Modern Men

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-type who fears no one really wants him. Tim gets no help from his dad, Tug, an ex-NFLer, but his si (more…)

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Season 1, Episode 5 Kyle Dates Up

First Aired: April 14, 2006

Kyle is challenged to date an intellectual woman, so Molly sets him up with a classmate. When the woman doesn't show, he and Molly hit it off, causing Tim to end their friendship.

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