Definitely get the more modest brief and try it out for a while, I say. And as you get comfortable with it, you might be more open to smaller suits. I've also mostly been the only guy wearing a speedo at my pool when I do laps, pretty much every time actually. And it was really intimidating at first and I'd come up with "reasons" to tell the lifeguard why I was wearing a speedo if I was ever asked (which is insane because no one cares). But now that I wear speedos all the time, to exercise and also just to hang out with friends, I don't feel as embarrassed. I honestly hope that me wearing a speedo inspires other guys to do the same and be comfortable with it.
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