Friends

Season 9 Episode 14:

The One with the Blind Dates

As they think Ross and Rachel should get back together with Emma, Joey and Phoebe, when asked to fix them up with blind dates, plan to make those so horrible they'll run back. Phoebe does a great job: Steve is so unattractive he even makes himself cry; Joey found his own nightmare woman, a history teacher, not realizing she risks looking ideal to Ross, but she stands Ross up, making him the object of bets by the waiters how late he will leave. Chandler and Monica accepted to babysit Emma, but him being bored without a job and she ovulating, their sex drive gets the ...
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About Friends:

Follows the lives of six 20-something friends living in Manhattan.