Rachel (Ginnifer Goodwin) is a lawyer. When she was in law school she fell for another student Dex (Colin Egglesfield) who comes from an affluent family. But she's too shy to say anything. When Dex meets her best friend Darcy (Kate Hudson) who treats her like dirt sometimes, who was visiting her, she makes a move on him and gets him. Eventually they get engaged and Darcy asks Rachel to be her Maid of Honor. But Rachel stills has feelings for Dex and still can't say anything. But when Darcy throws her a birthday party and Dex is there. When she and gets Dex are alone, she blurts out that she had a thing for him in college which surprised him. And after drinking a little they spend the night together. They try to forget the whole thing but can't but agree that it means nothing. But Ethan, Rachel close friend tells her that she'll spend her entire life regretting that if she does nothing.

Crimson Club, 915 Broadway and East 21st Street, Manhattan.

Spring Lounge, 48 Spring Street and Mulberry Street, Manhattan.

Rachel's Apartment, 116 East 10th Street and Stuyvesant Street, Manhattan.

Queensboro Bridge, East 59th Street (btw Manhattan and Queens) New York.

Shake Shack, South East Corner and East 23rd Street, Manhattan.

Centro Vinoteca, 7th Avenue South and Bleecker Street, Manhattan.

East 10th Street and Stuyvesant Street, Manhattan.

Madison Square Park, Madison Avenue and East 25th Street, Manhattan.

Ted Gibson Salon, 184 5th Avenue and West 23rd Street, Manhattan.

East 20th Street and Gramercy Park East, Manhattan.