On men, skinny jeans generally tend to be worn on hipsters, and I, personally, have found most of the hipsters I've met have been twits, so I have a negative connotation when it comes to men in skinny jeans. This has nothing to do with their body types, and everything to do with the personality of most men who would wear skinny jeans in the first place.
(Did everyone see all the caveats in that paragraph? All the "generally" and "I, personally" and "most" and "most" again to make sure that everyone knows this is my personal opinion, I don't speak for anyone else, and while I've met a lot of hipster men who are twits I've left open the possibility that there are some hipsters who are not twits? Look what have we become.)
On women, I prefer a more relaxed look when it comes to jeans. If you google "jennifer aniston jeans", most of the pictures that come up are representative of the style of jeans I like on women.
See!?!?! We're all judging!!! Isn't it fun?!?
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"There's nothing more exhilarating than pointing out the shortcomings of others." -
Clerks, 1994.