It Girl Books in Order
Part ofCecily von Ziegesar Books in OrderBrowse all The It Girl books by Cecily von Ziegesar in order, with short plot summaries, series background, character guides, and advice on where to begin Jenny Humphrey's spin off story.
Last updated: December 24, 2025
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Publication Order
10 books
Classic
by Cecily von Ziegesar
2010
At Waverly Academy’s Valentine’s matchmaking survey, everyone hopes the computer will confirm what their hearts already know. Jenny worries about her boyfriend Isaac, Brett and Tinsley plot revenge after a stolen crush, and Callie has to choose between Easy and Brandon for good.
Devious
by Cecily von Ziegesar
2009
A new semester brings a glamorous brother sister duo to Waverly Academy, instantly shaking up the social order. Jenny, Tinsley, Callie, and Brett find their crushes, friendships, and hard won status under threat as the newcomers prove they can scheme with the best of them.
Adored
by Cecily von Ziegesar
2009
Brett is running Waverly Academy’s holiday ball and gift exchange, but a "Secret Satan" prank game turns generosity into sabotage. As she falls for Sebastian, Tinsley digs into Julian’s past, and Jenny’s new brush with fame makes her a target in yet another Waverly power struggle.
Tempted
by Cecily von Ziegesar
2008
In the fallout from the infamous barn fire, Jenny barely escaped expulsion and became Waverly’s most talked about girl. At the Halloween masquerade ball she plans to unmask her secret savior, while Callie stages a Cinderella style bid to win Easy back before midnight.
Infamous
by Cecily von Ziegesar
2008
Thanksgiving break takes Jenny, Tinsley, and Callie to New York City for what should be a low key holiday. Instead, a cozy dinner explodes into a three day party of mystery guests, risky flirtations, and fresh betrayals, proving there is no such thing as a quiet weekend for an It Girl.
Unforgettable
by Cecily von Ziegesar
2007
Another term at Waverly Academy brings new parties, new rumors, and fresh chances to reinvent the past. Jenny, Callie, Brett, and Tinsley juggle secret hookups and power plays, discovering that being unforgettable on campus often means risking the friendships they most need.
Lucky
by Cecily von Ziegesar
2007
A wild party at Miller Farm ends with the old barn in flames, and someone at Waverly is going to be expelled. As suspicion spreads, Jenny worries about her new crush Julian, Callie fears exposure, and Tinsley is only too happy to let Jenny take the fall.
Reckless
by Cecily von Ziegesar
2006
Reckless finds Jenny and her friends pushing Waverly’s unspoken rules to the breaking point. Secret relationships, risky schemes, and one very public scandal make it clear that being the It Girl can mean losing track of what – and who – actually matters.
Notorious
by Cecily von Ziegesar
2006
Jenny thinks she is finally settling into life at Waverly when legendary rule breaker Tinsley Carmichael returns. Old grudges and new crushes collide as Tinsley, Callie, Brett, and Jenny battle over Easy, status, and control of every party and tradition on campus.
The It Girl
by Cecily von Ziegesar
2005
After being expelled from Constance Billard, Jenny Humphrey arrives at Waverly Academy determined to become "New Jenny." Sharing a room with campus royalty Callie and Brett, she navigates rumors, hazing, and a dangerous crush on Callie’s boyfriend while chasing her own It Girl status.
Series background & context
The It Girl series picks up after Jenny Humphrey’s time at Constance Billard and sends her north to Waverly Academy, a coed boarding school in New York horse country. Jenny has been expelled from her old school and is determined to arrive at Waverly as a brand new person – taller in confidence if not in height, chicer, and finally in control of her own story.
Waverly looks like the kind of campus you see in admissions brochures, with stone buildings, manicured fields, and a tucked away girls’ dorm called Dumbarton. Inside those walls the social rules are just as strict as anything on the Upper East Side, only with more mud on the boots and more horses in the background.
Jenny’s roommates, Callie Vernon and Brett Messerschmidt, are already campus royalty. Callie is a governor’s daughter with perfect preppy polish and a complicated love life. Brett is sharp, literary, and ambitious, hiding the fact that her wealthy family is newer money than she lets on. Jenny has taken the bed vacated by Tinsley Carmichael, a legendary troublemaker whose return throws the room – and the entire school – into chaos.
Across the series, Jenny tries on different versions of herself: wide eyed new girl, fearless party planner, loyal friend, ruthless rival. There are secret societies, sports rivalries, midnight swims, disastrous barn parties, and plenty of trips into the nearby town for unsupervised fun. The boys of Waverly – especially Easy Walsh, Julian McCafferty, and a rotating cast of crushes – complicate every truce the girls try to make.
Told from multiple points of view, the books jump between Jenny, Callie, Brett, Tinsley, and others, showing how the same scandal looks from different sides. Email blasts and instant messages take the place of the original Gossip Girl blog, but the spirit is the same. People perform, people slip, and someone is always watching.
Underneath the pranks and hookups the series keeps asking the same question: what does it really cost to be “the it girl”? For Jenny, that might mean sacrificing privacy, true friendship, or her own sense of right and wrong. For her classmates, it means deciding whether to chase the spotlight or be content just outside it.
If you loved the Gossip Girl books but want a contained campus world with more horses, more snow, and just as much scheming, Waverly Academy is where to go next.
Edited by
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