Gigi is a hyperactive girl who's desperately seeking a boyfriend. After trying and failing with numerous guys, she meets Alex, who knows the ins and outs of relationships, and helps Gigi see through the charades of the various men she meets. Little does he realize that he's falling for her in the process.
Janine and Ben are married after a rather long relationship. Janine is thrilled, but Ben feels that he is trapped and longs for the freedom he felt before marriage. One night he meets Anna at a grocery store, and what begins as a work relationship ends up becoming an affair.
Connor is a real estate agent with a crush on Anna. They are implied to have a former 'Friends with Benefits' relationship. The problem is that Anna doesn't want to be with him, so she sees Ben as a way out. Meanwhile, Anna's friend Mary works in ad sales for a newspaper, and helps Connor get advertisements for his company put into the paper. Mary is also seeking a boyfriend, and she feels that Connor could be the one.
Ben's best friend Neil has been living with his girlfriend Beth for nine years, and she wants him to pop the question. The problem is that Neil is afraid of marriage, and he feels that he's loyal enough, and their relationship is serious enough that he doesn't need to be married. In frustration, Beth leaves for her sister's wedding, where she sees that married life isn't all it's cracked up to be.
Berserk Button: Smoking is this for Janine, because she lost her dad to lung cancer. Ben assures her he doesn't smoke, but when she finds a pack of what Harlan Ellison called "cancersticks" in his jacket...
Bittersweet Ending: Gigi and Alex start dating. Mary and Conor meet and instantly hit off. Neil does propose to Beth and they get married. But Janine divorces Ben and they move on in their lives. Anna also dumps Ben and ends things with Conor, but she too, moves on with her life.
Broken Aesop: Beth wants Neil to marry her but he doesn't believe in marriage, and she breaks up with him as a result. Beth soon realizes what she's lost and asks Neil to take her back. It appears the aesop is that that marriage doesn't automatically make you happy or more committed than a devoted couple. And in the end a woman can find happiness without it. However, Neil then asks Beth to marry him anyways. Apparently, a woman can't be complete without marriage after all and that men will always marry a woman if they love her.
Or that the guy has to bend over backwards to keep a girl who doesn't share the same aspirations as him. Very rarely does this actually work.
Or the general idea they both sacrifice their dreams for their significant other. For better or worse. Though some would find that romantic.