucked. I still was primarily doing straight shoots though. Then the director came to me with a proposal for a scene. It would be me and this girl I had done some straight scenes with and we would be a "married" couple and then another guy who was coming to our house to do some repairs. But he wanted it to be a scene where me and her completely serviced this guy. We all were going to suck and fuck each other, no holds barred type stuff. I was extremely hesitant but he offered up my biggest payday yet and it was a good chunk of money for 4-5 hours of total "work". I was so far gone into the scene at that time that I agreed and said let's do this.

The day came and again I was nervous. I did all my usual prep on my "manscaping" and where I normally do everything I can to keep myself fresh down below, this time I added the step of the diet one of the other male actors recommended and his full enema routine to completely clean me out. The worst thing on a porn set when anal is involved is having a shit accident. It came time for the scene and we were in the bedroom on a king size bed where I was fucking the girl for a while then the "repair" man came in, he joined in with me "thinking" he was just going to play jointly with my wife but then he starts licking my balls and ass and pulling out my cock from the wife's pussy and sucking on it. We go through some more motions and she is sucking him then she tells me she wants to see me suck him and this is it, the moment I took a cock in my mouth. I did what I had to do and then after he fucks her it was my turn to take his cock. I was laying on my back as she sat on my face and then he started fucking my ass. Hurt like hell but I had to put up a good front. He even made a comment that got into the video about how tight my ass was. Anyway, we finished the scene after everyone had been fucked and sucked and I went out that night with some of the other people from set and we got destroyed on drugs and booze. I was fucked up beyond belief and when I got home that night I said that was it, I was done. Absolutely no more of all of it. The drugs the porn, nothing. The next day I called up the director and said to pull me from the stuff he had me scheduled for the next week. He tried to convince me and told me what a fucking amazing job I had done the day before, but I told him I had to get out. I couldn't handle the life and really was regretting all of it. I pulled the plug that day and never looked back.

So, somehow through all of this I didn't flunk out of school. I ended up completing my degree and living out a pretty mundane, boring college life and working a bullshit part-time job in one of the offices on campus answering phones and shit. Really nobody in my "normal" life had any clue about what I had done. My parents were none the wiser about anything I did partying or whatever and were proud as could be the day they saw me get my degree. I started a job with a top consulting firm and in the decade plus since, have worked hard and progressed so much in my career that I look at the "crazy" money I was making from porn and laugh at how little it is compared to now. I am engaged to a very attractive and smart girl who is an attorney and makes plenty of money herself, but also has no clue about my prior life.

I guess my biggest fear is that one day I am going to come on here and see one of my videos front and center. I know they are out there in various places on the web, but they obviously weren't under my real name and the look I had back then was very different than it is now where I am clean cut hair, have a beard, and even back then in a bunch of the scenes I had bleached blonde hair for a while and a deep Floridian tan. I guess my real name and SSN is on file with the porn company somewhere so that could somehow get out, but generally speaking I got away free and clear without any repercussions. Crazy the journey our lives take.

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@confessions
27 Mar 2013 9:46PM
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This is a confession followed by a plea for some advice from you guys, hope you can help. (At the time of the story I was 19 and my cousin 15).

