Rob Kardashian dating history: Who has the reality star dated?

The MOST rarely seen of the Kardashian clan, Rob has appeared on reality television alongside his family on-and-off for years.

Here's a look through Rob Kardashian's full dating history.

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Rob Kardashian dating history: Who has the reality star dated?

Adrienne Bailon

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From 2007 until 2009, Rob Kardashian dated former Cheetah Girl, Adrienne Bailon.

The two kept their relationship in the spotlight, often appearing together on Keeping Up with the Kardashians.

After the couple split, it was revealed that Rob had admitted to cheating on Adrienne.

Despite their break-up, Adrienne has remained close friends with the Kardashian sisters - even appearing as a bridesmaid in Khloe's wedding to Lamar Odom.

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Angela Simmons

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In 2010, Rob was briefly linked to Angela Simmons from Run's House.

The two spent the majority of their time together but called it quits shortly thereafter.

Rita Ora

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For two months in 2012, Rob and singer Rita Ora were an official couple.

Following their split, Rob dragged Rita on Twitter and accused her of cheating on him.

Despite his public address of their relationship, Rita herself has refused to comment.

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Rihanna

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Following his breakup with Rita, Rob was linked to Rihanna.

While nothing between them was ever too serious, the pair appeared to go on several dates together.

Blac Chyna

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In January 2016, Rob and Blac Chyna went public with their relationship.

By April, the two had announced their engagement.

On November 10, 2016, the couple welcomed Dream Kardashian, their first child together.

Chyna and Rob proceeded to break up and get back together several times before calling it quits for good in 2017.

The two have since been involved in legal matters concerning each other and their daughter.

Mehgan James

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Following his split from Chyna, Rob began dating Mehgan James in May 2017.

The Bad Girls Club alum and KUWTK star were only together for a few months.

Alexis Skyy

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In January of 2019, Rob referred to Alexis Skyy as his "Woman Crush Wednesday" on Twitter.

The two seemingly dated for a few months.

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Aileen Gisselle

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In August 2020, Aileen Gisselle took to her social media accounts to share a clip of Rob, with hearts around his face.

She also posted herself wearing Rob's Arthur George brand, with socks reading "My boyfriend."