Britney Spears Totally Rejected Bachelorette Star DeMario Jackson in 2008

Watch this Bachelorette contestant awkwardly try to get the pop star to take his number

By Samantha Schnurr Jul 24, 2017 7:04 PMTags

Long before DeMario Jackson was at the center of a Bachelor in Paradise scandal or vying for Rachel Lindsay's heart, he was desperately trying to give Britney Spears his number. 

Nine years ago, the Bachelorette star was a self described "up-and-coming actor" who found himself in the same parking lot as the pop icon. With a crowd of cameras around, Jackson made his move, although Britney didn't exactly swoon. 

"Hey—real talk. Take down my number. Take down my number," he shouted out to the songstress as she was swarmed with paparazzi. "My name's DeMario Jackson. I'm an up-and-coming actor. I want to be like you. I want everybody to see me on TV."

Less than a decade later, Jackson accomplished his big dream when he appeared on season 13 of The Bachelorette for a shot with Lindsay. However, he struck out during Week 2 after an alleged girlfriend appeared on the show and revealed to Lindsay that he had lied about being single. Rachel wouldn't stand for dishonesty and gave him the boot instead of a rose. 

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Britney Spears' Romantic History
Craig Sjodin/ABC

However, as evidenced by this encounter with Spears all those years ago, it seems being on TV has always been one of Jackson's big goals. He even tried to woo Brit with the help of his mom. "My mom loves you," he told her. 

If Spears' chocolate locks didn't already give the year away, Jackson's mention of the OG social media page will crack you up. 

"DeMario Jackson—that's my URL—MySpace," he called out to her. "DeMario Jackson—remember that!" Spears didn't exactly have hearts in her eyes. While Jackson insisted on hugging and taking down his number, she covertly clenched her teeth and made a concerned face.  

If there's one thing young DeMario could have used, it was subtlety.