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When you own a range of swim briefs, what's your thought process on which to wear today?
Lined vs. unlined, more conservative or more gregarious, drawstring or no, contoured pouch, more glutes coverage vs. less, etc.

I just consider if it is appropriate.

If I'm swimming training in the public pool then I wear plain intact speedos. Admittedly some of them wear out to transparency which I don't worry about, but they just normal non-fetish or otherwise speedos. I really don't feel like I need to be the centre of attention, I just want to do my thing and go.

At home when washing the car or baking in the sun, then I'll wear anything. I'm not into fettish stuff, but if its old, unlined, faded or whatever then I'll wear it. I live on a property, so there aren't too many people around anyway and my friends and family know and have all seen me in speedos anyway, it's not that special in Australia.