dating a man 19 years older - Who is dan humphrey dating in real life

They abandon their dinner in favor of going to a bar and playing pool but their date is once again interrupted when they learn Serena's brother, Eric van der Woodsen, has escaped the rehab facility he is staying at after his suicide attempt.They catch up to Eric, who is with Jenny, Blair, and Blair's friends, and escort him back to the facility.

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Upset that Serena isn't as perfect as he always thought she was, Dan decides not to pursue a relationship with her anymore.

In Bad News Blair, Dan and Serena attempt to go on another date but it gets sidetracked when Blair learns her mother passed her over in favor of Serena.

They had a brief conversation that led to Dan having a huge crush on Serena.

In Pilot, they accidentally run into each other at the The Palace Hotel and upon returning her cell phone; Serena asks Dan on a date.

In the time jump in the series finale New York, I Love You XOXO Dan and Serena marry.

In the Gossip Girl series of books, Dan and Serena date very briefly but break up due to having nothing in common.

However, Dan assures her that he only has feelings for her and he's still learning how to be a good boyfriend.

As a result, they have sex for the first time in Victor Victrola.

They eventually go on their date in Dare Devil and Dan plans a night with a rented driver and fancy dinner reservations wanting to impress Serena.

However, Serena is not impressed and admits she wishes they had done something more low-key.

’s Blake Lively and Penn Badgley—aka Serena van der Woodsen and Dan Humphrey—fell in love IRL.

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