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The Caught Compilation #21

The Caught Compilation #21

Destiny Deville is Clinically Insane

Destiny Deville is Clinically Insane

Biggest Whore on YouTube

Biggest Whore on YouTube

The Super Soaker

The Super Soaker

Oh Noes The Condom Broke!

Oh Noes The Condom Broke!

22 Year Old Loses His Virginity

22 Year Old Loses His Virginity

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Street walker

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Interested in walking the streets then this group is for you.Up to date pictures and and videos, no copyright.So please send your pics and vids to this group.Street walker.)

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5
Anonymous
@confessions
15 Sep 2023 2:50PM
• 1,271 views • 2 attachments
[ − ] thread [ 9 replies ]

So, I stayed home from work yesterday because I am rehabbing my bathroom. My sister-in-law has a key to the house so she can take our dog on walks when we're at work (we pay her for it - she's a professional dog walker). Instead of me doing the shit I needed to do in the bathroom I decided to take some time for myself and jerk off. It was supposed to be a quick jerk off session but it turned into me getting my Fleshlight out, washing it and looking for some virtual porn that I could watch on my phone. So I attached the goggles, hooked up my headphones and went to town. I didn't bother shutting the door to the bedroom because I was home alone (accept for my doggo). I totally forgot my sister-in-law was coming over and never called her not to take the dog for a walk. I figured my wife is at work, she's usually too tired to fuck when she gets home - so we usually fuck on the weekends anyway. Yes, my wife knows about my fleshlight - she has many toys too. We're sexually open about masturbation and do all kinds of fantasy roll playing. She's 32, and her sister is 24 - I'm 33.
I heard a few noises over the moans and sounds of the virtual porn I was watching, but just thought it was my dog playing with his toys. I kept going, and tried to keep pace with what was on screen, the woman was begging for cum in the video and I wanted to time my ejaculation to the video. Boom, the guy in the vid pulls out of the sexy buxom blonde, and sprays his cum just above her shaved cunt. I pull out of the fleshlight and mimic what he's doing in the video and throw the fleshlight to the side and jerk off with my hands - I can feel the warm cum splashing on my stomach and I moan with pleasure as I orgasm. I laid back, watching the rest of the video and just chilled for some post nut tiredness.
Finally I took the goggles and headphones off, took my phone out of the goggles and put it back in it's phone case. I heard the front door shut and my heart stopped. Fuck.
I got dressed as soon as I could and went to the front of my house. My dog was gone. Then it struck me. My sister-in-law was taking the dog for a walk. There's no way she didn't hear me going to town, and she probably seen me. I looked on the carpet to see if there was any impressions of shoe marks near my bedroom - and sure enough, two small feet impressions right by the door - like she stood there watching me for a bit. I was so embarrassed. She'd be finished with the dog walking probably in another 20 minutes, and I didn't know how to handle the situation. In my mind I wanted to run, to escape - because I surely would be red faced when she came back. I decided to play it off instead of leaving. I went into the bathroom and started working on the tile - eventually she came back with my dog and I heard the front door close and her letting the dog off the leash.
I made some noise in the bathroom just to make myself know.
"Oh hi!" she yelled from the living room, "I didn't know you were home!"
"Hey! Yeah just trying to finish up the bathroom!"
"Ok, tell Natalie I said hi! See you later," and she left.
I get a text from her, "Hey, this is awkward but next time close the door... I can see why my sister married you tho ❤️" - the heart emoji got me lol.
I blushed and wrote her back, "I'm so damn sorry, I'm embarrassed af. Won't happen again! Please don't tell Natalie you saw that. 😳"
"It's our little secret 😘"
The thing about my wife's sister - she barely dates anyone. She's bi - she's been on dates with mostly women. But she's usually always single - she was fucked over bad once and she's basically given up on relationships.
Anyway - I get another text later on, this time it's her topless, "I need bigger tits, yes? I'm thinking of getting a boob job. Thoughts?"
I didn't respond back right away. Of course, conspiracy theories were jumping around my head - thinking that maybe my wife put her up to all this - so I decided to just tell her "they look fine, don't mutilate them, most guys don't like fake boobs."
"thx." was her reply. Then she responded back, "if you're ever home alone like last time, leave the door open. I liked what I saw. Our little secret, please."
I responded back, "ok..."
Her response, "I'm sorry - I just thought that since I saw yours it was only fair for you to see mine."
I sent her a winking emoji.
And that was the end of that. No, I have not fucked my sister-in-law. She's cute, but if my wife found out I fucked her sister - I'd be living on the street.
I'd post screen shots of the texts - but every time I have done that in the past with other shit, mods here delete it for some reason. I never post personal info.
I will post her topless pic but I will redact her face.
I guess I have to confess, that if she catches me masturbating again and tries to fuck me - I'd probably let her. What guy would deny sex with such a nice looking babe? My wife does have bigger tits, and I think her sister has always been a bit jealous of that.
Wife's tits are 38DD, idk what her sister's chest size is... probably B cups(?)
Anyway that's that. It's gonna take a lot of will power not to fuck my SIL lol... peace.

