When it comes to bootlegs, I am at odds, because I do believe that copyrights should be respected, and I don't want to rip people off of monies owed them for their artistic or intellectual property.
Now, to be a total hypocrite, I'll admit that I own some movies that were never released on video, or currently aren't available on video. It's a line I draw for myself. I won't boot or buy a boot of The Incredibles, even if it's a clone of the DVD, with indentical AV quality and extras. It's readily available and I'd consider myself a major tool to buy a boot of something I can rent or buy in any store. Likewise, I won't buy boots of movies currently in theaters, recorded by someone who sneaked a camcorder into a theater.
But a movie or TV show I always enjoyed or have been curious about, that possibly will never be released on video? Might not ever see the light of day on TV again? Yeah, I'll buy those, and if/when they DO get a legit release, I buy the legit release and toss my other one.
I'm actually of the opinion that studios will gauge the popularity of a show or movie on bootleg DVD to determine whether or not there's a market for an official release. I firmly believe shows as disparate as My So-Called Life and The Adventures of Brisco County Junior and American Gothic, none of 'em big hits when they were new, got such nice box set releases because there was such a market for copies. I think that's a big reason why Rhino keeps obtaining the rights to movies lampooned on Mystery Science Theater 3000. Studios pony up the dough to obtain the music rights to a movie like Heavy Metal because they see how many pirate DVDs sell.
Meanwhile, you might never see stuff like the original Roger-Corman produced Fantastic Four movie, or The fabled Star Wars Holiday Special, or Sam Raimi's short films, unless they're on a boot.
I wouldn't be so presumptuous as to steer anyone to a specific vendor or dealer of stuff like this. However, if there's ever a "nerd fest" in your area-a sci-fi/fantasy/horror movie convention where you can get autographs of people like Lou Ferrigno & Linda Blair-you should check 'em out. They tend to be more "retro" conventions than anything else, it's just that the stuff people liked when they were kids tend to be sci fi and fantasy and horror. Usually, you can't swing a dead cat without hitting someone selling copies of Song of the South, as well as other Disney-related retro swag. They'll play the discs before you buy 'em so you can test their AV quality (or just insure that there's SOMETHING on the DVD). And the conventions are usually all weekend long, so they know someone they rip off on Friday might be back to kick their a** on Sunday. You might pay more to get what you want than you would off of ebay, but you walk out knowing you got what you wanted, AND maybe Lou Ferrigno's autograph!