Our expert says:
How can someone with "500 Ex's" now have tranformed into someone totally committed and monogamous ? It really does sound highly unlikely. And you wouldn't be asking this question if you trusted him completely, but more because you want to but very reasonably feel uneasy.
How old is he --- has he in other ways really finished growing up, and is now fully mature ? How long have you known him ( i.e how long has he had to be able to reveal that he may not be entirely faithful ) ? How long, compared to this, did his longest previous relationships last ?
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