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During Lil Scrappy and Erica’s split back in 2007, the “Prince of the South” started dating rapper Diamond.

It’s reported that after a couple years of dating, they got engaged, but their engagement (much like his to Erica) wouldn’t last long.

Here's the photo of Emani Richardson and his caption!

- The Atlanta rapper explains the pain he went through following his break-up with Diamond, whom he says is the first girl to ever hurt him in his life.

Rumor has it Diamond ditched him for rapper, Soulja Boy, and that’s when Lil Scrappy experience his first real heartache.