A year or two before I had hooked up with one of the women I was training in martial arts with; I’ll call her Michelle. We had gone to a conference together and had a really fun time. She disappeared from training for a while afterward — not sure if her husband found out about our little tryst, if life just got busy for her, or if she was in long recovery after having gotten a significant breast augmentation — but she had rejoined the school right before I had earned my black belt and it was great to train with her again. We normally traveled a few times a year to go study with other schools across the country and often times those events resulted in a lot of fun after hours. My first trip, for example, I had hooked up with one of my instructors and it was a completely mind blowing experience.
Author: s0m3thingc1ever
10k people watched us livestream while we fucked [MF]
My friend with benefits, Penny, and I had found a kink we were both into and wanted to explore it more. We had done several threeways MFM and MFF and were really enjoying our talks about swinging, swapping, and the “lifestyle.” We had been batting around the idea of going to an adults only sex retreat, hitting up the swingers clubs in our general area, and looking for other people to add to our play.
We had lucked out in the past by inviting people to join us that we thought would be fun — mostly because they “talked the talk” and it let us know they might be interested. We went around with our trusted group of friends and “talked the talk” as well, but no one else seemed interested and we got judged by a lot of friends for our choices. It was a risk we were willing to take and — for the most part — it didn’t have a huge impact on our core group. We lost a few friends who — mostly — decided that we were a threat to their relationship and we might “steal away” their respective partners.
Three guys watched as she squirt all over the backseat of the car [MF]
One of my good friends had a family beach house a few hours drive away and he invited a few of us to join over the 4th of July weekend. It was four of us guys and my FWB, Penny. The trip down was long and uneventful, the beach itself was a madhouse, and the times that we had were fun. My friends are all super awkward and fun people to be around so the food, drinking, games, and laughs were all of the highest quality.
The beach house itself was great; we each had a bedroom, there were three bathrooms, and some awesome common spaces to share. Penny and I shared a room — for obvious reasons — and we had sex a lot. Loud, quiet, drunk, sober, early, late. In the four days there we had to have had sex at least a dozen times. Penny was notorious for flashing friends and strangers alike which always turned me on and led to more fun.
[MFF] I got a threesome and a promotion on the same day
My long-term FWB, Penny, and I had been inviting a friend, Krissy, to join us or to spend time alone with us 1:1 over the course of a few months. Krissy wasn’t exclusively seeing us, but she enjoyed seeing us once in a while when our schedules matched up and there wasn’t any conflict with her other lovers. The night of this story we were planning on getting together to celebrate my big promotion. I had been having great success at work and was offered a role in management and my “last day” as a front-line worker was coming up. My peers at work wanted to throw a little party and we planned to go out Friday night downtown for a bar crawl and Penny, Krissy and one of my good friends, Kurt, were set to join us.
I very rarely hung out with my coworkers as I normally went from work, to the gym, to bed with Penny — so happy hours and other ‘normal’ social things were rare. My co-workers were about to be in for a shock. I met my peers at the agreed upon time and place. It was probably ten people in total and everyone was ready to cut loose. While we had a few drinks I was coordinating with Penny, Krissy, and Kurt to make sure they made it. The crew hit three or four places over the next few hours and when my close friends finally arrived we ended up at this dingy dive bar with a less than stellar reputation.
A night at the movies led to incredible sex [MF]
I had recently had my first MFF threeway with my FWB and our friend, Krissy. My FWB had hooked up with Krissy tete-a-tete a few times leading up to the threeway and — shortly after our first time together — Krissy wanted to spend an evening alone with me as well. I picked her up and we decided to go to the movies. She looked as gorgeous as she always did; bright eyes, sexy smile, incredible body, ample cleavage.
The movie was good — this time I even paid attention to it — and the whole time I gently caressed Krissy’s neck with my fingers. She melted in my hand when I first started and she quivered in joy the entire night. She told me later that I had stumbled upon one of her greatest sexual weaknesses. Her neck was very sensitive and a major erogenous zone for her. We made out several times during the movie; always at the dull parts. We had conveniently chosen the back row so it was easy to do without interrupting anyone else’s experience.
