Dear Matt & Tamsen,
The guy I am dating keeps badgering me about how many men I’ve slept with. I am 26 years old and been with a few guys, but I don’t want to give him a specific number right now. When is the best time to do this?
A: If you are smart: NEVER! A lot of guys ask so they can find out how hard it will be to get you into bed. Others ask to size up what kind of girl you are. A guy who is truly interested in you for a long-term relationship will never allow your past to affect your future with him. He will not ask the question a million times, he will wait for you to tell him. As for the men who ask this question, try something like this: “I don’t kiss and tell and hope you don’t either.”
