Shaun White and Nina Dobrev have broken up and ended their engagement after five years together—joining a fleet of celebs who have already split this year. The decision was reportedly mutual, and was "made with love and a deep respect for one another." With that in mind, let's take a look back at their pre-split timeline.

End of 2019

Shaun and Nina meet at an event in Florida and just happen to grab a bite to eat. They fall for each other fast, and Shaun ends up telling People, “We were flying all over. She’s an actress so she’s shooting movies, doing press and all these things, and I’m getting ready for competition, doing interviews and appearances.”

March 2020

As the world spirals into a collective pandemic panic, Shaun and Nina are spotted riding bikes in Malibu, as one does. A source jumps into action and tells E! News, “Nina and Shaun have been spending a lot of time together recently. Their relationship doesn’t have an official title right now, but that’s pretty normal for Nina.”

April 2020

Nina washes her groceries with the help of a ~mystery person’s~ hands. Obviously said mystery person is Shaun, based on that tattoo.

May 2020

Shaun and Nina go Instagram official with a video of her cutting his hair in quarantine.

September 2020

Nina wishes Shaun a happy birthday on Insta, writing, “To the most untalented, humorless, least athletic, least coordinated, least gifted, and least favorite person…happy birthday @shaunwhite. Hang in there. One day you will accomplish something. #dontgiveup” LOL.

December 2020

These two spend Christmas together (go ahead and swipe for their pics)…

…and then ring in NYE!

They also spent some time on “the slopes,” which is what I hear cool people call mountains.

January 2021

Shaun celebrates Nina’s birthday with a bunch of truly cute photos documenting how much fun they have together:

February 2021

Shaun shares a post full of pics of Nina licking his face for Valentine’s Day, which is somehow not gross.

Also, there’s this sweetness:

September 2021

Another year, another cute b-day post from Nina!

Plus some pure romance:

October 2021

Shaun opens up about his and Nina’s ’ship to People, saying, “It’s been incredible, honestly…Nina’s incredible. What an influence on my life. Not only does she run her own show, her own world, companies she’s involved in, things she’s producing, all this stuff going on. She holds me to this same high standard, which is so wonderful to have in a partner.”

Psst, this is their Halloween costume:

November 2021

This? Just a Thanksgiving video featuring a massive turkey Shaun definitely didn’t make:

December 2021

Nina and Shaun celebrate Christmas together and do a whole photo shoot with their tree:

And then round out their holiday vibes by spending NYE together:

January 2022

Shaun celebrates Nina’s birthday on Instagram with yet another adorable post.

Meanwhile, Nina tells E! News how proud she is of Shaun as he gears up for the 2022 Beijing Olympics, saying, “I am really excited for him. Just to get into the Olympics at all is one of the hugest accomplishments, let alone to get in five times. I’m so excited. I’m so proud of him.”

May 2022

Shaun and Nina make their debut at the Top Gun: Maverick premiere, which just so happens to star Nina’s ex Glen Powell. And they look amazing!

"top gun maverick" the royal film performance  arrivals
Karwai Tang//Getty Images

Then the couple makes their way to the Cannes Film Festival together and look beyond amaze dressed up in their fancy ’fits. “Cannes you believe it,” the Olympian captions an Instagram pic of the two of them. “At times I Cannes not,” the actor coyly responds.

September 2022

The pair moves to New York City, with a source revealing that Nina and Shaun are “excited to explore the city together” and “soak up all the alone time they can.”

During this month, Nina also wishes Shaun a v happy birthday with an Insta tribute:

January 2023

In honor of Nina’s birthday, Shaun posts an iconic pic of his girlfriend from their trip to Antarctica. “What planet are you from and will you take me with you?! 👽❤️ Thanks for making life incredible! Happy birthday my love 🥳🎂🎉,” he captions the photo, to which the Vampire Diaries alum says, “We’re on a one-way rocket ship to Uranus, baby! 🚀🚀🚀🚀🤍😉”

Later in the month, a source reveals to Us Weekly that 2023 miiight just shape up to be a pretty special year—namely because it’s “the year they take their relationship to the next level.”

“Nina and Shaun have been dating for a few years now, so they’ve definitely discussed making things official. They’ve talked about getting married, having kids, the whole nine yards,” the source adds.

Apparently, the two “are so in love and can’t imagine not spending the rest of their lives together” because “what they have is the real deal.” And while “Nina has no idea what Shaun has planned up his sleeve,” she thinks an engagement *could* be on the horizon pretty soon.

April 2023

At a Coachella event, Shaun tells People that he feels "no pressure" to propose to Nina anytime soon. "We're just enjoying our time together right now," he explains to the outlet. "But I told her, I was like, 'Look, after the Olympics, I finally got my freedom to do whatever. And let's just have fun and be together and support each other.' "

June 2023

Nina and Shaun attend the premiere of her Netflix movie, The Outlaws. During an interview with E! News, Nina dishes that Shaun helped her land the role: "Fun fact, but Shaun helped me run lines for my audition."

nina dobrev
Matt Winkelmeyer//Getty Images

September 2023

The couple looks incredible at the Clooney Foundation for Justice's The Albies.

clooney foundation for justice
Nina Westervelt//Getty Images
clooney foundation for justice
Nina Westervelt//Getty Images

January 2024

For Nina's 35th birthday, Shaun surprises her with a trip to Disneyland with pals Julianne Hough, Keleigh Teller, and Lauren Parkesian.

March 2024

Nina and Shaun hit up Vanity Fair's Oscars after-party, and I'll say it: they look hot as hell. Here's proof:

2024 vanity fair oscar party hosted by radhika jones arrivals
Kayla Oaddams//Getty Images
2024 vanity fair oscar party hosted by radhika jones arrivals
Amy Sussman//Getty Images

July 2024

Shaun and Nina look incredibly good at Vogue and Louis Vuitton's Prelude to the Olympics party in Paris.

'prelude to the olympics' arrivals
Arnold Jerocki//Getty Images

October 2024

Nina and Shaun are engaged!!! The couple reveal the news via iconic posts on Instagram.

While talking to Vogue about the proposal, they reveal it took place in New York City. Nina thought she was going to a dinner with Vogue’s Anna Wintour, but when the actor arrived at the Golden Swan restaurant in the West Village, Shaun surprised her with a gorgeous ring.

March 2025

The couple is spotted at a Moncler event:

moncler grenoble fall/winter 2025 show
Daniele Venturelli//Getty Images

August 2025

Shaun and Nina make their last public appearance together as a couple (though we don't know that at the time):

celebrity sightings in los angeles august 31, 2025
Hollywood To You/Star Max//Getty Images

September 2025

Shaun shows up in multiple pics from Nina's summer photo dump...

...and a week later, People reports that Shaun and Nina are over, with a source saying, "It was a mutual decision, and wasn’t an easy one, but it was made with love and a deep respect for one another."

As of now, neither Shaun nor Nina has commented on their split.