In the world of high-profile relationships, few have been as complex and tangled as the one between Kendall Jenner and ASAP Rocky. Their on-again, off-again romance has captivated the public eye for years, with drama, secrecy, and unexpected twists along the way. But what many don’t realize is that their relationship might have played a larger role in a feud between Rihanna and Kendall’s family. Is there more behind the scenes than what we know? Let’s dive into the bizarre and messy relationship between Kendall Jenner and ASAP Rocky, and how it may have sparked tensions between Rihanna and the Kardashians.

The Early Days: A Secret Relationship

Kendall Jenner and ASAP Rocky were first linked back in late 2016, but they kept their relationship under wraps for a while. At the time, Kendall was already a famous model and a member of the Kardashian-Jenner family, while ASAP Rocky was establishing himself as a rising star in the rap world. The two were spotted at events together, and rumors swirled about their romantic involvement.

Their first public outing as a couple came during Coachella 2017, where they were seen hanging out together. However, the couple tried to keep things low-key, reportedly going so far as to ask photographers to delete photos of them. Despite their efforts to maintain privacy, the rumors of their relationship spread like wildfire.

But things quickly escalated. In May 2017, just months after they were first spotted together, rumors began to surface that ASAP Rocky had cheated on Kendall with another woman, Tyrese, a reality star from Love & Hip Hop. This revelation put an end to their brief romance, with Kendall reportedly heartbroken and furious. It was clear that the relationship, which had seemed so promising, had a dark side.

The Rocky Road to a Breakup

Despite the cheating scandal, Kendall and ASAP Rocky were spotted together multiple times throughout 2017 and even 2018, suggesting that their relationship wasn’t fully over. They were seen in Paris, Miami, and even at high-profile events like the Met Gala. Kendall was often seen attending ASAP Rocky’s concerts and supporting him at various performances. The two seemed to be back on good terms, but something was clearly missing.

In fact, there were reports that Kendall had been funding their trips together, financing their travels through Europe. Kendall, being at the peak of her modeling career, was making plenty of money, while ASAP Rocky was still building his wealth. There was speculation that Kendall was financially supporting the relationship, which only added to the bizarre dynamic between the two.

Despite the speculation and the tabloids’ constant commentary on their relationship, Kendall and Rocky never publicly confirmed anything about their romance. However, at the 2018 Met Gala, they couldn’t hide their chemistry any longer. The couple was spotted together on the red carpet, and their public displays of affection raised eyebrows among fans. It was clear that they were more than just friends.

The Drama With Rihanna

But here’s where things get interesting—enter Rihanna. By the time Kendall and ASAP Rocky were in the public eye again, Rihanna had already been in a long-term relationship with the rapper. So, what does this mean for Kendall? It seems like there was some serious bad blood between Rihanna and the Kardashians, specifically with Kendall Jenner.

In 2018, at the Met Gala, Rihanna allegedly threw some shade at Kendall. According to reports, she made a comment about Kendall’s body, saying that she was happy she had curves to pull off her outfit. While the comment seemed like a harmless joke, it was taken as a subtle dig at Kendall’s famously slim figure. Rihanna’s comment reportedly stung, especially since Kendall has long faced scrutiny over her body type in the media.

This wasn’t the only incident that seemed to add fuel to the fire. At one of Rihanna’s after-parties during the Met Gala, Kendall was allegedly mocked for not having enough “curves” to fill out her dress in the same way Rihanna did. The rivalry was palpable, and it seemed like Rihanna wasn’t shy about making her feelings known.

Kendall vs. Rihanna: The Tension Grows

Things between Kendall and Rihanna seemed to get worse over time. In 2017, Kendall was spotted attending one of Rihanna’s concerts, where she tweeted, “If Rihanna doesn’t perform Complicated tomorrow, I’m going to be very upset,” using the hashtag #favesong. Rihanna, who is known for her no-nonsense attitude, responded with a tweet that read, “Well don’t come.” This small exchange quickly became a meme, with fans poking fun at how Rihanna clearly wasn’t going to let anyone dictate her setlist, especially someone from the Kardashian-Jenner clan.

But perhaps the most awkward moment came when Kendall walked the runway at a fashion show in Paris Fashion Week. Both Rihanna and ASAP Rocky were in the crowd, and it was reported that Rihanna appeared visibly unimpressed while Kendall strutted down the catwalk. Fans were quick to point out Rihanna’s disinterested expression, speculating that the animosity between the two had reached a boiling point.

The Aftermath: Kendall, ASAP Rocky, and Rihanna’s New Family

Since their brief romance, ASAP Rocky and Kendall Jenner have both moved on. Kendall has had high-profile relationships with other men, including Bad Bunny, while ASAP Rocky is now happily settled with Rihanna. In fact, the two recently welcomed their second child together, a sign that their relationship is going strong.

But what about Kendall? It’s been reported that Rihanna and Kendall still don’t get along, with some fans suggesting that Rihanna feels a sense of rivalry over Kendall’s connections to her man. Meanwhile, Kendall has appeared to take the high road, focusing on her career and personal life. However, there are whispers that she may still feel some jealousy towards Rihanna’s relationship with ASAP Rocky, especially since they now have children together.

Conclusion: The Messy History Between Kendall, ASAP, and Rihanna

In the end, the relationship between Kendall Jenner and ASAP Rocky is one of the most bizarre and complicated in recent memory. What started as a secret romance turned into a scandalous drama with cheating rumors, public humiliation, and eventually, a breakup. As Rihanna and ASAP Rocky have moved on and built a family together, it seems that the tension between Rihanna and the Kardashians is far from over. While Kendall may have moved past her brief fling with ASAP Rocky, the bad blood between the two women remains palpable.

In the world of celebrity feuds, this one may just be one of the most intriguing, and it’s clear that the story between Kendall Jenner, ASAP Rocky, and Rihanna isn’t going anywhere anytime soon. Fans will be watching to see if more drama unfolds, but for now, it’s safe to say that these three are playing a very public game of musical chairs.