The MTV Video Music Awards have seen some of the hottest couples walk its carpet.

Yet, many of those “it couples” of days gone by have since called it quits, making pictures from the annual event’s red carpet all worthy time capsule-worthy.

Of course, the 2024 ceremony is sure to have its own slew of couples fans are hoping will walk the carpet, including newer pairings such as Taylor Swift and Travis Kelce and Olivia Rodrigo and Louis Partridge alongside music’s reigning power couple Beyoncé and Jay Z. (At this year’s ceremony, the “Anti-Hero” singer leads the pack with 10 nominations. See who else is nominated here.)  

Yet, there have been a number of iconic duos at the MTV event over the years.

There are the couples everyone can remember: Justin Timberlake and Britney Spears attended the VMAs twice, including one year before their infamous breakup, while Justin Bieber and Selena Gomez attended together in 2010 and 2011, more than a decade before the “Boyfriend” singer would welcome his first child with wife Hailey Bieber.

Then there are those that you might have forgotten about.

Though while Katy Perry and Riff Raff’s romance may have been short-lived, their all-denim ensembles worn to the 2014 VMAs (an homage to Britney and Justin’s iconic looks) will live in memories forever.  

Speaking of Katy, her now-partner Orlando Bloom attended the VMAs in 2005 alongside then-girlfriend Kirsten Dunst—though the appearance was a one-time occurrence, as  their romance reportedly did not last until the 2006 ceremony.

And those are just some of the many A-listers who have attended the MTV Video Music Awards with lovers long-gone.

Keep reading for all the former couples you may have forgotten about, and tune into this year’s ceremony on Sept. 11 live from UBS Arena in New York.

While they didn't wear their iconic denim outfits, the pop world's then-reigning king and queen did delight fans regardless with their joint appearance at the 2000 MTV VMAs.

J.Lo rocking a bandanna at the 2000 MTV VMAs—need we say more?

We would be bad liars if we said we didn't miss this couple just a bit...they broke up in late 2017 after dating on and off for about six years. Here they are at the 2011 MTV VMAs.

Speaking of denim, looks like these two paid homage to Britney and JT at the 2014 MTV VMAs.

A couple of months before they ended their whirlwind relationship and engagement, the pop star and Saturday Night Live performer made their red carpet couple's debut at the 2018 MTV VMAs.

The SNL star and Larry David's daughter dated for two years before splitting in 2018. They attended the 2017 MTV VMAs together.

Miley Cyrus' little sister and the rapper made their red carpet debut as a couple at the 2018 MTV VMAs, weeks after they began dating...and weeks before they broke up.

Their's was a short-lived love story; the two dated for three months until October 2008. During that time, they squeezed in an MTV VMAs date, where they were also joined by his brothers and Jonas Brothers band mates, Nick Jonas and Kevin Jonas.

The then-spouses hit the 2004 MTV VMA red carpet—pearly smiles and all. They also attended the 2005 show together before calling it quits a year later.

The singer's then-fiancée's iconic dress at the 1998 MTV VMAs was apparently a "political statement" against Harvey Weinstein.

A year before she dated her Twilight co-star and now-ex Robert Pattinson, KStew was in a relationship with her Speak co-star. They attended the 2008 MTV VMAs together.

The model and the rapper attended the 2014 MTV VMAs together, a month before she filed for divorce.

In 2006, years before he married Kim Kardashian, Kanye was engaged to the fellow fashion designer. They attended the 2007 MTV VMAs and ended their six-year relationship the following year.

The two broke up in 2015 after two years together. During their relationship, they attended the 2014 MTV VMAs.

The rapper and her then-beau attended the 2014 MTV VMAs. They got engaged a year later and split in 2016.

It's getting "Hot In Herre" on the red carpet...it is unclear if the two stars actually dated, but they did look cozy at the 2005 MTV VMAs.

Here they are at the 2009 MTV VMAs, a year before they ended their two-year relationship. This was also the night 'Ye took the mic out of Taylor Swift's hand...

The two celebrities starred in Elizabethtown together, and also shined on the red carpet at the MTV VMAs, the year they reportedly dated...for a year.

These two were spreading some magic before the 1997 MTV VMAs. At this ceremony, Apple gave her famous "the world is bulls--t" acceptance speech.

She's married with kids today, but more than 15 ago, the songstress was going steady with her "On the Way Down" beau. Here they are at the 2004 MTV VMAs.

In 2008, the star popped up at the award show again on the arm of her then-husband. 

Sure, this romance was so yesterday, but at the time, these two were living the lifestyles of the rich and famous together. Here they are at the 2005 MTV VMAs.

This former Mr. and Mrs. made quite the splash on the MTV VMA red carpet in 1999. 

The pop icon and Bon Jovi's former guitarist stepped out together at the 1989 MTV VMAs when they were a new couple. They broke up the following year.

In 2001, the starlet was back at the show, that time with a new rock star. 

While their relationship lasted less than a year, this duo managed to hit the 2008 MTV VMAs red carpet together before their split two months later. 

Before she embarked on a 20-year-long marriage (and counting) to Matthew Broderick, the Sex and the City alum was going steady with the Avengers star between 1984 and 1991. They attended the 1990 MTV VMAs together.

As the story reportedly goes, these two went on one date and chose the 1989 MTV VMAs as the setting. However, she left mid-date for a mystery man and the two never went out again. 

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