A few years ago I used to have to go to my grans to help out with the gardening, housework etc. I had been going for a few weeks when one day my cousin turned up saying her mum had wanted her to come up and help. My gran said she was going out for the day and wouldn't be back till late and if I didn't mind staying until she got back (I didn't have a key to lock up) which I agreed to. So me and my cousin finished the chores and headed inside for some food and to watch some TV. A little later I said I was gonna take a nap and that she should just head home so off she went and I headed up to the spare bedroom. I was just about to drift off when I heard a noise in the room and I open my eyes to see my cousin standing in the middle of the room (I should point out that the back door of my grans wasn't usually locked during the day cause family used to come and go a lot). I asked her what she was doing back and she said my aunt had gone out and she didn't have a key to get back in. I told her she could stay here but to go downstairs and watch tv or something cause I was wanting to sleep. She said she wanted to go for a nap too and then got in the bed with me.
I wasn't bothered cause we used to do this when we were younger as the bed used to be our 'fort' and thought that she wouldn't disturb me. I closed my eyes again and suddenly felt her move closer to me and put her arm around me, she smelt really good, I wasn't really sure what was going on or how to act (she is a bit chubby though kinda pretty but I've never looked at her in that way before) so I took her arm off of me and told her to go to sleep. I closed my eyes again and this time she started to kiss me, I was reluctant at first but then thought what the hell and went with it.
It started as some little pecks on the lips but soon I could feel her tongue entering my mouth and we started properly making out. She then took off her top and for the first time I got to see her big breasts (chubby girl big but still) I couldn't help but touch and squeeze them and when I finally put one of her nipples in my mouth she let out a cute little moan. I gave both tits equal attention before we went back to making out and she started rubbing my cock through my jeans getting me really hard. I quickly took them off along with my boxers and stood in front of her with my raging boner in full view. She looked a bit unsure so I told her to just take it in her hands and do what she thought was right, she definitely knew what she was doing.
After about 5 minutes of wanking me she asked if she should put it in her mouth (cute) and I said absolutely. WOW, she was so good at giving head I asked if she had done it before and she said no but I think she was lying. I asked her if I could fuck her and she wasn't so sure cause she hadn't done it before, I told her I had a condom (always have one in my wallet cause you never know) and that I would be gentle. She finally agreed and I took off her shorts and panties, her pussy was hairless and was just a beautiful little mound. I got down on my knees and started kissing her thighs in towards it and gave her pussy a lick from the bottom to the top, she shivered and let out another little moan. I stood up and asked her to put the condom on me, she didn't know how and I ended up doing it. I started rubbing the tip of my penis up and down her slit while looking at her face to make sure she was ok. I asked her if she was ready and she said 'not quite yet just keep rubbing it up and down'. I kept doing this for another 10 minutes thinking she is nearly ready when suddenly there is a shout from downstairs 'HELLO! is anyone in?', it was my aunt.
We started panicking but quickly got dressed before we answered her, I told my cousin to go into the bathroom and splash cold water on herself cause her face was all red. I went down and spoke to my aunt, she was here to take my cousin home, she came down and I waited nervously to see if my aunt suspected anything. She didn't and off they went leaving me to go watch some porn and 'finish off'.

In the first year since this story me and my cousin would sometimes be at my grans at the same time and we would occasionally make out and twice she gave me a blow job (swallowing both times) but nothing more. In the previous two years we haven't really seen each other except for family gatherings and sometimes at college. The times when we do see each other she always hugs me and kisses me on the cheek. She is now dating a guy and is pregnant with his child.

This is where I need the advice: Before she got pregnant she had lost some weight and was looking really good and kept having the idea of meeting up with her again and start having sex. I just don't know how to find out if she would want to or not. The big thing is that quite a few people (friends and family) have mentioned that her boyfriend bears a similar resemblance to me. Is this because she likes me or what?
What do you guys think?

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Lonelylitteslt
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@chicks
02 Jan 2024 9:32AM
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After smoked meth i love and happy fuck with a lot of strangers with no condom for free.

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@confessions
07 Sep 2012 12:51PM
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i confess it was me on the grassy knoll... ok it wasnt me but i did just suck my 21st cock today not 10mins ago

so lets do an avengers HEAD count shall we lol

thats 21guys....

sucked 21cocks :)
12loads of cum shot in my mouth :l
11loads of cum swallowed :P

11guys sucked my cock
3guys suckd me of an swallowed :P
2guys wanked me off :)
1guy wanked me of as i was on top of his cock riding him :P

7guys fucked me :)
3guys fucked me with condom :(
4fucked me bareback :P:P:P:P

5times iv let guys cum up my ass bareback.. then i went ass to mouth :P:P
but only 3 guys have came up my ass :P:P:P

and all of these guys since 2009
ooo i did used to live in manchster in 2009. so if any english guys ever fucked a scottish lad who lived in ashton THANKS


ironic i have only been with
7woman in my life as i used to be a nice straight guy loll

so lets do a girl count shall we..
of the 7woman there total ages add up to --- 146 :P

of the 7
2 i have just kissed fingerd licked
7 i have licked out
1 could squirt so good and so much i got 7mouthfulls from :P:P:P:P
5 i have fucked
5 i fucked bareback
4 i have cum inside... and 1 didnt know :P:P:P
2 i came inside even tho they were not on the pill :P:P:P:P
2 have let me cum in there mouths :(
1 has swallowd.... tuns of cum :P:P:P
2 wanked me of many times
1 i licked out then had her piss in my mouth.. i drank it all and came all over her 2times in a row a double orgasim with no wanking :P:P:P:P:P:P:P:P

ooo and shhh dont tell my current gf anything as over half the men on that last have been with me while i have been dating her :P:P:P:P:P:P:P

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@random
13 Dec 2023 7:34AM
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I really, really wanna let someone put their cock inside of my butthole with no condom

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Anonymous
@confessions
27 Dec 2013 10:09AM
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I was in a club in Mozambique and there was a back room.
A Romanian girl in there. Cute. So I bargained with the black
eunuch, who seemed to be in charge. He wanted $20. I said $2.
We settled on $5, plus $12.50 for a condom. I said I have my
own. The eunuch said you have to use ours. I thought what a
scam. Then I remembered a verse from the Koran and recited it
and he let me have the girl for $1.25 with no condom.

