Colin Farrell doesn’t like to kiss and tell. In fact, he prefers not to tell at all. Farrell has allegedly hooked up with half of Hollywood but rarely confirms any romances. In 2003, Britney Spears’ relationship with Farrell hit the headlines after they were spotted looking cozy on the red carpet. Spears confessed to W magazine (via Paper) that they’d locked lips. “Yes, I kissed him … He’s the cutest, hottest thing in the world — wooh!” She said.
The dating gossip mill went into total overdrive in 2005 when Farrell and Angelina Jolie sparked romance rumors while filming “Alexander.” The couple was snapped hanging out with Jolie’s son Maddox and making the rounds at London hotspots. Farrell did little to stem the speculation despite insisting (again) that he was still hunting for another half. “Angie’s pretty close to my perfect woman,” he said at the red carpet premiere of “Alexander” (via Cinema). “At the moment, I am single, but Angelina could well and truly be the right woman. She certainly comes close.”
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Not close enough, it would seem — for Jolie, at least. Per Glamour, she was already hooking up with Brad Pitt at the time. The two married in 2014, then started a bitter divorce and custody battle two years later. Meanwhile, Farrell publicly confirmed he was dating actor Alicja Bachleda in 2009. People reports that they split a year later and Farrell was back to looking for love again.