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Adults don’t give up a shot at a lifetime of happiness over something trivial. The more you do it, the more fun it is just to date. I really don't care about it and it doesn't bother me at all, I'd just maybe suggest he try wearing protection at night or something (perhaps he usually does but felt embarrassed with me around? I actually think it's kind of cute and it may even turn me on more than a little, but I'm not sure it's appropriate to share that with him? I hate seeing him embarrassed about this, especially since I don't feel the same way about it.Basically I'm wondering what I can do to be supportive and make him feel less embarrassed? It’s not something anyone needs or wants to know on a first (or second or third or fourth) date. If you’ve established a bond based on respect, affection and attention, your date will think it’s funny that you worried that it might be a problem.
A date that would reveal a confidence like that is a jerk. I feel like he's scared to have me over again now.I would encourage you to treat him as you normally do. You don’t want to continue with someone if it’s just not going to work. You didn’t get dumped because of what you wear to bed. Breakups can be angry; people say stupid and cruel things. Your date dumped you either because your date isn’t an adult (in which case, good riddance) or because there are deeper problems than what you wear to bed.