Artist: Flo Rida feat. Wynter
Song: 'Sugar'
Why You Should Watch: The Miami native takes us behind the scenes of the video shoot for his latest single off his new album 'R.O.O.T.S.' "They're so much like candy to me, so sweet," Flo Rida says of the ladies who inspired his track/video.

'Transformers' actor Shia LaBeouf has directed the first video for indie rapper Cage's upcoming release 'Depart From Me.'

The star actor has been a longtime fan of the upstate New York MC, who hit the scene with his 'Clockwork Orange' sampling single 'Agent Orange,' in 1997, then faded into relative obscurity after a brief spat with an up-and-comer named Eminem.

As Cage's work became more rock influenced, he caught LaBeouf's ear. The actor decided to document Cage's 2005 tour, in hopes that he might interest a studio with the footage, and develop a film about Cage's life.

Artist: MIMS
Song: 'Move (If You Wanna)'
Why You Should Watch: MIMS takes the BoomBox behind-the-scenes at the video shoot for the first single off his sophomore album 'Guilt.' Check out how the New York bred rapper manages to make everyone around him do back flips while he keeps it moving. Buy 'Guilt' on iTunes.

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Kanye West and Spike Jonze are currently hard at work on a short film. The superstar rapper and director last collaborated on West's memorable 'Flashing Lights' video, but this time they're raising the bar, creating a 10-15 minute long 'Thriller' style short, which features West's 'See You in My Nightmares,' a track from his recent album '808s & Heartbreak.'

The film was shot over the course of two days in Los Angeles. "I'd rather not say what [the] plot is," Jonze's producing partner Vincent Landay explained in a recent interview. "It came to him, and he called Kanye and said, 'I think you'd be great in this. We showed Kanye a very early rough cut, and he said, 'It's very Spike Jonze.' ... I don't know when or where it will debut. We did it for fun, so maybe it would be good if someone would give us an actual deadline for it."

Artist: Ashanti
Song: 'Good Good'
Why You Should Watch: The songstress give the BoomBox a behind-the-scenes look for her latest video, which features multi-platinum selling rapper Nelly. Buy 'The Declaration' on iTunes.

Michelle Williams gave the BoomBox an exclusive look behind the scenes of her video for the first single, 'We Break the Dawn,' off her upcoming album, 'Unexpected.' The former Destiny's Child member breaks out of the box in a big way with the bass-heavy, dance track. Look for the full video premiere of 'We Break the Dawn' on May 15.

Check out the exclusive footage after the jump.

Artist: Ryan Leslie
Song: 'Diamond Girl'
Why You Should Watch: The singer-songwriter/producer shows the BoomBox how he's completely responsible for the magic he created when he jumped in the studio and recorded the first single off his upcoming, self-titled debut album.