Skip to main content
Eight chic hairstyles for women over 50 in 2026.
Donald Trump discusses maternal healthcare at event.
Queen Camilla and Kate Middleton sharing a moment.

Celebrity

Celebrity Couples That Broke Up Years Ago… But The Internet Can’t Get Over Them!

October 11, 2020 by Hannah Kerns
shefinds | Celebrity
Featured image

Hollywood romances get everyone talking… even when they’re over.

Some fans will always ship their favorite celeb couples no matter how long ago they broke up–and others will never forgive them for the way things ended. Either way, they don’t hesitate to talk about their feelings on social media–and we absolutely love it!

Keep reading for the celebrity couples that broke up years ago but the internet cannot get over!

house unit img
Women Are Swapping Their Boring Water For This Ice Pop Electrolyte Mix!
Jake Gyllenhaal and Taylor Swift

Jake Gyllenhaal and Taylor Swift

Although Jake and Taylor were not together very long (and they broke up a decade ago), does not mean fans are over this relationship just yet--and they proved it over Instagram.

 

When Gyllenhaal posted a throwback picture of himself as a child wearing glasses, Swift fans swarmed.  The actor's post was a promotion for the new partnership between New Eyes for the Needy (which is an organization that provides prescription glasses for those who can't afford them) and the Inspire Project. However, Swift fans were more interested in the picture itself.

 
 
 
 
 
View this post on Instagram
 
 
 
 
 
 
 
 
 
 
 

A post shared by Jake Gyllenhaal (@jakegyllenhaal) on Sep 28, 2020 at 3:21pm PDT

Hundreds of Swifties commented, referring to Taylor's song "All Too Well" (which is commonly thought to be about Gyllenhaal) and one lyric in particular. One wrote, "TS was right. 'you used to be a little kid with glasses in a twin sized-bed.'" Safe to say fans are definitely not over this breakup yet.

Kristin Cavallari and Stephen Colletti

Kristin Cavallari and Stephen Colletti

Some Laguna Beach fans will never get over this reality show couple.

 

And now that Kristin is divorcing hubby Jay Cutler, these fans might actually have some hope for a reunion--especially considering Kristin posted this picture in August.

 
 
 
 
 
View this post on Instagram
 
 
 
 
 
 
 
 
 

2004 or 2020?!

A post shared by Kristin Cavallari (@kristincavallari) on Aug 4, 2020 at 11:51am PDT

Although they might just be friends now, they definitely look comfortable together. Plus, considering the cast is willing to throw a reunion if enough fans register to vote, there's definitely a chance that these two will rekindle their romance. Fingers crossed!

Jennifer Aniston and Brad Pitt

Jennifer Aniston and Brad Pitt

Jennifer Aniston and Brad Pitt are the one Hollywood couple I don't think the world will ever truly get over--especially now that they are both single again.

 

The duo nearly broke the internet after their SAG Awards reunion in January.

Plus, their recent flirty interaction over Zoom got everyone fangirling (including Julia Roberts). Although we know they might just be friends, we can't help but hope they get back together someday.

Justin and Hailey Bieber

Fans definitely have not given up hope that some of their favs might reunite--and we can't blame them for staying optimistic!

 

It's not exactly uncommon for celebs to reunite after breaking up--Hailey and Justin, Chrissy and John, and even Gigi and Zayn have all decided to get back together after calling it quits. Who knows--maybe there's still hope for Brad and Jen!

Author:

Associate Editor

Hannah Kerns pitches and writes compelling stories for SheFinds' readers. When she isn't listening to podcasts or catching up on true crime, she covers the latest in beauty, health, fashion, and celebrity news. To reach Hannah, email hannah@shefinds.com.

Madonna attending the Met Gala in stunning attire.
Taylor Swift with private jet in 2024.
Jennifer Lopez in Defaience at 2025 American Music Awards.
Vittoria Ceretti with Leonardo DiCaprio at event.
Emma Stone at Annual Actor Awards ceremony.
Salma Hayek at the 12th Annual Breakthrough Prize Ceremony.
Kate Middleton during a state visit event.
Ariana Grande at the Golden Globes in glamorous outfit.
Kylie Jenner showcasing black style at Met Gala 2025.
Taylor Swift and Travis Kelce together in public.
Ivanka Trump and Jared Kushner at an event.
Brad Pitt and Ines De Ramon at F1 movie premiere.
Bad Bunny performing at the Grammy Awards.
Angelina Jolie receiving the Trophee Chopard Award.
Selena Gomez supporting mental health at Rare Impact Benefit.
Brad Pitt and Ines De Ramon at the F1 premiere event.
Queen Camilla with Prince Harry and Meghan Markle at an event.
Travis Kelce and Taylor Swift enjoying a public outing together.
Barack Obama, Michelle Obama, Malia, and Sasha posing for a family photo.
Britney Spears at the 4th Annual Hollywood Beauty Awards event.
Madonna attending the Met Gala in stunning attire.
Taylor Swift with private jet in 2024.
Jennifer Lopez in Defaience at 2025 American Music Awards.
Vittoria Ceretti with Leonardo DiCaprio at event.
Emma Stone at Annual Actor Awards ceremony.
Salma Hayek at the 12th Annual Breakthrough Prize Ceremony.
Kate Middleton during a state visit event.
Ariana Grande at the Golden Globes in glamorous outfit.
Kylie Jenner showcasing black style at Met Gala 2025.
Taylor Swift and Travis Kelce together in public.
Ivanka Trump and Jared Kushner at an event.
Brad Pitt and Ines De Ramon at F1 movie premiere.
Bad Bunny performing at the Grammy Awards.
Angelina Jolie receiving the Trophee Chopard Award.
Selena Gomez supporting mental health at Rare Impact Benefit.
Brad Pitt and Ines De Ramon at the F1 premiere event.
Queen Camilla with Prince Harry and Meghan Markle at an event.
Travis Kelce and Taylor Swift enjoying a public outing together.
Barack Obama, Michelle Obama, Malia, and Sasha posing for a family photo.
Britney Spears at the 4th Annual Hollywood Beauty Awards event.