Charlotte's turning 36, but plans on staying 35 as far as anyone else is concerned. To celebrate Charlotte's "faux" birthday, Carrie, Miranda and Charlotte join Samantha on her latest private jet trip with Richard. Destination: Atlantic City. Carrie is determined to spend some quality time gambling with her girlfriends, but finds that isn't so easy. Miranda wants to catch up on her sleep and read The New Yorker, and Samantha is busy keeping an eye on Richard's every move. Meanwhile, Charlotte is increasingly fearful that she's become an old maid. She gives herself an Atlantic City style makeover and stuns the girls with her new racy, red lipstick look.
Carrie realizes people go to casinos for the same reason they go on blind dates - hoping to hit the jackpot. But she wonders: If we know the house always wins, why gamble?
As she watches the chesty casino ladies show off their assets to Richard, Samantha's suspicions become unbearable. She tells Richard that she loves him but she loves herself more. She leaves behind the mega diamond ring and the pearl thong he just gave her and walks out the door. With her new look, Charlotte is ready to meet some men but Carrie's feeling cynical and doesn't see the point. Sitting on the boardwalk and watching a happy couple taking in the sunset, Carrie realizes that she's hiding in her friends and that perhaps there are things worth gambling on.