“Oh my god best friend, we shouldn’t be doing this” How I [m] messed with my lesbian best friend [F].

This story is definitely a highlight in my sexual career. It’s one of my favorite stories but sadly I rarely get to share it for obvious reasons, so I thought i’d share it here.

A bit about Amy and I, Amy was around 18 when this happened, and I was 19. Amy is a very innocent looking asian girl, from a very deep vietnamese descent. Her face looked like many vietnamese models with high cheekbones and an overall whitish glow to her skin, yet Amy was much more Americanized.. She’s around 5’3, breasts not small but very proportioned for her size. Not a giant ass but a nice, firm grabable one. As for me, i’m around 5’5, not overweight, but also not very cut (at the time). Still a bit awkward from just barely graduating high school.

Amy and I had been friends for about 3-4 years at the time it happened. We became friends around sophomore year of high school, mainly because I had a massive crush on her. Overtime, after getting closer and older, Amy came out to be lesbian. Even knowing that she was lesbian, I still lusted for her, bad. After a while, I came to the settlement that nothing was ever going to happen between us. No big deal, I genuinely enjoyed being around her so I wasn’t too bothered by being just friends. We were so close, I saw her just as I would see any other male friend. In my eyes, we were the same gender.

Fast forward to after high school. My parents were going out of town for some gambling for a few days and I didn’t want to be alone, so I invited Amy over to hang out for a while, as we occasionally do. Nothing else on my mind, just wanted to have some company for a while. She agreed to come over. Cool. After I got off of work, I drove straight to my local grocery store to pick up amy’s favorite cravings, oranges and scooby-doo fruit snacks, then right after I picked her up from her house.

At some point later that evening, we just lazily sat there on my bed talking. Eventually, Amy started to horse play with me. “Are you ticklish?” She asked. Now most guys would be thinking “dude she’s hitting on me” but as I said before, I did not see Amy in this fashion what-so-ever. I am very ticklish, so as she was tickling me I laid there jerking around all over the place begging her to stop. I hugged her in a wrestling-like fashion and told her if she didn’t stop I was going to undo her bra. She kept tickling me, so I found the bra strap and undid it. “You jerk!” She yelled out of breath, jokingly. Her shirt and jacket were still on at this point, all I did was undo the bra. She got off of me and went to go fix it.

We decided to put on a movie, the Amazing Spider Man 2. We laid there on my bed watching the movie. During the movie, I got up to take a quick shower. When I came back from my shower, I mentioned she should get more comfortable since she had been wearing jeans. I persuaded her to put on a pair of my pajama bottoms to get more comfortable in. I laid down to finish the movie with her. At this point, she laid her head on my chest in a cuddling motion. It was nice, but still, I didn’t think anything of it since that’s the type of person she is.

Finally the movie ended and she wanted me to put on some music, specifically R&B. I got on my computer, opened up Pandora and typed in “Thinking bout you” by Frank Ocean for the station. Perfect soft beats to listen to at night. I use a vizio TV as my computer monitor and I couldn’t listen to music with it off, so I put a sweatshirt over the TV to block out some of the light coming from the tv, which in return gave a nice small glow towards my bed, where we we’re laying. At this point, we were both laying down on my bed listening to the soft music, talking. Finally she says “Best friend i’m going to miss you!” (since she was planning on moving to another state in a few months) and hugged me. I hugged her back, at this point we were cuddling (again, nothing unusual for us). The way we were cuddling, my face was positioned right next to her neck. After about 5 minutes, out of nowhere she said “No” in a laughish tone and brushed me off. I was confused, I had no idea what she was saying no about since I didn’t make any changes to what we were doing. So then, I asked why and what was wrong. Again, she just responded with “No” in her upbeat tone. I was like okay, and got right back against her neck and said “No what!?”. She started giggling and said “No!”. Again, I got closer to her neck and said “No what!?”. Once again, she responded with “No!” while giggling. Finally, I got so close to her neck that my lips were pressed against her neck. I started to instinctively slowly kiss her neck. She let out another soft “No” while pulling me in closer and letting out a deep breath, wrapping her legs and arms around me. As this was happening, the song “Confessions part 2” by Usher had come on the station. The perfect song for right at the moment.

I placed my lips right onto her soft, perfume-smelling neck. I felt her body underneath mine stirring and grinding in pleasure. About every 30 seconds or so, she would slightly resiste me with her hands, but then let them go and pull me back in. Each pause, pieces of reality came slightly back to me. I had such a “Fuck fuck fuck we shouldn’t be doing this, but it feels so…. *Right*. Something clicked in the both of us, and suddenly social norms and boundaries went out the window. Each time I went back to her neck after her slight resisting, she would let out more deep breaths of pleasure. I learned that her neck was her brain-off switch at this moment. It was *beautiful*.

So there we were, I was kissing and sucking on her neck and she was breathing so hard, as if she had finished running a mile, while we were both slowly grinding on each other’s waists. The moment was so surreal and unexpected, I felt that I in a dream. It was the most intense feeling I have ever felt. It was like breaking through a very heavy duty wall. I rolled back onto my back. We were both out of breath. I was thinking to myself “Fuck, did that just really happen?” I was shaking.

I went down stairs and grabbed some water, since all of that had made me parched. Still thinking about what just happened. I got back upstairs and we started to small talk again. After about 5 minutes I got back on top of her and we locked hands. I attempted to go back to her neck, but she blocked it and giggled “wait” (I think she was being ticklish). She then said “ok go” and there I was, kissing her neck again. This time, things started to get more heated. I was holding her by the waist and we started dry humping, hard. Somehow I ended up on my back. She got on top of me and put her neck back in my face. This is where hands started flying. I started to feel her up all over. I grabbed her small, but firm ass and squeezed. When I got to moving my hands up underneath her bra, she suddenly stopped and slapped me. Reality started coming back to her as sge realize what was happening. She said “Oh my god best friend, we shouldn’t be doing this” and proceeded to remove her cardigan jacket, then undoing her bra, leaving her graphics tanktop and pajama bottoms I had lent her on.. Then she said “This isn’t cheating, right?” since she was unofficially in a relationship with a girl. I had nothing to say at the moment and didn’t want her to stop so I just said “No…”. lol.

Anyways, she got on her back next to me and I slowly slid my hand down her pants and proceeded to finger her a bit. I rubbed her pussy and sucked her neck while rubbing her.She grabbed my wrist and guided me on how she wanted it done, she let out more deep breaths. After a little of that, I took my dick and lead her hand to my erection so she could touch it. She hesitated a bit and finally touched it. in her mind, she was still lesbian. After that, she said “if you take your shirt off i’ll take mine off”. Without missing a beat, I took my shirt off and she took hers off exposing her boobs. They were a very nice size even since she is small, with nicely sized dark nipples. I attempted to grab them but she was blocking them with her arms since she was shy. Then she said “Its your lucky day”, grabbed my hands and placed them on her boobs. I was in heaven. We continued to casually kiss each other on the neck and cuddle while felling each other. This entire night was heaven.

She wanted to leave at 12am to go home to talk to her girl on Skype. So we got dressed and I drove her home. She gave me one last kiss on the cheek before she left.

We’re still great friends to this day but she has since joined the Marines and stationed thousands of miles away in Japan.. Who knows, maybe it’ll happen again someday.

Source: reddit.com/r/gonewildstories/comments/4c8tl0/oh_my_god_best_friend_we_shouldnt_be_doing_this