I was on top of her, with both hands holding her wrists above her head. We were both breathing heavily. Her dress is pulled off and her tits swaying back and forward as she struggles to escape my grasp. For a brief moment, she paused and broke character to give me directions. She looked up and said, “Slap me. Hard!”
Sarah was your typical actress who came to New York to pursue her dream to become a star. She never did become famous. I had not seen her in anything, and I have no idea if she was a good actor or not. But, if our roleplaying were any indication, she was very believable. Sarah was a brunette, with big bright eyes. Petite, yet busty. She wore a pixie cut that showed off her cheekbones and freckles. Beautiful and forgettable all at once. On the outside, you’d never suspect Sarah of being this kinky. She was sweet looking, kind, polite, and grew up religious. She was marriage material for most men, and the boys she dated were always proper with her, even when they were naked.
Author: anotheruncoolguy
Fucking and slapping. My first CNC experience [FM]
I was on top of her, with both hands holding her wrists above her head. We were both breathing heavily. Her dress is pulled off and her tits swaying back and forward as she struggles to escape my grasp. For a brief moment, she paused and broke character to give me directions. She looked up and said, “Slap me. Hard!”
Sarah was your typical actress who came to New York to pursue her dream to become a star. She never did become famous. I had not seen her in anything, and I have no idea if she was a good actor or not. But, if our roleplaying were any indication, she was very believable. Sarah was a brunette, with big bright eyes. Petite, yet busty. She wore a pixie cut that showed off her cheekbones and freckles. Beautiful and forgettable all at once. On the outside, you’d never suspect Sarah of being this kinky. She was sweet looking, kind, polite, and grew up religious. She was marriage material for most men, and the boys she dated were always proper with her, even when they were naked.
I made her take off] all her clothes and pee in public [MF]
This is an adventure I had during my single days.
I met Lauren on Tinder. She was 19 and I was 36 at the time. She was a college student in the city with great grades and a hidden naughty streak. She is smart, busty with a little baby fat, and very kinky. She had a thing for older men and likes to be told what to do. My kink is bringing out the slutty side of good girls. We’ve had many kinky adventures together and this was one of the most memorable one.
We met at a bar in downtown manhattan, a classy spot where it was quiet and discreet. I instructed her wear a black dress and nothing else. No bra, no panties. I even asked her to flash a subway passenger on her way to meet me. I arrived early and sat at a quiet corner at the bar. Within minutes of her greeting me, I slipped my hand up her dress to confirm that she wasn’t wearing panties. She was a good girl and did as she was told. It was clear that she wasn’t wearing a bra, but I discreet brushed my fingers on her tits and pull them out. She was trying very hard to hide them, but I’m sure the bartender saw.
The time I took a first date to a swing club [MF]
Stephanie and I matched on a dating site. She had a very bare profile with a slightly blurring picture. Women with profiles like this usually have something to hide from their “real life” and may be looking for an adventure that’s out of the ordinary.
We exchanged a few messages and decided to meet for a drink that night. I chose a bar near me, expecting that if she bails, I’d at least be able to enjoy a cocktail that I like.
An hour before our date, she texted saying she is going to be late. In my mind, I thought she was going to cancel. So I took my time getting to the bar. But to my surprise, she said she was there before I arrived. Normally I like to be there first, so I can find a good intimate spot for us where we can feel private (in case I start getting handsy).
She was sitting at the bar with a drink in hand. At this point, I don’t really know what she looks like. I actually walked past her before realizing she was my date. She was wearing a fitting black shirt and black jeans that hugged her slim figure. She was stunning. Stephanie was about 5’5” with dirty blonde hair and hazel eyes. She was slim probably around 110lbs. She looked sexy and classy.
The time I was a stunt cock for republican couple [MMF]
This was back when Craigslist was alive and well, where I have had some successful adventures on it. This was one of them.
It was late one weekend evening and I’ve found myself alone at home and browsing the Casual Encounters. Sometimes it’s fun to just we read without any expectations and you’d be surprised.
This particular ad caught my eye. A couple visiting for the weekend and looking for a man to join them in the hotel room. What got me interested was their inclusion of being republican and conservative. Being on the progressive end of the political spectrum this was a bit of a forbidden fruit kink for me (I don’t want to get into politics, it’s not about that. It’s about doing something out of the ordinary).
I replied, telling them of my experience and sent a photo. No responses as time goes by. Eventfully I went to bed.
Checking my email in the morning, I saw a reply from the wife. She liked my photo and told me all their plans fell through last night with no shows. She told me she is going for a run and that I should come over.
