I confess that I am in other peoples houses for work. If their is a hot girl living there I will find an excuse to get into the laundry room, find a pair of dirty panties, go to the bathroom and beat my meat sniffing that hot, strange cunt. If I am really lucky I will find a nice streak mark from a dirty butthole. Once I found some nice crusty white marks; I licked them and practically blew my load so hard I thought I was going to have to clean jizz off of my face.

With the house all to myself from Thursday through Sunday night, I suggested to Robby (our gang bang guru) that it would be great for him to arrange a fuck session where we could take advantage of an empty house for a change, rather than renting a hotel room for our activities. He came through within the first couple of hours, which just shows what an amazing track record he has of snagging seriously fuckable women.

He'd connected with Jamie via a Craigslist ad. She's 30, 5-5 120, with blonde-highlighted light brown hair and 32B tits. The photo posted here is the one she sent along with her request to meet. Because it was midday Thursday, Robby was only able to arrange a threesome, since the rest of the guys in our over-50 GB group couldn't make it on such short notice. Jamie was apparently OK with that, though, since this was to be her first multi-guy sex encounter and she wasn't too sure how overwhelmed she might be with more participants. And if her claims could be believed, it would prove the first time in more than a month that she'd had any kind of sex at all.

While waiting for them to show up, I gave Robby some shit via text because, after picking Jamie up from her place in North Denver, he had trouble finding my house on the southeast side. He claimed his GPS was all fucked up, but I was more certain it was operator error. Also on the way over, he "warned" me that Jamie was a bit on the skanky side, but I replied that, given our plans for the afternoon, that was a benefit rather than a flaw.

They showed up at my place just before 1:00 p.m., around 20 minutes late. I'd prepared our guest room in advance by stripping the queen-size bed and putting on a new bottom sheet plus clean pillow cases, setting out a brand-new tube of lube, and adjusting the shades so the room wouldn't be quite so bright. Meeting them at the front door, I saw that Jamie was dressed in a pleasantly slutty outfit: Short green cloth jacket over a black lace sleeveless top with a purple bra showing underneath, a denim micro-mini skirt that barely covered her ass, and over-the-knee high-heeled leather boots. She had her hair tied back in a ponytail and spun around after coming through the door so I could apply the green silk scarf I was using as a blindfold. She'd asked for this as one of the conditions of the afternoon's activities, and I was happy to oblige.

Given the lateness of their arrival and the fact Robby had to leave in an hour to pick up his kids from school, we immediately headed upstairs and got down to business. I helped Jamie off with her jacket and unzipped her skirt so she could slip it off. She quickly removed her lacy top and I unhooked her bra. We all agreed she could leave her boots on for the duration. Meanwhile, Robby was stripping down to bare skin, tossing his clothes haphazardly onto the floor in his haste to start in on Jamie. She asked us to leave her undershorts on -- they were leopard-print boy-shorts -- which was fine because they'd been altered by having two carefully placed holes cut out of the crotch. One showed off her smoothly shaved pussy while the other exposed her tight little asshole. I ran my hand down over her buttocks and slipped my middle finger into her tight, wet pussy while removing my clothes at a pace considerably slower than Robby had achieved. He put his hands on her small, firm tits and began to suck on her nipples, which stood up nicely to the attention. She used one of her hands to tug on his fully erect cock - it was hard even before he took off his trousers -- and meanwhile I disengaged so I could remove the rest of my clothes as well.

Robby suggested she lie on her back, which she did, and he stuck his face in between her thighs to taste some of that sweet, sweet pussy. I thought he might be down there a while, but after only about a minute of some serious licking he stood up, pulled her hips closer to the edge of the mattress, and jammed his seven-inch dick into her wet slit. She had her legs up in the air with Robby pressing his hands against the backs of her thighs to keep them there as he pounded her hard. I'd stroked myself from a semi-hard to a fully erect state and climbed onto the bed so she could take my dick in her mouth. By changing my angle of approach, I was able to slide my entire member into her mouth. Of course I'm less than six inches, so it's not a huge challenge, but I could still sense the tip of my cock hit the back of her throat with every downward thrust, which was a great feeling.

