{"id":2003714,"date":"2025-09-07T09:09:25","date_gmt":"2025-09-07T09:09:25","guid":{"rendered":"https:\/\/celebrity.land\/en\/?p=2003714"},"modified":"2025-09-07T09:09:25","modified_gmt":"2025-09-07T09:09:25","slug":"britney-spears-justin-timberlake-more-couples-who-attended-the-vmas","status":"publish","type":"post","link":"https:\/\/celebrity.land\/en\/britney-spears-justin-timberlake-more-couples-who-attended-the-vmas\/","title":{"rendered":"Britney Spears, Justin Timberlake & More Couples Who Attended the VMAs"},"content":{"rendered":"

<\/p>\n

\n

Originally appeared on E! Online<\/a><\/p>\n

A slew of incredibly memorable duos have taken to the stage during the MTV Video Music Awards’<\/a> four-decade history.<\/p>\n

There was Madonna<\/strong><\/a> making out with Britney Spears<\/strong><\/a> and then Christina Aguilera<\/strong><\/a> at the 2003 show<\/a>, a Hennessy-toting Kanye West<\/strong><\/a> and the microphone he swiped<\/a> from Taylor Swift<\/strong><\/a> during her 2009 acceptance speech, Beyonc\u00e9<\/strong><\/a> and the baby bump<\/a> she revealed roughly five months ahead of daughter Blue Ivy<\/strong><\/a>‘s 2012 arrival<\/a>, plus Spears and Banana, the albino Burmese python she carried during her iconic 2001 performance<\/a>.<\/p>\n

“In my head I was saying, Just perform, just use your legs and perform,” the pop star recounted in her 2003 memoir The Woman In Me<\/a>. “But what nobody knows is that as I was singing, the snake brought its head right around to my face, right up to me, and started hissing.”<\/p>\n

In that moment, she continued, “I was thinking, Are you f—ing serious right now? The f—ing goddamn snake\u2019s tongue is flicking out at me. Right. Now. Finally, I got to the part where I handed it back, thank God.”<\/p>\n

She won’t deny it wasn’t her favorite moment; she’s not trying to hide it.<\/p>\n

And yet she and the serpent might not be the most incompatible pair to attend the iconic awards show. Everyone from Selena Gomez and Justin Bieber (she actually interviewed her then-boyfriend at the 2011 outing) to Spears and then-love Justin Timberlake to Jessica Simpson and Nick Lachey have posed for photographres at the annual event.<\/p>\n

But the trophy for the least successful pair might just go to Christina Applegate and Brad Pitt.<\/p>\n

More from E! Online<\/strong><\/p>\n

She won’t deny it wasn’t her favorite moment; she’s not trying to hide it.<\/p>\n

And yet she and the serpent might not be the most incompatible pair to attend the iconic awards show. Everyone from Selena Gomez<\/strong><\/a> and Justin Bieber<\/strong><\/a> (she actually interviewed her then-boyfriend<\/a> at the 2011 outing) to Spears and then-love Justin Timberlake<\/strong><\/a> to Jessica Simpson<\/strong><\/a> and Nick Lachey<\/strong><\/a> have posed for photographers at the annual event.<\/p>\n

But the trophy for the least successful pair might just go to Christina Applegate<\/strong><\/a> and Brad Pitt.<\/strong><\/a> Before the actress was married…with child(ren), she was set up with a still-on-the-rise, pre-Interview with the Vampire Pitt, only to ditch him during the 1989 show, she admitted during a 2015 appearance on Watch What Happens Live<\/span>.<\/p>\n

As for the star who trumped Pitt’s perfectly coiffed ’80s hair, Skid Row<\/strong> singer Sebastian Bach<\/strong> later confirmed on radio show Elliot in the Morning<\/a> “that dude would be me. So there was a time on this earth when Sebastian Bach was, like, a hotter lay than Brad Pitt.”<\/p>\n

And there was also a moment in time where Sarah Jessica Parker<\/strong><\/a> attended with then-steady boyfriend Robert Downey Jr.<\/strong><\/a> a year after Cher<\/strong><\/a> snuggled up with Richie Sambora<\/strong>. Before the stars take to the VMAs carpet Sept. 7, enjoy this trip down memory lane.<\/p>\n

