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If you are new to my stories, all me stories are true. I write the stories to document my past sexual exploits. Some of the details have been changed to protect the guilty.

In my first job after college, I lived in a far suburb of a major city. There wasn't much to do in my town so I often traveled to the city for fun. On one particular weekend, my company had a work function in the city. My roommate and I decided to make it a weekend and to get a room in the city.

A lot of my coworkers had the same idea and decided to take their wives for weekends in the city (I imagine an "away game" for sexy time). My roommate and I were the only single ones among all of our coworkers. On the first night in the city, we all decided to get together in a bar for a drink. All the guys went out together and all the wives went out together in another bar.

We were having a lot of fun in the bar but, I was really horny. So, I was on the look out for hot women. A little while later, two beautiful women walked into the bar. All of my married coworkers were going nuts over these women. They told me and my roommate that we had to go talk to them (so they could live vicariously through us). We obliged and went to talk to them.

We walked over and found that the girls were extremely friendly. They were sisters from Canada. Things were going well and before we knew it, we had shared a lot of rounds with the sisters and the bar was calling last call. All of our coworkers were gone. My roommate told the girls that we could keep drinking in our hotel around the corner. The girls agreed.

Once we were back in our room, my roommate and his sister were sitting on his bed. Me and my sister were on my bed. It quickly became apparent that my roommate's sister was the more outgoing and open-minded of the two. She clearly was looking to have fun with my roommate. However my sister seemed fairly reserved.

After a while I grew bored of my girl (since it seemed like nothing was going to happen). I told her I needed to get some sleep and offered to walk her back to the lobby. She got the message and then grabbed her sister and walked out of our room. After they left, me and my roommate were comparing notes when the room phone rang.

I answered it and it was my sister. She asked me if I could come down to the lobby for a second. I agreed and made the walk down to the lobby and she was there waiting for me (Her sister was waiting outside of the hotel). She explained that she really liked me and wanted to see me again sometime without her sister. I made arrangements to go to lunch with her the next day and gave her a good night hug.

Lunch the next day was good. I was enjoying being around her so I invited her to be my date for my work function that night. She eagerly accepted. My roommate already was planning to bring his FWB who lived in the city. So now, I wouldn't be the only solo person at the party.

The party was great and we all got quite a bit drunk during the night. Once again, at the end of the night, two couples ended up in my hotel room. My roommate with his FWB and me with my girl. And again like the night before, it was obvious that my roommate's girl wanted to have sex and my girl was being prudish. Once again, I told her I would walk her back out to the lobby.

I left the room with her and left my room door cracked open a bit. Our room was only a few doors from the elevator. I pushed the down button on the elevator and immediately she grabbed me and started kissing me deeply. I kissed her back and grabbed a handful of her ass. After a few seconds, she stopped me and said, "I'm sorry, I want you really bad but I am not ok with having sex with other people in the room". I grabbed her and started kissing her again and pressed her back up against the wall. After a few minutes, I could hear some moaning coming out of the cracked door of my hotel room. Apparently my roommate was getting reacquainted with his FWB. A few minutes later, I heard moans coming from another room. All of this just turned me on more.

I didn't even notice the elevator "ding". All of the sudden, we were interrupted by a hotel security guard. Apparently our make out session in the hallway was in plain sight of the security cameras. After I assured the guard that I was a hotel guest, he asked us to go inside a room. He disappeared back into the elevator.

I grabbed my girl tightly and asked, "so, what do we do now?" "Find another hotel room!" She said. We went down to the front desk to inquire about getting another room. They sadly were sold out. The hotel was in the middle of downtown so we walked around to three other hotels. They were all booked. Finally we found the $400 a night Four Seasons Hotel. They had one room left.

It would have been cheaper to get a hooker I thought to myself. We took the room and headed up. Once we got to the room, she immediately said she wanted to take a shower first. She hopped into the shower (and didn't let me watch). She came out of the shower in a hotel bath robe. She walked over to the bed. Quickly got out of the robe and jumped under the covers. Apparently she didn't want me to see her body.

She told me to get in the bed as well. I stripped out of my clothes in full view of her so she could get a good view of me. Once I was naked I jumped in the bed and got under the covers. "Where were we?", I said to her. She laughed as we started kissing. I am not sure why she was so shy about her body, she had an amazing body. Her breasts were larger than they appeared in her outfits.

She started kissing me all over my body. She had an extremely skilled tough. She spent some time licking my nipple and a wave of pleasure came over me. I had never before experienced pleasure from getting my nipples licked.

