Remember when Patrick Dempsey was a nerd in Can’t Buy Me Love

Decades before he made the rounds (and the pulse race) at Seattle Grace Hospital on Grey’s Anatomy, Patrick Dempsey was busy mowing lawns in I can’t buy myself love.

Taking its title from a Beatles song of the same title, the 1987 romantic comedy starred Dempsey as Ronald Miller, a high school nerd so desperate to be cool that he offers popular girl Cindy Mancini, performed by the late Amanda Peterson– money to pretend to be his girlfriend. Yes, as difficult as it may seem, McDreamy actually had to pay to get a date in the 1980s.

Although he didn’t become a smash hit like some of his teenage comedy mates at that timecan’t buy me love– which ultimately earned just $34 million at the box officeserved as a breakout movie role for Dempsey, with the 56-year-old later becoming a romantic comedy frontman after Grey’s debuted in 2005.


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