I was working a retail job at the time; This would be about 2012. 

I'm typically very professional, clock in, do the work, lead the team, and get home. Especailly considering I was a supervisor. The thing is though, I was a young supervisor, 1-3 years younger than most of my co-workers, so I often found myself blending in with the employees a little more than management. I was typically the one who heard their side.

Now if we had a staff of about 25 people, 20 were women and 5 were men. I've been in enviroments like this both in retail and in the corporate space. Again I just mainly keep it professional, the last thing I would want to be is that creepy manager.

There was one associate, we'll name her Stephanie. She was two years older than me, very slim, slender latina. Brown hair, and the softest light skin I ever felt. We had a lot of shared interests musically, fashion-wise and were just friendly, as I saw it. She also had a boyfriend at the time, who was also black. However when she talked about him, he just came off at unreliable. I think she was starting to get fed up with him.

One time I gifted her a nice floral button-up shirt from a brand we both liked. I point out the type of garment because it wasn't just a t-shirt, and I actually put some thought into what she typically wore, the sizing, fit, color and chose that for her. She loved it. It was at this point I felt things change.

Not long after this, she ended up leaving the company for a better job. Of course I was extremely happy for her and assured her we would keep in touch. I've had tons of employees move on for different jobs, even that early into my career, so it was business as usual.

Until I get a random text message late at night. I can't remember the exact details but it was something to the effect of:

"Hey, I know this might sound weird, but would you be down to be friends with benefits? ;)"

I was absolutely floored. 

 Of course my first responses are to clarify, make sure I wasn't seeing things. I asked, "What about your boyfriend?"

"Don't worry about him, he won't know."

We made arrangements for her to come over to my place a few weeks later. She suggests to bring wine, which wasn't my typical speed considering these were my peak college and partying years.

I meet her outside and she looks beautiful. Now this was 13 years ago so I can't remember the details about what she was wearing, but she did have on a baggier, black coat on. It might have been leather, and it was without a doubt to hide what was underneath. We go inside and start making small talk, drinking wine. Keeping it as casual as ever, as if we both don't know what is about to come.

After about 15-20 minutes, the room falls silent for a few momets. "Should we start?" 

Now we're both relatively young, so don't expect anything out of this world, but we move through getting more comfortable with each others bodies. Starting with making out and slowly undressing each other, me stripping off her lingerie. She sucks me and works my shaft, and I throw her on her back and taste her soft cunt. I ask if I should grab a condom and she tells me I don't have to. I'm fully erect and ready to go. I finally slide my hard cock right into her, easily too because she is so wet already. It's at this point we fuck for about 40 minutes, which I remember vividly. After I finish on her, she lays back and tells me she has never taken that long to make a guy cum. I tell her I was actually holding it in intentionally to make it last longer.

Afterwards, we clean up, she gets dressed and we go back to slight small talk, talking about how great everything was. I walk her to her car. Now, just how do you end a FWB meetup like that? Neither of us sure what to do being so new to this, but we ended up kissing goodbye like a couple and she was on her way back home.

Unfortunately, we only met up one more time, something I still think about until this day. With the power of hindsight, you imagine things happening differently but in the moment, we were just going through the motions one day at a time.