Question: Who was the first person Ashley Benson was dating?

From 2011 to 2016, she dated Ryan Good, who was Justin Biebers stylist and a producer on the show Punkd. The couple had an on-and-off relationship. In 2012, she briefly dated Glee actor Chord Overstreet. Their relationship only lasted for two months, though they did appear at the Teen Choice Awards together.

When did Tyler Blackburn and Ashley Benson date?

Tyler Blackburn and Benson played love interests on “Pretty Little Liars.” And while the pair constantly denied rumors they were dating, in 2013, they were spotted kissing in Coachella. In a 2019 interview with Playboy, Blackburn said the two “never officially dated.”

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