After a few minutes of fucking her while standing alongside the bed, Robby suggested it was my turn to squeeze my dick into that pussy. We helped flip her over -- her equilibrium was compromised somewhat by the blindfold -- and I entered her from behind, doggie-style. It had been a couple of months since I'd had sex, so this was a welcome opportunity and I made the most of it, thrusting enthusiastically as Jamie reached down with her right hand and rubbed it briskly across her clit. Meanwhile, Robby had opened up the small bottle of Astroglide he'd brought with him and suggested we DP the girl. She was definitely on board with that idea, so we maneuvered ourselves into position with me on my back and her on top, facing me. She reached down and re-inserted my cock into her pussy and leaned forward so I could suck on her tantalizingly erect nipples. I moved my legs together and Jamie did the same with hers, which allowed Robby to climb aboard and straddle the two of us. He squirted some lube onto his index finger and worked it into Jamie's rear hole, removed it quickly, and leaned forward while pressing his cock's head against her anus. She balanced on one hand above me while reaching back with her other hand and pulling her butt cheek aside to provide him greater access. A deep grunt from her, plus added pressure on my dick inside her pussy, told me he was in her ass. I lay still with my hands on Jamie's hips while Robby did all the work. He pounded her ass with enthusiasm and some deep penetration while she ground my pussy against my lower body. I saw Jamie's chest flushing red and moved my hands from her hips to her tits, tugging insistently on her nipples to match the rhythm the two of them were playing out above me. After a couple of minutes, Jamie let out a big groan and announced she was cumming.

By this point Robby was starting to run out of gas, so he pulled out of her ass and stepped across the hall into the bathroom so he could find a towel for wiping off his dick. Jamie rolled off me and onto her back, but she was clearly far from done. Neither was I -- so I climbed off at the foot of the bed and pulled Jamie toward the edge, pushed her legs up into the air and told her to hold them there (which she did by looping her arms around the backs of her knees), and then I sank my cock into her ass. It was the first time I'd done anal in probably 20 years, and it felt terrific. I was soon pounding her with balls-deep thrusts, and she let go of one leg so she could reach down and mash her fingers against her clit in a rapid-fire manner. Meanwhile, Robby crouched next to her face and stuck his newly cleaned-off dick into her mouth. She sucked him enthusiastically while I fucked her ass; then her butt muscles clenched and she was suddenly in the midst of her second orgasm.

Once it passed I withdrew, especially since my legs were shaky from all the thrusting that I was hardly used to anymore. Robby decided he wanted some more of Jamie's asshole, so we switched positions and he stood at the foot of the bed with his dick inserted all the way into her poop-chute. After about eight or ten thrusts he announced he was ready to cum, so he pulled out and shot a nice thick glob of white goo all over her pussy lips, with some coming to rest on her shorts. I was positioned behind her, with her head cradled in my lap, so I reached down and used two of my fingers to scoop up some of Robby's ejaculate. Then I popped my fingers into Jamie's mouth and she sucked them dry.

By now it was time for Robby to split, but I wasn't quite ready to call it quits and Jamie agreed to let me take her home. As Robby dug around on the floor for his discarded clothes and started to put them on, I finally pulled off Jamie's blindfold -- it was simply too much in the way after all this time -- and convinced her to get on top of me, 69-style. Robby said a quick goodbye, to which Jamie was only able to reply with a muffled grunt, since at that moment she had my entire cock in her mouth. I licked her pussy, sucked on her clit and slipped a finger into her ass, hoping to induce a third orgasm, but she came off my cock long enough to explain we'd made her pretty sore down there, so instead I pulled my face and hands away from her crotch and simply let her do her work. About three minutes into this latest activity I said, "OK, finish me off." Jamie took that as a cue to get me to cum, so she wrapped her hand around the base of my cock, sucked harder on the head, and shortly thereafter I was pumping my jizz down her throat.

She wanted to smoke a cigarette (Marlboro!), so she slipped on her black lace top and I led her toward the deck that's just outside our back door. She also wanted something alcoholic to drink, so I unscrewed the top off a tiny bottle of Barefoot Moscato and poured it into a juice glass. Classy presentation, eh? By now it was nearly 2:30, so rather than begin another fuck session -- we were both pretty sore at this point -- I suggested I drive her home. We got dressed and hit the road. On the way there, we enjoyed an interesting conversation about local politics, the police -- she was on probation for her 2nd DUI, thus a suspended drivers' license and the inability to drive -- and other non-sexual elements. As she exited my car she stuck her head back inside and gave me a warm kiss on the lips. "Tell Robby I'll be in touch again soon, OK? And next time, a couple additional guys would be all right." She'd obviously enjoyed herself!

