The Jerk Duet Books in Order
Part ofMax Monroe Books in OrderSee The Jerk Duet by Max Monroe in order, with plot summaries, reading notes, and how this two book romcom tracks one chaotic love story from both sides.
Last updated: December 25, 2025
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Publication Order
2 books
The Day the Jerk Started Falling
by Max Monroe
2018
Told from Oliver Arsen’s point of view, this conclusion to the Jerk Duet follows a lifelong playboy as he finally understands what Lucky means to him. Distance, old habits, and his own fears stand in the way of convincing her that this jerk is ready to fall for real.
The Day I Stopped Falling for Jerks
by Max Monroe
2018
Luciana “Lucky” Wright swears off charming heart breakers and turns her dating disasters into a brutally honest project about why she always picks jerks. Then she meets Oliver Arsen, her best friend’s gorgeous Aussie brother, and her no more jerks rule gets its toughest test yet.
Series background & context
The Jerk Duet is a two book arc that follows one messy relationship from start to finish. Instead of separate couples in each installment, you spend both books with the same pair, first through her eyes and then through his, watching them stumble, backtrack, and earn their way to a believable happily ever after.
In The Day I Stopped Falling for Jerks, Luciana “Lucky” Wright decides she is done with her pattern of falling for charming men who are terrible for her. She even turns the process into content, documenting her bad choices and new rules in a raw, funny podcast style project. Then she meets Oliver Arsen, her best friend’s Australian brother, who is handsome, impulsive, and exactly the kind of man she promised to avoid.
Their attraction is immediate, but Lucky is determined to protect herself, and Oliver is used to one foot out the door. The first book leans heavily into her internal monologue as she tries to figure out whether this particular jerk is different and whether she can trust her own judgment again. The result is equal parts laughter, cringe, and slow recognition of her own worth.
The Day the Jerk Started Falling flips the script. Now the story unfolds from Oliver’s point of view, filling in gaps, revisiting key scenes, and showing how a man who has always kept things casual slowly comes undone. You see the same fights and misunderstandings from another angle and watch him reckon with his history, his fears, and the very real possibility of losing Lucky for good.
Because the duet was designed as one complete narrative, the emotional beats land harder when you read both books in order. The first ends on a cliffhanger, and the second picks up the loose threads and ties them off in a way that feels satisfying rather than rushed.
Tone wise, The Jerk Duet sits in the sweet spot between romcom and contemporary romance. There is plenty of humor and banter, but also a willingness to sit with heartbreak and growth. If you enjoy stories where characters really have to earn their relationship through honest self reflection, this two book journey is a strong pick.
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