Popsugar Celebrity Celebrity Instagrams Are Ashley Benson and Cara Delevingne Dating? Cara Delevingne Confirms Romance With Ashley Benson as They Celebrate 1-Year Anniversary 18 June 2019 by Brea Cubit First Published: 11 September 2018 View On One Page Photo 7 of 7 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 7 June 2019: Ashley and Cara attended the TrevorLIVE Gala in NYC together. Previous Next Start Slideshow Celebrity InstagramsAshley BensonCelebrity CouplesCara Delevingne