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Ashley Benson posing in front of a blue background.

Here Are The People Ashley Benson Has Dated Over The Years

Ashley Benson/Instagram
By Jordan White

Ashley Benson, 30, was recently spotted kissing G-Eazy in LA, after splitting with her long-time girlfriend Cara Delevingne, 27, in April.

And while the to have been spotted together several times this month, a source revealed the relationship isn't serious.

"It feels like just a fling for now,” a source told People. "She's getting over a breakup."

Before her “fling” with G-Eazy, Benson dated Delevingne for two years. She’s also been linked to her “Pretty Little Liars” co-star, Tyler Blackburn, as well as these good-looking celebs:

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Chord Overstreet

Chord Overstreet posing for a photo outdoor surrounded by plants.
Chord Overstreet/Instagram

In 2009, before she landed the role in “Pretty Little Liars,” Benson dated One Call member Justin Thorne. She was even in band's music video for the track, “Blacklight.” However, the two didn't last long.

Three years later, the actress started seeing Chord Overstreet, known for his role in “Glee." They were first linked during the summer of 2012 after they were seen partying together at Bootsy Bellows nightclub in West Hollywood, California.

The couple confirmed their romance when they attended the Teen Choice Awards Together. But after about two months, their relationship fizzled.

Tyler Blackburn

Tyler Blackburn posing for a photo wearing black sweatshirt.
Tyler Blackburn/Instagram

Tyler Blackburn and Benson played love interests on “Pretty Little Liars.” And while the pair constantly denied rumors they were dating, in 2013, they were spotted kissing in Coachella.

In a 2019 interview with Playboy, Blackburn said the two "never officially dated.”

“In navigating our relationship—as co-workers but also as friends—sometimes the lines blurred a little. We had periods when we felt more for each other, but ultimately we’re good buds. For the most part, those rumors made us laugh. But then sometimes we’d be like, ‘Did someone see us hugging the other night?’ She was a huge part of a huge change in my life, so I’ll always hold her dear," he said.

Ryan Good

Ryan Good wearing a Drew House hat sitting next to two females.
Ryan Good/Instagram

Ryan Good, Justin Bieber’s Drew House business manager, was one of Benson’s longest relationships to date.

The two were first linked together in 2011 but split about a year later.

In 2012, Benson told Seventeen magazine, “I've always been in relationships. And I knew I needed to learn to be comfortable alone."

She added, “Anytime you go through a breakup, it's rough. Ryan and I are still close, but I'm too young to be in a serious relationship. Work is my boyfriend!"

But, the two were back on that following year and dated until 2015.

Cara Delevingne

Cara Delevingne and Ashley Benson kissing on the lips.
Ashley Benson/Instagram

Cara Delevingne and Benson first met on the set of the movie, “Smell.” In 2018, they were rumored to be an item after they were spotted kissing in London. In the photo, Benson was seen wearing a “C” necklace.

But still, they didn’t confirm their relationship right away. It wasn’t until later that year a source revealed they were dating.

"Ashley and Cara are dating. This is the first girl she’s ever dated. This relationship with Cara is the first time she’s been in a healthy relationship and she feels as if it’s really easy with her,” the insider revealed.

The two spent much of 2019 by each other’s side. There were even rumors they'd moved in together. But, in April 2020, they split up.

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