I usually wear gymn shorts. If it's too cold though I'll wear khakis. I never skate in jeans. Mainly cause I never wear jeans ever. I just feel so uncomfortable in them ha ha
Everyone in New York wears skinny jeans or fit jeans. Ever since skating became a freestyle rolling a dress cool while skate kinda thing. I wear baggy jeans or straight fit.
Social Collision rude fit. They stretch enough yet still stylish if you care about that stuff. For me, if I feel I look good it gives me more confidence to try new stuff and/or get better flow. Never worn khakis whilst riding, er wait, yes I have and those rockt too. Try it. If you don't dig it you can always change back, eh?