Credit: Adrienne Bailon (L) and Khloe Kardashian on Instagram Photo: Khloe Kardashian and Rob Kardashian's Ex-Girlfriend Adrienne Bailon

We just thought about this question after seeing an Instagram photo of a smiley Khloe Kardashian next to her brother Rob's ex-girlfriend Adrienne Bailon. Being famous must be like living in a really big high school with really good-looking students. In other words, yikes!

Credit: Valerie Macon/Getty Images Photo: Khloe Kardashian, Rob Kardashian, and Adrienne Bailon in 2008

Granted, the Adrienne and Rob have been separated for a few years now, but this was no flash-in-the-pan celebrity relationship. A quick recap: Rob and Adrienne (who is four years his senior) met through Kim and started dating in 2007, then broke up in March 2009. Adrienne appeared in about eight episodes of Keeping Up With the Kardashiansand even attended Khloe and Lamar's wedding. In a January 2010 episode of Keeping Up With the Kardashians, Rob openly admitted that the two parted ways because he cheated on her! Ouch. Maybe he shouldn't have tattooed her name on his chest...

Fast-forward nearly two years and Adrienne and Khloe are both working on reality singing competition show, The X Factor. Given their history, do you think it'd be weird working with your brother's ex-girlfriend? Sound off in the poll below!

Want more Rob? Go through Rob Kardashian's dating history here!


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