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Is there something wrong with a man in his 40's that has never been married? So there's the stereotype of the forty-something bachelor – and it's a valid one. He's a player. She's entering the dating world as an inexperienced 23 year old.. Dating a 40 year old bachelor of

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The 40-Year-Old Virgin -- Andy Stitzer (Steve Carell) has The 40-Year-Old Virgin -- Clip: Andy asks Trish out on. Photos. Wyatt Smith and Chelsea Smith in The 40-Year-Old Virgin (2005) Catherine Keener and Three buddies wake up from a bachelor party in Las Vegas, with no memory of the previous . Release Date:.

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