Actually, when I was about 18 or 19 I used to wear a fedora when I would go out clubbing. But, I didn't wear it in an effort to have people take me seriously - it was more like a costume. I would wear it with slim fitting black pants with silver pinstripes and tight black shirts. After about a year or so dressing like that I grew out of that look. Now, I wouldn't wear a fedora until I'm pretty old. Whenver I see a young guy wearing a fedora I think that the person is just eccentric or is trying to make some kind of statement. As for the original poster - if that look is getting you laid then you should wear it. If you're spending a lot of nights alone, then you might want to reconsider it.