I love bootleg things. Especially taped concerts. I've seen like every Buckethead, Carcass and Disentomb bootleg that I can find online. I also love bootleg shirts and art, but I think my definition is maybe considered more fanart than bootleg. (95% of my art is fanart graphic design). There is something appealing about it.

Usually dubious quality - especially movies where the guy just holds up his phone camera and records the screen and you miss crucial dialog because his box of Whoppers are rattling ... anyway the only bootleg things I own are live music recordings, the kind of stuff you will never ever find on iTunes and couldn't buy even if you wanted to

I don't have any bootleg things that I know of. I have conflicting opinions on these. On one hand, information wants to be free.. restricting its use is legally messy and economically inefficient, and by stealing information you're sticking it to large, evil corporations. On the other hand, if nobody paid the creators of intellectual property, there would be little incentive to create IP that requires a lot of labor/talent and we couldn't have nice things.

It used to be a big thing here until the 2010s, I have some (read: a lot of) bootleg movies bought for cheap in the past, many of which I thoroughly enjoyed. I also don't see many bootleg toys for sale nowadays.