My younger lad does alot of skateboarding, and my elder boy used to before he got himself a fiancee...
They both wear average fitting strides for skateboarding simply cuz the really baggie ones erm fall down and he falls off the board trying to hoike them up, and the skintight ones well too restrictive for 'doing the moves'.
Too skin tight can make a man infertile later in life, too baggy just look like you borrowed from your pet elephant....and neither of my boys skate to impress the girls anyway, its 'a boy thang' where girls arent invited, so impressing them isnt on the agenda when skating anyways!

ive got a great arse, big headed? nahh.

i tend to wear loose fitting jeans, not the ones that your stereotypical gangsta! would wear, just your regular loose fit jeans? lol

haha what is this fashion police?

hey up chelsea!

Yeah fashion police operate in this area. They handcuffed my hands behind my back for wearing white socks. Now I can't take them off...

What does it matter! wear whatever you feel comfortable in

Skinnys on guys look HOT! stick on a pair of converses or plimsolls and your good to go

Being 6’3” and sixteen stone there is about as much chance of me getting into a pair of skinny jeans as Paul Ince keeping his job…. Oh, he’s been sacked…. Exactimundo.

baggy.

heh..when i was 16-18.. i had a size 30 waist (mens size obviously ) and i used to wear size 48 jeans with a studded belt, hoody and a 2 foot mohican the good ol' days lol