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Britney Spears, Colin Farrell

Next up was Colin Farrell. Spears met the Irish actor when she visited the set of his film "S.W.A.T." and she later accompanied the bad boy to the premiere of “The Recruit.” After making their red carpet debut, they retreated to the famed Chateau Marmont in Hollywood, where “they played kissy face late into the night” on his hotel-room balcony, People reported at the time.

Britney Spears’ Former Flames

Oops … she did it again! The pop star is suddenly single after calling off her engagement to Jason Trawick. Here’s a look back at her past loves…