Rufus Humphrey Tries to Charm; Peggy Olson Knows What She Likes

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Matthew Settle seems to be following in the footsteps of his Gossip Girl counterpart, Rufus Humphrey. Newly separated from his wife, the actor was seen dining with a younger woman at Hotel Griffou and was supposedly reduced to name-dropping in an effort to impress her. (Dan would be so ashamed). Meanwhile, Mad Men's Elisabeth Moss showed she too bears similarities to her strong-minded character, Peggy Olson. The actress stuck with what she liked, eating at the Smith in the East Village with the same pal two nights in a row. Read our complete roundup of boldface dining, below.

21 Club: Late-night funnyman Jimmy Fallon took a break from beer pong and spent a night out at the famous midtown restaurant, where he kept both the staff and fellow diners laughing. [Gawker]

The Anchor : Dallas Mavericks owner Mark Cuban partied hard at the Soho bar surrounded by beautiful girls, drinking and dancing well into the morning. [Page Six/NYP]

Black Door: CBS Evening News anchor Katie Couric brought a younger date to a birthday celebration at the media mogulfilled Chelsea bar. [Page Six/NYP]

Bocca di Bacco : Rosario Dawson shopped while she ate at the popular wine bar. The young actresss waiter played auctioneer when one of his paintings hanging in the restaurant caught her eye. [Page Six/NYP]

Cosí: The redheaded star of this summers Sex and the City 2, Cynthia Nixon, was seen taking a break, sipping coffee with her girlfriend. [Gawker]

Hotel Griffou: Gossip Girls brooding dad, the newly separated Matthew Settle, wined, dined, and tried his hardest to impress a younger-looking mystery brunette. [NYDN]

Kings Cross: Scrubs alum Zach Braff spent his Thursday night at the popular Bowery bar where he was seen leaving with supermodel Jessica Stam. [Gawker]

The Maritime Hotel : Ethan Hawke enjoyed the great outdoors with director Sam Mendes and his pooch while eating lunch at the hotel. [Page Six/NYP]

Nobu: Multitasking queen Kate Gosselin found time to sneak away from her whirlwind of hair appointments, DWTS prep, and motherly duties, to join four male companions for dinner at the sushi hot spot. [NYP/Page Six]

The Smith : Just like her Mad Men alter ego Peggy Olson, Elisabeth Moss showed she has strong loyalties by dining at the East Village eatery on back-to-back nights. [NYDN]