The time I [M] ended turning my roommate [F] into my FWB. Part 2: Having a [MFF] with her friend.

*I thought it’d be fun to tell a bunch of real stories from past experiences. I’ve been trying to do nofap lately so this is kind of an outlet for me. Enjoy!*

————————————————————————-

If you haven’t already, please feel free to read [Part 1](https://www.reddit.com/r/gonewildstories/comments/lnrk95/the_time_i_m_ended_turning_my_roommate_f_into_my/) of this story first.

A couple months after we first hooked-up, C (my roommate/FWB) and I were hanging out on a random Saturday night with our friend (though she was actually one of C’s best friends at the time) . We’ll call her P. She was very petite, approx 4’10, with B-cups. She was average looking as well, maybe a little bit better looking than C. P had a funny personality though. She always made snide comments, cracked jokes, and gave off a goofy, mischievous vibe. Once in a while, she would flirt with me but I brushed it off as her being her.

On this night, we were sharing a handle of liquor (I forget which kind), playing poker, and chatting. We were just hanging out and having a good time when, as these stories usually go, someone suggests raising the stakes. At this point, we were all many drinks in and quite drunk. To this day, I still think P knew nothing about C and I, though I do think she knew about it later on, so I didn’t think much of it when P suggested we play strip poker.

[F][32] My first swinger party ??

After our first experience at a swinger club Evan and I really started to explore that lifestyle a lot more. The energy, the eroticism, letting go of all inhibitions really made us feel like we wanted more. He and I were both extremely sexual, totally open, and we wanted to explore more in our sexuality. We talked a lot about it. We had no real limits. We were of the mind set that we would let the energy and circumstances lead the adventure and just let ourselves go in the moments.

For the next 6 months we went out regularly to swingers clubs, spas, events, and we were meeting great people and making great friends. We were maintaining our distant approach to having sex with others. Had not actually swapped with anyone. But loved being there. Exploring our own sexuality together. Giving anyone that wanted to watch us an amazing show. But the extent of our involvement with others was limited to me and the other woman kissing, lightly touching each other. It was limited. But it was actually extremely rewarding and satisfied Evan and I. Every experience led to more amazing sex between each other and left us wanting more. But we just had not connected with the right couple For us yet.

[MF]sucking an old fwbs cock.

i cancelled all my plans that night as i was super tired from driving all day but before heading home i went to the liquor store and bought some premade moscow mule in a can, i highly recommend them. i got dressed up for fun, it was around 10 when i really started to feel and that’s when i turned to my dating apps to flirt a bit, maybe tease a few men then go to bed.

i unknowingly swipe right on this guy i use to fuck and actually filmed a lot of videos with, some being 3sums. i didn’t know it was him until he wrote back and asked what i was doing. i wrote that i was relaxing, he invited me over. i said why not. i ordered an uber, he moved downtown so it was a quick 10 minute drive. he was waiting for me outside his place.

Taking matters into my own hands. [F]

I should be focused on work. Came in for a half-day today to get some shit done, but my mind keeps drifting. Thinking about the guy and the fuck pad and touching him and cumming and, well you can see my dilemma.

I lock my door, hoping no emergencies arise in the next few minutes. I rub my pussy, feeling a jolt as my clit makes contact with a well-placed seam in the crotch of my jeans. Slide my fingers inside my pants, feeling my wetness through my thong. Push it aside and plunge my fingers into my pussy, marveling at how my imagination can get me this wet. I keep a small vibrator in my bag for moments like this. I just need to cum.

In my chair, hearing folks walk by outside my door. I finger myself and press the vibrator right on my clit. Hold it there until I cum, pussy pulsing around my fingers, a soft moan escaping my lips.

[FM] He Free Used Me All Day

Like any day of the year I’m ready for him from the second he wakes up. I’m already in my new black skirt that has cute little suspenders I place on either side of my tits, I forgo the panties today after all it’s Valentine’s Day. The house has been so cold so my nipples are always rocks making me look so pretty for him.

I was awake so much earlier than him. I was putting away the past cum clothes in the drawers next to his side of the bed, with my head phones in honestly not trying to wake him up. I felt him before I heard him. Without making a sound he had jumped out of bed quickly and wrapped his arm around my neck pinning me against him. He’s already rock hard and I feel him shove his pants down to release his cock and with his arm still around my neck shoves his dick into me. No warning no warm up not even wet for him but a thrust or two later and I might as well have been a lake. He’s quick to service himself taking what he came for smacking me hard on my ass when he finishes. Unloads himself inside me then turns to leave for a shower. This was the start to a very exhausting day for my pussy.

