Celebrity Couples

Ashley Benson Loves and Hookups 

Updated May 7, 2020 46k views 7 items

Who is Ashley Benson dating? Many famous men and women have dated Ashley Benson, and this list will give you more details about these lucky folks. Including Ashley Benson’s current girlfriend or boyfriend, past relationships, pictures together, and dating rumors, this comprehensive dating history tells you everything you need to know about Ashley Benson’s love life. 

This list features Ashley Benson’s ex-boyfriends and girlfriends along with additional information about them, such as when they were born and what they do professionally. These men and women come in all shapes and sizes, but what they all have in common is that they're all people that Ashley Benson has either dated or linked up with. It's not hard to get jealous of these men and women that Ashley Benson has gone out with, so try your hardest to contain your envy.

This list of Ashley Benson’s boyfriends and girlfriends includes Cara Delevingne, Ryan Good and Tyler Blackburn.

Check out the list of men and women Ashley Benson has dated below.

Cara Delevingne is listed (or ranked) 1 on the list Ashley Benson Loves and Hookups
Photo: Claudio Lavenia / Getty Images Entertainment/Getty Images

In late May 2018, Ashley Benson and Cara Delevingne were rumored to have started dating after being spotted kissing in public, alongside social media posts together. The two have been spotted multiple times since, and were spotted in Los Angeles after a day at the spa in August 2018.

Rumors circulated in late 2018 about a split after a tear-streaked post on Delevingne's Instagram, but the two were sweetly snuggling again in March 2019.

In August 2019, fans speculated that Delevingne and Benson were married, after they were spotted wearing gold bands while on vacation in Saint-Tropez together. However, the duo reportedly held a "fun friendship ceremony" at the Little Vegas Chapel in Las Vegas in early 2019. No marriage license was found in Las Vegas records.

Delevingne and Benson called it quits in April 2020. "Cara and Ashley always had their ups and down before but it’s over now. Their relationship just ran its course," a source said, as reported by People.

Age: 26

Birthplace: London, United Kingdom

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Ryan Good is listed (or ranked) 2 on the list Ashley Benson Loves and Hookups
Photo: Jeff Kravitz / FilmMagic, Inc/Getty Images
Ryan Good

Since 2011, Ashley Benson and Ryan Good have been in an on-and-off relationship. The couple reportedly split for good in late 2016. 

Ryan Good is the road manager of singer-songwriter Justin Bieber. ...more on Wikipedia

Age: 32

Nat Wolff is listed (or ranked) 3 on the list Ashley Benson Loves and Hookups
Photo: Wikimedia Commons/CC-BY

In October 2015, Ashley Benson was spotted holding hands with actor Nat Wolff. 

Nathaniel Marvin Wolff (born December 17, 1994) is an American actor, musician, and singer-songwriter. He gained recognition for composing the music for The Naked Brothers Band (2007–2009), a Nickelodeon television series he starred in with his younger brother Alex that was created by their actress mother Polly Draper. Wolff's jazz pianist father Michael Wolff co-produced the series' soundtrack albums, The Naked Brothers Band (2007) and I Don't Want to Go to School (2008), both of which ranked the 23rd spot on the Top 200 Billboard Charts. Following the ending of the Nickelodeon series, Wolff and his brother formed the music duo Nat & Alex Wolff, and they released the album Black Sheep in ...more on Wikipedia

Age: 24

Birthplace: Los Angeles, USA, California

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Taylor Lautner is listed (or ranked) 4 on the list Ashley Benson Loves and Hookups
Photo: Ashley Benson/Instagram

Ashley Benson was rumored to be dating actor Taylor Lautner in fall 2015. 

Age: 27

Birthplace: Michigan, USA, Grand Rapids

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