Sebastian Stan's Complete Dating History, From Leighton Meester to Annabelle Wallis

Ever since he starred in "Captain America: Civil War," Sebastian Stan has been a fan favorite. Of course, he'd already won his fair share of hearts thanks to his role as Carter Baizen in "Gossip Girl," but the Marvel feature catapulted him to a new level of fame. In recent years, he's continued to build on his Marvel success by starring in Disney+'s "The Falcon and the Winter Soldier." He also starred alongside Lily James in the Hulu miniseries "Pam & Tommy," which chronicled Pamela Anderson and Tommy Lee's turbulent romance, which netted him a Golden Globes nomination in 2023.

In addition to gaining the adoration of many fans over the course of his career, he has also caught the eye of quite a few Hollywood stars over the years. You might remember he dated Leighton Meester back in his "Gossip Girl" days, but she's not the only costar he's fallen for. In general, Stan seems to have a strong preference for actors, and he's most recently been linked to "Peaky Blinders" star Annabelle Wallis, who he was spotted holding hands with in NYC in December 2022. If you've been wondering who Stan has dated over the years, read on.

01
Leighton Meester
Getty | Andrew H. Walker

Leighton Meester

Their characters dated on "Gossip Girl," and the two stars fell for each other in real life, too. The couple reportedly started dating in 2008 after meeting on the set and were together for two years before Meester called off the relationship, per Us Weekly.

02
Dianna Agron
Getty | Dominique Charriau

Dianna Agron

After his breakup with Meester, Sebastian started dating this former "Glee" star. The two started seeing each other in May 2011 but split later that year in December due to long distance, according to Us Weekly.

03
Jennifer Morrison
Getty | John Sciulli

Jennifer Morrison

Stan certainly has a thing for dating his costars. After meeting Morrison on the set of "Once Upon a Time," the two began dating in the summer of 2012 but split almost one year later.

04
Margarita Levieva
Getty | Dimitrios Kambouris

Margarita Levieva

Stan first met the "Revenge" actor in 2009 while filming their movie "Spread," but didn't start dating her until 2014, per Us Weekly. They were been spotted showing PDA a few times while out and about in NYC, and both actors even posted several sweet photos of each other on Instagram in 2014 and 2015. However, the pair reportedly broke up in 2016, per People, though neither commented on the split.

05
Alejandra Onieva
Getty | Juan Naharro Gimenez

Alejandra Onieva

Stan was linked to fellow actor Onieva in 2020 when they were captured looking affectionate on a yacht in photos shared by Just Jared. The couple went on to post a number of tributes to each other on social media, and in June 2021, Stan shared an Instagram video dedicated to Onieva in honor of her birthday. "Over a year ago, out of a lot of darkness . . . you became the light 🔥 I'm so grateful 🙏🏻❤️🙏🏻 #2020 #loveinthetimeofcovid #quarantinenights," he wrote in the caption. That August, Onieva reciprocated the gesture by sharing a sweet birthday tribute video for Stan. "Today, many, many . . . years ago, my favorite soul came to life," she wrote beneath her post. "Life is a gift, and experiencing it with you is the true beauty of it!!" It's not clear when the pair split, but Stan last appeared on Onieva's Instagram in 2021.

06
Annabelle Wallis
Getty | Axelle/Bauer-Griffin

Annabelle Wallis

Stan and "Peaky Blinders" star Wallis were first linked when they were spotted looking affectionate in a since-deleted photo at Robert Pattinson's birthday party in NYC in May 2022, several months after Wallis split from Chris Pine, per People. The pair reemerged that December when they were spotted holding hands and walking a dog around NYC, per the Daily Mail, and they've been photographed out and about a few times since then.