Similarly, if you’ve only been seeing your woman for a few weeks, there’s no need to provide a play-by-play of your dating history, nor is there any reason to askabout her dating history.If she questions you about your past dating experiences, you shouldn’t act evasive or defensive, but you shouldn’t feel the need to open up totally, either. Is he going to call me tomorrow to say he wants to see me again? Early 40’s, bright, successful, and really excited about coaching and learning about the opposite sex. Is he in a place where he wants a long-term relationship?I’m frequently asked how to deal with sharing past experiences or ‘revealing’ insecurities – the healthiest type of information sharing is the type that doesn’t have the quiet agenda of generating a specific emotion or action out of a person. Are you trying to draw empathy but actually getting it mixed up and still trying to draw sympathy?
That being said, how can you address your larger dating history in a manner that is honest, positive and comforting, even if you feel embarrassed about your dating history?At this point, I'd have to say "no," yet with a caveat.Before you propose, you can ask her if there is anything in her relationship history, or something that she learned in a previous relationship, that she thinks would be important for you to know.I read a lot, but I always draw my own conclusions and judge whether it’s effective in the real world. Here’s a perfect example of advice that sounds good in theory, but doesn’t hold up in practice: Two prominent relationship experts – both 50-year-old women who haven’t dated in 20 years – advise women to tell men what they’re looking for on a first date.They suggest that if you’re serious about marriage and children, you should put that on the table from the get-go on Date 1. Like, it’s so wrong, that I can’t even fathom that my esteemed, well-intentioned colleagues would pass this off as valid advice to unsuspecting women who trust them with their lives.Over the years, singles have asked me if they should disclose their relationship history with their dating partners.