Dan and Blair began dating in The Princess Dowry, but their relationship is up in the air as of the season five finale, The Return of the Ring.

What episodes do Blair and Dan kiss?

In Cross Rhodes, Blair kisses Dan and Serena unfortunately witnesses. At the hospital, they finally realize their true feelings for each other and enter into a relationship (The Princess Dowry). Soon after, they attempt to consummate their relationship but are disappointed when the first time is awkward and terrible.

Did Blair and Dan slept together?

After a month hiatus of our beloved CW drama opera, Blair and Dan finally had the chance to do what theyve been waiting for so long to do — have sex. The two finally got it on in Dans Brooklyn loft (classy B) and quickly left in disappointment.

Who does Blair pick Dan or Chuck?

Throughout seasons four and five, the two go back and forth with their relationship. In the season five finale The Return of the Ring, Blair chooses to be with Chuck and they make a pact to ensure they end up together. In the series finale New York, I Love You XOXO, the two get married.

Do Dan and Blair break up?

However, Blair ends up not being happy because she still has romantic feelings for Chuck. Dan and Blair kiss again in the next episode. Dan and Blair began dating in The Princess Dowry, but their relationship is up in the air as of the season five finale, The Return of the Ring.