The Come Up: Big Losers Who Chopped Down Beautiful Celebrities

- By Bossip Staff
5 of 10


Losers Who Dates Beautiful Celebrities

Last night at the Golden Globes, we saw J. Lo looking as beautiful as possible in her sequined dress and glorious cakes. We also saw her bummy a$$ baby boo Casper Smart on her arm the whole time looking like the biggest winner in the galaxy. But we all know that as soon as Jenny from the Block drops him, he’ll be back to asking if you want to try the new sweet potato fries on the menu. But for now, he’s winning.

Let’s look at a few other bums (and some balling losers) who came up on some beautiful (and loaded) cakes.

Kevin Federline Rushed To The Hospital For Having Chest Pains While Working Out For New Reality Show Suffers Mild Cardiac Arrest

Kevin Federline – He got to get Britney Spears (in her prime) pregnant…and Shar Jackson too! Sheesh.

j. lo

Chris Judd – Casper isn’t the only one. Chris Judd was a former dancer that got J. Lo’s drawls in a bunch and even married her.

Jennifer Hudson, her fiance David Otunga and their son David Otunga Jr.

David Otunga – He came up from I Love New York to getting to have a kid with the beautiful J. Hud. And he’s in a movie with Halle Berry. What is his secret?


Gabriel Aubry – He’s a struggling model who got to impregnate Halle Berry just because he’s got good genes. And that’s it.


Slim – Who is this guy again?

garcell beauvais

Mike Nilon – Not only did this bum marry Garcelle Beauvais, he cheated on her!

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    Couple-Rihanna-Dudley-O’Shaughnessy-We-Found-Love copy

    Dudley O’Shaughnessy – Who was this skinny chick-looking dude that got to chop down Rihanna?

    Wedding of Kim Kardashian and Kris Humphries

    Kris Humphries – Kim Kardashian found this scrub on the bench in New Jersey and made him a star. Then kicked poor baby to the curb.


    Safaree – Man, she snagged this guy from off a Citi Trends mannequin or something. Here’s the door, generic rapper outfit guy.

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