Quick backstory: We (I 29M, Nicole 29F) have been best friends since middle school. We both got into long term relationships in high school and our friendship briefly dwindled because of that. But about a year after we graduated, we had both broken up with our high school S/Os and became even closer than before. She had recently come out as gay (unsurprisingly to her close friends and family). So we had the perfect friendship and bonded through our shared interest in women.

Nicole was (and still is) an extremely petite girl. About 5 foot even and maybe 100lbs fully clothed. Her breasts were bigger than you’d expect from a girl her size, but she usually kept the well hidden by wearing oversized t-shirts. She never dressed girly until her early-mid 20s so for the first few years of our friendship I had no idea what she was packing. As for myself, I was in the taller more slender side. About 6 foot 180lbs. Our size difference was always our go to joke.

Flash forward a couple years, we are still as good of friends as ever! But around this time something different happened. It was the only time we had ever crossed that platonic/friendship barrier. I was in an unhappy relationship and decided to test my luck with my Nicole and do some very light flirting that wouldn’t get me in too much trouble. She ended up sending me a picture of her lying on her bed in a matching set of bra and panties. I was floored and told her how hot she was. But not much happened after that since I was still in my 2 year relationship. A few days later, my GF saw a questionable text I had sent Nicole and our relationship slowly fizzled out from there.

Another year or so passes, and I’m moving out of my parents. I decide to ask Nicole to be my roommate and she eagerly accepted. At this point we were best friends for about 10 years, so neither of us could pass up the opportunity to move out of our parents and live together as young adults. I mean, what could be better than living with your best friend right?

About a year goes by and neither of us could ask for a better living situation. We are the perfect housemates for each other and everything is going smoothly. We’re both single for that entire year and are casually dating, so new people are constantly coming and going. No judgement was ever passed from either of us.

One night we decide to throw a little party. Nothing crazy, but about 10-15 of our closest friends were over. Music, games, drinking, just a typical get together. Everything was going great and everybody was having a good time. A couple hours in, I noticed Nicole looking in my direction a questionable amount. To not cause a scene in front of everyone, I text her from across the room.

“You good?”

“Yeah I’m good! Why?”

“I just noticed you looking at me a lot. I figured you were trying to get my attention for something.”

“I mean, I was. But it’s okay don’t worry about it.”

“No it’s fine, what’s up?”

“I can’t, it’s too awkward.”

“Awkward? Why?”

“You know…”

I look up at her after I read that text and she gives me a small wink. My heart sinks. There’s no way this is happening right now. My fully lesbian best friend of 10 years is trying to make a pass on me.

“Where did this come from?” I text her.

She texts back, “Idk maybe the alcohol, maybe the fact that I'm lonely, maybe you look cute in that shirt? Who knows?”

I walk past her toward the back door of the house and ask if she wants to step out for a second. I wanted to talk with her and make sure this is something she really wanted and not just a drunk idea that she’d regret later on. She assured me it was what she wanted, and who am I to decline such an offer. We went back inside and proceeded to politely kick everyone out, as it was getting late. I closed the door behind the last guest to leave, Nicole and I scurried to the nearest window to watch them pull away and make sure the coast was clear, and immediately started making out. I was in utter disbelief by the entire situation. We undressed each other, and I just stared at her naked body, lying on the couch that all of our friends were just hanging out on merely 30 minutes prior. I’m sure she was wondering why I looked like a deer in headlights, but damn did I feel like one in that moment.

The details beyond this point are fuzzy (thanks alcohol) so I won’t get into them much. But we proceeded to go at each other for pretty much the rest of the night. I guess it was the unrealized sexual tension that we had unknowingly built up over the years that made us inseparable that night. The highlight of the night was at some point I picked her up off the couch, her legs wrapped around my waist, and fucked her while holding her standing up. She raved to me the next day about how nice it was to be picked up and carried and thrown around.

We continued to kind of be FWBs for the next few months. It wasn’t a regular occurrence, but we had sex 3-4 more times after that night. The sex itself wasn’t the greatest, because she had only been with 1 or 2 guys before me so she was very inexperienced. And she just genuinely didn’t enjoy dicks. I think for both of us, the enjoyment came more from everything leading up to that point. All that sexual tension finally being released. But she did tell me I was by far the best dick she had because I lasted way longer than the others and actually seemed to care about her needs and what I was doing, so I’ll take that as a compliment lol

We no longer live together, but we’re still friends to this day! We’re both in very happy and healthy relationships. There is absolutely 0 awkwardness from either of us. We honestly just pretend it never happened! It’s our little secret😉

Names were changed for privacy purposes