J
Well I figured he's gone this far without telling her, and what would she really gain by knowing he's had sex before?
1. He trusts her enough to share information with her now that he wasn't in the beginning (which would be the wisest approach if/when he tells her); and
2. It may hurt her (and it may not...) to know that he's not a virgin, but it would hurt her even more to find this out later on, as it's a violation of trust that would most likely damage the intimacy within the marriage.
Not telling her seems like a pretty big gamble....but it's his roll of the dice and his life, so it's completely his decision to make.
I DON'T think he needs to go into detail, because that can leave mental pictures in a woman's mind that she won't want later, but sticking to the basics would be good.
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