Patrick Dempsey has been around in movies and TV shows for almost 40 years now, following his early breakout role in the 1987 teen romantic comedy, Can’t Buy Me Love, but he also has plenty of other notable roles under his belt. One of his most famous performances that immediately comes to mind is playing Dr. Derek Shepherd in 247 episodes of Grey’s Anatomy, the beloved medical procedural starring Ellen Pompeo that’s been on the air for over 20 years. He first played the character in 2005 before suiting up for the final time in 2021. He’s also famous for playing Dylan in the 2011 sci-fi blockbuster, Transformers: Dark of the Moon, which grossed over $1.1 billion at the box office. He even made his Dexter debut in the now-canceled prequel, Original Sin, which is streaming on Paramount+.


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