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Craigslist Casual Encounters

18 Uploads · 119 Members · 6 Forum Posts · 40,940 Visitors
Photos/videos from Craigslist Casual Encounters.

craigslist meetups

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Videos or people wbos have met up from craigslist or similar sites

Board Posts

1
Texassizemelons
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@requests
08 Jan 2025 11:18AM
• 54 views • 1 attachment
[ − ] thread [ 2 replies ]

I'm looking for a huge black cock for my wife to try out. How would yall go about it ? Tinder ? Craigslist

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@confessions
17 Aug 2024 11:57AM
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I met up with a guy off craigslist years ago to share wife picks and jerk off. Turned our to be someone I knew. We both jerked until we came.

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@random
15 Jun 2024 8:35PM
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Adventures with Counterfeit Money

A buddy of mine found a steady supply of counterfeit money that looked nearly flawless. Strict rules he always went by was never to spend it more than twice in the same week and always travel over an hour away when doing so. He had been to jail before, shocking I know, and he never wanted to go back again.

Normally he used it for stuff from FB marketplace or Craigslist but one afternoon he had the bright idea to start using it for escorts. What a fucking addiction that was - nearly impossible to break. If they charged extra to gargle your cum, no big deal, just pull out a few more fun coupons and you could do whatever foul thing imaginable. They would lick their shit off of your cock or lock their lips around your dick and drink your piss like it was glacier water from the Alps. There was really no limit to what you could do with this new super power. It was a miracle he never caught a disease.

He had a blade shoved up his ass about 15 times and it wasn't a small one. When he went missing, it took a few days before they could find him. His trailer was completely trashed when police went to do a wellness check. His face was disfigured and his ID was missing, along with his keys. Police figured out who he was when his prints showed up in their system.

When he started this fuck spree he immediately broke his first rule of never spending more than twice in the same week. After a month you can probably imagine how many women he left with a bad taste in their mouths and monopoly money in their purse - which in turn went to their employers.

There were rumors that he occasionally had an accomplice. Officially, I was never apart of his short-lived adventure and was shocked when I learned of his passing and the manner in which it happened. Regrettably, I missed his funeral due to finding a job in another state - not because I was paranoid someone would be watching from a distance and confusing me with his unknown sidekick.

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@requests
02 May 2024 7:35AM
• 297 views • 3 attachments
[ − ] thread [ 4 replies ]

Odd request to some. No it's not stalking. It's an attempt to reconnect. This little cutie is the hands down the best fuck I have ever enjoyed. I've had plenty (wife and I were swingers and had fun with tons of folks at clubs or at the house.

This little treat was one of those instances. We'd posted a personal on craigslist back when that was a rich encounter avenue. We'd posted looking for a younger couple. Got a reply pretty quickly from a guy named Dustin saying he and his girlfriend/wife were interested. I had to chuckle as he'd signed the reply "Cougartamer".

They indeed showed up and after a little teasing in the livingroom we decided to split and go to separate rooms. Easy enough as ours was a three bedroom house. The fun started on my side of the hall when "I remember her spelling it a weird way) Areka immediately pulled my cock out and started sucking. It was made even better when she showed just how much a "Daddy" thing she had. I was about 52 at the time and she had said she was 19. Might have been older. She'd definitely had a kid not too long before (as i recall, about a year) and her belly while toning up was still a little stretched. No problem, I like that.

Within minutes we were fucking like crazy and she may well be the loudest little cummer I've ever enjoyed. We were so energetic I hardly even noticed that over an hour of intense fucking had gone by. Then there was the door cracking open and the wife saying "You better save some of that for me." and the door reclosed.

As it turned out the "cougar tamer was a total dud. She's sucked him for about 1/2 an hour, he finally got harrd enough to stick it in and took maybe three pumps. Wifey was pissed (rightfully so) Areka and I fucked for about another 10 intense minutes but knew things hadnt gone well across the hall and reluctantly stopped and got dressed.

We went downstairs to find "Dustin" and the wife sitting on the front porch. Wife was turned away from him and her nose was in her phone. He was just sitting there turned away from her. They werent talking and the tension was obvious. It wasn't a minute before their taillights were down the road. As they were walking down the front steps Areka leaned in to me and whispered, "I want to get together again".

Wife and I went into the house and she locked the door and exclaimed "Cougartamer my ass. You have work to finish" we hit the couch and I finished off what he couldn't."

That was a few years back. I havent been able to get this delightful fucktoy out of my head and just wonder if anyone knows her. I dont expect this approach will work but what the hell, nothing comes from not trying. They lived somewhere in Middle Tennessee, about an hour from Nashville. If you recognize her, I'd love to know who she is and what she's up to these days.

Yes it's a long narrative but every word is 100% true. So are the pictures. If you know her, reach out.

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@confessions
12 Mar 2024 11:38AM
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When I was 20 I met a 60 something year old man on Craigslist and let him cum in my pussy 

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Bi_husband805
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@confessions
01 Feb 2024 12:24AM
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I used to be a craigslist rentboy. My wife doesn't no. 