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Hungbig1
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@confessions
21 Jan 2024 1:16AM
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I really love my sexy eldest sister Bianca. I mean she turns me on so much! Has long brunette hair, nice long legs, big tits and a beautiful face! Top it off with an amazing personality! Im going to mention that I have strong incest thoughts about her and constantly save and print her fb pics on A4 paper so U can masturbate too! When I'm wanking over her pics the dirty, fetishes that go through my head are so dirty and hot as I say her name as I'm wanking and imagine that I'm having sex with her without a condom before shouting out aloud "Bianca I'm cumming" then blowing my big load all over her pic only imagining it was me cumming inside her!

Now I really want to tell her how I feel about her want to know how would she react if I told her that I masturbate to her pics and fantasize about having sex with her and cumming inside her?? Do you think she will think this is hot or that her younger brother is just a dirty, incest pig?? I really want to impress her and make her feel the same way!;)

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shane2420
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@confessions
10 Mar 2012 3:44PM
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I was wonder if there are any ladies out there that are into playing with the fire you might get pregnant? I would like to find a woman that likes to have sex without a condom or birth control. Just wanting me to pull out when I�m ready to cum and taking the risk that I�ll pull out in time or in the heat of the moment I fill you full of my potent seed.

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Anonymous
@confessions
04 Aug 2023 11:18AM
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I am my wife's cuckold and have a confession. We have been married for 6 years and have lived this lifestyle for the last 5. I enjoy the lifestyle as does my wife; she is 27. Recently my dad who is 56, cornered us and confronted us and told us that he learned about our way of life. There was an ultimatum given to us by him. It was that he be allowed to fuck my wife, or he will tell both of our families about our lifestyle. He has told me that he will not be using a condom when he fucks my wife. My wife has agreed to his demands so as to keep the secret from our families. This is supposed to take place tomorrow, do you think there is any way to get out of this? I will include a pic of her for you.

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@confessions
17 Dec 2014 5:05PM
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I am a member of the Loyal White Knights of the Ku Klux Klan and have been for a while now. I'm not going too say what state or what my ranking is because I will be beat & banished if they find out.

This 23 year old black woman (I'm in my 30's) heard about me being a member through neighborhood gossip and my friends coming over in their pro-white shirts.

One day I came home from work and she said "excuse me mister?" I was thinking "oh boy, here we go." I said "what?" She said "I'm not scared of your ass ya fucking cracker!" I replied "Well good for you ya fucking nigger!" I expected for her to go get some of her bang banging spooks after I said that but she walked up too me and said, "I think that's so hot! Call me a nigger again!"

I was shocked! I said something like "You're a crazy fucking nigger and I suggest you leave NOW!!!!" She did.

A few days later she said "Hello cracker!" I said Hello nigger!" When I said that she grabbed her tits and shook them at me!!!!!

This when on for months. One night I get a knock at my door and it was her! She asked me if i was alone and if I could talk? I said I was alone but that I really didn't want too speak too her. She then said "That's okay then, we don't have too talk, just put on your klan robe and fuck me!" She turned around bent over and pointed at her ass and said "You know you want too hit that shit!!!!"

I looked around too see if anyone was looking and I said "Hurry up and come in. I don't want too be seen talking to a nigger!" She freaking laughed at me.

I said "sit down and don't move because I know how you niggers are, always stealing shit!" She laughed her fucking ass off! It was like whatever mean and hateful thing I was saying was making her more wet and excited! I told her I would be back.

I went into my bedroom and was putting my hood and robe on with my back to the bedroom door and I soon as I turned around you was at my door! I was like "Nigger! I told you not too move!" As soon as I said that, she dropped too her knees and said (in a old time black Southern accent) "I'm sorry massa! I'm sorry massa!" I couldn't help it but I started to bust out laughing!!!

