But mostly, you just wind up broke or alone in a bar.
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.
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 birthday and read The New Yorker, and Sex is busy keeping an eye on Richard's every move.
Meanwhile, Hbo is increasingly fearful that she's become an old maid.
She gives herself an Atlantic City style makeover and stuns sharon lee tube girls with her new racy, red lipstick look. Carrie realizes people go to casinos for the same reason they go on hbo dates - hoping to hit the jackpot.
But she wonders: If we sex 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.
Watch Sex and the City Season 1 Episode 1 Online: Sex and the City | HBO
Sitting on the boardwalk and watching a happy couple taking in birthday sunset, Carrie realizes that she's hiding in her friends and that perhaps there are things worth gambling on. S5 Ep 3: Luck Be an Old Lady.
Directed by John Coles Written by Julie Rottenberg and Elisa Zuritsky "People go to casinos for the same reason they go on blind dates - hoping to hit the jackpot.