Sebastian Stan recently reflected on his first serious relationship during his time on the CW series Gossip Girl, revealing it was a significant moment in his life. Although he didn't name Leighton Meester, his co-star and girlfriend from 2008 to 2010, he described the experience as a time when 'life seemed simpler.' Stan praised Meester in the past, calling her 'the most interesting, sophisticated, talented and extremely funny person' he knows. Their relationship ended in 2010, with Meester later discussing the emotional impact of the breakup in a 2014 interview. Currently, Stan has been linked to actress Annabelle Wallis since 2022, while Meester is married to Adam Brody, with whom she shares two children. The actor's nostalgic comments about his first love were made during a recent interview with Variety.