Well, a source recently told Us Weekly that Benson, 28, is "very happy" dating Delevingne, “Ashley and Cara are dating. This is the first girl. Actor Ashley Benson has remained tight lipped about her rumoured romance with model Cara Delevingne - - telling People Now that she. Ashley Benson and Cara Delevingne might be dating. The two sparked dating rumors after they were photographed holding hands. Now, Benson is adding. She likes all music but is definitely not a good fan of country music and while growing up, Benson passed through multiple phases — from punk rock to tomboyish phase, a trait which tends to immerge from time to time from her street fashion. Not bad at her youthful age and without a college degree. Meanwhile, long before she got famous, Benson was dating Justin Thorne of One Call and even modeled for his music video, Blacklight. She and actor Chord Overstreet were spotted leaving a hotel together in To play the cheerleading stunts, Benson had to overcome her fear of heights, ashley benson dating. Relationships, Affairs, and Boyfriend Ashley Benson has been in relationships with a number of popular ashley benson dating.