He continued having unprotected sex with various women but picked the wrong girl in Stephanie, who turned out to be HIV positive.
Like a Whammy, he pressed his luck is a reference to the 80s game show Press Your Luck and its cartoon anti-mascot, the Whammy.
Contestants took turns at a board with numerous windows that switched between prize values, hitting a button to stop the board and win whichever prize was lit up. Whenever a contestant landed on the Whammy, they lost everything (as did Big Moe).
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