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Anonymous
@confessions
06 Jul 2022 11:05PM
• 293 views • 0 attachments
[ − ] thread [ 16 replies ]

I guess this is a confession and a question. My confession is I love and often look forward to using cocaine, and after 1st hit I become a different person. I get this urge to see beautiful transgenders, either on porn sites or street walkers. It baffles me, only when I’m high. 
Has  anyone else ever experienced this?

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-6
Anonymous
@confessions
17 Jun 2013 1:18PM
• 50 views • 4 attachments
[ − ] thread [ 10 replies ]

I confess i need help spreading this girl around. This is Melissa church she is in Savannah. Shes a part time dog walker and also been with her man for 4 years. She wants to push her limits so i thought id put the little slut online and let you all see what you could do with her if you see her on the street use her call her a whore let her bf know who hes really fucking so hell get rid of her slutty ass

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Anonymous
@random
29 Jun 2016 1:36PM
• 954 views • 1 attachment
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So there is this street not far from my house and sometimes I’ll drive by and see street walkers trying to pick up spam. There are a few attractive ones, but mostly its meth addicts who are skinny as fuck and missing teeth. I’ve never, ever picked one of them up because I am afraid it’s either a cop or I’ll get a disease that I’d bring back to the wife – and I don’t need that drama.
Long story short, I picked my wife up from work and I was driving down that street (it is a busy street just for reference). I was stopped at a stoplight and this VERY attractive raven haired beauty wearing fuck me boots, long legs, tight body, red lip stick and pale white skin was standing there.
I joked to my wife, “damn check her out!” And the chick totally saw us looking at her. She winked and blew us a kiss, and she smiled like, “yeah, let’s do this.”
I looked at my wife and she was blushing! The light turned, I didn’t know what to do so I waved at the woman (like an idiot schoolboy with a crush)and drove off with my wife. She was silent, I was chuckling.
“Did you see that babe? Oh come on you’d hit that too! She was hot!”
“Probably a cop, but she was pretty,” my wife said, grabbing my hand and holding it as I drove off, still looking in the rear view mirror checking her out.
“You know, honestly if you wanted to fuck her I wouldn’t mind. We’ve talked about going to Vegas and having a threesome. I know it would only be sex, so I’m okay with that,” my wife told me.
By this time I was down the street out of view of that sexy hot prostitute.
“I’m going to turn the car around and we’ll bring her home,” I said barely believing the words coming out of my mouth.
“The fuck you’re bringing her into our house and our bed, we’ll get a room at the hotel over there,” she said pointing to a shitty looking motel.
I turned right, going around the corner and sped down the street, I went through different side streets and circled around to where the woman was standing. She was gone. Damn it.
“That sucks,” I murmured in frustration.
“Yeah, let’s go home,” my wife said, I couldn’t help but to notice how flush she was. When I got home, I stuck my hand down her pants and she was wet as fuck.
“You really wanted to fuck her too!” I laughed, I couldn’t get any other words out because my wife jumped my bones and we fucked right there, on the floor. She came quick.
My wife and I make it a point to drive down that street looking for the woman. The only thing is what if my wife was right? What if she was a cop? Would they arrest both of us for soliciting a prostitute? Would be both be labeled as sex offenders??
I’ve never gotten a prostitute before. The woman who we saw didn’t look used and abused, nor did she look like she was on drugs. If we see her, should we try it? If we ask her if she needs a ride and don’t bring up money can the police still arrest you for solicitation? What if the prostitute brings up price do we just tell her “we’re just looking for a friend and whatever happens, happens but friends always get “gifts.”
Not sure how to go about it at all – total noob. We just don’t want a criminal record for something we want to try out. We’ve never swung, and have been faithful so far, but we’ve always talked openly about a threesome with another woman. What is the safest way to go about this? Not only is my curiosity peaked beyond its max, so is my wife’s.
(no that isn’t a picture of the woman, it’s the closest thing I could find to what she looked like, she had a little bit shorter hair)

