I used to have a friend, lets call him David. David is a bit of an oddball, mentally unbalanced, rich parents who never taught him to value money and very prone to -EV life choices. Sitting on my porch, smoking a cigar with David several years ago, I was playing micro limit Omaha on my laptop on Stars and crushing pretty well (up 2.5-3 bi's).
After a while of David and I chatting while I smoked and played, I caught a God Hand, and while I don't have records from that far back, I'll give you the short version here. (4 players in hand, betting capped every round)
Me- K
T
K
9
,
Flop - Q
J
9
NUTS!
Turn J
too sweet!
River - Brick
(never once did I click raise)
Results - Idiot A -QQ, Idiot B - Ax
Idiot C - J9
When I hit that flop I have have David come around to my side of the table to watch, he is in awe of how I have an unbeatable hand and people are just giving me money. (I know this happens very rarely but a total noob with no poker knowledge sees this and loses his mind) David instantly demands that I teach him to play.
So I spend afternoons the next few weeks teaching him what I know about NLHE and even get him an invite to my regular home game. He plays so terribly, he's invited back and the house will even stock whatever he wants drinks/foodwise.
Fast forward to about 2 years to Xmas time. Remember how I said David is a bit of an oddball? Well, its important to note that he has next to zero use for technological gadgets beyond a cell phone (he didn't even get one of those until he was about 24 if I remember correctly). Well, his loaded parents bought him a brand new 64GB iPad2 with all the bells and whistles (about $800 or so at the time, I think).
I had been playing poker full-time for about 6 months at that point, didn't have a huge bankroll but did ok. David comes over with this new iPad and asks if I want to buy it off him. I really do want it, but $800 is enough of my bankroll to be painful. I offer him 200$ saying its the best I can do and if he doesn't want to sell it to me for that price, I fully understand. He quickly agrees and I hand him 2 c-notes and he gives me the iPad. After about two minutes curiosity gets the better of me and I ask him what he wants the money for. "Well, Dan, I kinda wanna play cards,". I am now faced with a moral dilemma, I just gave a man whom I know has zero ability to control impulses $200, and he wants to blow it on a poker game. I
could take him to one of the local poker rooms (what I've done 3-4 times at this point, all with the same result, I break even/slightly up, David = busto), or I could attempt to assuage to semi-guilt at the ridiculous price I gave him on that iPad.
"Dave, I kinda feel like staying in tonight, how bout we just play here?" thinking we can just play for quarters or maybe a few 5$ HUSnG's, maybe I punt a hand/game or two and let him leave feeling good.
David replies, "Sure, I got $200, wanna play heads-up?"
Me - (hmmmmm) "Ok, what kinda game are you thinking?"
David - "We could play (open face) Chinese for $1/point" (OFC is a little on the gambley side for my taste, but its fun and i still feel a bit like I ripped off a friend)
Me - "Ok, but its over after 20 hands or 100 points whatever comes first.
David - "cool"
We play OFC for about an hour and when its done, I'm up about 30 points. At this point David talks me into playing NLHE with him for the rest of his cash. We agree to a HUSnG, 20k starting stack, blinds 25/50 and that's where they stay.
It only takes me about 45 minutes to catch him in a couple of bad spots and run up a 6/1 chip advantage on him and another 20 minutes of so to finish him off. He sticks around my place for the next few hours, playing CoD on my xbox (killing my KDR, but I wasn't gonna say anything) before we finally say goodnight at about 5am.
And that's the story of how I exploited the degen tendencies of a good friend to get a free iPad. Still have it today...
Epilogue - His parents finally cut him off and with no other place to go I let him crash on my couch for a couple weeks, when he left he took everything out of my fridge with him and some of my girlfriends stuff too. Haven't spoken to him since.