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I wear flip flops around the house, even now in winter and would wear to the pool or beach. I did get some really nice ColeHaan sandals that I can wear with shorts during the Summer which I think look a little dressier. I see no problem with men wearing sandals if ladies are wearing them. Equal Opportunity!!!
There are all kinds of flip-flops out there, too, people, not just cheap ones. There are finely-tooled leather ones, custom-made leather ones with custom arches, high-end ones. Though even those won't take you into a suit-and-tie restaurant, they're perfectly acceptable with jeans in a wide variety of environments.
They all make the signature slap-slap sound when walking, though, which, IMO, is obnoxious and tacky in anything other than a casual environment.
beach(only if you're walking a very short distance) or shower. guys should not wear flip flops.. come on
The only people I picture wearing flip flops are fat dudes with a hawaiian shirt and red from sunburn. I lived in Miami, and it was not acceptable there.
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