UPDATE: It looks like Jason Trawick may have already proposed! Britney just tweeted: "OMG. Last night Jason surprised me with the one gift I've been waiting for. Can't wait to show you! SO SO SO excited!!!! Xxo"

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Britney Spears is about to be engaged ... again!

Jason Trawick plans to propose to the 30-year-old pop star tonight in Las Vegas, according to TMZ. Trawick is her former agent and 10 years her senior.

Brit reportedly knows the proposal is coming, so it's no big surprise -- and Jason has her father's blessing.

Sin City holds mixed memories for Britney. She wed her first husband, childhood friend Jason Alexander, at The Little White Wedding Chapel on January 3, 2004. Their marriage was annulled just 55 hours later.

Nine months later, she married dancer Kevin Federline, and the couple had two sons, Sean Preston and Jayden James. They filed for divorce in November 2006.

In May 2010, Britney's reps confirmed she was dating Jason Trawick. Jason was seen as a stabilizing force in Britney and her sons lives after her well-publicized custody troubles and conservatorship. Check out photos of the cute couple above!

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