Who Has Leighton Meester Dated? A Relationship Timeline

We don’t really know what to say about this one. Is Justin Long the ultimate rebound guy? The former “Mac guy” turned-dater of everyone in Hollywood is quite the ladies’ man. Would Blair Waldorf (Leighton Meester) approve? Not sure, but according to Page Six, Leigh and Justy were spotted around town. So technically, that means they were together, right?

An item in the Post said ran in July 2011, with a source saying "Justin has a place on the Lower East Side, and they have been spending a lot of time together." Add to that the citing in May 2011, of the pair sharing a romantic dinner at LA’s La Poubelle, from which they left “holding hands.”

Let’s see, Leighton and Justin co-starred in Going the Distance, where she played his quickly departed girlfriend. Another co-star romance? Interesting. (For those of you keeping score at home, that makes three).