Anastasia Karanikolaou and Sammy Wilkinson

With dating rumors about Anastasia Karanikolaou and Tyler Cameron swirling all over the internet, it’s not surprising that fans of Kylie Jenner’s longtime BFF would be curious about her dating history. After all, she’s quite the catch! Boasting 6.4 million followers on Instagram alone, Stassie is the crème de la crème of influencers.  

As it happens, though, the 22-year-old blonde beauty rarely shares posts about her romantic life. However, after some serious sleuthing, we’ve rounded up all of Stassie’s suspected boyfriends over the years. You’re welcome. 

Anastasia Karanikolaou and Sammy Wilkinson
Courtesy of Anastasia Karanikolaou/Instagram

First up, Sammy Wilkinson! Stassie and the 23-year-old singer-songwriter have been friends for years. That said, the pair officially dated from 2016 to 2017. After seemingly calling it quits, Stassie and Sammi remained close. In fact, in April 2019, they went on vacation to Mexico together. Stassie was also invited to Sammy’s sister’s bachelorette party and wedding in August. Clearly, there’s no bad blood between these former flames. 

Next, we’ve got Nash Grier. Now, unlike Sammy, Stassie’s relationship with Nash wasn’t confirmed — IRL or on Instagram. Because they were constantly hanging out during Nash’s rise to fame on Vine, fans pretty much assumed something else was going on. These days, Stassie and Nash, 21, remain incredibly close. She’s also best friends with his fiancée and mother of his child, Taylor Giavasis.

Anastasia Karanikolaou and Nash Grier

Let’s keep this love train moving, shall we? Just weeks ahead of Stassie’s rumored fling with Tyler, 26, she was seen getting cozy with Rob Kardashian at Kendall Jenner’s birthday party. The speculation fizzled out pretty quickly considering dating your best friend’s brother is usually a no-no.

Plus, after Jordyn Woods hooked up with Khloé Kardashian‘s baby daddy, Tristan Thompson, we suspect Kylie’s inner circle is very careful not to cross any lines. 

… And that brings us back to Tyler C! While neither Stassie or The Bachelorette hunk have confirmed their relationship, there has definitely been a lot of clues. From being spotted in the same places to following each other on Instagram, we think it’s only a matter of time before they take things public.

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