One thing I loved about the 90's was the overabundance of bootleg merchandise, T-Shirts in particular.
The myriad knock-off shirts with Bart Simpson were so common in the early 90's it even became a meme.
You also had a lot of other common targets of bootlegs such as Sonic, TMNT, Sailor Moon, and as always, the big name rock bands and rappers.
After copyright enforcement got more stringent, you did not see this type of stuff as often, not even at the usual venues like flea markets, gas stations, fairgrounds, and any town with a major tourist trap nearby.