Billionaire Bad Boys Books in Order
Part ofMax Monroe Books in OrderExplore Max Monroe's Billionaire Bad Boys series in order, with book summaries, novellas, character connections, and guidance on how these billionaire romcoms link into the wider Max Monroe universe.
Last updated: December 25, 2025
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Publication Order
11 books
Red, White, & You
by Max Monroe
2023
Red, White, & You sends Wes and Winnie and their friends out of New York for a July Fourth lake house getaway. Power outages, surprise guests, and a disastrously interrupted BBQ turn their holiday into a hilarious, romantic reminder of how far they have all come.
Crazy Fluffing Love
by Max Monroe
2023
Set later in the Billionaire Bad Boys timeline, this story checks in on fan favorite couple Cassie and Thatch as pregnancy hormones, pranks, and family life collide. It is a warm, chaotic glimpse of what happens after the epilogue when two wild hearts settle down together.
Be My Billionaire Valentine
by Max Monroe
2023
This holiday novella returns to the Billionaire Bad Boys couples for one unforgettable Valentine’s Day. Over the top romantic gestures, misfires, and group shenanigans prove that even billionaires can panic when it comes to planning the perfect night for the people they love.
Sleighed It
by Max Monroe
2017
In this holiday special, the Billionaire Bad Boys and their partners attempt a picture perfect Christmas and instead end up with snowbound mishaps, ugly sweaters, and way too much eggnog. Festive disasters lead to heartfelt moments and a lot of steamy under the mistletoe time.
Mother Fluffer
by Max Monroe
2017
Set after the core Billionaire Bad Boys novels, this novella drops in as the gang trades all night parties for night feedings and baby prep. Overprotective billionaires, sleep deprived partners, and over the top family moments turn impending parenthood into laugh out loud chaos.
Tapping the Billionaire
by Max Monroe
2016
Georgia Cummings is over online dating and the endless stream of unwanted crotch selfies, but her billionaire boss Kline Brooks keeps starring in her daydreams. Office rules, a meddling friend group, and one disastrous dating app make this slow burn romcom irresistible.
Tapping Her
by Max Monroe
2016
This follow up to Tapping the Billionaire catches up with Kline and Georgia as engagement, family expectations, and everyday life collide. Wedding plans, bulldog antics, and new surprises prove that happily ever after still comes with plenty of humor and heat.
Scoring the Billionaire
by Max Monroe
2016
Wes Lancaster owns the New York Mavericks and a wildly successful restaurant, and he is determined to stay single. Then Winnie Winslow, the team’s new physician and a devoted single mom, storms into his locker room and his life, turning his carefully controlled world upside down.
Scoring Her
by Max Monroe
2016
Scoring Her gives fans a sun drenched epilogue for Wes and Winnie and the whole Billionaire Bad Boys crew. A group trip to the Bahamas, wedding plans, and a few surprises on and off the field make this novella a celebratory goodbye to the original series arc.
Banking the Billionaire
by Max Monroe
2016
Uninhibited photographer Cassie Phillips lives for travel and chaos, while prank loving billionaire Thatcher Kelly has never met a boundary he could not push. Their wild game of one upmanship turns into something deeper as jokes, road trips, and real feelings start to mix.
Banking Her
by Max Monroe
2016
In this novella, Cassie and Thatch move from outrageous pranks to real commitment. Big life changes, meddling friends, and a few unexpected turns test their partnership, but their chemistry and off the wall humor keep every page buzzing.
Series background & context
The Billionaire Bad Boys books are where Max Monroe’s shared universe really kicks off. The series follows a tight group of friends whose lives revolve around tech, business, and a New York football team, and then throws in the women who refuse to be impressed by their bank accounts.
It all starts with Kline Brooks, the surprisingly normal billionaire behind a successful dating app, and Georgia Cummings, the sharp mouthed marketing exec who is sick to death of modern online dating. Their slow burn office romance in Tapping the Billionaire sets the tone for the whole series: workplace hijinks, real world frustrations, and friends who have an opinion about everything.
Next up are Cassie Phillips and Thatcher Kelly in Banking the Billionaire. Cassie is an uninhibited travel photographer who has built a life around avoiding roots. Thatch is a prank loving investor with a reputation for never taking anything seriously. Their love story is one long dare, full of wild schemes, escalating jokes, and the uncomfortable realization that they are both a lot more vulnerable than they like to pretend.
By the time you reach Wes Lancaster in Scoring the Billionaire, the world has expanded again. Wes owns the New York Mavericks and a popular restaurant, and he has zero interest in settling down. Enter Winnie Winslow, the new team physician and a single mom who knows exactly how to handle cocky athletes. Sideline banter, locker room antics, and the presence of her young daughter force Wes to confront what family might look like for him.
After the three core couples get their full length books, novellas and holiday stories revisit everyone at later stages of life. You see engagements, weddings, pregnancies, and chaotic group vacations in Scoring Her, Mother Fluffer, Sleighed It, Be My Billionaire Valentine, Crazy Fluffing Love, and Red, White, & You. The tone stays playful, but there is a comforting sense of progression as careers grow, families expand, and friendships deepen.
Throughout the series, side characters quietly set up future books. Billionaire friends from New Orleans, Hollywood insiders, and Mavericks players all step onto the page, ready to headline their own stories later. If you read in order, you can watch the Max Monroe world sprawl outward from this billionaire core while still giving you complete, satisfying romances in each installment.
Overall, Billionaire Bad Boys is a great entry point if you want funny, high heat contemporary romance with a strong friend group, lots of texting threads, and a blend of over the top situations and surprisingly grounded emotion.
Edited by
Software engineer whose passion for tracking book recommendations from podcasts inspired the creation of MRB.
Lead investor at 3one4 Capital whose startup expertise and love for books helped shaped MRB and its growth.
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