20+ Celebs Who Only Date People Out of Their League

This article appeared in pensandpatron.com and has been published here with permission.
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Celebrity relationships are a strange thing, especially when one of them is completely out of their partner’s league. The couples we feature might look happy together, but by just looking at them, we can tell that one of them has settled. Let’s see if you can tell which one settled and which is dating someone out of their league.

Mary-Kate Olsen and Olivier Sarkozy

The relationship between former child star Mary-Kate Olsen and French banker Olivier Sarkozy raised more than a few eyebrows when the couple made their relationship official in 2012. With an age gap of a whopping 17 years between the two, they somehow made it work and were married in 2015.

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Fast forward a few years, and it’s clear that the age gap was simply too much for the gorgeous Mary-Kate to bear. The unlikely couple announced their divorce in 2021, causing fans of the beautiful Olsen twin to sigh a breath of relief.

Taran Killam and Cobie Smulders

Who would’ve thought that How I Met Your Mother characters Robyn and Gary would end up together in real life? We certainly didn’t, but for Taran and Cobie, sharing an agent would result in a chance meeting that saw Cobie meet the man of her dreams.

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The couple was married in 2012. While they don’t have any children together, they’re still happily married. Critics and fans have often spoken of the actress settling for Killam, but in this day and age, do looks really matter that much?

Jesse Williams and Aryn Drake-Lee

Grey’s Anatomy heartthrob Jesse Williams shocked fans when he made a red carpet appearance with his long-time wife, shortly after his rise to fame. While many thought she married him for his fame and money, the truth is a much sweeter story.

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Aryn and Jesse met long before his fame. A teacher at the time, Jesse met real estate agent Aryn and fell head over heels in love. The couple married in 2012, but sadly parted ways in 2017. They share two children together.

Seth Green and Clare Grant

Seth Green and Clare Grant could be the poster couple for the saying “love is blind.” A full head shorter than his wife, Green met Grant in 2006 at the re-opening of their favorite comic book store, Golden Apple Comics. A love for comic books and fast food got this pair to start dating.

Facebook // Clare Grant

This cute couple was married in 2010 and is still together today. It just goes to show that even short men can find true happiness. We don’t want to even think about how different it’d be for the two had Grant not been photographing the opening of the store that fateful day back in 2006.