Justin Timberlake & Britney Spears
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.
Selena Gomez & Justin Bieber
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.
Riff Raff & Katy Perry
Speaking of denim, looks like these two paid homage to Britney and JT at the 2014 MTV VMAs.
Ariana Grande & Pete Davidson
A couple of months before they ended their whirlwind relationship and engagement, the pop star and Saturday Night Live performer made their red carpet debut as a couple at the 2018 MTV VMAs.
Pete Davidson & Cazzie David
The SNL alum and Larry David's daughter dated for two years before splitting in 2018. But first they attended the 2017 MTV VMAs together.
Noah Cyrus & Lil Xan
Miley Cyrus' little sister and the rapper made their red carpet debut at the 2018 MTV VMAs, weeks after they began dating...and weeks before they broke up.
Taylor Swift & Joe Jonas
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 Jonas Brothers band mates, Nick Jonas and Kevin Jonas.
Jessica Simpson & Nick Lachey
The then-spouses seemed like they wanted to leave each other forever when they attended the 2004 MTV VMA red carpet. They also attended the 2005 show together before calling it quits a year later.
Kristen Stewart & Michael Angarano
A year before she dated her Twilight co-star Robert Pattinson, the actress (now wed to screenwriter Dylan Meyer) was in a relationship with her Speak co-star. They attended the 2008 MTV VMAs together.
Wiz Khalifa & Amber Rose
The model and the rapper attended the 2014 MTV VMAs together, one month before she filed for divorce.
Kanye West & Alexis Phifer
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.
Nick Jonas & Olivia Culpo
Before the musician was burnin' up for now-wife Priyanka Chopra and she was teammed up with NFL running back Christian McCaffrey, they attended the 2014 ceremony as a couple.
Iggy Azalea & Nick Young
The rapper and her then-boyfriend attended the 2014 MTV VMAs. They got engaged a year later and split in 2016.
Eva Longoria & Nelly
It was getting a bit "Hot In Herre" when Longoria posed with the musician at the 2005 event.
Kanye West & Amber Rose
We're gonna let you finish scrolling through, just wanted to let you know that a year before West and his then-girlfriend ended their two-year romance, they turned up at the 2009 show so he could borrow the mic from Taylor Swift.
Kirsten Dunst & Orlando Bloom
The two celebrities starred in Elizabethtown together, and also shined on the red carpet at the MTV VMAs, the year they reportedly dated in 2005.
Fiona Apple & David Blaine
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.
Ashlee Simpson & Ryan Cabrera
"On the Way Down" to Simpson and Cabrera finding their forever partners, they attended the 2004 MTV VMAs.
Ashlee Simpson & Pete Wentz
In 2008, the star popped up at the award show again on the arm of her then-husband.
Hilary Duff & Joel Madden
Sure, this romance is so yesterday, but at the time of the 2005 VMAs, these two were living the lifestyles of the rich and famous together.
Pamela Anderson & Tommy Lee
This former Mr. and Mrs. made quite the splash on the MTV VMA red carpet in 1999.
Cher & Richie Sambora
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.
Pamela Anderson & Kid Rock
In 2001, the actress was back at the iconic show with a new rock star.
Paris Hilton & Benji Madden
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.