Season 1, Episode 2 The Break-Up
First Aired: March 24, 2006
Tim finds himself in a new situation---he has to break up with a girl, but he can't find the right way or time to do it. Meanwhile, Kyle tries to help Doug move on from his divorce by setting him up with a willing partner.
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- Premiered: March 17, 2006
- Rating: None
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- Premise: Three single men look for love in Chicago with help from a female life coach. The trio have been friends since childhood and all have different problems with women. Tim's girlfriends always dump him; Doug can't get over his ex-wife; and Kyle is a Casanova-… (more)