[MMF] First Bi MMF 32m/26/m38f was absolutely amazing (Long)

BACKSTORY: So myself (32m) and my girlfriend (38f) have been dating for roughly 4 years. A year into the relationship I came out to her that I’ve been with other men in a solo atmosphere as well as a couple bi threesomes. She then told me that she found that super hot and that she used to only watch gay porn but never told anyone. She also told me that she’s been with women and would love to be with more.

CURRENT SITUATION: We joined all the apps you could think of and finally picked out a single man that we both found attractive. He’s 26, great body, nice cock, and had prior experience with couples. We invited him over and the girlfriend was so absolutely nervous she power cleaned the entire house top to bottom prior to him coming over because she was worried “if it wasn’t neat he wouldn’t like it.” She’s adorable.

THE SEX: I had her completely naked waiting in bed and I went outside and got him. We both got naked in bed and joined her. He immediately climbed on top of me and started making out with me with lots of tongue very passionately. I heard the girlfriend let out a very audible moan as she watched me, her boyfriend, naked with another naked man on top of him intertwined in an extremely hot makeout session.

[MF] My First Tinder Date Was a Girl With Self-Proclaimed Daddy Issues

I resisted the app for years, but I suck at meeting people in real life, so I finally downloaded it three years ago. And I was proud of the line I came up with to cap off my bio, “If you can’t handle me at my Andy Dwyer, you don’t deserve me at my Star Lord.”

That got me a few matches and conversations, and even a super like, from a girl named Mary. She was 22 (I was 29 at the time). This was back when you could link your instagram to your tinder, which led me to find a slew of her lovely pictures. She was the definition of thicc. Ample DD breasts, gorgeous thighs, and an ass that looked incredible in some of the hula hooping videos she posted. She also had long brown hair and these big, expressive brown eyes.

We traded some banter over Parks and Rec, and over one of the other bits from my bio– mentioned how I like to be called “Daddy”. She pointed out that it was bold to put something like that there, but to me, that was the point. No sense in beating around the bush– I figured I’d just present who I am and what I like. She called that attitude “Big Dick Energy”– my first introduction to the term and an assessment I was happy with.

Taking more steps to being dominant [MF]

Tonight I was surprised to hear my woman say yes to me jokingly saying we were going to fuck when we got into bed. Instead of doing the usual routine of stripping off and laying next to each other to conduct foreplay I ordered her to sit on the edge of the bed as she was stripping off, she smirked at me and asked “Why?” I’ve been on a mission to be more dominant in bed of late and decided that her bratty nature needed adjustment, adjustment which came in the form my hand around her throat whilst she was up against the wall. “Because I fucking said so” were the words that she heard while staring into my eyes, she must have liked what she saw as she did as she was told and sat on the edge of the bed.

The one time a [F] fingered [M]y my asshole

I once met a cute, red-haired BBW off of AOL. We met at a local diner, and after we ate I asked her if she’d like to go back to my place, to which she said ‘sure.’ We technically had sex on this first date. However, I used a condom, and I never had much success with condoms. In this instance, I managed to get it on and get inside of her, but the rubber robbed me of all sensation and I lost my erection shortly thereafter.

After our failed attempt at intercourse, I went down on her (for a second time). She came from oral and wanted to return the favor. She blew me, gave me a handjob, but I was having a hard time cumming that night. But she was not accepting of defeat. She said, “I know what you need,” and before I could say, “What’s that,” BAMM, in goes her index finger into my asshole. She wiggled it around in a very confident, almost authoritative manner, jerked my cock with her other hand, and inside of 20 seconds I was spurting rope after rope of semen all over my abdomen and upper chest.

Working as a fundraiser in college, out of the blue, I [M] lucked into a wholly unexpected hook-up with a younger, prude [F] student coworker.

My senior year of college I worked as a student fundraiser at a phone bank where we solicited donations to our school from alums and parents of current students. On break, I overheard a 19 year old sophomore girl mention to another coworker that she had to take the bus back to her apartment. I had a car that year, so later on I went up to her and offered to give her a ride back to her place instead of her having to take the bus. She seemed so appreciative of my offer and relieved not to have to take the bus that I hazarded to turn it into a date and asked to take her out to dinner before taking her home. She was totally game; I took her to a casual yet quality French bistro near the phone bank where we worked. It was a good call because in getting to know each other I learned of our shared appreciation of foreign films, especially French films. She seemed interested in me romantically, but she was formal and seemingly inexperienced. For my three previous years in this college, I typically met experienced gals. Everything they were doing with me, they had done before with plenty of other guys and would do again next weekend with plenty more. In other words, sluts. This girl seemed different. Still, I figured I’d roll the dice and ask her back to my apartment where I had the French classic, The Discreet Charm of the Bourgeoise (1972), rented. Sure enough, she was interested in coming back to my place after dinner to watch it. I figured if I was very lucky with this girl I might get to finger her.