She found her way down to my cock and gave me an amazing blow job. After a while I had to stop her so I didn't cum. I decided to return the favor. I was greeted by a full thick bush. I hadn't experienced a hairy vagina yet. It was a different experience than going down on smooth pussy. As soon as I started licking I immediately stopped. She had an extremely sour taste. I decided to stop and go back to kissing her. I thought it was pretty hot that I was now putting her juices back in her mouth.

I couldn't take it anymore and got on top of her and climbed on top of her and spread her legs and inserted my BBC. She was very wet and didn't have much trouble taking me inside of her. After a few minutes, she said she wanted to ride me. I flipped her on top of me and put her down on my cock. Now I was able to get a full view of her face and beautiful breasts and she rode my cock. She rode harder and harder and started moaning. Apparently I was hornier than I thought and I soon let out a huge load inside of her (I was wearing a condom. Even though I had cum, I didn't stop fucking her. I flipped her over again and started fucking her hard missionary.

"Fuck me like a slut", she screamed. In the back of my head, I thought, "isn't that what I have been doing?" I kept fucking her hard and every other stroke or so her head hit the headboard. I loved that sound of her head banging the headboard. Soon I could feel that she was close and I grabbed her around the neck and applied a little pressure. This sent her over the top and me as well. I let loose another load inside of her.

As I pulled out I noticed my cock was now without a condom. The condom had likely come off after I came the first time. Whoops!
We both soon fell asleep and then woke up and parted ways the next morning. She gave me her phone number and e-mail address. I also gave her my e-mail address and not my number. She e-mailed me a few days later. I decided to not e-mail her back. Luckily she got the message and never e-mailed me again.

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Amber walked past the lobby, ignoring the looks from the others, who smiled or nodded greeting. Today she was a woman on a mission. Amber found a toilet and ducked in. She lifted her skirt and pulled down her pantyhose and removed the little bit of lace that were panties. She ran a couple of fingers over the course hair and smiled to herself. She had to be careful. She didn’t want to be too wet, not just yet at least. Amber flattered her skirt so that the pleats sat just right. She looked...

4 years ago
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The hookup

Sipping my drink I look around nervously. I start to wonderif he will even show. I am almost ready to leave when I see him. Walking into the bar so full of egotistical confidence it was almost sickening. However there is no denying that he is attractive. Standing at the height of at least 6 foot and even with clothes on I could see that he had a hard body from working out. His dark hair slicked back and I wonder how he had managed to make it look so damn good. I can’t tell from where I am...

3 years ago
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My first college hookup

This is the time that some guy in my geology class blurted out, “Are you high right now?” as class was ending one day. Of course, I was, otherwise I would have delivered the smack upside the head that that kind of lack of discrepancy warrants. Instead, I gave a stupid chuckle, pffft, no, of course not?!? Such a preposterous idea had never been proposed. But I was, and I guess that means I was in with him. Low standards if you ask me, but I’m down. He was cute, a bit juvenile looking, but...

4 years ago
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Hollywood Hookup

*The stories listed here are completely 100% fictional and for entertainment/satirical purposes only. Absolutely nothing that follows will be true. *To suggest celebs, scenarios or get a sense of who might be getting a story soon, go here: https://chyoa.com/chapter/Feedback-%26-Poll.345923 *Now, on with the story: You came to Hollywood two years ago with big dreams of making it in the film industry as a screenwriter. You were young and talented. Surely you would conquer the industry, you...

3 years ago
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Parking Lot Hookup

I am a traveling salesman that covers the western United States. On many, if not all of my trips, I check out gay chat sites. It seems once I am in my room I become horny as hell. On this particular trip, I am up in the state of Washington. While cruising on Squirt for the local hangouts I get a chat request from a local member. We make small talk as I continue to search around and watch porn. I find out his name is Jose. I check out his profile and am very pleased. He is Hispanic and in his...

3 years ago
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Lesbian HookUp

I saw her sitting at a table close to the dance floor. She had just lit a cigarette, and I watched her full lips circle the end of it as she inhaled. I smiled as I watched her turn her head up and crook it to the side as she slowly let the smoke out.From where I sat, I could only see her profile. She was pretty, with short red hair; I could see the outline of high cheekbones, and big, wide eyes. Her lips were what I was most fascinated with, full with a natural pout, perfectly shaped, I wanted...

3 years ago
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  • 45
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Covid grindr hookup

This is my first story so go easy on me lol.its not my first experiance with a guy but my most recent and 100% true, enjoy.i had recently downloaded grinder for some nsa cock fun even though im married (you know how it is guys).i had been browsing daily for a promising meet but kept getting pic hunters or time wasters untill i stumbled upon this one guys profile. He was down as vers so suited me and was close (bonus).we messaged back and forth just gauging what each other wanted and he seemed...

