Business trips can be a mixed bag – most often they’re long days filled with meetings and obligations, but on occasion, they’re quite fun. Years ago, I was visiting a Miami suburb for two weeks, getting acclimated to a new site and new people. The first week falls squarely into that long day category. The second unexpectedly was much more fun.
Monday night of my second week, I set off to find some dinner and unwind by myself. I had no expectations. I settled on a nearby bar, keeping it simple for dinner and a few drinks. It was busy, but not crowded, when three girls sat to my left. We made early pleasantries – where are you from, what do you do, etc., etc. They worked nearby, and were out for happy hour, each quite attractive. We continued chatting, with the one seated next to me, Jessica, quite friendly. Ultimately her friends departed, but she chose to stay. She was quite attractive – dirty blonde hair, with perky breasts perched upon a runner’s body. The night wore on, and ultimately led back to my hotel, grabbing drinks to sip next to the pool. I sat on a lounge chair, with her placing herself between my legs, back pressed to my chest. I took this as an invitation at the deserted pool – I wrapped my hands around her waist, sliding north to cup her firm breasts. All she did was giggle and say “you’re bad” before craning her neck to kiss me. I whispered to her “do you want to go upstairs?”; she stood up and reached out a hand.