Author: sipianist

Unplanned foursome at a wedding

My wife Charlotte and I have had a great sex life, and we remained a daily occurrence kind of couple even after kids. This is the story of one of the first extramarital encounters we had that has led to a series of more explorative experiences together.

About three years ago we were headed to a very good friend’s second wedding. Second weddings are fun, because you get to see a ton of people you partied with ten years ago and party again and everyone is a lot less…serious about the marriage happening in front of them. After one particularly erotic night in Amsterdam with a hired second cock, Charlotte and I had been talking about expanding our bedroom experiments to include a regular third, but we hadn’t found anyone yet (and we hadn’t actually discussed specifically if we were looking for women or men or either). We definitely had our eye on a particular guest at the wedding who was unmarried herself and had had a threesome with another couple at the last wedding we were all at. Our low key goal was to somehow get her to come back to the hotel with us, but we didn’t really have a plan. Read more »

Hiring a Third

This is the story of how my wife Charlotte and I opened our relationship kinda.

This all really started with my wife sucking my fingers. After ~10 years together I know exactly the time to start rubbing her clit to make her cum when we’re having sex. One afternoon before the kids got home from school she was riding me and I could tell she was close to orgasm, so with one hand on her hip and another grabbing a handful of breast I told her to get my fingers wet. Normally she’d spit a bit or lick them so there was enough for me to rub her clit, but this time she took two fingers all the way into her mouth, pulling on my hand and rounding her lips, using her fantastic oral skills on my fingers while I fucked her from below until we both came, hard.

This started a series of escalations and regular oral during penetration, where she clearly got off to bobbing her head on my fingers while I fucked her, in whatever position. I’m not gonna lie, I love the sensation of her lips and tongue on my hands. I’ve had her suck just my fingers while I jerk off and then let her swallow. I love the stimulation, but she also clearly had a fantasy of being the center of attention for more than just her husband. Read more »

Future wife sucked my cock when I caught her with her boyfriend at a party

My wife Charlotte and I went to college together at NYU in the mid 2000s but didn’t start “dating” or get married until a decade after school. We fucked a few times in fall of freshman semester and after that we were occasional sexual partners, including the following:

I was at a NYE party in a Brooklyn at a loft building and the two apartments on the top floor were having a joint thing. I don’t know if it started that way, but people were going in between both places, doors open, drugs being had, etc.

I was headed up to the roof to smoke a joint at about 3am, after most of the party had gone home, and was intending to head back to my own place right afterwards. I had just sparked up and was enjoying the beautiful manhattan skyline when I heard the unmistakeable ‘ulk ulk ulk’ of a college girl getting her throat penetrated. I turned around and saw a classmate I kinda knew with his hand around a girl’s ponytail and pushing her head down on his cock. He saw me notice and did the kinda bro nod thing. I turned around politely and kept smoking until he said “can I hit that?” Read more »

FWB invites a third

This happened years ago when I lived outside Chicago. I was kinda/sorta dating this girl Kaitlyn. We started out just hooking up, and then after a few weeks (I was seeing other people throughout this) she asked where we were going and I told her I wasn’t looking for a relationship, just a hookup, and I had other hookups and I was ok if she did.

She didn’t take this super well, and ended up immediately hooking up with friend of mine, which tbh didn’t bother me because…reasons stated above. We joked about it together. Anyway, you just have to know for the story that she wanted to annoy me by flagrantly hooking up with other people and putting it in my face to make me jealous, but it wasn’t working because I didn’t want an exclusive relationship with anyone at that time of life.

So one weekend I’m traveling for work, I’m a videographer, and I invited her along to stay at a fancy-ish place I was being put up in Minneapolis for a two day job as a travel fuck-buddy. Read more »

Sharing a woman during the blackout

This was years ago, when I was in college, during the NYC blackout of 2003. My gf at the time (now wife) and I were long distance and meeting up between cities and I was living in a studio apartment with two other students, D and C, neither of whom I was really close with. C, super tall, was dating a busty curly haired chick who’s name escapes me but who I’ll call “A” for the purposes of this story. I haven’t seen either of them in years, but I think they got married about five years after this and then later divorced, so idk.

So we have this shitty studio apartment, it’s not very big, and we all sleep on futons that get put into couches when people come over, but it’s cheap enough for students and close the subway. C starts bringing this girl over, one of a couple of girls he was dating, but she’s super into him. She’d text, show up, come upstairs and say hi to whoever, and then the two of them would sneak off to the only bathroom for like 10 minutes and fuck, then she’d head out again, makeup askew. Read more »

Hiring a third

True story, names changed

My wife Charlotte and I have been together almost 15 years, since we attended colleges next door to each other. Last year we had an unplanned threesome with an incredible woman at our friend’s second wedding. We had met her at the first wedding and were splitting an Airbnb together and after a night of drinking and dancing it just sort of happened. My wife had expressed interest in playing with a woman at some point herself, and was open to the idea of a threesome, but we hadn’t really agreed on how it with who, so when our friend Erin started making out with her on the couch after we vaped a ton of weed I just let it happen until the two of them invited me to come join. Read more »