Can't really say, "alltime" cuz popularity goes in phases. I remember back in the day wearing stopwatches because mom wouldn't let me hang a clock around my neck trying to imitate Chuck and Flav. Everybody wanted to be like them back then.
LL used to rock those Kangols, and everyone wanted to be like him back then.
When NWA dropped, everyone was wearing Raiders clothing and had hats with their name on the side like they were on the team or something.
When DOC dropped, everyone started wearing Kings clothing.
Snoop had us wearing hockey jerseys, and braided hair.
50's lowkey might be the biggest impact though. I mean people were wearing doo-rags and fitteds, but that look exploded after 50 blew. New Era oughta give 50 a check considering how their sales exploded right after In Da Club and Wanksta dropped.
Wu had me wearing Wallys. I used to wear sweatpants with Wallys like an idiot. Those shoes made walking kinda funny too like girls learning how to walk in heels for the first time.