For six long seasons, Badgley played Dan Humphrey a.k.a.

Lonely Boy on the CW drama “Gossip Girl.”

Throughout his time on the series, Badgley’s character embarked on many swoon-worthy romances.

Penn Badgley

However, his most meaningful relationship of all was with his dream girl Serena Van Der Woodsen.

Throughout their lengthy relationship, the pair share many memorable embraces.

The pair even managed to hide their breakup from the series' cast for many months.

Penn Badgley and Blake Lively

They kept it from everybody which is a testament to how good they are as actors.

Because they did not want their personal drama to relate to the show."

Badgley explained, “I’d say best…

I’ll say it was Blake, because we actually had a relationship at the time.”

Discussing his worst kiss, he said, “Maybe Blake after we broke up.