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My son wears what his dad wears - briefs. He's 10 now and won't even think about wearing anything other than plain white briefs. I don't think a boy would need anything different than a man. If daddy likes the boxers, that's fine for the son. Get him the boxers, then later check up on him and ask if they're still comfortable.
He might change his mind. I have a 5 year old also he likes boxers but I no that he needs the support so I switch it up one day boxers the next dy boxer brief and after a while they will get use to the boxer brief and like it cause they see there dads with them on. I have 3 boys, ages 12, 10 and 7 and all three of them still happily wear plain white boys briefs.
My oldest is in junior high and plays football where he changes in a locker room surrounded by other boys his age.
And since he's almost a teenager, he regularly asks for things when he wants to be more like his buddies That said, I'd imagine most if not all of his friends still wear plain white briefs as well. As an active 34 year old, I've always worn plain white briefs. For me briefs are the most comfortable and supportive underwear. I went to high school in the mid-late 90s when boxers were popular, but I stuck with my classic Hanes and FOTL "tighty whities".
My son started wearing boxers when he was 2 I finally got him into wearing boxer briefs at 5 or 6. He's almost 9 now and only wears boxers or boxers briefs. He refuses to wear tighty whities which fine by me.
There's no problem wearing boxers, if they like them they can wear them. We bought D a bunch of different undergarments so he could make up his own mind, he mostly likes the briefs but he sometimes wears the boxers. About sleeping in them Well I did boxer briefs but just bought them a little bigger. Have your husband do the same so he can have a visual, at least for a while. I actually like them better anyway. Related Questions I'm a girl and I wear little boy boxer briefs?
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