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@confessions
11 Jan 2024 11:01AM
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Wanted to try being with a another guy, wasn't having any luck with girls so thought maybe I was gay. Started just chatting with random guys online n was curious actually meeting up so did a craigslist ad n found a guy kinda close to me who was cool with meeting up with a younger guy than him. Said I'll meet him at a bar near my house n what I was wearing, saw me as I walking there n pulled over, I was really nervous n almost didn't get in, he figured out I wasnt exactly the age I told him but he didn't seem to mind said he was horny n drove a hour or so. He found a quiet spot off the main road n started massaging my back n neck saying how cute I was n asked if I wanted to make out I said not really but he insisted I should at least try cause he really like to, had his tongue down my throat quick n hand in my pants, I got hard quick as he undressed me n started jerking n sucking me, couldn't believe I went this far. He took a break n leaned his seat back n put my hand on his bulge telling me to feel it before he took off his pants n told me to play with it, he was half hard, thick mushroom tip n big balls felt hard yet soft was crazy feeling another cock besides my own for the first time, he kept massaging my neck slowly pulling me closer n I took the hint n start kissing n licking his cock n balls, he really liked that but said stop teasing n suck it so i tried to copy what I've seen pornstars do in porn n he really like that, didn't think he could get bigger n harder but he did n pulled me off before he busted so he could suck n kiss me more, kept him hard by jerking him same time. Was getting intense n hot so he said we should move to the back where the seats are done n extra room, we're both naked n I was sucking him again like a pro when he started grabbing my ass n saying I had a perfect bubble butt n wanted to try fuckin it, I said idk never done it before n he was kinda big so he said let's just finish sucking on the front but as I crawled back he grabbed my hips n said just try so I said ok but if it hurts I want him to stop, I arched my back n put my ass in the air n felt cold lube spread in my crack n his tip pushin but he couldn't get in so when I was bout to give up he said one more time n held me still n pushed hard finally getting his thick mushroom tip in n then going balls deep, took the breath out of me so I couldn't tell him slow down or stop as he started pumping away n spanking me felt like forever but maybe a few minutes before he asked where I wanted his load managed to say my mouth so he would pull out, he spun me around n took off his condom n face fucked me until he filled my throat n mouth couldnt swallow it all was alot he collapsed n told me to clean the extra cum off his balls n cock as he wiped down my crack, we got dressed n he said thanks he really needed that n walked back home, still couldn't believe what happened until a day or so later him emailing me asking for a second round.

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@random
09 Nov 2023 9:44AM
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Are there any websites like craigslist where i can find some guys to have fun with

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Into_it_all
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@soapbox
14 Sep 2023 2:22PM
• 209 views • 1 attachment
[ − ] thread [ 3 replies ]

Why is it so hard to find a BBW to sit on your face!!!! Fucking Craigslist being gone makes it so hard to find the freaky girks!!!!

CREAMPIEEATTINGBIMALE
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BiCumLuvinSlut
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@confessions
09 Sep 2023 5:46PM
• 339 views • 0 attachments
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When craigslist started it was the greatest thing for a hungry cocksucker like myself. I would post multiple times a week and feast on hot anonymous cock and cum. Shortly after moving to a new place right off the interstate by the lake, I scouted a few private parking places in the next apartment complex over. The first time I posted, looking for someone to pull up outside, I jump in and take them to the spot where I suck them off. So the first response was a chubby Mexican guy with a fat uncut cock. He pulled up in a Dodge ram pickup truck and I jumped in. I took him around the corner to the spot and showed him where to park by the fence. He whipped out his cock and I immediately leaned over and took it in my mouth. It swelled up quickly in my mouth as I sucked slowly and swirled my tongue around the head. Within minutes he was pumping a hot thick load of cum across my tongue and I swallowed hungrily. I got out the truck without a word, he drove off as I walked back to my place. Within minutes he was emailing me again, telling me that he has a friend who will be pulling up in a work van and I should go meet him. Sure enough, a white work van pulls up. As I walk up to the van the sliding door opens and I am pulled inside. The van drives off as my clothes are ripped off me by big strong hands. We park in almost the same spot as before and the interior light is turned on. I realize I am naked in a van with 4 thick hung cocks. Before I can react, I am tackled down to my hands and knees, my ass lubed up and 4 guys taking turns on my tight hole. I am literally gangraped in the back of a work van and the nastiest part is I'm secretly loving every moment. Eventually all 4 of them had pumped their hot cum deep in my ass and they threw me my clothes and pushed me out the van. I went back to my apartment, cum dripping out my ass, and passed out, a happy fulfilled cumslut

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BiCumLuvinSlut
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@confessions
20 Aug 2023 2:31PM
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One night years ago i was looking over craigslist ads and found an interesting one that was only a few blocks from me. He emailed me explicit instructions. Park next to the laundry facility at his apartment complex. Enter, turn out the lights, strip naked and bend over the washer in back. I did as i was told and waited for at least 4 or 5 minutes with my heart pounding wondering what might happen. Then someone entered and locked the door. They came up behind me, grabbed my ass hard and rubbed cold lube into my hole then buried a thick hard cock deep inside me. I screamed and he slapped me said shut up bitch and started fucking me hard and deep. After a few minutes he pulled out, spun me around and shoved his cock balls deep into my throat just in time to swallow his load. Then he left. I felt like a total whore kneeling there naked cum in my mouth and loved every minute of it

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Into_it_all
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@requests
02 Aug 2023 8:11PM
• 51 views • 0 attachments
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Whats the new craigslist? For personals

CREAMPIEEATTINGBIMALE
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