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Who Is Rob Kardashian Dating? His Relationship Timeline!

Love-seeking. Rob Kardashian, the most camera-shy of his famous family, has had several high-profile relationships, some of which were filmed on reality TV.

Arthur George’s creator was dating Adrienne Bailon when Keeping Up with the Kardashians introduced him in 2007. After two years of dating, the pair broke up in 2009. Bailon later claimed that the California native’s infidelity during their courtship caused their breakup, even though she didn’t hate him.

We’ve advanced. Rob’s great. The past is the past. “Congratulations to him [and Chyna],” she remarked on The Real in September 2016. Guys, he was only 21. We were kids. Old news.

Kardashian secretly dated Angela Simmons in 2010 and Rita Ora in 2012. The reality star’s Twitter rant that Ora had cheated on him with “20 boys” grabbed headlines despite their brief romance.

“I think people react to things differently and like to express their thoughts in specific ways,” she said of Kardashian’s 2014 posts.

“Silence is my greatest compliment in that situation,” the author said. “I like to keep it going until I need to say something.”

Ora called her ex “beautiful” and that they had moved on despite the turmoil.

Kardashian’s most famous relationship began in January 2016 when Us Weekly confirmed he was seeing Blac Chyna. After a brief breakup in March, their relationship heated up, and in May, they announced their engagement and first child. Chyna and Tyga’s son, King Cairo, is her mother.

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Who Is Rob Kardashian Dating

They co-starred in Rob & Chyna, and Dream was born in November 2016. In 2017, the pair ended their romance after many breakups, make-ups, and public fights. “Every individual who’s in a long-term relationship, or who is committed to their person, goes through ups and downs,” Chyna told Cosmopolitan South Africa in March 2017. “Not everything will be roses. It’s phoney. I’ll continue.

However, things deteriorated in July 2017 after Kardashian posted several graphic photographs of Chyna on Instagram and accused her of having an affair with him, taking drugs, and neglecting their child. The Real Black Chyna actress responded with an emotional Snapchat post accusing him of physical assault.

Later that year, she sued Kardashian and his family for defamation, alleging that Kris, Khloé, Kim, and Kylie Jenner convinced E! to cancel Rob & Chyna. In May 2022, the jury awarded the famous family damages without compensating Chyna. In June 2022, she settled with Rob for distributing retaliatory porn after they broke up.

Rob focused on his health during the uproar surrounding his breakup from Chyna and their difficult coparenting arrangement. In March 2022, Us exclusively reported that he was dating again. “He’s in good shape and is satisfied with how far he’s come,” the insider said. He secretly dates. He will constantly prioritise physical and mental wellbeing. It will help him raise Dream.

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To relive every one of Rob’s relationships throughout the years, scroll down:

Who Is Rob Kardashian Dating

Adrienne Bailon

The businessman and former Bailon dated for two years before splitting up in 2009. On Keeping Up With the Kardashians, their romance and cheating scandal were depicted. In a July 2013 episode of The Real, the Disney Channel alum recounted, “Rob and I, when we split up, we pretty much were like, “We’re not going to talk about it.” “It was personal. People might have assumed that since I had been cheated on, I would want to come clean about it, but I was ashamed. Later, Bailon admitted that she eventually sent her ex an email from her pretend lover to try to patch things up.

She told her cohosts on The Real three years later that she had moved on and was no longer upset with Kardashian. We have made great progress. I think Rob is a wonderful person. The past is the past, according to Bailon at the time.

In November 2016, Bailon wed Christian musician Israel Houghton; their son Ever was born through surrogacy in August 2022.

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Angela Simmons

The Keeping Up with the Kardashians star had a brief romance with the Growing Up Hip Hop star in 2010 after his painful divorce from Bailon. The two frequently appeared having pedicures together and attended Lakers games.

Who Is Rob Kardashian Dating

Rita Ora

Rita Ora and Rob dated for two months in 2012 until Rob claimed she cheated on him with “20 males.” His sister Khloé stepped in when he attacked Ora on Twitter and wrote, “Rob be nice kidddd.”

