Gambling Stories

The Unbelievable Answer!

This short story takes place in January of 1999.  One of the biggest gatherings of pool players, hustlers and sharks throughout the year, took place every January in a nice hotel in Kentucky.  This hotel was quite large and had several humungous ballrooms that was the site for the annual Derby City Classic pool tournament.  This event was actually a series of events much like the WSOP in Vegas has for poker.  There were typically 3 or 4 of different disciplines that had there own tournament, like 9 ball, 10 ball, bank pool, and one-pocket.  Every year the best of

Is This Seat Taken?

This is a classic and one of my favorite hustle stories for the fact that my brother took the lead on this one to my surprise.  Me and my brother are boarding our connecting flight from Charlotte, NC to Las Vegas, NV.  We’ve been looking forward to this trip for the last 2 months, and we’re already in the Vegas mindset of gambling and riches, and just ready to get there. As the airline starts boarding the first passengers, I make a last minute trip to the restroom before my group is called.  Of course my brother gets in line and

Don’t Be A Cigarette Butt

This story takes place in the heart of the south, southern Mississippi that is, and it was an experience that I’ll never forget.  Now that I look back on it, I find that it was hilarious, brilliant, and a little bit cruel.  It was around July 97 when me and another buddy of mine went on a road trip to hustle some pool.  We were both in our late teens at this time.  We were definitely not top level sharks by any means, but we could beat better than average players pretty consistently.  This would also be the first of many road