Cassie makes a pact with her two best friends, Greta and Keagan, that they will avoid boyfriends and each kiss ten boys over the summer holiday, but when Cassie meets a perfect guy right away--who also happens to be one of her friend's ex-boyfriends--she starts to think that their pact was a bad idea.
Disappointed when he does not get the MTV production deal he wants, high school senior Eddy leaves his girlfriend and takes a road trip to find the mother who has left him and his younger stepbrother, who has taken a bit part in a television show.
New Jersey high school senior Reed Walton has never had a girlfriend, but once he gets his braces off, gets contact lenses, and turns into a "hottie, " his two best friends set up a website to remedy the situation.
Chelsea, a shy and lonely girl, is excited when two new boys move to town and both ask her out, but she does not realize if she makes a wrong choice her first date could be her last.
Colette has dreamed about meeting the gorgeous man she spotted at the swimming pool, but when he actually asks her out she finds reality does not quite live up to her expectations.
As sophomores Madison, Holly, and Lina continue to learn about dating and boys and record their findings on their Weblog, another student begins to make up unflattering stories about the trio to post to her own Web page.
Holly and Mads' friendship is placed in crisis when Holly begins dating Sean, a sexy senior Mads has had a crush on for ages--even though she has a boyfriend, while Lina tries to trick her Goth lab partner Ramona into liking Rex by pretending to be interested in him herself.
Three sophomore girls at the Rosewood School for Alternative Gifted Education decide to protest when their blog, The Dating Game, is banned from the campus website because of inappropriate content.
The continuing story of three high school sophomores, Holly, Madison, and Lina, as their love lives and those of their friends take unexpected turns, assisted by the girls' matchmaking services.