Cute smile like a whore. Would you come on her face or her feet? Her feet need lotion or jizz?

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.

Craigslist Story #1

So I've been using craigslist for about 15 years and started using the hook up section about 13 years ago and I'm still going strong! Let me tell you about my first casual encounter.

I was browsing through the casual encounters like I had been doing for a while and finally decided to answer an ad looking to get their cock sucked. The pic in the ad was a nice looking average sized dick with a pretty straight forwardly written ad, he wanted his cock sucked by another dude. I was in the mood and sent him a response, almost immediately I had a new message in my inbox! He sent me his address and I told him I was on my way. I get up and grab my jacket and cellphone and run right out the door to my car. I hop in my car and hit the highway. He lived a city over up on the hill or at least that what was the address told me. I drove for about 15 minutes then hoped of the exit and up the windy roads until I reached the house.

I pulled into the driveway of this massive modern mansion built into the cliff, it was pretty fucking impressive. I turned the car off and pulled my phone out of my pocket and put my earpiece in, it was corded one that went in a single ear. I look down and dialed this chick I had met on AFF the month before, she a massive 375lb disgusting whore of a woman, I really miss her... Anyways the phone begins ringing and after only one ring she picks up the phone but before she even says hello or what's up instead she says... "Come fuck me". My response was just as classy... "Shut the fuck up and just listen", She asks "What?". What I MEANT WAS "I cant talk so just listen to what's about to happen". I explained myself better just as I was opening my car door and immediately she asks me "Are you going to suck some cock? Please tell me you're going to suck cock ( )". I tell her "Ssshhh, just listen", I step out my car and shut the door. As I look up there is a man standing at the gate staring at me, so I stuff my phone into my pocket and walk toward him. Just as I get in earshot of him he says "Nice car, you must do well for yourself", at the time I had a pretty swanky ride. I answered with "I do ok, you must do pretty good by the looks of this place.". The guy smiled and tells me he is just house sitting for a fiend. I follow him into the house and he shuts the door behind us...

As he leads me to the lower level of the home the chick is in my ear talking up a storm saying shit like "Oh my god ( ) you're going to suck some cock" and "Swallow all his cum", she was so turned on. As I get to the lowest level where I'm about to put this strangers cock in my mouth I look up and see the entire wall facing out toward the urban sprawl at the bottom of the hill is a giant panoramic window. I turn and walk up to the window and take in the view but when I turn back around I see him sitting on a couch facing me he has opened his robe and has his rock hard cock out. I walked right over and got on my knees without saying a word! I leaned in and slid his stiff cock into my watering mouth and he immediately let out a moan which the girl on the other end heard sending her overboard. She loses it and starts rambling aggressively "Suck that fucking cock! Take it all" that gets me salivating hard as I bob up and down on his cock deeper, wetter and faster. All this causes the guy to start gyrating his hips and trying to fuck my mouth as moans and says "Oh my god you have super head". That pushes me over the edge... I pull back a little and grab his cock with my hand then slide it out of my mouth so that the head is barely touching my lips, I'm staring him in the face but his head is leaned back.

Well he must have felt me looking at him because he looks down and our eyes lock. I get so turned on that I grit my teeth and tighten my lips as I let out the most nasty, disgusting, filthy growl just before I lower my lips and start licking and sucking on his balls. Without breaking eye contact I move back up to the head of his cock while I still have his shaft in my tight grip. I clench my mouth tight again and slap myself on the lips with his stiff piece of meat a few times. He moans and I let out a deep breath then slide it back into my mouth almost taking it all down. At this point my friend sounds like a cheerleader at a high school football game, she is going crazy and can't stop cheering me on but in a disgusting sexual manner... Which gets me going harder. I must have been bobbing up and down on his hard cock for five minutes straight when he begins wiggle and thrust his hips, just then in a loud moaning voice he spits out "Oh, I'm going to fucking cum.

