Can't keep a good gumby down. Bobby was known for this signature style as he transitioned into manhood and his solo career.
The singer sexed things up as he broke away from the good boy image that carried him through his teen years with the track "My Prerogative."
"Don't Be Cruel" was Bobby's debut album. The album peaked at #1 on the Billboard 200 album chart and spawning 5 Top 10 Billboard Hot 100 singles.
Aye. Talk about dance moves. Artists like Chris Brown and Jason Derulo studied Bobby's dance move day and night, which is why these artists perform very similar to Bobby.
Inseparable from the beginning, Bobby and Whitney even decided to go into the studio together back in '92.
One of the most memorable moments in the couple's history was there red carpet stuntin' moment at the '93 Billboard Awards.
Woo wee. When we talk about Black Love (no matter how dysfunctional we deem it to be), you have to think specifically about Bobby and Whitney.
Always one to make statement. Bobby covered the October 2006 issue of VIBE Magazine in true hip hop fashion.
Bobby made his way back to the stage with his boys (New Edition) to celebrate their very poppin' career.
BAM! In 2013 our fave playboy showed up and showed out at the '13 BET Awards.
Bobby was a 'Real Husband' before it was cool. He went back to singing (sort of) in a episode of "Real Husbands of Hollywood" back in 2013.
(Photo: Isaac Brekken/WireImage)