I'm honestly not even sure where to start with this one.

A few weeks ago, my company asked if I'd like to attend a last minute conference in Las Vegas since we're closing out 2024 books and still had some budget allotment left. I love going to Vegas, the hotels treat me super well since we go frequently for work and I have a ton of rewards points built up, there's great food, shows and hiking etc. I asked who else was coming along and it was the usual suspects- a couple more leadership staff, and a few folks who'd never been before.

This summer I got a new assistant after my old one transitioned into another role with the company. She and I used to butt heads fairly often because she would forget to do things like process time sheets and expense reports, so I was honestly super excited to get someone new. I'd like to add that I've always hired based on ability, not looks, especially since I work remotely and don't often see my team in person. When I interviewed her, we hit it off really well talking about traveling and different hobbies, and she had a bunch of relevant experience so it was a great fit.

Anyways, this was my first time meeting her in person and she was absolutely stunning. Short, thick in the right places, brown hair and well manicured nails, hazel eyes and a southern tan. She greeted me with a hug in the hotel lobby, we did small talk for a minute and agreed to meet up with everyone for dinner later that night. I knew she was recently divorced and I'd just gotten out of a semi long term relationship so I had zero intention of trying anything, plus she works for me so logistically it wouldn't have been a good idea regardless.

Dinner was fine, everyone was introduced, we had a couple bottles of wine and shared some laughs with each other. I recapped the year, talked about 2025 objectives and cracked a few corny jokes to help keep the mood light. I jokingly asked if anyone wanted to hit Tao for some music and a few drinks and four people instantly shot their hands up, including Chantel (Not her real name). We spent the next three hours sipping drinks and talking to each other while everyone else was dancing, drinking and having the time of their lives.

Somewhere in the last hour, the mood changed. In a place that loud it's hard to hear, so we progressively had kept scooting closer to each other and I eventually noticed that our thighs were completely together at this point and basically had our faces a foot apart from each other. I smelled her perfume, noticed her smile, all the things I shouldn't have been doing at 1AM with a subordinate. I briefly snapped out of the trance I'd put myself in and told her that I needed to go to bed to rest up for the morning and she agreed. We spent probably fifteen minutes looking around for everyone else to no avail so we decided to just ditch them and go back up to our rooms...big mistake.

I initially offered to walk her to the elevator, still trying to convince myself that I wasn't attracted to her but after she agreed I kept catching myself looking at her ass as she walked, watching her dress catch the outline of her thong. I was done for at that point. We made it to the elevator, I handed her heels back to her and turned to walk back to my room when I heard "Do you want to come up?" There was zero fight left in me. At that point, we both knew what was about to happen. We barely made it into the room before she turned around and we started kissing in the room. Eventually, clothes started flying, I pushed her down on the bed and asked if she was sure she wanted this and she basically told me to shut up. I ate her out, loving every time my tongue would pass over her clit and make her thighs clench, reaching up to squeeze her tits. I was rock hard and dripping with pre cum.

After she came, I again tried to give her an out and she told me to lie down. She finished undressing me and gave me what I can only describe as one of the best blowjobs I've ever had. Sloppy, guttural sounds, sucking my balls, applying just the right amount of pressure. I asked for a break to collect my thoughts right before I was going to cum and she spent a few minutes rubbing my balls. When I was ready, I told her to get prone and we fucked until I pulled out and came all over her ass. For some reason, that made both of us start dying laughing. The post nut clarity hit fast and I said I needed to leave but she asked me to stay. We spent the night alternating between quick naps, making out and fucking. Night two was more of the same. At this point I'm probably cooked at work if anything ever happens, and I broke my own rules on a few different levels but it was still incredibly fun.