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If there was an award for Least Able To Function Around Cute Boys, Jess Webster would clean up. She can barely talk to a guy, let alone engage in naked things. But now that high school is over, Jess resolves to put her big-girl pants on and at last bang—sorry, bag—the longtime object of her desire, Andrew. All she needs is someone to practice on first.

Everyone at the Bexley School believes that Sage Morgan and Charlie Carmichael are meant to be. Even though Charlie seems to have a new girlfriend every month, and Sage has never had a real relationship, their friends and family all know it's just a matter of time until they realize that they are actually in love. When Luke Morrissey shows up on campus his presence immediately shakes things up. Charlie and Luke are drawn to each other the moment they meet, giving Sage the opportunity to spend time with Charlie's twin brother, Nick.

Wanna make a bet? That's Ford Cross' go-to line whenever he sees me. He's Mr. Popular, Mr. high school quarterback, and Mr. all the girls want me. And me, Hannah Clark? I'm just a quiet brainiac who wants high school to be over. Ask me if I've ever made a bet with Ford? Not a chance. At least not until he has the ultimate wager. I'd be stupid not to take this bet; but if I lose, my life will never be the same.