Justin Timberlake & Britney Spears<\/h3>\n
\"Justin<\/span><\/div>\n
\n

While they didn’t wear their iconic denim outfits<\/a>, the pop world’s then-reigning king and queen did delight fans regardless with their joint appearance at the 2000 MTV VMAs.<\/p>\n<\/div>\n

Selena Gomez & Justin Bieber<\/h3>\n
\"Selena<\/div>\n
\n

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.<\/p>\n<\/div>\n

Riff Raff & Katy Perry<\/h3>\n
\"Riff<\/div>\n
\n

Speaking of denim, looks like these two paid homage to Britney and JT at the 2014 MTV VMAs.<\/p>\n<\/div>\n

Ariana Grande & Pete Davidson<\/h3>\n
\"Ariana<\/div>\n

Pete Davidson & Cazzie David<\/h3>\n
\"Pete<\/div>\n
\n

The SNL alum and Larry David<\/strong>‘s daughter dated for two years before splitting in 2018. But first they attended the 2017 MTV VMAs together.<\/p>\n<\/div>\n

Noah Cyrus & Lil Xan<\/h3>\n
\"Noah<\/div>\n

Taylor Swift & Joe Jonas<\/h3>\n
\"Taylor<\/span><\/div>\n
\n

Their’s was a short-lived love story\u2014the two dated for three months until October 2008<\/a>. During that time, they squeezed in an MTV VMAs date, where they were also joined by his Jonas Brothers<\/strong> band mates, Nick Jonas<\/strong> and Kevin Jonas<\/strong>.<\/p>\n<\/div>\n

Jessica Simpson & Nick Lachey<\/h3>\n
\"Jessica<\/div>\n
\n

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.<\/p>\n<\/div>\n

Kristen Stewart & Michael Angarano<\/h3>\n
\"Kristen<\/div>\n
\n

A year before she dated her Twilight co-star Robert Pattinson<\/strong>, the actress (now wed to screenwriter Dylan Meyer<\/strong><\/a>) was in a relationship with her Speak co-star. They attended the 2008 MTV VMAs together.<\/p>\n<\/div>\n

Wiz Khalifa & Amber Rose<\/p>\n

\"<p>Wiz<\/div>\n
\n

The model and the rapper attended the 2014 MTV VMAs together, one month before she filed for divorce.<\/p>\n<\/div>\n

Kanye West & Alexis Phifer<\/h3>\n
\"Kanye<\/div>\n
\n

In 2006, years before he married Kim Kardashian<\/strong>, Kanye was engaged to the fellow fashion designer. They attended the 2007 MTV VMAs and ended their six-year relationship the following year.<\/p>\n<\/div>\n

Nick Jonas & Olivia Culpo<\/h3>\n
\"Nick<\/div>\n
\n

Before the musician was burnin’ up for now-wife Priyanka Chopra<\/strong> and she was teammed up with NFL running back Christian McCaffrey<\/strong>, they attended the 2014 ceremony as a couple. <\/p>\n<\/div>\n

Iggy Azalea & Nick Young<\/h3>\n
\"Iggy<\/div>\n
\n

The rapper and her then-boyfriend attended the 2014 MTV VMAs. They got engaged a year later and split in 2016.<\/p>\n<\/div>\n

Eva Longoria & Nelly<\/h3>\n
\"Eva<\/div>\n
\n

It was getting a bit “Hot In Herre” when Longoria posed with the musician at the 2005 event. <\/p>\n<\/div>\n

Kanye West & Amber Rose<\/h3>\n
\"Kanye<\/div>\n
\n

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. <\/p>\n<\/div>\n

Kirsten Dunst & Orlando Bloom<\/h3>\n
\"Kirsten<\/div>\n
\n

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.<\/p>\n<\/div>\n

Fiona Apple & David Blaine<\/h3>\n
\"Fiona<\/div>\n
\n

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.<\/p>\n<\/div>\n

Ashlee Simpson & Ryan Cabrera<\/h3>\n
\"Ashlee<\/div>\n
\n

“On the Way Down” to Simpson and Cabrera finding their forever partners, they attended the 2004 MTV VMAs.<\/p>\n<\/div>\n