She was like "Mother fucker! taking this serious! This is my fantasy!!!!!"

I had a g/f who passed away in a car wreak and we has hand cuffs and whips. I went to the closet door, got out a whip and said something along the lines of "Nigger, you have very been bad! I ripped off her shirt and she coward down and scooted away from me. I didn't know if she was really fearing me or it was a act but as soon as I heard "Massa!! please no massa!!! It was all her ok.

I ripped off her tight jeans along with her panties and begun to beat her on the ass with the whip. As soon as I seen her pussy juice up, I was instantly hard! I was like WTF am I doing!!!! lol I pulled out my cock through my robe and said "suck my cock nigger!!!!!" And wow, did she ever! It was one of the best BJ's I have ever had.

My hood has a 3 buttons on the face mask so I can still wear my hood minus the face mask. I took the mask off. She way like noooo!!! I said Nigger, I'm going too eat your pussy and be smelling your pussy during my cross lighting's!!! She just laughed, so did I!

I kept thinking too myself, "I hope this nigger don't have aids..." lol

Anyway, after that I ended up fucking her with a condom on of course. It was a wild night. This was more than a year ago. Every time she sees me she says fuck you cracker and I say fuck you nigger. It was only a 1 time thing though I jack off and think about that night often...

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@confessions
09 Mar 2008 11:38AM
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Ok - Here's the first of many:

Like othes on here, I love anonymous sex with men, while I'm outwardly straight. I've been to bathhouses, porn shops, hookups off the internet. I'm as safe as random, casual sex can be (condoms, etc). I don't want the loving/hugging/holding shit, just good nasty sex. Still love sex with women and have two current female lovers. Here's the deal though - I've got no guilt over it. So it's probably less of a confession that a comment...

Let me know your thoughts!

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Anonymous
@confessions
03 Mar 2014 8:14PM
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My 15 year old is on spring break in a few weeks and just asked if her boyfriend of a year could sleep overnight (in her bed) for that week. I know they have been having sex for the past six months and she is on bc and using condoms. Part of me thinks why not, they are already active but the other part of me is how I was raised and know my mother would never have let that happen in our house growing up. I'm really mixed on this and wondered if anybody else has allowed this and how did it work out?

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@chicks
13 Apr 2019 5:25PM
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Tell me the what you would do to this hottie. I want to knock her up and then make her fuck old men, black men and fat men. No condoms even homeless street people

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Jayphil
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@random
01 Jan 2017 1:38PM
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My DP partner and I got invited to a house party last night for NYE with about 50 people there. We got there around 6 already buzzed and so was most of the party. Unfortunately we saw someone there we had DPd before with her new boyfriend. It was really awkward at first but she came over and introduced him to us. We shook his hand and she pulls me aside and asks us if we'll fuck her again while he watches. Uhhhh yeah sure I guess I respond. I give my buddy a heads up and she leads us to an unoccupied bedroom with a fouton. We're in the middle of DPing her and I feel a tap on my shoulder. It's her boyfriend and he's got another couple from the party that wants to join us. I see that the it's the couple that owns the house and they tell us that Brianna(the woman we're already fucking) told them about her experience and it's always been something that they wanted but didn't want to use Craigslist or a stranger. Mind you we DPd Brianna only for one night and I got her pregnant(didn't keep it) because I didn't wear a condom when I came(I took it off and the reason for the awkwardness). I told the couple that we will come inside her and they needed to be okay with that and they were. I pulled out of Brianna's ass to watch the wife undress and as soon as her panties hit the floor she's mounting my cock. She was so much tighter than Brianna and she knew how to work my cock without me doing anything. Her husband is just standing there stroking his cock and I motion him over to put it in her asshole. This guy had a giant cock and I could feel it slide inside her already cramped pelvis(she was easily only 5 feet tall and 100 pounds. She came in the first 10 strokes and holy shit did she gush everywhere. After about ten minutes of him just punishing her asshole she started working both of our cocks together and I tell her that I want her to sit on her husbands cock while I try to make him come while fucking her pussy. I know that he's on the verge of cumming so she fits his cock inside her ass and leans back to present her beautiful pussy to me. I immediately started to fuck her as hard and fast as I can and after about 2-3 minutes she has a quivering orgasm which makes him and me cum. I pulled out and before she can get off of her husband my partner is inside her. I sit down on the fouton to recover and I'm just watching all of the fucking going on. Brianna and her boyfriend started fucking next to me and she starts blowing me to get me hard again...it works.
I got behind her and started fucking her asshole which made her boyfriend cum. She's disappointed because she's almost there so she slides him out and I slide in. I remembered that I wasn't about to cum in this girls pussy again and risk her getting pregnant again but she felt so good that I didn't care and I fill her up. I hear my buddy cumming inside the wife and Brianna notes that it's 1130 so we go watch the ball drop. Brianna cleaned up before but Andrea(the wife) just pulls down her miniskirt, fixes her top and hair and heads out full of cum.
We watch the ball drop, enjoy the music and I'm watching Andrea look sexy as fuck. I call Ryan over and tell him I had a great time but I didn't get to try out her asshole like everyone else did. He tells me to go upstairs and he'll send her up. I tell him to send her over and she can lift her skirt up in the back. He smirks and goes to tell her. She comes over and she tells me that she doesn't like the idea but I assure her that if she looks like she's just dancing with me, my buddy and her husband no one will notice. She complies and I slide out through my zipper and into her asshole. The two other guys run blocker as she proceeds to work my cock until I pull her hips to leave a balls deep creampie. She started to slide her skirt down and my buddy is inside her for the next 15 minutes. The husband wants a turn but she says she's too soar so he fills up her pussy instead. Finally she's able to pull down her skirt and we can see our cum running down her legs as she makes her way to the bathroom. We say goodbye and tell them thanks and to tell their friends. Here's to hoping for new and exciting holes to fill up this year.
Anyone else have any other stories?

