I used to work for a fitness company in office before Covid normalized WFH. Attire was more athleasure, co-workers were all really cool, and being in Chicago it was a very accepting office environment.

I had a coworker/friend, we’ll call her Jordan, who was an open lesbian. Super cool, high energy, and very flirtatious.

Jordan was super into me from day one, showering me with compliments coupled with constant compliments and flirting.

I myself, was not even bi, let alone interested. While I was and still am extra accepting, I was engaged, straight, and it really just wasn’t my thing.

Now, the attention was A , I mean - who doesn’t love compliments, and id compliment back. In time Jordan and I began hanging out after work for drinks, she’d compliment my bra or jokingly tell me she liked my panties if I bent down and she saw, etc.

Here’s where I’m an idiot, I not only didn’t stop it, I encouraged it. I liked that someone was looking, and would intentionally bend down so she could see, or wear thought I knew she liked. Sometimes at the bar we’d share a stall for a pee break and she’d always compliment something, and like all girls, while out she’d playfully spank me or hug me, and I knew what she was doing.

Fast forward almost a year and my intentional playful flirting with her was the norm. I was set to be married that fall, and early summer her and I had Lolla tickets and a hotel room within walking distance to the venue. Classic summertime Chi vibes.

Well, we drank, and sang, and danced, and partied, and loved every minute of the show. Yes, she was extra handsy that night, but it was a concert and I was drunk, so I chalked it up to the environment.

Then back in our hotel room for the night we had a couple more drinks while listening to music. Then - she kissed me. Just a quick peck on the lips. I laughed, then she pushed me on the bed, ripped her shirt off, climbed on top of me, and began to make out with me. I stopped her midway through and she just grabbed my wrists, pinned my arms back, Shh’d me, and continued to make out with me.

I can admit to the anonymous work of Reddit that it was hot, and although I was shocked and taken by surprise - I didn’t stop her.

She then look off my shorts, helped me out of my sports bra, kissed my neck, sucked on my boobs, then went back to making out with me as she fingered me.

After I came, she kissed my thighs, licked me all over, then ate me out. I was drunk and most of it was fuzzy, but I remember how weird but hot it was.

Jordan then, without asking, climbed ontop of me, and kneeled on the bed over my head. Big eyed and scared I reached up and kinda grabbed her boobs before she told me to stick my tongue out so she can do the rest.

She then rocked back and forth as I held her waist. Admittedly, it took me a second to realize she was riding my face, and I was now eating her out. She came a couple times then climbed up and flipped around. And with her ass literally in my face she told me to keep going - so I did. It really wasn’t until that moment that I was like, oh my god, I’m having sex with Jordan, but I was already so turned on, I just kept going. I ate Jordan out, she ate me out, then she sat back on the bed while I got between her legs.

I admit that this was the hottest part of our night together. Jordan held my hair back, legs in the air, as I ate her out. When she was about to cum, she pulled my face in really close, then pulled me up by her and licked my face clean.

We played for hours, cuddled together all night, and had less passionate hungover sex in the morning. The next day is when it felt wrong, but I didn’t know how to say know considering all I did the night before.

I will say, Jordan never told a soul, that I know of, about that night. I can say, going forward, I stopped flirting with her in the office - and she stopped paying attention to me - which made me feel like a big dummy because it proved Jordan always planned on fucking me, which - okay, but like, touché with the hotel and all, because she fucked my brains out.

Which is why you can’t ever flirt with your lesbian friends, confirmed by my experience with a lesbian friend.