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Home»Entertainment»Britney Spears, Justin Timberlake, More
Entertainment

Britney Spears, Justin Timberlake, More

EditorBy EditorSeptember 7, 2025No Comments2 Mins Read
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She won’t deny it wasn’t her favorite moment; she’s not trying to hide it. 

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 photographers at the annual event. 

But the trophy for the least successful pair might just go to Christina Applegate and Brad Pitt. 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. 

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

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



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