Jake Books in Order
Part ofPenelope Ward Books in OrderThis page lists the Jake books by Penelope Ward in order, with short summaries, character connections, and help on which book to read first.
Last updated: June 8, 2026
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Publication Order
2 books
Jake Undone
by Penelope Ward
2013
Nina moves to Brooklyn for nursing school and falls for her tattooed roommate, Jake Green, who pushes her to face the fears that run her life. But Jake is hiding a life-altering secret of his own.
Jake Understood
by Penelope Ward
2015
This companion novel retells Jake and Nina's story from Jake's side, revealing what he was hiding all along. It deepens the original romance while carrying their emotional aftermath forward.
Series background & context
The Jake books are a small, tightly linked run of romances that work best in order. Jake Undone starts the main emotional arc, My Skylar widens the circle by giving a connected character her own story, and Jake Understood returns to Jake's point of view while also pushing the larger arc forward. They are connected enough that reading straight through gives the best payoff.
The first book introduces Nina Kennedy, a nursing student whose life is boxed in by fears and phobias, and Jake Green, her tattooed Brooklyn roommate. On paper they should be a mismatch. Nina is careful, anxious, and used to avoiding what scares her. Jake is blunt, smart, rough around the edges, and impossible to ignore. What makes the story stick is that Jake does not just attract Nina, he challenges the limits she has built around herself.
That secret is what gives the series its ache.
My Skylar shifts the focus without leaving the emotional world behind. Instead of rehashing the first romance, it follows Skylar and builds a more sweeping friends-to-lovers and second-chance story. The feel changes a little here. Where Jake Undone is about fear, growth, and a charged roommate setup, My Skylar leans harder into history, regret, and the way one old mistake can linger for years.
Then Jake Understood circles back to Jake himself. Part companion and part continuation, it revisits major moments from his side and gives readers the fuller picture of what he was carrying all along. For readers who like dual perspective, hidden motives, and the sense that a story looks different once the other person finally speaks, that book is an especially satisfying finish.
Across the series, Ward keeps the lens close. These are not sprawling romances with a giant cast and lots of world-building. They are personal, emotional books about loyalty, vulnerability, and people learning how to be brave in front of each other. If you like contemporary romance with angst, character focus, and a strong emotional payoff, Jake is one of the clearest examples of Ward's early voice.
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