Season 2 |
| 10 :02x01 - Shock Treatment (Oct/12/2008) | | It's off to Phoenix for season 2 as Mystery is joined by Matador and Tara. the contestants first challenge is to be observed as they approach women inside a nightclub. | |
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| 12 :02x03 - Kosmo Returns (Oct/26/2008) | | Kosmo, winner from season one makes a return visit to give the contestants pointers. This week's challenge winner receives a racy reward asking each one to "keep their cool." Their field test has some contestants picking up some phone numbers, while others come up empty. | |
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| 13 :02x04 - Touchy Subject (Nov/02/2008) | | Mystery gets personal when he asks each of the guys to talk about their physical experiences they have had with women, and then must show their skills with a professional sexologist. But Mystery finds himself disappointed when the guys all fail the kiss close field test. | |
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| 14 :02x05 - Bikini Models (Nov/09/2008) | | The guys stand up in front of an audience as they are auctioned off for a charity, and later they try their hand at picking up sexy bikini models. | | Songs: Keane -- Somewhere Only We Know | |
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| 15 :02x06 - Winging It (Nov/16/2008) | | Mystery sends the guys to a grocery store as a place to pick up women. Also, they learn what being a wingman is all about. | |
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| 16 :02x07 - Friends From Home (Nov/23/2008) | | The remaining 3 contestants now have the chance to show what they had learned as they are challenged to teach a friend from home how to pickup chicks in 24 hours. | |
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