This took place approx 2 months ago. I had a short-lived FWB situation w/ a girl who was briefly single before getting back together with her BF a couple of weeks later. However, during that time, we definitely enjoyed trying things she never got to experience previously. This of course, includes an awkward threesome with another girl.
My FWB (Sara) was recently single and looking for something casual when we first started talking one day online. She was cute, white, curvy but not overweight, short with light brown hair. By the next day, we had met up for dinner and ultimately ended the night back at her apartment. We only had sex twice that night, but as we relaxed during sessions, we asked about each other’s kinks. I admitted to liking threesomes, and she confessed to wanting to try both MFM & MFF, being more interested in the latter. I asked if she actually wanted to try, and as we talked about it more and more, she became increasingly excited and agreed to try. Sparing details, we ultimately found a willing candidate via Tinder. She was a super cute, white hipster girl with a couple of tattoos and long, straight black hair. The only catch was, this girl (Anna) was not really into girls but wanted the experience. Sara was secretly bi, but we ultimately agreed to just some light touching between girls.
The day finally came where we invited Anna over to Sara’s apartment, and we had agreed to go swimming in her complex pool and eat pizza and drink and see where things go afterwards. We were all enjoying the pool, despite how cold it was, and had fun all flirting with each other. When we finally got back inside, we talked about stuff just to get comfortable with each other and waited for pizza to arrive. They drank wine and I had beer, and all had a great time eating and drinking. Eventually, Sara told Anna she was dying to see how she looked out of her bikini. Anna laughed and said she’s down to show, but also turned to me and mentioned that she’d prefer if I took a shower or cleaned up some, since she preferred not to taste chlorine. I simply asked if they all wanted to take a shower so we could all rinse off, and while Sara was down, Anna nervously agreed. I asked if she was ok, and she was, but admitted to being nervous about being naked in front of another girl for the first time. We gave her the option to wait, but she came around and said “gotta do it sometime!” We all laughed as Anna slowly undid her top, revealing her small but perky boobs and light brown nipples. Sara and I were both very turned on, as I could tell from Sara’s hard pink nipples and they saw from my hard dick once my shorts came off, which also made Anna say “wow!’ fairly excitedly.
It wasn’t long before her and Sara were both completely naked, with Sara being completely shaven and Anna displaying a neatly trimmed landing strip. Anna did a twirl jokingly to lighten the mood, and Sara and I both laughed and Sara asked if she was ok now, to which Anna said “I guess so” and laughed. Her and Sara checked each other out for several seconds, with Anna seeming to snap back to reality and say “remember the boundaries,” and we said we haven’t forgotten. We ultimately all got in the shower, with myself in the middle, Anna to the rear and Sara in front of me. I was obviously in heaven, as innocent bathing lead to some touching and kissing and from both girls, and even some sucking from Sara. We got out and dried off, and Sara admitted to being really horny now and wanted to be fucked. We went to the couch, and before Sara and I fucked, Anna asked if she could blow me. She didn’t hesitate to start sucking, and Sara got next to her and held Anna’s hair back while eventually Sara taking over blowing me.
Sara finally got up and climbed on top of me and started riding up and down slowly. Anna sat next to us and watched, rubbing her clit while doing so and exclaimed “this is what I wanted”. I took turns groping both of their boobs, and Sara suddenly asked Anna if she wanted to be eaten out or vice versa. Anna hesitated, and ultimately said “I’m good, thanks.” I could tell Sara was kind of upset, and Anna could as well, which she then clarified, “Like I said originally, I’m still new to this and need to warm up to it.” Sara said it was ok and got off me, giving me head as well. I kissed Sara some before asking if it was ok if I fucked Anna, and she said sure.
Turning to Anna, I put on a condom, spread her legs and slid in between her, making her moan softly. I fucked her slowly and increased speed until she was screaming and grabbbing on the edge of the couch. During all this, I felt Sara playing with my balls while I was inside Anna (which I found out later was so she could try & touch anna’s pussy some secretly, and somehow got away with). I managed to pull out in time and came all over Anna’s tits, which Sara admitted to being a little jealous of. Afterwards, we all hung out naked in the living room and talked, ate & watched TV, and even eventually fucked again, with Anna going as far as “69ing” Sara while I funcked her (Sara) from behind (they did not make any contact, unfortunately).
We hoped to do it all again, but Sara ended up getting back together with her ex, and Anna deciding to just “stick to dick”. Maybe again one day…
Source: reddit.com/r/gonewildstories/comments/9wjogv/a_somewhat_awkward_threesome_mff
Seems like it worked out pretty well in the end though. I like to think I was part of THE worst threesome ever. And nobody got off lol.