It Girl Books in Order

Step into the glamorous, drama-filled world of the It Girl series, where elite boarding school life meets juicy gossip and tangled romance! This young adult spin-off from Cecily von Ziegesar’s icon...

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Publication Order of It Girl Books

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Step into the glamorous, drama-filled world of the It Girl series, where elite boarding school life meets juicy gossip and tangled romance! This young adult spin-off from Cecily von Ziegesar’s iconic Gossip Girl follows Jenny Humphrey as she navigates the treacherous social scene at Waverly Academy, determined to reinvent herself as the ultimate 'It Girl.' Packed with scandal, friendship, and coming-of-age adventures, this ten-book saga captures the highs and lows of teenage life in a world where popularity reigns supreme.

From its 2005 debut to its 2010 finale, It Girl invites readers into a glossy universe of rich kids, rule-breaking, and heartfelt growth, perfect for fans craving a lighter, addictive read with a side of sass.

How It Girl Began

Created by Cecily von Ziegesar, the mastermind behind Gossip Girl, It Girl was born as a spin-off to spotlight Jenny Humphrey, the ambitious younger sister of Dan Humphrey from the original series. After Jenny’s expulsion from Manhattan’s Constance Billard School for Girls, von Ziegesar saw potential in her journey of reinvention. Ghostwritten under von Ziegesar’s guidance, the series launched in 2005, tapping into the Gossip Girl fanbase’s love for scandal and style. Inspired by von Ziegesar’s own experiences at an elite school, It Girl blends real-world drama with fictional flair, set against the picturesque backdrop of upstate New York’s Waverly Academy.

The Heart of It Girl

The series kicks off with The It Girl (2005), where Jenny arrives at Waverly Academy, eager to shed her 'wild child' past. She rooms with popular but self-absorbed Callie Vernon and Brett Messerschmidt, sparking instant rivalries and alliances. Notorious (2006) ups the ante when expelled queen bee Tinsley Carmichael returns, threatening Jenny’s newfound status. In Reckless (2006), roommate wars escalate as Jenny juggles her romance with Easy Walsh and Tinsley’s schemes. Lucky (2007) brings chaos when a barn fire at a party puts everyone on edge, with fingers pointing at Jenny.

It Girl thrives on themes of identity, ambition, and the cost of popularity. Jenny’s quest to become 'New Jenny'—confident and adored—mirrors universal teenage struggles, while the elite boarding school setting adds a layer of privilege and pressure. The series’ style is fast-paced and gossipy, with emails and IMs weaving rumors between chapters, echoing Gossip Girl’s charm. Romance, betrayal, and friendship drive the narrative, making Waverly Academy a vibrant stage for drama.

Why It Girl Resonates

It Girl carved a niche in young adult fiction by blending frothy fun with deeper questions about self-worth and loyalty. Its influence lies in its relatable portrayal of teenage reinvention, resonating with readers navigating their own social jungles. Fans on platforms like Goodreads praise its addictive drama and complex characters, with some calling it a lighter, more focused take on Gossip Girl. While it never reached the cultural heights of its predecessor, It Girl’s loyal following and ten-book run cement its status as a beloved guilty pleasure.

The series also sparked discussions about privilege and morality, with critics like Naomi Wolf noting its provocative edge. Its legacy endures among fans who cherish its nostalgic early-2000s vibe and Jenny’s bold journey.

  • Publication Years: 2005–2010
  • Number of Books: 10
  • Setting: Waverly Academy, Upstate New York
  • Genres: Young Adult, Chick Lit, Romance

Grab The It Girl and dive into a world of scandal, style, and self-discovery—perfect for a cozy weekend read!

Frequently Asked Questions

What is the It Girl series about?

The It Girl series follows Jenny Humphrey as she reinvents herself at Waverly Academy after leaving Gossip Girl’s Manhattan scene. Packed with drama, romance, and gossip, the ten-book saga explores popularity, identity, and friendship in an elite boarding school.

How many books are in the It Girl series?

The It Girl series has ten books, published between 2005 and 2010, starting with The It Girl and ending with Classic, all centered on Jenny Humphrey’s adventures at Waverly Academy.

Who wrote the It Girl series?

Cecily von Ziegesar created the It Girl series, a Gossip Girl spin-off, with the novels ghostwritten under her guidance, bringing Jenny Humphrey’s boarding school drama to life.

What are the main themes in the It Girl series?

It Girl explores identity, ambition, and the cost of popularity, with themes of friendship, romance, and betrayal set against the privileged world of Waverly Academy’s elite.

Is It Girl connected to Gossip Girl?

Yes, It Girl is a spin-off of Gossip Girl, focusing on Jenny Humphrey’s life at Waverly Academy after her expulsion from Constance Billard, sharing the same gossipy vibe.

Why should you read the It Girl books?

It Girl offers addictive drama, relatable coming-of-age struggles, and juicy romance in a glamorous boarding school setting—perfect for fans of Gossip Girl craving a fun, scandalous read!