In this edition of role playing my real life coworkers…(check out my other posts)

I recently started working with a new wealth management firm. There aren’t a ton of cute girls there, but there are a few. One of them just so happens to be the President’s daughter, Catherine. She has worked for the company for a few years now, but it is evident that nepotism is definitely in play here. She does not particularly work hard, or make the most sales, yet she still has a nice corner office. My first encounter with her was at an office party. She walked up to me and my wife, drunk as hell, and started babbling on. She was so drunk, her nipple slipped out! My wife could not believe it, and definitely judged her. I played along, but the image of that nipple has been in the back of my mind for a long time now. Catherine and I interact from time to time in the office, never have discussed the nipple slip, but maybe it is time that I do? She is clearly a party girl, and something about her screams “I will fuck a married man.” After all, I am in a sexless marriage and Catherine has mentioned how annoyed she is with her fiancé….

I would love to role play this as realistically as possible. I enjoy a slow burn, long term thing. See below for characters:

Jason (me) - 32, 6’, 245 lbs, muscular dad bod, buzzed hair, brown eyes, confident, life of the party

Catherine - 25, 5’4”, petite, brunette, cute face but not gorgeous, very small breasts, nice bubble butt, kinda messy at times because she’s always late to stuff, laid back and almost stoner vibe