shock_puppet, Author at NSFW story

[FM] Found a great new way to make my married girlfriend cum

This is about [this girl] (https://www.reddit.com/r/Cuckold/comments/p5vgow/i_wasnt_expecting_this_from_tinder_but_i_guess_im/), who I’ve been seeing for a year now. We’re both in open relationships.

As I discussed in the other post, she really loves it when I give her a big load of cum. Recently, after I came in her pussy, she told me to stay inside and keep fucking her. So I kept fucking her, in missionary, with my big load of cum inside of her. I was wearing a condom so I didn’t want to fuck her really hard – I concentrated on grinding against her clit. She loves this, so she got worked up very quickly – and that kept me hard, even though I just came. After a couple of minutes of grinding she had an intense orgasm – but why stop there? I just kept gently fucking her while she kept grinding into me, with my big load of cum inside her, and she had about 4 more orgasms. The dirty talk helped too. Now we do this every time.

She says: Read more »

All [m]y hookups #14 – WTF dick pics work!? (Bonus squirting)

While I was in law school I was of course really stressed out, going out of my mind studying for exams. When I am stressed I tend to get really horny which is kind of a problem because it makes it even harder to work. At that time (around 2007) craigslist casual encounters still existed – it was full of prostitutes and dick pics. I was really surprised at how many dick pic posts there actually were, because that shit can’t work, right? *Right?* Unless…

So I posted my first ever dick pic personal ad. It was called something like “8 inches for you,” with a couple of pics of my cock from angles that made it look enormous. Yeah, those were simpler times. Shoulda been there kids.

To my incredible surprise, among the responses from gay men, bots, and prostitutes, there was an actual woman. I was about 23 at the time, and she must have been about 10 years older than me. We chatted on AOL instant messenger for a while (I’m so old lol) and she sent me a bikini pic. She was hot! So at this point I thought maybe she was just a very dedicated scammer, and I proposed that we meet at a bar near my apartment. Read more »

All my hookups #4 – The time I [M] fucked the bartender [F] on the pool table

One afternoon when I was in law school, I got a call from M. She said she needed help with some accounting homework – I told her I knew nothing about accounting but she told me to come down to her bar anyhow.

I had met M a few months earlier at a different bar, while I was playing bass in a jazz band. She was sitting at the bar having a drink, and I struck up a conversation. It turned out she was a stripper who also bartended at regular non-stripper bars – and drank a lot. Like, a very surprising amount, especially considering that she was very petite. She had the body of a prima ballerina.

We went out on a couple of dates, and she had already slept over my house once. But we drank a LOT of scotch that night, and I wasn’t sure she was into it, so we just went to sleep. Read more »

All [M]y hookups #25 – Tinder 6, Squirting All Over My Face

I’m skipping to the end in the series, since this just happened on Monday.

I’m now 38 years old, working from home because of COVID. I haven’t met anyone from tinder (or otherwise) since COVID started, but I’ve been chatting with a few women on and off. I first matched with this girl in June or July, but didn’t message until August because she was really cute and I wanted to wait until I was serious about meeting. She’s 31, nice curvy body, black, cute, hair in thin braids. We bonded over her insistence on COVID safety. She was very chilled out and I felt very comfortable talking with her. We had some explicit sexy chats but also some fun regular conversations.

Still, we wanted to be cautious about the virus, but by October we had had enough of our horniniess and decided to meet. We agreed to leave our masks on because it would be a bit safer and kinda kinky.

We met first for a brief walk just to say hello. As soon as we met, I knew we would feel very comfortable around each other. We walked aimlessly for a few blocks, talking and joking, then entered Greenwood Cemetery (very thematic for 2 days before Halloween). I put my arm around her and it just felt really good. Read more »

[MF] All my hookups #3 – The Girl in Lima

My relationship with the Colombian jazz singer had just ended (see episode #2), and it was time for winter break in my sophomore year of college. My older brother was a hippie world traveler, so I decided to tap his expertise and take a month long trip to Peru. Why Peru? Well, Lima has cheap airfare from NYC and I spoke some Spanish. It had absolutely NOTHING to do with my latina ex-girlfriend.

My Colombian ex had boosted my self esteem by telling me how attractive I was, and saying that my “type” was very popular in latin america. I definitely noticed it as soon as I arrived. Girls would stare and smile at me as I walked around Lima on the first day. In the evening, I was hanging out on a bench in a square near my hotel, and a girl sat right next to me and struck up a conversation. She was from Lima, was asian, and spoke several languages including English. I was emboldened by all the girls smiling at me all day, so I asked her to come back to my hotel room. She did. Read more »

[MF] All my hookups #2 – Meeting a Colombian jazz singer at a show and taking her home

This was almost 20 years ago, when I was a sophomore in college. It had been about a year and a half since I had last had sex, or a hookup of any kind, which was with my high school girlfriend (previous story #1). I was playing jazz all day and all night, with no time and no opportunity for messing about with ladies.

**Meeting**

One night I went by myself to see Brad Mehldau at the Village Vanguard in Manhattan. I didn’t have a reservation, so I just waited in line for like an hour. In front of me was an attractive young woman about my age; we’ll call her M. She struck up a conversation with me, and I learned that she was a jazz singer from Colombia who had recently come to New York just like me. She was a little shorter than me, two years older (22), and really cute. I didn’t think anything of it of course, since jazz musicians love to talk to each other, and hookups were not even on my radar. Read more »

All [M]y hookups #1 – Losing my Virginity

I’m writing a series describing all the women I’ve had sex with.

**1 – Losing my Virginity**

**Meeting**

I was a big nerd in high school, so the story of me having sex doesn’t start until I’m already 18 years old, in my senior year. I had dated like 2 girls during high school, kissing but nothing much beyond that.

I was a huge music nerd, in orchestra, band, and choir, as well as playing jazz outside of school. My main instrument was jazz upright bass. I met my eventual girlfriend through music. I would play with a guitarist in my area who had a few restaurant gigs and loved to throw parties at his own house. He was fairly well off, living on a lake and partying with his other lake friends. One of these friends lived across the street from him and had a daughter my age – we’ll call her T. She attended our rival high school, so we knew none of the same people. Read more »