Popsugar Celebrity Celebrity Couples Cara Delevingne and Ashley Benson's Relationship Timeline The Complete Timeline of Cara Delevingne and Ashley Benson's Relationship December 28, 2019 by Amanda Prahl View On One Page Photo 10 of 11 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 10 Nov. 2019: Cara and Ashley Have a Broadway Date Night The couple saw Broadway's Jagged Little Pill and stopped backstage to pose for some pictures with the cast. Previous Next Start Slideshow Cara DelevingneAshley BensonCelebrity Couples