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@confessions
22 Dec 2023 3:40AM
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I got divorced almost three years ago. I am a female, in my late 30s, and I have been married for 15 years, so I married young.

He was my first, if you dont count a few innocent hs pettings, and our sex life was pretty non existent, for the last few years of marriage. I have relived myself, many times, and eventually got sucked into the world of erotic forums, porn sites etc.

After we split up, my libido just jumped through the roof, and my online addiction sky rocketed. I wanted sex so badly, I have caught myself having these indecent thoughts about men around me, at work, at the supermarket etc.

Why didnt I do anything?

I am affraid. I have had sex with only one man in my life, and I guess I was insecure, so I stayed locked inside this cage I have built for myself.

Through all this, I started chatting with this man, some ten years younger than me, via this erotic forum. It became a form of hotting, with words at starters. Then I sent him some photos of me, without face and clothed, he sent me his, and he is a handsome, handsome man, so handsome, that I have wondered what such a good looking man is doing sexting a woman like me.

It evolved, i sent him some bikini photos, than partial nudes, and full nudes at the end, and eventually we saw each other on cam.

It was so sexy. He was raining down on me with compliments, throughout all of this, how beautifull I am, how hot I am, and such things are nice to hear. LIttle digression - I know I look good, and my looks werent the obstacle for me to find someone to have sex with - it was the other issues, I discussed earlier.

So we continued with this for more than 6 months, and it was hot, so intense. He was so good at describing things, it was like living through an audio version of the best erotic story ever written. Him, talking, made me climax every time, but looking at him through the camera didnt hurt either.

And he was obsessed with my behind, always asking for me to show it, and if I did, he would climax almost immediately. He would always tell me how he wants me from behind, or in a reverse cowgirl etc, and it got me appreciating that part of my body, and I did become aware that it does look good for a woman of my shape and size.

Long story short, after almost half of year of this, one day he sends me a message that he is coming to my country on business (we both live in Europe - different countries), and that he will be in such and such hotel, room number ..., and gives me his telephone number, for me to call him, so we could go out for dinner and, who knows.

I decided not to go, not to call him, it was all fun, but one thing is a fantasy through the weil of some anonymity, and this would be something completely different.

I was fighting myself on this one, I wanted to go, but I was scared, really scared that I will ruin it, by meeting him. You have got to understand, this was a kind of a relationship for me, something I was looking forward, seeing him online.

He was staying there for three nights. On the second night, I called him at 1 a.m. My voice was... I was scared. Asked him if I can come over to his room.

An hour later, I was there, in leather pants (god, what was I thinking), and a bottle of wine. We started going at each other immediately, we were both so desperate. He ripped my blouse off of me, and went for my breast right away. I was on fire, ready to go, like I have had hours of fore play.

And as we started to undress, I remembered his fixation, so as he was laying on his back, I got on top of him, kissed him, then turned the other way. I have never had sex in this position, so I was a bit scared, but ready to go. He had a condom on... And he came after no more than 20 seconds.

