Should I [M] fuck my boss [F]

Well I did.

This all started with a happy hour. Charity happy hour actually.

I had convinced her to loosen up and to order whatever drink sounded good to her. I believe it involved a rum, orange liquor and some sort of cream. My intention was for her to have a good time as I had no idea what her private life was like. She’s a woman in her early thirties out with coworkers for some drinks. I’d describe her as very petite, maybe 110 lbs, but with defined hips, pale and with reddish, brown hair. It’s an open bar occasion so she’s getting comfortable and trashed. Honestly, to this point, I’ve thought nothing more than the occasional “would not be mad if she was naked” type thought, because she seems like the most innocent person you’ve ever met.