Inside Rob Kardashian's Evolution: Playboy To Doting Dad

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Rob Kardashian was just 20 years old when 'Keeping Up With Kardashians' premiered in October 2007.

Inside Rob Kardashian's Evolution: Playboy To Doting Dad

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Rob Kardashian was just 20 years old when 'Keeping Up With Kardashians' premiered in October 2007.

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Rob dated former 'Cheetah Girl' Adrienne Bailon from 2007 to 2009, but she broke it off with him when he cheated.

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Rob started his foray into celebrity with numerous club appearances once he turned 21.

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He often struggled to find his footing with such famous sisters by his side.

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In 2011, Rosa Acosta alleged she was pregnant with Rob's child. The claims have never been verified.

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Rob competed on 'Dancing with the Stars' in 2011 and came in second place.

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Rob embraced the single life, but kept his romances largely under wraps. But that didn't stop the rumour mill! We're pretty sure Rob and Audrina Patridge never dated though...

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Rob launched a range of designer socks called 'Arthur George' in 2012. His grandfather's name is Arthur, while his dad's middle name is George.

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Rob lived with Khloe & her husband Lamar Odom on and off throughout their four year marriage.

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Rob briefly canoodled with big sister Khloe's best friend Malika Haqq as shown on 'Khloe & Lamar'.

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Rob and Kim have had a particularly strained relationship over the years as Kim nagged Rob to get his life together.

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Rob dated Rita Ora, but it's rumoured she broke his heart and he has never full recovered since.

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Rob isolated himself from friends and family for many years until...

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...he met Blac Chyna. The couple hit it off and after three months of dating she was pregnant with his first child.

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Baby Dream was born November 10, 2016. The lead up to the birth was filmed on 'Rob & Chyna' the television series.

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While Chyna and Rob are no longer together, they co-parent Dream and are (currently) on good terms.