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Jenny apologizes to Eric and makes her way into the White party, impressing Tinsley Mortimer and Laurel, telling her that she is lucky to be working where she already is.
Dan and Serena face the hazards of breaking-up with Serena continuously pining for Dan despite news that she has been seen with Nate.
Nate soon develops feelings for Catherine and arrives with Serena as a date to the White party to make Catherine jealous.
Serena helps Nate make her jealous by kissing him in public but is shocked to find a displeased Dan witnessing the entire scene.
Serena's plan eventually works for Nate as Catherine becomes jealous and the two sleep with each other during the party.
Dan travels to the Hamptons and is surprised to see Ce Ce (Caroline Lagerfelt) whose recent illness has given her a change of heart and encourages him to resume his relationship with Serena.
Serena van der Woodsen (Blake Lively) spends the summer attempting to move on from her previous relationship with Dan Humphrey (Penn Badgley), who himself also has trouble moving on to the point that it has affected his internship with a famous author.
Chuck Bass (Ed Westwick) awaits the arrival of Blair Waldorf (Leighton Meester) from her European trip but finds her already in a new relationship with James Schuller (Patrick Heusinger) who is hiding his own secrets from Blair.
The episode was written by Joshua Safran and directed by J. It originally aired on Monday, September 1, 2008 on the CW.
"Summer, Kind of Wonderful" premieres in the Hamptons with the summer nearly drawing to a close.