I'll start off by saying that I've never been good at picking up girls. I've had much more luck meeting girls in social settings, talking to them, having fun, and then dating. So this story absolutely blew my mind. Also, sorry for the wall of text, but the lead up is important. Hope you enjoy!
So there's this beautiful, funny, and incredibly sexy admin girl at my work (well call her Jess). I've had a crush on her since the day I met her but I never acted on it since I prefer to keep work relationships professional.
We recently had our end of year wrap up party and the whole team went out to a beachside resort a few hours from the office. The boss took care of everything, getting us a condo, paying for food and drinks, and ensuring we're all having a good time to celebrate a good year.