My dissapointment was inmesurable. He did try to get me off, afterwards, but wasnt good at it, so I faked it. I excused myself, and lied to him that I will see him again tomorrow, and told him it was good, it was all I was hoping for.

Never saw him again, not in real life, nor online. But this awkward experience was an eye opener of sorts. What was I affraid of?

Two weeks later, I met a man of my age, also divorced, like me, and I am having the best sex of my life.

I think this whole experience helped me understand a few things about myself. And one thing is for sure, I lost years of my life, living of sexual scraps, from my husband, later on, from online erotica, but nothing beats the real thing, when it is done right.

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Anonymous
@confessions
25 Jul 2021 8:59AM
• 605 views • 1 attachment
[ − ] thread [ 11 replies ]

Hooked up with this slut a few months ago. Pulled my condom and came inside without her knowing. Saw yesterday at a grocery store with a big belly. Oops!

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@confessions
14 Feb 2014 9:34PM
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My little sister was one of those kids who hated to wear clothes. Until she was 8 or 9 when ever she was home she was naked as could be, only put on clothes when we had guests. Even after she started to wear clothes, she didn't wear much. loose shorts and tank tops, with nothing under neath.

Now I'm 5 years older then her so, it always bugged the hell out of me. I'd be playing Halo with my friends and my naked sister would run by. Very embarrassing for a young teen.

We live on a large plot of land in a rural area, the closest neighbor is a couple hundred yards away. And thank fully hunting in very restrictive in the county. So we grew up in the woods. We had a nice spring fed pond on the property so we had no need for a swimming pool.

I was 18 just graduated high school, and waiting for college to start. The day was hot, the days were averaging in the high 90's all summer. With nothing to do I headed to the pond for a dip. And that is when I truly started to see my sister as something else. I was just getting ready to drop my shorts when she popped out of the water. Naked as the day she was born and looking like something out of a porn.

It was around noon so The sun was bright and right overhead. So I didn't see her face first, I just saw her nubile body, clean shaven and glistening. The desire for her just clicked on in my head. I knew it was her, she still only wore underwear when she had to. I had seen her various bits often enough to grown use to them. But knowing it was my sister it never aroused me.

So here was my sister walking towards me naked, me wearing only a pair of thin board shorts. As she walks past me she winks, says "Careful you'll put out an eye with that thing." and slaps my ass. I had full tent action going on, and I couldn't help but watch as she picked up a towel I hadn't seen and heads home, still naked. I did the only thing I could. Jerk off and took a swim. She was gone by the time I got home, went to a friends who lived near by. life went on as normal for a few days.

It was a week later. My parents slept in the basement, my sister and eye had rooms on the second floor. We also had a shared Game room, where we kept the game systems and a big screen. It was late, parents in bed, I was heading to the game room for some late night Call Of Duty. My sisters door was open a crack and as I past I heard a sharp intake on breath. I peeked in.

Her lights were off, but the screen of her laptop gave me more then enough light. She was on her stomach facing away from me. Her ass in the air and naked. She was staring at the porn on her laptop, and fucking her self with a hair brush. A week earlier I would of just left, but instead I shoved my hand in my shorts and played along. I had the absolute perfect view, almost like it was arranged. I watched as she finished and collapsed on her bed. I went back to my room and finished my self before going to bed. That was Thursday night.

Saturday night our parents were going out. Some sort of banquet for the company my dad works for. They would be gone all night, and if they drank too much would get a room. This wasn't uncommon, our parents stayed out occasionally, I would stay home to babysit. Of course My sister normally would go to her friends house for the night. But my parents expected me to be home just in case.

So it was 5pm when she walked into my room wearing her normal house attire. A pair of my old gym shorts and a too big tank. She comes up to me and without any shyness asks, "Do you have any condoms?"
Me, "Yeah why?"
Sis, "I want one Duh."
Me, "Why do you want one?"
Sis, "To use. I'm planing on giving up my virginity tonight."

My mind was reeling. We weren't super close, but we had always been upfront and honest with each other. I was the one who told her about sex when she started to show interest in boys. She had walked in on my with a girl more then once. And I wasn't the time of brother to try to stop her. I knew if she had her mind set on it nothing would stop her. I should just be glad she was using protection. So I got one from my night stand and handed it to her and said, "I won't stop you, but are you sure your ready? Are you sure he's the right guy?"

