Why do some guys obsess over their girlfriend's past?

Anonymous
My boyfriend broke up with me. We were together for almost 3 years. 2 and a half of those years were a bit hard, the first six months of the relationship were blissful. He was my first boyfriend and before him I had a friend with benefits, made out with a couple of guys at a bar and was flirty with some guys I knew (like I posted flirty, but friendly messages on their MySpace).

The bad thing is, I live in a small town, and he knows some of those guys. For example, my ex friend with benefits... he actually introduced us! When he asked me about my past and I told him, he judged me on it and became obsessed. He wanted to know every detail. I lied a couple of times and later came clean. Now he thinks I keep lying about it and says he won't be with me until I tell him all the truth.

Well I've told him in broad terms, everything. But not many details. For one, I know he will keep judging me and using the past against me. And also, why do I have to disclose my whole past life to him? Isn't the future what matters? I don't know his whole past nor do I want to.

What is it with wanting to know the past? The relationship is over and I don't think it can work, but honestly? Plus I feel like the bad guy.
Why do some guys obsess over their girlfriend's past?
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