William “Blackie” Zupkoski The self proclaimed “Toughest Man in Philadelphia”, who is so tough he doesn’t have a Wikipedia page, Zupkoski was sentenced to 70-140 years at Eastern State for over 40 counts of armed robbery. He was apprehended in 1927 following a shoot out with police in a local hospital. While at Eastern State Blackie continued his troublemaking ways. For example, he stabbed a man to death while in prison. In 1929. When the stock market collapsed. Coincidence? I think not. Regardless, I totally wanna tap that. He looks so rakishly charming. Stabbing inmates, robbing banks, ripping off your clothes and pleasuring you like you’ve never been pleasured before, all in a days work. Just doing my job, ma’am. And Zupkoski? Name like that, it makes you wonder what else he can do with his tongue. You know? Yeah, you know.

William “Blackie” Zupkoski

The self proclaimed “Toughest Man in Philadelphia”, who is so tough he doesn’t have a Wikipedia page, Zupkoski was sentenced to 70-140 years at Eastern State for over 40 counts of armed robbery. He was apprehended in 1927 following a shoot out with police in a local hospital. While at Eastern State Blackie continued his troublemaking ways. For example, he stabbed a man to death while in prison. In 1929. When the stock market collapsed. Coincidence? I think not.

Regardless, I totally wanna tap that. He looks so rakishly charming. Stabbing inmates, robbing banks, ripping off your clothes and pleasuring you like you’ve never been pleasured before, all in a days work. Just doing my job, ma’am.

And Zupkoski? Name like that, it makes you wonder what else he can do with his tongue. You know? Yeah, you know.