Top 10 Funniest Gangster Names in History

We should start off by saying that you wouldn’t want any of the people we will talk about over the next few minutes as your neighbors. Criminal activity is no laughing matter, of course, yet some of the nicknames that gangsters often give each others are downright funny. Criminals are known to be people who rarely possess social filters, which is why they would have no quarrel with calling each others names.

Sometimes, these funny nicknames stuck and became part of the gangsters’ alias. After careful consideration, we believe to have found the ten funniest gangster names and nicknames ever. Make no mistake about it, however, the people you will soon read about were considered extremely dangerous back in the day and rightfully so.


10Jack ‘Legs’ Diamond

This particular gangster operated during the Prohibition era and was well-known for holding up liquor trucks. As soon as the robbery was done, he would make quick getaways from the crime scene, thus earning him the nickname ‘Legs’ after a few successful robberies. Later in life, however, Jack Diamond also earned the nickname ‘Clay Pigeon’ for being shot on multiple occasions yet surviving all of them.