Babysitter's Club Books in Order
Part ofJordan Silver Books in OrderAll Babysitter's Club books by Jordan Silver in order, with short summaries, series background, and where to start so you can jump in without guessing.
Last updated: January 13, 2026
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Publication Order
5 books
Jenny
by Jordan Silver
2020
Jenny Somerset has wanted Derrick since she was a kid, and she never stopped believing she’d have him. Years later, that long-running promise turns complicated when attraction, timing, and pride collide, and the joke becomes real.
Sydney
by Jordan Silver
2018
A young woman’s life changes fast when family chaos forces her into a new role and a new house. The man in charge is all control and rules, until Sydney pushes back, and their tension turns into something neither of them can undo.
Olivia
by Jordan Silver
2018
She was supposed to be the babysitter, not the temptation. When Olivia’s job places her too close to a man who should be off-limits, their chemistry becomes a problem, and then a choice, stay safe, or take the heat and claim the risk.
Noelle
by Jordan Silver
2018
A spur-of-the-moment decision drops Noelle into a situation she didn’t plan for, and a man who doesn’t like surprises. As attraction grows, so do the consequences, and she has to decide if she’s brave enough to demand more than a secret.
Alyssa
by Jordan Silver
2018
You’ve heard the stories about a man leaving his wife for the babysitter, but Alyssa’s version is messier and more personal. When judgment and desire collide, she has to decide if she’ll run, fight, or claim the life everyone will talk about.
Series background & context
Babysitter's Club is a set of interconnected, high-heat romances that lean into taboo tension, age gaps, and relationships that start with an imbalance and turn into a negotiation for control.
Each book typically centers on one heroine, often named in the title, and explores how a connection that looks wrong on the surface can turn into something steady, possessive, and permanent once both people stop pretending.
These stories do not tiptoe.
Books like Sydney, Noelle, Olivia, Alyssa, and Jenny play with the idea of a younger woman who knows what she wants, and an older man who’s convinced he shouldn’t want her. The friction is the engine, and the emotional payoff is the point.
For the smoothest ride through the shared ties and callbacks, start at the beginning of the series and read in order.
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