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If you like the bottom of your ass to hang out a little bit, you can do that with regular waist or low rise shorts, too (I know this isn't news, and I'm not stating anything you don't know, but the rest of this thread makes it sound like high waisted shorts are responsible for his phenomenon and they aren't). If you like the high waist, that's cool-- just sayin- don't have to wear high waist to get the bottom ass cleave.
If you're a guy who isn't getting to see much of girls outside of what they show in public, then the high waist fad would probably piss me off if I were in your shoes. But if you're getting action/have a girlfriend, it really shouldn't matter what the current female trends are if it all comes off at the end of the night.