I agree that it's all about what you are brought up around. My dad for example, despite have a backyard pool, almost never went swimming, and when he did, it was shorts and T-shirt in the pool. So growing up, I never really any exposure to wearing much less than that. Around a pool, I would be ok to be shirtless, but I was never really comfortable being on the "skins" team of a shirts vs skins soccer game. I think it was all because I was never really exposed to it being any other way.
*IF* I have a kid one day, I'll start them with speedos when they don't know any different and they can grow up with the confidence to wear them for the rest of their childhood.
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