Is the third time be the charm for Britney Spears?

Spears is engaged to longtime boyfriend Jason Trawick, the groom-to-be confirmed to Access Hollywood Friday.

Britney spears hinted at the news via Twitter Friday morning, tweeting, "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"

According to People magazine, Trawaick proposed on Thursday night -- his birthday -- with a Neil Lane ring.

As fans know, this won't be Spears' first time down the aisle.

In January 2004, she spontaneously married hometown friend Jason Alexander in a Las Vegas wedding. After waking up the next morning "a little stunned," the singer promptly filed for an annulment. The marriage lasted 55 hours.

That same year, Spears married backup dancer Kevin Federline in a surprise ceremony. The pair split just two years later.

A custody battle ensued, with Spears losing custody at one point due to her unstable personal life. The pair now share joint custody of their two sons, Sean Preston and Jayden James.

Sure, the singer has been married before, but will things be different for Spears this time? All signs point to yes--the former wild child seems to have calmed down in recent years, making headlines for thanking her kids at the VMAs instead of stumbling through her dance set, which suggests she's in a better place to make a decision of this magnitude. We wish her the best of luck!

Below, a look back at Spears' relationships:

Jason Alexander
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Jason Alexander, Britney Spears' childhood friend who was married to her before the marriage was annulled in 2004, posed during the opening of the Beverly Hills Pimps and Hos clothing store, to benefit Peace Over Violence, Friday, Dec. 8, 2006, in Los Angeles.