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Anonymous
@confessions
24 Nov 2010 2:42AM
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I confess that I picked up a street walker once. I read in the paper there was a lot of prostitution in a nearby neighborhood and I got curious. I get there one night and drive around. Just the usual homeless and some people walking around. Where were all the damn hookers? Once I saw a girl who was obviously working, but she got picked up before I got there. Two hours into my search, I pulled up to a gas station to take a piss. I come out and I see this gorgeous little blonde teen going down on some asshole in the truck parked next to me. I decided to wait for him to finish and pick her up after he drops her off. Twenty fucking minutes later, he finally leaves. Then we're at an intersection and the asshole drives through right as the light changes. I almost follow when I see a cop in another lane. Shit. So after almost four hours round-trip (in what was supposed to be hotbed of whores) I call it a night.

A couple days later I come back in the afternoon. I read up on the topic before I left (yeah, I'm a sad nerd) and discover that street hookers often aren't dressed like hookers. You can spot them by looking for women randomly walking around like they're lost, carrying a lot of shit like bags and sweaters and food. Sometimes shifty looking guys (drug dealers/pimps) follow them around. Looking back I realize I missed a bunch of them that first night. 30 minutes of driving around again and I still don't see much. I stop at another gas station.

Finally, I spot a fat woman with a bad complexion carrying a jacket over her shoulder and looking around the station. She sort of stops and eyes all the guys filling up. Nobody meets her gaze so she moves on. I pull out and stop ahead of her down the street. She's asks me if I'm "looking for a girl". Sure I am. She asks if I'm a cop. "No I'm not" (WTF kind of pointless question is that?). She gets in and is even uglier up close. At least 45. Fuck it. I'm on a mission. She tells me were to go. Asks me if I'm a serial killer. (Huh?) and then grabs my cock to prove she's not a cop. I didn't ask. I grab her fat tit. We're friends now.

I pull into a restaurant parking lot. 20 for a BJ, 40 for BBBJTCIM. She expects money up front. I pay her 40. Worst goddamn blowjob of my life. It's like she was trying to circumcise me with her yellow fucking teeth. I could barely stay hard. I'm paranoid about getting spotted so I look around while saying "less teeth" over and over. I see some other guy getting a BJ from a hot young hooker in the next car. Again. I obviously suck at picking up street whores. 10 minutes go by and my hooker gets impatient. "Are you gonna cum or what?" I tell her to forget it. I drop her off by a bunch of drug dealer thugs and the bitch asks for payphone money. Who the fuck uses payphones anymore? I give her 50 cents just to get her out. She leans on the car door and tells me to look for her next time I'm around. I silently pledged to never return.

The TL;DR lesson? Stick to asian massage parlors.

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-2
Anonymous
@confessions
03 May 2012 5:02AM
• 332 views • 0 attachments
[ − ] thread [ 9 replies ]

I know a street walker in Brooklyn who is HIV positive. We do coke together. I laugh my ass off when she tells me that shes had unprotected sex with guys! She insists on anal aswell so that she is sure to give guys HIV.

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Anonymous
@confessions
22 Jan 2012 11:36AM
• 1,083 views • 0 attachments
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A while back I saw a video a japanese guys going up to random gild on the streets, grabbing there tits and ass then running away. I thought to myself wow that's hot I gotta do that one day. Well yesterday was that day.
I went down to my local park just before dark waiting for the joggers/walkers to pass by right after it got dark. The first one I saw there was with a guy riding his bike about 200u feet behind her so I didn't bother with her. I waited another 10 minutes or so for a mother girl to run ny alone.
I quietly ran up behind her, wripped her top down, squeezed those fifties nice and hard, and ran to my car. It was such a fucking rush knowing if I got caught I would b in serious trouble but I kinda wanna do it again

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Anonymous
@chicks
16 Nov 2022 11:06AM
• 258 views • 1 attachment
[ − ] thread [ 12 replies ]

Street walker let me cum inside her for $80, I gave her a $50 tip. Told her I wanted her as a regular because I liked her fat pussy. She said she'll be on the same strip the rest of the week and to hit her up in a few days, I told her I'd probably come back tomorrow and she let me take he pic after she got out of my car without any clothing on. My goal: get her pregnant and have her move into my apartment.