Ashlee Simpson & Pete Wentz<\/h3>\n
\"Ashlee<\/div>\n
\n

In 2008, the star popped up at the award show again on the arm of her then-husband. <\/p>\n<\/div>\n

Hilary Duff & Joel Madden<\/h3>\n
\"Hilary<\/div>\n
\n

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. <\/p>\n<\/div>\n

Pamela Anderson & Tommy Lee<\/h3>\n
\"Pamela<\/div>\n
\n

This former Mr. and Mrs. made quite the splash on the MTV VMA red carpet in 1999. <\/p>\n<\/div>\n

Cher & Richie Sambora<\/h3>\n
\"Cher<\/div>\n
\n

The pop icon and Bon Jovi<\/strong>‘s former guitarist stepped out together at the 1989 MTV VMAs when they were a new couple. They broke up the following year.<\/p>\n<\/div>\n

Pamela Anderson & Kid Rock<\/h3>\n
\"Pamela<\/div>\n
\n

In 2001, the actress was back at the iconic show with a new rock star. <\/p>\n<\/div>\n

Paris Hilton & Benji Madden<\/h3>\n
\"Paris<\/div>\n
\n

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. <\/p>\n<\/div>\n<\/div>\n

\u2018 The preceding article may include information circulated by third parties \u2019 <\/em><\/p>\n

\u2018 Some details of this article were extracted from the following source www.yahoo.com \u2019 <\/em><\/p>\n","protected":false},"excerpt":{"rendered":"

Originally appeared on E! Online A slew of incredibly memorable duos have taken to the stage during the MTV Video Music Awards’ four-decade history. There was Madonna making out with Britney Spears and then Christina Aguilera at the 2003 show, a Hennessy-toting Kanye West and the microphone he swiped from Taylor Swift during her 2009 […]<\/p>\n","protected":false},"author":2,"featured_media":2003715,"comment_status":"open","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"om_disable_all_campaigns":false,"_jetpack_memberships_contains_paid_content":false,"jnews-multi-image_gallery":[],"jnews_single_post":[],"jnews_primary_category":[],"jnews_social_meta":[],"footnotes":""},"categories":[25173],"tags":[352657,25825,21966,353961,88692,345574,22082,24509,24510,337128,348369,364832,23667,23084],"class_list":["post-2003714","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-artists","tag-ashlee-simpson","tag-brad-pitt","tag-britney-spears","tag-christian-mccaffrey","tag-christina-applegate","tag-jessica-simpson","tag-justin-bieber","tag-justin-timberlake","tag-kanye-west","tag-mtv-video-music-awards","tag-nick-lachey","tag-sebastian-bach","tag-selena-gomez","tag-taylor-swift"],"jetpack_featured_media_url":"https:\/\/celebrity.land\/en\/wp-content\/uploads\/2025\/09\/Britney-Spears-Justin-Timberlake-More-Couples-Who-Attended-the.jpeg","jetpack_sharing_enabled":true,"_links":{"self":[{"href":"https:\/\/celebrity.land\/en\/wp-json\/wp\/v2\/posts\/2003714","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/celebrity.land\/en\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/celebrity.land\/en\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/celebrity.land\/en\/wp-json\/wp\/v2\/users\/2"}],"replies":[{"embeddable":true,"href":"https:\/\/celebrity.land\/en\/wp-json\/wp\/v2\/comments?post=2003714"}],"version-history":[{"count":0,"href":"https:\/\/celebrity.land\/en\/wp-json\/wp\/v2\/posts\/2003714\/revisions"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/celebrity.land\/en\/wp-json\/wp\/v2\/media\/2003715"}],"wp:attachment":[{"href":"https:\/\/celebrity.land\/en\/wp-json\/wp\/v2\/media?parent=2003714"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/celebrity.land\/en\/wp-json\/wp\/v2\/categories?post=2003714"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/celebrity.land\/en\/wp-json\/wp\/v2\/tags?post=2003714"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}