Britney Spears Posts Super Cute #TBT Starring Leonardo DiCaprio

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Holy early aughts, Brit Brit!

Britney Spears shared a pretty amazing #TBT pic on Twitter on Thursday, posting this snapshot of her and Leonardo DiCaprio hanging out and rocking some hats together.

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This is clearly from the height of the two’s Tiger Beat cover days, but the photo certainly raises more questions than it answers. Were these two an item? Were they regular party pals? Did Justin Timberlake get cropped out of the pic? (Britney is rocking that signature denim.)

Leo’s not much of a Throwback Thursday guy on Twitter, instead using his account to advocate for his many environmental causes. For instance, he shared this cute pic of himself posing with a primate pal in support of the Sumatran Orangutan Conservation Program on Thursday.

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Brit’s not Leo’s only “boo boo” with a Vegas residency these days. Check out the video below to see what happened when Jennifer Lopez let James Corden text the Oscar winner during her recent “Carpool Karaoke!”

WATCH: James Corden and Jennifer Lopez Hilariously Text Leonardo DiCaprio in New Primetime 'Carpool Karaoke'