The time when I *[M]ay* have unwittingly de[F]lowered a college girl (maybe)
V was an NYU college student, an academic overachiever who probably focused on good grades above all else. Her background was an Indian and she grew up in Texas. Her demeanor and attitude was basically an all-American sorority girl. We never discussed this, but I suspect she had strict parents and she lived a pretty sheltered life.
We met when she was a sophomore. She’s been in the city for a bit now and she is finally at a point where she is letting loose and going out on date. We matched and I was pretty open that I was looking for a hookup and not a relationship. She seemed she was ok with that, but to be honest, I didn’t think anything was going to happen. After a couple days of messaging back and forth, we decided to meet for a drink. She told me she had a study group and could meet me afterwards around 8.
I arrived early, as usual, and ordered myself a carafe of wine. I always like to have a carafe so I can offer my date a drink when they arrive without having to awkwardly wait for the bartender. I also always pour myself a glass and have a sip first, so they know there is nothing sketchy about the drink.
The time I [M] had a one-night-stand with a [F]ellow business event attendee
I was attending an event at a famous old New York establishment, one of those old clubs of a bygone era that was frequent by the likes of Sinatra. It was a semi business event and I was there to do some schmoozing. I chit-chatted with a bunch of people at reception before moving into the main room for a few speeches.
I sat with some friends and noticed a girl alone. She was in a nice cocktail dress and a very sparkling necklace. We made eye contact throughout these speeches, but since she was a few rows away, I couldn’t really talk to her.
When the event was over, every rushed out. I went downstairs to use the restroom, since I’ve had quite a few to drink. I saw her on the phone outside of the ladies room when I got out and I went over to say hi. She was actually crying, because her boss just yelled at for not being more aggressive at this networking event. I don’t remember what I said, but I wiped the tears off her cheeks with my thumb and asked her to go have a drink with me.
The time when we [MF] went to a bathhouse/sauna without our bathing suits
Maya and I “dated” for a little bit. I say “dated” in quotes because we never became bf/gf. It was really more of a FWB situation, but neither one of us was sure if it was supposed to lead to more. Maya was an artist and worked at gallery in Chelsea. She was petite with big boobs. We met online and we hit it off right away. I took her to a wine bar on our first date and we exchanged witty banter over and flirtatious touches. She ended up coming over, but didn’t spend the night.
I know Maya was going to be fun, because she told me she was bi, kept teasing me about a threesome (but never happened), and was very adventurous. If you’ve read my other stories, you’ve already know that I have an exhibitionist side and enjoy public play. She was always gamed and would suggest different locations for us to try.
The time when I [M]et someone [F] by answering a craigslist ad.
I used to browse through craigslist personals section, mostly for entertainment. Most of the ads seem fake, but every once in a while you find a real person with real needs and somehow, you end up at their place in the middle of the night. This is one of those stories.
It was nearly 11pm when I saw her ad. I don’t have the original one anymore, but I do have our emails before we switched to text. From what I remembered, she was wrote an articulate ad stating that she was a normal and regular person who were sexually openminded and enjoyed sex with strangers. This was definitely not her first time, and probably won’t be her last, meeting strangers for sex.
I wrote to her, fully expecting to be ignored. My subject line even referenced her inbox blowing up. But to my surprise, within 10 minutes, she replied. I told her that I was, like her, a functioning member of society with a wild side, and attached a semi-naked photo of my back (I think I have a nice muscular back and butt). She replied saying *”Hey. Nice to meet you! Yes, I am a regular person with a job but also a pervert”* and attached a couple of face pics.
The time when I [M]ade her take of[F] all her clothes and pee in public
This is another adventure I had during my single days in NYC.
I met Lauren on Tinder. She was 19 and I was 36 at the time. She was a college student in the city with great grades and a hidden naughty streak. She is smart, busty with a little baby fat, and very kinky. She had a thing for older men and likes to be told what to do. My kink is bringing out the slutty side of good girls. We’ve had many kinky adventures together and this was one of the most memorable one.
We met at a bar in downtown manhattan, a classy spot where it was quiet and discreet. I instructed her wear a black dress and nothing else. No bra, no panties. I even asked her to flash a subway passenger on her way to meet me. I arrived early and sat at a quiet corner at the bar. Within minutes of her greeting me, I slipped my hand up her dress to confirm that she wasn’t wearing panties. She was a good girl and did as she was told. It was clear that she wasn’t wearing a bra, but I discreet brushed my fingers on her tits and pull them out. She was trying very hard to hide them, but I’m sure the bartender saw.