I like when guys wear skinny jeans, so tight that it will prevent them from having children later. Yep, just love that look.
....But, all kidding aside, the style of clothing doesn't matter too much, but rather how they present themselves whatever they are wearing. I've seen guys wear jeans and t-shirst and look great, and then I've seen guys who wear the same basic clothing, but they don't take care of it and the guys look like they have no interest in personal hygiene. Same basic look, but comes across two completely different ways. Like lightbliss said, the only problem I'd have with a style or look is if the person looked messy, like they just didn't care. It sends the wrong message, and I'm sure the same is true with the guys and how they feel about women's style. It's not so much the type of clothing they wear, but how they present themselves. If a person looks like they don't care, then they are sending the message that they really don't care.
Oh, and I actually hate the "skinny jean" look, on 99% of people, male or female. Not many people can pull it off.