She hears that and her voice drops real deep and she talks through her gritted teeth... "You better swallow all that cum! Don't waste a single fucking drop" Just as she says that he grunts and I feel the first warm spurt in my mouth and I let out the loudest, deepest groan that I possibly could with a cock in my mouth! I grab his wet slippery cock with my hand and slide my mouth up to the head as I start jerking him while I suck the his hot cum right out the split in the head of his dick. I drink down his hot, salty jizz while my friend listens in bliss on the other end of the phone. I suck out every last drip then pull my mouth of the head of his cock and squeeze the tip getting a small drips worth off cum to surface... I lick it up and say thanks as I stand up to leave. He looks at me and says "that was amazing". I make my way to the stairs and he hops up closing his robe following me up the stairs. As we reach the door I open it and he grabs it by the wood holding it, I turn toward him and all in one motion I reach into the robe and grab his semi erect cock giving it one last stroke as I say "Thanks" then turn and walk out.

I go up the driveway and get in my car its so quiet I forget I'm still on the phone with my friend. She blurts out "That was hot!" and I say "You're welcome" jokingly. I start the car and back out the driveway then head down the hill. Before I reach the bottom of the hill I tell her to jerk off so I can listen, without a single word spoken I can hear her breathing heavy and moaning. When I get to the bottom of the hill at the stop sign I immediately get my pants down enough to get my big hard cock out and without letting her know begging jerking off. As I head toward the freeway I'm stroking myself slowly but once I get on the highway I start stroking hard and fast as I fly down the road. It's about 2 am on a weekday so nobody but me is on the highway and I'm zoned out listen to her jerk off and trying to drop a load myself. She is moaning like crazy and I'm getting close myself. I feel it coming so I start stroking like mad and out of nowhere she say says "Fuck yeah! Come for me ( )", she knew I was jerking off. I'm on the verge of squirting a huge load so my focus is only on my dick and the road in front of me. My cock is tingling and I feel the cum rising into my shaft ready to spray everywhere. I can feel that there is a car next to me at this point and they are keeping pace, I feel there eyes on me but I don't give a fuck because I'm ready to cum. Just then the tingle hits the head of my cock, I let out a growl and yell at the top of my lung "I gonna' fucking cum" and the first spurt of hot seed sprays out...

It is a huge thick stream that comes right at my face! I spray myself right in the face and over my head. The second is another fat rope and straight in my face again. I feel the third come out like a puddle of water all over my hand... The wetness does it and I let go and start licking the cum off my hand like the sexual deviant I am! I can feel the eyes of the person in the car next to me and I smile knowing I gave them a hot show. I mumble "Fuck yes" and my friend says "That was hot", I say back to her "You know what's hotter?", "What" she says... "The person in the car next to me just watched my cum all over myself", "Really?" she says. "Fuck yes" and I turn to look at the person driving the car and its a fucking ******* patrol... I turn white as a ghost and he slows down then gets behind me and hits his lights. I say "oh shit" out loud which gets my friends attention. She ask what's wrong and I tell her it was *** watching me and he's pulling me over now. The first thing out of her mouth is "Tell him you'll suck his cock", I tell her to shut the fuck up because its not funny, I'm going to go to jail. I throw my blinker over and cross the lane to my right to pull on the shoulder. He comes on the speaker and says...

"No! Pull off the exit up ahead"

To Be Continued...

I just watched Whitehouse Down and the hottest actress in that movie is Joey King. I want to make her suck my dick til it's hard as a rock. Then I want to grab the back of her head adn fuck her face til I cum down her throat. While my cock is still slippery with her spit, I'll ram it deep into her pussy and fuck her missionary style til I cum inside her. then I'll roll her over and have her ridde it while finger her ass and pinch her nipples. As soon as I spray semen deep inside her stretched out pussy I'll put her on all fours, grab her hair with one hand, grab her hip with the other, and ram my cock as deep and as hard and as fast as I can right up her ass, no mercy. I'll pound her ass til I shoot 2 huge jizz rockets up her tight ass.
Finally I'll leave her passed out on the floor with her holes throbbing ans dripping with jizz.
Does anybody else wanna pound Joey King's holes over and over again?

A face for jizz

Jizz on her face

I confess that I had my first sexual experience with another man last night.

I've fantasized about being with a guy for a long time. I'm not attracted to other men, but the idea of sucking another guy's dick, having a man finger my butt or even having a guy fuck me in the ass has always turned me on. I've bought toys - dildos, buttplugs, prostate massagers, etc - used them on myself and had some amazing orgasms...but I'd always be fantasizing about a real dick sliding up my ass.

