The 34-year-old singer songwriter has revealed the "first celebrity" she first fell head over heels for was the 'Fury' actor, who has recently split from the 'Maleficent' actress Angelina Jolie.
Speaking about her secret admirers on Australia's 'Today Show', the blonde beauty - who has sons Sean, 11, and Jayden, 10, with her former partner Kevin Federline - said: "My first celebrity crush was Brad Pitt. He's single now!"
However, the 'Toxic' hitmaker has made her love interest known from a young age.
During her reality television show 'Britney and Kevin: Chaotic', which aired in 2005 around the time the 52 year old split from the former 'Friends' actress Jennifer Aniston, she said: "We found out that Jennifer Aniston and Brad Pitt broke up. So I have a feeling that he's thinking about me. ... Just playing.
"He probably wouldn't even look my way. I don't care, because we can dream. We can dream!"
But Brad isn't the only Hollywood hunk on her radar, as she has recently admitted she also has a soft spot for 'Baby' hitmaker Justin Bieber.
Speaking previously in a game of 'Snog, Marry, Avoid' with Justin Bieber, Simon Cowell and Madonna, Britney - who has been single since she split from film and TV producer Charlie Ebersol in June 2015 - said: "Justin Bieber, marry."
She then changed her mind and said she would rather "snog" (kiss) the 22-year-old musician instead.
The 'Piece of Me' star declined to comment on whether she'd marry Simon or Madonna - who she famously shared a kiss with at the MTV Video Music Awards in 2003 - and instead claimed she'd avoid them both.
But the idea of walking down the aisle with the likes of Justin isn't completely farfetched, as the 'Make Me' vocalist also admitted that although she is enjoying being single, when it comes to dating she has a preference toward "younger guys".
She said: "I'm not [dating]. I'm happily single right now ... I like younger guys."