I currently can't think of anything more badass than taking a shot of Jack Daniels from one of these Mug Shots shot glasses. Urban Outfitters has created a set of shot glasses featuring the mug shots of some of America's most notorious criminals.
Al Capone, Machine Gun Kelly, Lucky Luciano, Pretty Boy Floyd, Bugsy Siegel, and John Dillinger all make an appearance in the Mug Shots shot glasses set. Each glass features the mug shot and criminal record of each gangster, just in case you forgot that was a gambler and bookmaker in addition to being a contract killer.
I have to say that I really like the idea behind the Mug Shots shot glasses. I would love to see this idea expanded beyond historical gangsters and into an area of customization. How cool (toolish) would it be to take a shot from a glass with your mugshot on it!