After a going through a recent sexual drought, I finally decided to get over my shyness and fulfill my fantasy. I responded to a couple of interesting ads on Craigslist and found a guy who sounded decent and was interested in some of the same things I wanted to try. We corresponded a bit, then agreed to meet up in public and get a hotel room for the night to fool around. He was about 10 years older than me (mid-40s), slightly overweight, average height and a bear; he seemed decent during our brief public conversation and we discreetly got a room.

There was little conversation once we got in the hotel room, as we both quickly stripped and got things started. Neither of us was into kissing or embracing or anything like that, just looking for sex. I'd indicated in our correspondence that I was looking to bottom and be more submissive, while he was interested in being more dominant. He sat down on the bed and I got down on my knees in front of him, with his cock in my face. Prior to this, I'd never had a close look at another guy's dick. His cock was average length (five to six inches) and slightly thicker than mine, while his bush and balls were unshaven. I cupped his balls with one hand and started stroking the base of his shaft with the other, then finally slid the head of his cock into my mouth. I didn't try taking it very deep, as I have a hell of a gag reflex, just sliding it in and out a little and running my tongue around the head and along the underside. I'd pretended to give blowjobs on my dildos before, but this was totally different. The taste of his cock, how it felt in my mouth, his balls in my hand...incredible. From his groans, he was clearly enjoying it. After awhile, I felt his cock throb and the head flare in my mouth - at first, only once every couple of seconds, then more frequently - and I got my first taste of his pre-cum. At that point, he told me to sit on my hands and just use my mouth. I obliged and focused just on sucking him, until he put his hand gently on the back of my head and his cock began to pulse. I've eaten my own cum before, but having a load shot directly into my mouth was entirely different. Usually, by the time I'd get my own jizz in my mouth, it would have cooled and started to become clumpy. His load was a spurt of warm liquid directly onto my tongue and down my throat. Each time his dick would pulse, another burst of sperm would flood my mouth and I think he shot five spurts before he was finished. He told me to keep his dick in my mouth and suck out the remaining cum until he went soft, then had me kiss each of his balls and thank him for the jizz.

He told me we had some time until he was hard again and that he'd use it to prepare my virgin ass. By this point, my dick was throbbing and I desperately wanted to cum, but he told me I wasn't allowed to yet. He instead had me get up and bend over a small table in the room. He then put on a set of latex gloves, spread my ass cheeks and told me to keep my eyes forward. I did and soon felt a cool fluid applied to my asshole and the surrounding area. He began to rub my hole with a well-lubed finger, slowly, in a circular motion and gradually applying more pressure. I tried to relax as much as possible as he slowly pushed the tip of his finger through my outer sphincter and continued his slow massaging of the inner ring of my asshole. During my solo play sessions, I've fingered my own ass, but the sensations of having another man sliding his finger slowly up my butt was entirely different. On my own, I could control the speed, depth and pressure of the movement, but here I had to just accept his movements. Finally, my anus yielded and his index finger was inside me. The slight pressure in my butt felt good and I enjoyed it for a few moments before he began to stroke my insides, the beckoning motion of his finger searching for my g-spot. When he finally found it, the sensation was incredible. My urge to cum shot up as pulses of intense pleasure went through my dick with every motion of his finger. The feeling was so much more intense than any of my attempts at massaging my own prostate. I couldn't decide what I wanted more - to cum or to have him fuck me. I think I begged for both at one point. Buried in the pleasure was a feeling of increased pressure on my asshole as he started to work his middle finger into my ass. With both of his fingers inside me finally, my butthole started to hurt a bit, but I forgot about that as he intensified the prostate massage, using both fingers. I pleaded for him to milk me, to jerk me off and let me cum, but he still refused. It wasn't time for that yet...it was time for him to fuck me.

