My lifestyle bestie was over for a glass of vino tonight. I was telling her that I’m planning my first business trip of the New Year and I asked her if she wanted to come. She’s single so asked if I worked with anyone hot, which led to us talking and if I would or have hooked up with a colleague before. I told her I don’t mix business with pleasure but I did make one exception ;).

I travel quite frequently for work. After my first Hotwife experience “on the road”, my husband and I were eager (and super horny) for more. The following month I went to Chicago for an event. Typically they are early evening affairs, and the team does drinks after to celebrate a successful event (sometimes clients and partners join us). I always check in with my husband, so when I texted and said I was heading out, he encouraged me to flirt with someone and see where it would go. We had finally ripped the bandaid off of just talking about hotwifing, I was immediately turned on and I couldn’t wait for more. Of course my answer was “Yes Sir”.

A group of 10 of us ended up at a really swank rooftop bar. After a few rounds of drinks and some shots, people were all loosening up. Everyone was having a great time, but as it was getting late, the group started to thin out. This meant that amongst those of us left, conversations started getting more intimate. Once all of our clients were gone and there were only a few colleagues left, our Sales VP sat down next to me. We had only met a couple of times before, but he always seemed chill so I was instantly comfortable. I was also incredibly attracted to him - tall, dark hair, strong sexy shoulders. He said, “Let’s do a shot, you and I, for a great event” (I was the event director at the time). So we did. And then another. It was getting louder, we were getting drunker, talking closer, legs touching. It was very flirty, but I thought, no way, nothing will happen. And then I realized there were only three of us left- him, his direct report, and myself.

We decided we weren’t ready to shut it down and went to an after hours jazz bar (it was about 2am and the other guy was a local so knew where to go). Three of us piled into back seat of the Uber and he sat as close to me as he could, touching my leg when the other guy wasn’t looking. We got to the bar and I quickly went to the bathroom to text my hubs and tell him. He told me to continue. That was all of the encouragement I needed 😉.

At the other bar the three of us had more shots, more drinks. I made a point of sitting next to him, pulling my dress up just a little bit in my seat, brushing against him when I got up. And then I thought - if anything was going to happen I had to make a move. So I told them both I couldn’t drink anymore, had an early flight and was going to head out. He said “Oh, since we are at the same hotel, let’s grab a car together”. I had a hunch the night wasn’t over, We left the other guy there. Knowing he was one of my VPs made it extra hot (loved the taboo nature of it) and I was super turned on. 😉

In the Uber, he told me he would have stayed for more drinks, but didn’t want me heading back down late at night alone. I told him I had a bottle of wine in my room if he wanted a night cap (first thing I do as soon as I land on ANY work trip is get a bottle of wine for my room). We went to my room, poured a glass and started chatting. It was instantly flirty and quickly escalated to talking about sex, the things we like. I told him I love it rough. I’m very primal/animalistic. And I love the contract of being a professional businesswoman/lady in public and being completely owned/controlled behind closed doors. So one minute I’m touching/massaging his head, the next minute, he took me, pushed me hard against the wall, and started aggressively making out.

He threw me on the bed, pinned my hands above my head, pulled my dress up, started biting my nipples. Then moved down. He kept holding onto my hands so they were pinned by my side, and he ate my pussy. It was incredible. I apologized for being loud. He said “Its so fucking hot hearing you moan like a dirty slut”. I instantly orgasmed.

Over the next hour he fucked my face hanging over the side of the bed, held my hands behind my back while fucking me doggy, and fucked me on my back with my legs behind my head. It was so spontaneous and so fucking hot. He came all over my stomach and tits.

I looked at the time and it was 445am. I had a flight at 830 so I kicked him out. If you’ve flown to Chicago before you know I had to get packed and get out. We texted the next morning from the airport and swore we would take it to our graves (it would risk both of our jobs, but especially his as my superior).

We no longer work at the same company, but we were fortunate enough to get another couple of fun adventures in (made out with a coworker passed out in my room before Going to his, “accidentally” booked his room next to mine at a conference and left the door open, snuck out of the room I was sharing with a colleague to sneak into his…). And I may not have told him about “the lifestyle”/being a Hotwife until after the second time we hooked up 😬.

Just another slutlife/Hotwife adventure. I should see if he has any business travel coming up. ;).