Gwyneth Paltrow's Complete Dating History - See a Rundown of Her Famous Exes!

Robert Sean Leonard

Gwyneth Paltrow was linked romantically to Dead Poets Society actor Robert Sean Leonard for a year in the mid-’90s. Not much is known about their time together. However, Robert seemingly confirmed that they had dated during an interview with the New York Post.

How did he confirm their relationship? He referred to their split as “the funniest breakup I’ve ever had,” according to E News.

“We were in her apartment, figured we shouldn’t see each other anymore, and within five minutes she was saying, ‘You know who you’d like? I have this friend’… Gwyneth‘s a bit of a yenta, but she’s a great, great friend,” he explained.

Earlier this year People caught Gwyneth joking that she wished she’d kissed more stars from Dead Poets Society back then.