Keeping his fingers up my ass and me bent over the table, he presented me with a condom and made me unwrap it and slide it over his stiff cock. I kissed his balls again, at his request, then he had me apply lube to his sheathed cock. Finally, he withdrew his fingers from my hole, took off the glove and positioned himself behind me. He pressed the head of his cock against my asshole gently at first, then increasing the pressure until my anus spread for him. As he pushed in, I relaxed and pushed back against him - within a few seconds, he was inside me. I'd put dildos up my ass before, but this was a completely different experience. His cock was warm and moved inside me as he shifted position; it felt like he was so deep up my ass and his girth stretched my anus even further. I could feel his bush against my ass cheeks and his balls against my upper thighs. After giving me a few seconds to adjust, he started to fuck me. He started slow at first, drawing his cock most of the way out, then sliding it all the way back in slowly. His strokes would catch my prostate on occasion and I couldn't help but moan as ecstasy shot through my dick. He changed up his thrusts, pulling out maybe an inch, then pumping back in, keeping his cock deep inside of my rectum. After a few minutes, he pulled his cock out most of the way, staying inside me only an inch and doing shallow thrusts, which felt so good on my prostate. Once I'd relaxed enough, he withdrew his cock completely, allowed my ass to close a little, then thrust back deep inside me. The first time he did this, I moaned especially loud and begged for more - after that, each time he withdrew, he told me to beg before he'd put it back in again. And I did. Over and over. He then thrust deep into me, laid on top of me on the table and began to thrust more rapidly - deep, hard, fast pounding of my asshole. His breath quickened in time with his thrusts and it felt like his cock was swelling inside me. With a final groan, he shoved his dick as deep in me as he could - I could feel him pulse even through the condom and knew he was cumming, finally cumming after almost 15 minutes inside my butt.

He withdrew his dick from my tired asshole, took off the condom and laid down on the bed, then beckoned me over. He had me straddle his thighs and then he began to finally stroke my dick. I came in less than 10 seconds, my throbbing cock finally getting release. I pumped out more jizz than I think I ever have in my life and he made sure it all ended up on his dick and balls. When I was done, he squeezed the contents of the condom out onto his cock, mixing our loads, and had me lick him clean. I was still shaking and weak from the intense orgasm and thorough fucking, but did as he said and cleaned up all the cum from his body. With that completed, we both dressed and left.

My writing may not convey it as well as I might like, but it was an amazing experience. I've never felt such intense pleasure, never thought it would feel so good to be fucked in the ass and never cum so hard. He's already sent me a message suggesting we do it again, though he'd like me to show up with a buttplug in next time, so my ass is already prepared and he can just pull my pants down and pound me. He's also suggested maybe bringing a few other toys or even having a longer meet-up, so he can give me a real prostate massage and spend a few hours with his cock in my ass. I'm already looking forward to it.

Hey someone should Photoshop jizz on this who's face for me

I shall title this confession post:

When Your Hooker Has A Surprise For You (And It's Not a Penis)

I have made a post or two about a blonde MILF hooker (escort, technically) I've been seeing on occasion by the name of Savannah.

The last confession about her that I posted was after going to a strip club. I was drunk, horny and had her roleplay as a stripper that takes me into the vip. That night we sucked, we fucked and in the heat of the roleplay when I wanted to fill her up... she sank into her roll and told me that she wasn't on birth control and that if I wanted to cum in her I would have to fuck her in her ass (she's actually fixed).

She ended up riding me reverse cowgirl with my dick buried deep in her ass. I took in every moment, slowly climbing to a huge orgasm, filling her shitter with my seed. I didn't think I could cum as much as I did. I will never forget the feeling as I erupted deep in her, I wish I could properly describe it.

Tonight was my 8th time going to see her (I believe). I wanted to cum in her ass again, so I told her I wanted that same roleplay.

After seeing her many times I've come to accept that she is always "running late". She leaves me sitting in the driveway while she is preparing for our time. She actually cares about what I want and I have no problem waiting for her to put on outfits, makeup... whatever. I've come to expect the wait.

Same thing this time, no surprise. As per usual she told me that she was getting ready and it was worth the wait.

Then she tells me that she was ready and I went to her door.

I walk in to find her and another, younger hooker dressed up like strippers with a chair in her living room for me to sit in. I'm in shock as I realize that she was setting me up with this girl as well. I didn't bring enough to pay both, but then I gathered that they expecting nothing additional in return. I was in awe of this young, skinny, sexy brunette who keeps starring at me up and down. She seems excited, but I was the one in heaven.

They gave me a hot double lapdance and made out with each other. The young hooker started kissing on me. As things heated up Savannah, taking to her character, says we need to go in vip if we want to keep the fun going because they will get in trouble on the floor. Before long they both have me by a hand and are dragging me into the vip (bedroom). They undress me before Savannah gets down and sucks my cock while the younger girl made out with me and rubbed my balls. After while she joined Savannah and they took turns sucking me taking little breaks to make out.

I laid down on the bed and my [new] favorite hooker jumped straight to sucking me off. She gave a much better blowjob than Savannah. A lot more tasteful use of suction and tongue.

