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Britney Spears And Jason Allen Alexander
How long did they last? Two days

Britney Spears tied the knot for the first time on January 3, 2004 at The Little White Wedding Chapel in, you guessed it: Las Vegas. She got hitched to her childhood friend Jason Allen Alexander and then turned around 55 hours later and got the nuptials annulled. She claimed she "lacked understanding of her actions." But she really thought things through when she married Kevin Federline later that year.