What looks good

I took a class about the History of Clothing. It was fascinating, but not until recently have I really seen/noticed fads in my life time. When I was in highschool flared pants were popular with form fitting shirts. Now it seems like almost the opposite. Loose blouses and tight legged pants.

I've heard people talk about how wearing those tight pants makes you look good, shows off your figure, etc. I feel like the same arguments were made when I was in high school about a completely different fashion. Also, because of that class I took, it seems as if it has always been that way. Personally I've always liked pants to go over the top of boots not tucked inside them. Now my question is, do I like that look better because when I was developing what little fashion sense I have that was the fashion or is there some other reason.

It just all seems so arbitrary, and it makes me wonder why you should even bother because it will never last. Once I heard a quote that said something like "Fads come and go but you can always be classy."