3 years ago
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  • 45
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The craigslist hookup

Shortly after buying my first computer I began searching out porn dating sites in which I discovered craigslist, I began responding to some of the personal ads and found most of the women were hookers but the men and couples were legitimate. On this day I was in the mood for sucking a Dick and I found a post with a picture of a guy with a nice cock, I responded to the ad and he replied he was not able to host, bummed I asked him if he would be interested in car head, He replied "yes that would...

4 years ago
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  • 44
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My first grandmother hookup

So I happen to be in between regular friends at the moment and decided to post an ad last week. I was specifically looking for a married woman who needed a little no strings fun. As usual, I wasn't expecting much, if anything, to come from it.I received only one message. She said she was a 55 year old woman, married, short, and a little overweight. She also included her Kik handle. She didn't sound exactly my type, but I figured what the hell as I've been horny for the past month. I decided to...

4 years ago
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My first college hookup

This is the time that some guy in my geology class blurted out, “Are you high right now?” as class was ending one day. Of course, I was, otherwise I would have delivered the smack upside the head that that kind of lack of discrepancy warrants. Instead, I gave a stupid chuckle, pffft, no, of course not?!? Such a preposterous idea had never been proposed. But I was, and I guess that means I was in with him. Low standards if you ask me, but I’m down. He was cute, a bit juvenile looking, but...

College Sex
3 years ago
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  • 27
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The hookup

I walk into the pub and take my usual seat at the end of the bar and wave over the bartender. I order my usual whiskey and look down at my hands. The pub was always busy, full of teenagers letting loose after a day of long boring classes, I hated the noise they brought in but I let it slide considering I was always having dirty thoughts about the young college girls that came in. I scan the room and spot my target for tonight. A young girl at the other end of the bar, she had strawberry blonde...

2 years ago
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Car wash hookup

In my 48 years of life on this planet I have been fortunate to bed hundreds of women. Some might scold and look down upon me but yet others envy it. I have average looks but have always stayed in shape by eating healthy and going to the gym. The past few years I have been approached by more married or attached women than single ones. I have learned that women cheat probably just as much as men or more however they seem to hide it better. I was divorced at 32 and have been single ever since. I...

3 years ago
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My First Hotel Hookup

Recently I was on a business trip and had a free evening. I was content to hang in my room and watch porn and jerk off. I was watching some bi and gay porn and getting pretty turned on so on a whim I downloaded Grindr to my phone. I had it on my phone before, but nothing ever came from it, so to speak.After it finished I opened it up and boom. Thanks to the distance info on the app there was a “DL Married Bi” guy 50 feet from me. Wow! I immediately felt my heart rate speed up. I have never...

2 years ago
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On Line hookup

Last evening after I had my dinner I read my emails then surfed the net for a while. I kept my email open. as I was checking out a few of my sites I am a member at the BING sounded and I saw a new email had arrived. Opening it my heart started to race as I saw it was from an older man I met a few months ago at a truck stop. He wanted to know if I was free to meet up with him for his truck broke down and he was staying at a motel about an hour away. I responded that I would love to stop over...

2 years ago
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CL Hookup

So I had been so horny that I posted an ad to CL looking for Dominant guys to come fuck me while dressed. I posted my ad and waited for the responses to cum in. I got one from this thick Mexican guy and he was really into me. He seemed pretty dominant so I invited him over. I took a shower and got my ass ready. I cleaned it well and used this butt plug that i have that is kind of like a snowman with the largest thickest ball being at the bottom. It stretches out my hole so when he would stick...

2 years ago
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My One Cliche Hookup

I was 20 at the time when I let some friends talk me into being their designated driver while they went out to a karaoke bar. I'm not much for karaoke, but I do enjoy watching drunk people try to sing. So on this particular occasion, I became a bar flower.I made myself comfortable on a bar stool, my legs crossed as a tapped a perfectly manicured fingernail against a glass of coke. I had a good spot in my stool, raised slightly above all the people at the tables in front of the stage. I could...

2 years ago
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High School Hookup

This story takes place when I was 21 working at a liquor store. I never in a million years thought this would happen to me.It was a Tuesday night. I was the only one on shift for the night until closing, which was 11 PM. It was a very slow night. I was incredibly horny that day. I was beginning to think dressing up in very tight jeans, very low cut white top, pink g string, and pink push up bra had become pointless. I had already played with myself 8 times into my 8 & 1/2 shift. ...

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