Ashley Benson's dating history is extremely interesting to follow. Ever since she landed her leading role in Pretty Little Liars as Hannah Marin alongside Lucy Hale and Shay Mitchell, a lot of people have been wanting to keep tabs on her…especially in terms of who she’s dating!

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Ashley Benson revealed another side to herself when she starred in the movie Spring Breakers alongside Vanessa Hudgens and Selena Gomez. Some of her roles have been crazier and more intense than others... and some of her relationships have been crazier and more intense than others too!

10 Justin “JJ” Thorne: 2010

In 2010, Ashley Benson was romantically linked to a guy named Justin “JJ” Thorne. This relationship went down before she starred in pretty little liars. He is a member of a boy band called one call and he featured Ashley Benson in one of his music videos for the song “Blacklight.” Being included in a music video is a really sweet thing to do for a couple who is in love. No one really knows for sure when this relationship came to an end.

9 Ryan Good: 2011 - 2017

One of Ashley Benson’s longest relationships would have to be the relationship she had with Ryan Good that lasted from 2011 to 2017. The way most people know Ryan Good is from his former job as Justin Bieber‘s “Swagger Coach.“ In other words, he taught Justin Bieber how to be cool. The relationship between Ashley and Ryan was often on quite a bit throughout the course of the relationship but eventually, in 2017, they decided to break things off for good.

8 Chord Overstreet: 2012

Ashley Benson‘s relationship with Chord Overstreet was extremely short-lived and never officially confirmed in the media. They were spotted getting close in 2012 at a nightclub and they walked the red carpet of the 2012 teen choice awards together as well. A lot of people considered their red carpet debut to be their official announcement of romance but no one heard much about the couple after that.

7 James Franco: 2012

Ashley Benson and James Franco starred in Spring Breakers together and they were spotted holding hands during the month of October after that. The movie was filled with a lot of reckless and wild moments.

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They also appeared to be really flirty with each other at the premiere of spring breakers but for some reason, no one really heard much about the two of them becoming an official couple after that wave of time passed by.

6 Tyler Blackburn: 2013

Tyler Blackburn and Ashley Benson started dating in 2013 after starring in Pretty Little Liars together. They played on-screen love interest so it made sense that they started dating in real life. The relationship they had on-screen was really sweet to see which is why fans were so happy for them when they started dating in real life! It is unfortunate that their relationship didn’t last long.

5 Nat Wolff: 2015

2015 is the year that Ashley Benson was linked to Not Wolf. They were spotted holding hands in New York City during the month of October and they were also spotted leaving the same party around that time as well. This was another instance of a potential romance blooming but not going anywhere. No one really heard anything more about the possible couple after that brief period of time.

4 Cara Delevingne: 2018 - 2020

When Ashley Benson started dating Cara Delevingne, it was a big deal. Ashley and Cara’s relationship was all over the media starting in 2018 when they first were spotted together. Their pictures were always filled with so much affection and admiration towards each other that they instantly became the epitome of what relationship goals look like.

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They decided to break up at the beginning of 2020 and a lot of their fans were absolutely devastated because pretty much everyone loved seeing them together! Rumors about Cara Delevingne and Halsey started to make their rounds afterward as well.

3 Ashley Has Been Dating G-Eazy Since June 2020

After Ashley Benson and Cara Delevingne parted ways, Ashley started being spotted out and around with G-Eazy. They were reportedly spotted kissing and tried to downplay their relationship by saying that it wasn’t serious. Obviously, they were trying to keep things low key because their relationship has progressed to a level of true seriousness at this point in time.

2 Ashley & G-Eazy Have Been Working On Music Together

Ashley Benson and G-Eazy recorded a cover of the song “Creep” by Radiohead. It is a great song and hearing both of their voices on the track is just what everyone needed in order to see that G-Eazy and Ashley Benson are actually a really great couple. At first, they were receiving online heat from trolls who wanted Ashley Benson to reconcile with Cara Delevingne but a lot of those haters have since backed off.

1 Engagement Rumors Have Made Their Rounds About Ashley & G-Eazy

Ashley Benson was spotted wearing a massive diamond ring prompting fans to question if she and G-Eazy were engaged or not. It turns out that they are probably not engaged because they both haven’t addressed the rumors. What they have done is go Instagram official though! G-Eazy posted some really cute pictures of himself with Ashley Benson on the gram.

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