Sis, "I'm ready, I've been waiting for a year now. And I know he would never do anything to hurt me, he loves me."
Me, "Are you sure? Do I know him?"
Sis, "Yes and yes."
Me, "Who is it?"

She smiled, pulled off her shirt, dropped her shorts and right before she kissed me said, "You moron." The thought 'this is my sister' never once went through my head. My hormones took over and I kissed her back, running my hands over her body. We made out standing in the middle of my room for some time. When I needed more I picked her up and tossed her onto my bed. It took me 3 steps to strip and join her. I was far too aroused for drawn out foreplay. I went straight for her bald pussy. I know it's cliche but she tasted sweet. She locked her legs around my neck and her fingers in my hair. She climaxed quickly, and I drank it all in.

She was going to go down on me next but I couldn't wait. I grabbed a condom, she helped me put it on, and eased myself into her. She moaned loud as I went further into her tight virgin pussy. I had enough sense to go slow and not pound her silly. Going slow is the only thing that kept me from blowing my load in the first 5 seconds. She kept asking to try different positions. Once we got to doggie I was more the ready to blow so I told her to finish me with her mouth. I went at it like a porn start, which means I doubt she had ever sucked a real one. But she didn't gag much, and when I told her I was about to come she took it all in her mouth.

We laid in bed together for sometime, before either of us spoke. Sis, "That was fun."
Me, "Yeah, it's been too long for me."
Sis, "At least my first time didn't suck."
It was about now the whole fucking my sister started to settle in. She must have seen my face because she started to laugh, "Calm down. I'm not telling anyone, and I know you wont. I was serious about what I said, I've been planing this for a year. It was just sex, I'm on the pill you used a condom, so it's all good."
Me, "We shouldn't have Your my sister."
Sis, "Oh shut up. Did you like it, Yes. Was it fun, Yes. Were we safe, Yes." She smiled at me again, "Are we going to do it again, Yes and tonight."
I was done for, I was never able to say no to my sister.

After that we got very close. We didn't go after each other all the time. In fact after that first night it wasn't a regular thing. But we talked more and spent more time together. She promised me she would be very picky about any future guys. She even got me laid by one of her super cute friends, which turns out get her laid by the same super cute friend.

I was inspired to right this, because we just fucked a few hours ago and I felt like sharing.

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@confessions
26 Oct 2020 6:07PM
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So while on hoildays in Gran Canaria with my wife, I went out for my afternoon run. After about 20 mins I passed a sex shop in a gay shopping centre. Feeling horny I took a look inside. I looked around for abit and saw a cinema and the guy at desk ushered me in and turned on the screens. I took my cock out and started stroking my cock when the guy from the desk came in with some lube and rubbed it into my cock. He went out and put the closed sign on the door and came back in and started stroking my cock. He then got on his knees and started sucking until I was hard a rock and then put a condom on me and bent over the chair. I fucked him as hard and deep in the ass as I could and came on his face and chest. I jogged back to wife with empty balls.

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@requests
11 Mar 2012 6:23AM
• 198 views • 0 attachments
[ − ] thread [ 2 replies ]

Anyone know where I can find some vids of a hot tran fucking a hot girl in the pussy without a condom and cumming in her?

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@confessions
15 Nov 2012 11:55PM
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I feel like such a good little slut when there are condom wrappers on my bedroom floor...

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@confessions
25 Dec 2011 12:21PM
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I've been seeing a trannie for a few months. She's mixed asian/american and absolutely georgeous. She passes easily for young woman, with her clothes on anyway. She has a very small cock and testicles but it gets incredibly hard and she can still squirt a fair amount of cum. When I fuck her I always use a condom. She wants me to bareback her but I'm scared too. She swears to me she's disease free. I do suck her cock without a condom and swallow it. I want her to fuck me too but her cock is too small for a regular sized condom to stay securely on. She has stuck it in me with a condom on but she has to hold it on her penis while she fucks me to be to keep it from coming all the way off. I guess they make condoms for smaller than average cocks don't they?

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@confessions
01 Jun 2014 12:07PM
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I went to a wedding on Friday night at a fairly posh rugby club with my wife and got a bit carried away with a stranger.

