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(Ep. 101) "Fertility"
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- In this heart-warming episode, Jon sets out to discover if he is fertile or not. He visits a urologist, argues with his balls and proves to everyone that he'll be a kick-ass role model for children.
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(Ep. 102) "Problem Drinker"
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- After peeing in a patio flower pot at his friend Kristine's bar, Jon sets out to prove that he is not a problem drinker.
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(Ep. 103) "Fit"
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- When he has the opportunity to audition for a soft core porn movie, Jon sets out to get fit.
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(Ep. 104) "Happiness"
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- Jon mopes around his disgusting apartment wondering why he is so down. Taking his shrinks’ advice, Jon sets out to get happy.
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(Ep. 105) "STD"
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- In this touching episode, Jon gets tested for various “wang” ailments, tells his partners about his condition and puts on a play in which he portrays a penis.
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(Ep. 106) "Smoking"
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- He has to quit and that's all there is to it. Jon tries everything to get off the smokes - many patches, boxes of gum and hypnotism.
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(Ep. 107) "Manly Man"
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- In this explosive episode, Jon finds out what it really means to be a man when he is seriously assaulted by a ten year old boy.
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(Ep. 108) "Ready For Love"
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- Now that all of his friends have settled down, Jon decides that it’s time to find The One. See Jon go on two dates with two real life, non-inflatable women.
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(Ep. 109) "Jon Gets Scared"
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- Jon’s a chicken when it comes to bats. Haunted by the childhood memory of a frightening encounter with one, Jon learns about the nature of fear and how to confront it.
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(Ep. 110) "Jon Gets Political"
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- To honor the memory of his late grandfather, Jon sets out to make a difference in the world. He learns the hard way that getting political is all about wearing a suit, making your hair look like a toupee and talking like a sedated robot.
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(Ep. 111) "Jonathan-A-Thon"
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- When his friend Mark is forced to pay for his own ambulance after a bought with alcohol poisoning, Jon sets out to raise money for drunks.
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(Ep. 112) "Loss and Roger"
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- Jon is inspired by a fetus named Roger who has raised himself in a dumpster. Roger’s words move Jon so deeply, that he nearly manages to do something nice for someone else.
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(Ep. 113) "Jon's Rage"
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- To keep the woman he almost loves, Jon decides to deal with his unmanageable rage.
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