I would dream and hope for play against Matt Damon, who in a movie was
a poker whiiz. He made a comeback against the Russian and won me over.
He is the ultimate player for me to play against.
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I’d love to play with Christiano Ronaldo, is got so much money, and I am sure, is smarter with his feet than playing at a poker table.
I would play with the cast of The Office, I think I can take Michael Scott’s money pretty easily 
I would love to plat against Jennifer Tilly. She’s a very interesting person whom I’ve admired since 1984 when she was on Shaping Up. I followed her career. She is a very beautiful and smart woman.
Jim Carey… Can only imagine, what kind of game it would be, Lots of fun is my guess… keep smiling
I would like to have played poker with Frank Sinatra, because I remember he was playing with Dean Martin and at the final deal Frank asked Dean what he had. Dean said “Jacks!”. Frank replied “How many?” Dean replied back “One!”. Frank then said “You win!”. Thought playing with Frank would be fun!!!
Cheech Marin because He brings best desserts ever… Truly…
Ruth from Ozark … she cracks me up.
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Robert Duval, I think it would be a great experience to be at the same table as him.
Bryan Cranston for sure
I have already played poker with some Diamondback baseball players and seen many celebrity players in Tucson casino and Las Vegas casinos. I am happy playing with Replay Poker friends, they are all celebrities to me.
I would like to play with Morgan freeman since more than celebrity he is a great actor with free thoughts especially in philosophy and religion
Phil Hellmuth, because I would love to see his face after losing a hand to a beginner that kept an off suit pocket of 2, 7.
Willie Nelson, because he also loves the game and we could smoke some boofers
Jack Nicholson
his bluffs would be the best. dead pan like the cookoos nest.
“you can’t handle the truth” big bets
all work and no play makes jack a dull boy. lol
i have also met john Cleese with Prunella Scales his wife at the time (I think) he had me in total stitches for a full 3 hours the guy is so funny
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Although most of my picks have already been taken, I would choose more than one (present and posthumous): Steve McQueen, Paul Newman, Clint Eastwood, Anthony Quinn, Javier Bardem, Gen. Patton, among many others who are ultimately cool. Play to win? probably not because I’m not good enough, but I would maybe, by osmosis, absorb some or their “COOL.” They would be an intimidating and menacing presence at the table.
Tommy Cooper, makes me laugh and when I win I can say Just like that.
Mel Gibson
Jack Nicholson - a great actor and likely a fascinating conversation while playing poker