I watched the two of them lick each other before I joined in and fucked them both [MFF]
My friends Pete and Krissy had just broken up after a long and tumultuous relationship. My friend with benefits, Penny, and I had been spending a lot of time with them recently — mostly in the hope of setting up a group sex / partner swapping situation. Krissy was absurdly attractive and had accidentally, kinda, sorta, hooked up with Penny one night and watched us have sex when we got a bit too tipsy on tequila. In truth, I was glad she broke up with Pete, he was deeply narcissistic and hyper manipulative. It was hard to notice at first, but the more time we spent with them the more Pete’s real self came out.
In any case, after they broke up, Penny and I chose sides and fast. We took Krissy out to dinner one night and let her talk and cry and tell us how shitty Pete was. We listened and agreed and just behaved as friends. We were into her and we wanted her, but we were also not total pieces of shit. I acted like I was sometimes to keep people at bay… but I actually care really deeply for my friends and wanted to be there for her in her time of need.
So close to getting caught fucking outside and so worth it [MF]
My FWB and I had something akin to an on-again off-again relationship. It was almost always “on” but once a while I would get the sense that she was “catching feelings” based on something she said or something that a coworker would say to me when they doubted it was possible to actually be friends only with someone you were sleeping with. Basically, I was always on edge that whatever we were was becoming more than just a good time. Whenever that got into my mind I would try to end things with her. She would always talk me out of it by professing her lack of feelings for me and we would always have incredible sex afterward so it became a pattern that we kinda’ got used to.
This event took place shortly after we had one of those many conversations about calling it quits. We were heading to see a few friends who lived just outside the city and used that long drive to talk about things. By the time we arrived at their apartment we were both pretty sure that was that and we would be parting ways when I dropped her off at her apartment that night. Things were a little awkward as we hung out with our friend Pete, his girlfriend Krissy, and his two roommates. Eventually our friend Pete’s mother showed up at random to drop something off and Penny and I decided we should split.
She sat on the couch next to us and watched us fuck [MFF]
My FWB, I’ve been calling her Penny, and I were really exploring our boundaries. We had done a threeway with a buddy of mine the previous summer and had been talking about inviting a woman or a couple into the bedroom to have some fun with in the near future. One day Penny and I went to hang out with a group of mutual friends at a restaurant in the city. One of my friends, I’ll call him Pete, had a new girlfriend I hadn’t met before, she can be Krissy. Apparently they had been together for a few years, but we just didn’t hang out in the same circles.
Well, Krissy was hot as fuck. Gorgeous face, blonde hair, huge breasts, curvy body, big bright eyes, and amazing lips. Krissy was also ridiculously confident in herself — both because she knew she was hot, and because she was wildly intelligent and well educated. Krissy and Penny hit it off right away — which wasn’t uncommon; Penny was incredibly likable and people often flocked to her happy-go-lucky attitude.
Our First Time Filming [MF]
My longterm friend with benefits, let’s call her Penny, was an amazing lay. She was in good shape, 5’5”, amazing breasts, curly brown hair, big eyes, and a lovable personality. Everyone always adored her and she had undeniable sex appeal. I had known her for years, but we had only started our FWB relationship recently and it was going very well. We both had very separate work lives, mostly separate personal lives, and would get together every night for 27 days in row, take a four day break, then see each other every night again. Each night we were together we would have sex two to five times and that was pretty much that.
Often times we would stay in bed all day on a Saturday or a Sunday, have sex, relax, have sex, relax, so on and so forth until we got too hungry around 5 or 6 pm and then wandered out to a bar for food and beer. We were very open about our interests, our fantasies, our kinks. We talked about all the things we had always wanted to do that we were afraid to share with other partners and we tried them one after another.
Eating Her Out In Front of Everyone [MF]
Penny was my FWB and had been for a few months at this point. We were keeping the whole thing on the down-low for a number of reasons — most of which I have forgotten, but seemed important at the time. The only one that I can remember any more is that we had one mutual friend who would have been very upset if he knew that we were fucking. He was married, but still harbored a long-time crush on her and she didn’t want him to find out.
Well, one Halloween we had gone out on the town with a bunch of friends. I had an apartment in the city near one of the big bar areas so everyone had been invited to crash at my place after things were all said and done. I don’t remember what we were all dressed as — and I don’t think it mattered — but Penny wore a little red riding hood outfit that year with the requisite frilly skirt. If I remember correctly all the guys had gone out with me in my neighborhood, and all of the girls had gone out with her in her neck of the city.