This is the first time I've ever read the Dear Prudence Advice column and I was surprised to see the bashing this "obsessive boyfriend" is taking from Prudence and various other readers. Nowhere in Talked Out's post did I see her say that her boyfriend was abusive or violent, yet everyone is assuming that he is a violent individual. She did not specify why they broke up in high school. For all we know she could have wronged him, which would obviously give the boyfriend a reason to be overly cautious when considering marrying this woman. Also, the man is divorcing his wife for this relationship. I think its wise to want to know exactly what kind of person you are marrying, especially when he is going to divorce his current wife for her. It's a huge life-change and it would be idiotic for him to stumble into a marriage with his high-school sweetheart after only getting to know her for less than a year. I don't think there is anything wrong with questioning your partner's past relationships and/or sexual history. I believe the best predictor of the future is what a person did in the past. For instance, I like to know if my girlfriend ever cheated on her past boyfriends. I ask this question because I believe that if a person cheated on a past partner in a serious relationship, it indicates a lack of loyality and fidelity in that person's character. I, for one, would have second thoughts about marrying a person that has a history as a cheater. Although that person may seem faithful now, after time every relationship goes through ups and downs. Will their infidelity rear its ugly head when the down times come? Secondly, I don't know many people that don't want to know how many people that their partner has slept with. It's hard to maintain a serious relationship with someone when you don't respect them. And how can you respect someone when they don't respect themself? A person that sleeps with anyone that will have them obvious has no respect for themself. His questions are probably meant to indicate character flaws, not to be obsessive and smothering. For all I know this guy could be a psycho, but she doesn't tell us enough to make that assumption. Give people the benefit of doubt before you crucify them.