I'm going to be very judgmental and say it's a really shallow lust.

I'll, bet they never even met before the photoshoot.

What exactly were Skidz? I'm imagining some kind of stain resistant underwear or something.

Originally, plaid drawstring pants, but they also eventually sold shorts like the ones shown.

Will Smith wore the pants on Fresh Prince.

The brand still exists: https://skidznyc.com/pages/about-update

This is cool too:

SKIDZ not only pioneered a look, but has been socially and environmentally conscience since day one. SKIDZ uses “spot goods” which helps eliminate material waste and keeps fabric from ending up in landfills or in some cases burned

graphics design is my passion

yup

so they just needed poorly designed ads to deal with him all this time? man, that's head and shoulders kills aliens level shit!

i have no earthly idea and i'd like to leave it that way for sake of mystery.

of course

Looks exactly like how Marty McFly's girlfriend dresses in Back to the Future