I don't think you should, but if you wanted to buy completely illegal bootleg DVDs, the best place to find them is down in the subway. I knew this dude would be completely pissed off if he knew I took his picture so I waited for the right moment and snapped away.
(Smart Tip of the Day: Try not to take pictures of criminals as they may not take too kindly to your photography and the possibility of being posted on a blog.)
What I liked best about this illicit salesperson is that he had a DVD player so you could see the quality of his wares before purchasing. The criminals in NYC are technologically savvy! I would much, much rather see movies in the theaters than on DVD, but if I had to buy any DVDs right this second of movies in current release, I suppose I would take a copy of Jennifer's Body, The Informant, Paris, Bright Star, Cloudy with a Chance of Meatballs, and The Other Man. $5 is way cheaper than $12.50 at the theater and for lots of people this is a viable alternative since they have been priced out of going to the cinema.