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Anonymous
@confessions
19 Mar 2021 6:29PM
• 793 views • 0 attachments
[ − ] thread [ 10 replies ]

Well it just sort of happened. I'm not sure how else to explain it. My wife and I live in a small town. Due to covid we've both been work from home. To prevent going stir crazy, I do a drive/ hike on my lunch. Small town, lots of nature trails, all in all pretty awesome. At some point I met another nature walker. One of those chance parking lot meetings. I had a "proud parent" sticker. She struck up a conversation. There ya go. Turns out she's my son's English teacher. Total punk vibe, purple bob, tats, early 30's. We actually talked school, town, music, trail. We talked so long we wasted that first lunch. Pretty soon it was every Tuesday/Thursday, hike to the caves.Eventually the weather turned, snow, trail closed, lot unplowed. I pull up to the edge of the street, she's parked there. She offers to find a new spot, leave her car, take mine.

I drive, she picks the sat channel, pretty soon I'm climbing out of the valley to the overlook. Beautiful view, see the whole valley up there. Snow on the ground but the lot's plowed. No one there. She jumps out, still dancing to the music, gets in front of the car and up goes her shirt. Massive, beautiful, awesome ink along with it. She's got this shy smile, bouncing them in front of me. I've got no clue what to do... shirt goes down, she dances back to the car. She giggles, I'm still stunned. Then she hits the seatback and I sort of flop back a bit. There's a laugh, followed by her asking if I enjoyed the preview. I hadn't even answered when I feel her hand on my belt.

She flat out tells me I'm getting sucked off. Not that I'd say no, but she just says it as I'm being unzipped. The next 10 minutes were insane. Her hands, her lips, her throat, fucking insane. Alarm on her phone goes off. She reaches for her phone, my cock still in her mouth, giggles so I feel it an turns it off. I hear the suction pop as she comes off. She says we gotta go soon. I assume that's it. Then she says to hurry up, fucking cum already. She goes another 5 minutes an then I grab her purple hair an just start face fucking her. It's deep, she's loving it, I tell her I'm close, she purrs as I explode. 5 amazing bursts, lots of spasms, she's purring. She swallowed, kissed my dick, then we left.

So yeah my son's English teacher is a freak. My wife has no clue. Every Tuesday and Thursday it's a total fuck an suck.

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Anonymous
@confessions
10 Oct 2012 7:36AM
• 147 views • 0 attachments
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Once, I fought Batman.

I am a night walker by day, and a damn good one. I am a hermaphroditic crack whore with a penchant for mugging my spam the minute they pay up and then stuffing their greasy heads between my thighs and telling them to swallow like a good boy. I run a criminal syndicate of psychotic whores and pimps who terrorise the streets of Gotham and and flood the Narrows with a certain opiate found from a flower found only on the slopes of a mountain in Anatolia.

Life was good.... until the Caped Crusader pounced.

I was roaming the streets with my 2-I-C, and she was telling me of the hijinks her crew had junked the night before. Suddenly, she went KAPOW! and SHAZAAM! and flew across the street. I turned around, and there was a man in a cape and mask.

"End of the line, you Hermaphroditic Huckster!" He cried.

"Oh, you wouldn't hit a woman, would you, Batman!" I simpered, whilst fumbling behind my back for the emergency 2x4 I always keep in my brassiere.

"Your Faux-Feminine Felonies will be the death of you, Androgynous Andy (for that was my alias at the time)!"

SPLAATTTT!!!!! OOMPHH!!!!

I staggered back from that two-punch combo before I put up my dukes and engaged in a fierce battle of fisticuffs and wits. I hit him in the groin with my 2x4.

OUCH!!!!!

He hit me in my boobs with his batgloves.

BOINGG!!!!!

I kicked him with a reserve crane with triple backflip.

CLATTER!!!!!

But Batman is a veteran of a thousand street brawls, and ended up besting me. He hauled me into Arkham Asylum where I spent a good ten months in a cell with the Joker and the Penguin. We started a book club and had cups of tea with Tuesday with the warden.

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