re: What's the worst thing you've ever done to a lady...?

Girl I lost my virginity to said she would only have sex if we were dating so I asked her to by my girlfriend. Next day we do the deed in the back seat of my car. Afterwards I drop her off at her place and as soon as she gets out my car, I roll the window down and say "I think we should just be friends" and drove off. Not my proudest moment looking back now