As she did so, Savannah played with and nibbled on my nipples before looking me in the eye and told me that I need to pick one of them to fuck from behind.

I thought about it and had to clarify... pick one to fuck "first". I was correct, they both wanted to fuck. I was getting ready to fuck Savannah when she stops me me. "One thing different this time..." she reached for a condom and told me we were going to be using rubbers.

Savannah and I had not used a condom since our second time together. By the third meet I was exploding deep in any hole I wanted... down her throat, in her pussy, and in her ass. I wasn't excited about using one but I agreed.

Two naked whores in front of you, you don't complain.

The brunette put the condom on with her mouth and I was staring down Savannah who knew I wanted her. Before I could fuck Savannah the younger one was already telling me that she wanted to go first. She hadn't got the vibe that I was ready to fuck savannah first, but I liked that she was eager to fuck me. I looked at savannah as the brunette took position bent over with her ass in the air, face in Savannah's pussy. She liked to keep her legs together for doggy style, so I slid between her skinny thighs and started fucking her pussy from behind.

It was a beautiful sight, as I'm sure you're imagining right now.

But the rubber was having negative consequences. After a little while I was having a bit of difficulty staying fully erect due to not being able to feel her pussy around my cock. Savannah knows this is not normal and she looks up at me saying "your dick just doesn't like condoms, does it?".

No, no it doesn't.

Savannah tells me that I can take it off and she would fuck me. Apparently the condoms were just for the younger girl.

I get ready to pull it off when I hear the younger one talking to Savannah saying that it was okay and that she wanted to take it too. I could see Savannah giving her a serious look as she says "are you sure...? I guess if you want to, you're the one who knows your cycle." I hear this and before I even have confirmed that was fucking her raw also I had the rubber off, was at full erection and positioning to fuck her, completely ready and go.

This sexy skinny brunette with a beautiful tight ass looks back at me as I line up to enter her bareback. With the look of approval, I slide in and feel everything. She was way tighter than Savannah and I truly loved the way her pussy gripped my hard cock as it began to get more and more wet.

After while I had her pushed down flat on her stomach as I pounded away, making her squirm under me as she came. Her pussy overflowed , contracting in all different ways. I pushed myself to the edge a few times. I began pulling out to where just my head rested inside of her opening, in order to control my orgasm.

There were definitely a few times that cum was leaking out of my overe-stimulated dick into her pussy. After pulling out to my head a few times I remark at how badly her pussy makes me want to cum. Savannah tells me to make sure that I don't and tells me to save it for her.

She obviously didn't want her younger hooker friend to get knocked up.

I fucked her for another 5 or 10 minutes before telling Savannah that I wanted her to ride my dick.

I slid out from behind her young friend who was panting, covered in sweat (both her own and sweat i was dripping down onto her) and laid down on the bed. Savannah took position and slid onto me. I began thrusting upwards, pulling her down as I pounded up into her. I made her squirt on me and her friend remarks at how hot this was to watch. I fucked her into three squinting orgasms, completely soaking me. Her friend assumed position at some point during this to lick my balls. Next thing I know I feel my orgasm building... I smack her ass as I grow closer and closer, finally throwing my arms around her back, digging my nails in and flood her pussy with my jizz. I lay there with my pulsating dick buried in her as her friend cleans the leaking mess, remarking at how she was content and that was "the biggest dick she had all day". It being just before midnight, this gave me a nice boost. After 5 minutes or so Savannah climbs off.

We began to talk as I tried to get dressed. It turns out that she asked her friend to join us for two reasons: she loved my dick and told her friend how much she appreciated me for being cool, and having a dick that was "something special". I first heard those words come out of her mouth the first time we met and I made her cum over and over, nearly to the point of her passing out. Also, it wasn't a good day for her when it came to anal and she thought this might make up for it.

It did.

Savannah mentioned one thing that caught me off guard but really turned me on.

The first time we fucked bareback I tried to get her roleplay mom/son with me. She wasn't comfortable with it, but agreed to stepmom/stepson. After we got together for it, I didn't think she was that into it... but on this night she mentioned how much it turned her on and that she didn't expect it to.

I think it might be worth trying to convince her to do mom/son. Maybe mom/son/daughter, if that sexy young thing can get kinky with us.

What I do know is that I will at least definitely be filling my stepmom's ass with a nice big load very soon here. I really want to see if I can push her boundaries even more and go full mom/son.