Ora stated to Power 105.1’s The Breakfast Club two years later that she didn’t want to talk about their breakup. She described it as a stage and a particular time in her life. Onward and upwards, you know. By the end of 2020, the native of England had only pleasant, albeit hazy, memories of their time together. Regarding dating Kardashian, she said, “Oh, I forgot about that,” according to The Sunday Times. “It was really fleeting. I had such youth. Fun was had. I’d say it was a tonne of fun. That’s all I can recall.

Their split contributed to Kardashian’s depression-related downward spiral, which would become public in 2016. In 2022, Ora wed Taika Waititi.


After his dramatic breakup with Ora in August 2012, the businessman briefly romanced Rihanna. On their first date, the couple went go-karting at Racer’s Edge Indoor Karting in Burbank, California, then partied that night at Playhouse nightclub in Los Angeles. However, their relationship quickly cooled off, and by the fall of that year, it was ended.

According to Us, Rihanna and A$AP Rocky started dating in February 2020 and gave birth to a child in May 2022.


Who Is Rob Kardashian Dating

Naza Jafarian

The British musician was introduced to the Rob & Chyna star by one of his friends, and they started dating in March 2013. The couple was seen out on multiple outings in both London and Los Angeles.

Blac Chyna

When Rob and Blac Chyna announced their relationship on social media in January 2016, they surprised the world. While Chyna’s younger sister, Kylie, was still seeing Tyga, the duo started dating. Despite the controversy, Rob proposed in April 2016 and the couple announced their pregnancy one month later. One month after having daughter Dream, the couple called off their engagement in December 2016 after a string of contentious (and public) arguments. Early April 2017, they permanently parted ways.

Rob said in April 2022 that he was at “the worst place in my entire life, at my weakest, lowest moment” when they were together, despite the fact that he had previously credited Chyna with helping him with his depression. She was the one person who helped me when I was at my lowest. So I didn’t pay attention to her rudeness to my family, he claimed in court. I wasn’t considering that stuff. Simply put, my state of mind was drastically altered. It was not genuine affection.

As a result of Chyna’s accusation that she had not received any money from either Rob or Tyga in March 2022, the two are currently engaged in a child support dispute. “I spend $37,000 a year on my daughter’s education. I am in charge of all medical expenses. All of her extracurricular activities are funded by me. According to The Shade Room, he responded through Instagram, “I have my kid from Tuesday to Saturday. Why would I, lmao, pay child support?

Who Is Rob Kardashian Dating

Mehgan James

Us Weekly reported in May 2017 that James, a former member of the Bad Girls Club, and Kardashian had begun dating after their on-again, off-again relationship with Blac Chyna was over. After Us magazine broke the news of his new relationship, a source said, “Rob has been happy and recognizes that he and Chyna are not a match.” They function better apart from one another.

But a month later, Rob appeared to deny having a relationship with the reality star. “Wait, I just read something online about a girl named Megan that I’m dating. Not true, I’ve never even spoken to her or heard of her,” he tweeted at the time. In response, James tweeted the article and said, “Although I’ve been told not to say anything, I will say, I’m merely ‘Megan something.'” The media is not under my control, but we all know who does. The same as everyone else, I’m perplexed.

Alexis Skyy

Days after she and Chyna allegedly got into a physical brawl at a private event, the former E! personality was linked to the Love & Hip Hop star in January 2019 and even called her his “WCW” on Snapchat. He tweeted at the time, “I’ve been wanting you for so long,” and subsequently shared a Snapchat video of him and Skyy enjoying supper together.

In response to accusations that he and Skyy were trying to enrage Chyna with their date night, he tweeted at the time, “Me and Alexis knew each other for 5 years so stop with that.” I was only trying to eat some nice cuisine, damn.

Natti Natasha

After she wished him a happy Father’s Day on Twitter in June 2019, Rob and the Dominican artist exchanged a number of flirtatious messages. Thank you, I’ll see you soon, he said.

Khloé noticed the conversation and joined in, exclaiming, “Rob, what’s going on here?!?! What’s her name?

So that is all in this article “Who Is Rob Kardashian Dating?” We hope you learn something. So keep an eye out and stay in touch. Follow us on to find the best and most interesting content from all over the web.

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