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Massie Block is the alpha (leading) member of her group of friends (known collectively as the "Pretty Committee"). This clique is at the head of the 'food chain' at their prestigious private school. She is very spoiled (her parents are millionaires) and is usually very snobbish, but she has a vulnerable side that shows up when she is under pressure. Massie is known for her wardrobe (designer labels only with purple), her quick wit, and her desire to shine above everyone. Massie Block is a true alpha with beautiful brunette hair and fiery amber eyes who is rich, gets everything she wants, has a horse named Brownie and a pug named Bean, and is liked by everyone. Nevertheless, in the New York Times Book Review, Laura Bourdon wrote, "Puh-lease, as Massie Block would say in reference to these insults directed at her so-called extravagant lifestyle." All the same, she is the official ruler of Octavian Country Day until Claire, a new girl from Orlando, comes and messes it up. They hate one another in the beginning but gradually start to like one another. Through tough times Massie and Claire start to rely on each other. In the first book Massie falls for Chris Abeley but discovers that he has a disgustingly beautiful girlfriend named Fawn. In the second book Massie and Claire throw a Halloween party and they both fall for a Briarwood boy named Cam. In the third book Massie finds out that Alicia started her own Clique and discovers Cam likes Claire and not her! While dealing with Alicia, Massie starts liking Derrick Harrington, or Derrington, as the girls secretly call him. Her life is nowhere near perfect with Nina the Spanish boy charmer, getting expelled at Lake Placid, losing the lead role in Dial L for Loser to Claire, searching for the key to a secret room,and not finding it first, getting Chris to fall for Skye Hamilton even though they were falling for each other, and designing the trailers. Although Massie is known as the alpha, she is the one whom her friends have turned against the most often of the five girls. It has been stated throughout the series that Alicia Rivera is more beautiful then Massie, and that Alicia is wealthier than Massie , but Massie is known as being the most under control, over-thinking, and overall coolest member of the Pretty Committee, making her the true alpha.

In the beginning of the series Alicia Rivera is Massie's best friend, but throughout the series you discover that Claire and Massie are much better friends then Alicia and Massie ever were (possibly...) When Massie is around the Pretty Committee, she is confident, cool, calm, and collected. When she is around Claire, Massie lets her real self come out. She loves having Claire, who is like her sister, because she does not have to fear being judged on who she really is.

Massie will be played by Elizabeth McLaughlin in the upcoming clique film.