Everyone was a bit drunk and stood around outside talking and I got talking to this slightly chavvy looking girl about 30 years old. She was quite giddy and telling me about how wedding are the ultimate hook up and that she was pissed off all the groomsmen were spoken for. As she was a bit drunk and didn't seem like she would hold back on the details I asked her about past hookups. She went into detail about fucking the best man in the back of the wedding car one time, and wanking someone off during the wedding meal under the table when she was a bridesmaid a few years back, but said she hadn't had any fun like that in ages since having a kid.
By this point I wasn't hard, but wasn't soft and when she noticed and said that I must have enjoyed her stories. Just as she noticed, my wife came out with a drink for me and joined the conversation and we switched topic to normal wedding speak. Luckily managed to hide the small bulge that had started by putting my hand in my pocket.
About 10 mins later the best man announced that the speeches were starting and for all of us to return inside. Thinking nothing of it we started to head into the main building, my wife running ahead as she had to take a position at the top table with the other bridesmaid.
As we were going into the building the woman i was speaking to - who i still didn't know the name of, pulled me to one side and whilst biting her lip said I had one chance if I wanted to fuck a complete stranger.
I had seconds to decide what to do. I was worried that people would notice I was missing, but my wife would be on a separate table to me, and I didn't know any of the people I was sat with anyway...
I decided to go for it. She took my hand and pulled me around the side of the building near the service area biting her lip and half giggling as we went.
when we were around the corner she pushed me against the wall and kissed me hard, asking straight away if I had protection with me. Obviously I didn't. As she kissed me, her hands ran down into my trousers and she started wanking my soft cock. Within a few mins she was semi crouched taking me into her mouth - it's been years since I've had anything other than my wife on my cock and it felt amazing. She was no amateur and had definitely done this many times before!
She carried on sucking me for a bit whilst her other hand was slowly caressing under her dress - although i couldn't see what she was doing. I heard laughter from inside, the groom was starting to give his speech. All of a sudden the woman stopped sucking me and got up grabbed my hand and thrust it towards her pussy. her pants were pulled to the side a bit and I could feel her warm,wet snatch. Instantly i shoved 2 fingers up there and had her moaning into my suit jacket. A couple more minutes of this and she said she was about to cum, grabbing my shoulder as my fingers hit her gspot over and over. The groom had finished his speech I think as there was a round of applause inside just before this.

She was partly limp after she came and I thought this was it, but unexpectedly she said rather chav-ly "Im so fucking wet" grabbed my dick and pulled it towards her wet cunt. She was obviously drunk as she asked me again if I had a condom. Sadly she said i couldn't cum inside her and. After geting sucked earlier I was all but ready to nut. Her leg partly wrapped round me I pumped my cock in her for a couple of minutes as more laughter and applause came from inside. I told her that I was about to cum and she took my cock out her pussy and started to jack it and got down and pressed her lips against the tip as she looked up. "Don't get any on my fucking face, right". Not the hottest thing i've heard, but I didn't care as seconds later i came in her mouth. A good few pumps of spunk later she got up and adjusted her dress said "needed that" and started to walk off! Casually slipped into the room as the speeches were drawing to a close and people were starting to move out their seats toward the bar, didn't see the woman again till after the meal.

She sat a couple of tables away, pretty much blanking me as if nothing had happened, then goes to kiss the bloke next to her. She had her boyfriend/partner with her the filthy slut! Kissing him with a mouth that had been around my cock less than an hour ago!


Wish we got a bit longer though, she had massive tits that were pretty much hanging out her dress that I would love to have played with or shot my load all over. Would love to have taken her to my car and railed her during the evening reception! her pussy was suprisingly tight and she looked like the sort of slag who would let me put it up her arse!

got home that night and my wife was in the mood, I had to "perform" again after being drained of spunk already. Never even got her name.

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@confessions
04 Feb 2012 3:06PM
• 2,453 views • 1 attachment
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So I recently started dating a 22 year old nurse in Philly, and shes fucking amazing. She said I'm her third lover and isn't that experienced. She's not lying, because she was so fucking tight and only felt comfortable in the missionary style for her. She then asked me to use a condom because she doesnt trust the pull out method and doesnt want to get pregnant.

Well I bought some condoms, and yeah after 6 years of not need them with my wife at the time... it fucking sucked! I cant believe what a distraction those things cause.

Long story short, I ended up popping it in her and cummed deep inside her fertile pussy. No the spermicide probably did the job and I should be okay.

But the following night I was fucking her with a condom, took it off when I flipped her on belly and ass up and begun to fuck her without a condom.

I shot a huge load in her and she didnt even notice!

About a week and a half went by and I decided to run my finger over her cervix which was hard to find because it was high, soft and closed. I think I just knocked her up! SHe was complaining of pain in her uterus last night!

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