The Monsters Duet Series by Jay Crownover

Win Halliday lives an extraordinary life.​When he moves, the rest of the world moves with him. As the heir to the Halliday name and fortune, Win’s entire life has been carefully orchestrated from the moment he came into the world. He’s never been allowed to aspire for anything outside that plan, including love. After the tragedy that followed his younger brother chasing his foolish heart, the Halliday Matriarch insists on picking a bride that’s up to her outrageously high standards... moreWin Halliday lives an extraordinary life.​When he moves, the rest of the world moves with him. As the heir to the Halliday name and fortune, Win’s entire life has been carefully orchestrated from the moment he came into the world. He’s never been allowed to aspire for anything outside that plan, including love. After the tragedy that followed his younger brother chasing his foolish heart, the Halliday Matriarch insists on picking a bride that’s up to her outrageously high standards.​Unfortunately, for all the eager bachelorettes, the only woman Win would ever consider marrying isn’t found anywhere on his mother’s list.​He’s got his eye on the exceptionally ordinary, Channing Harvey.​There’s so much history and hatred between the two of them, that a happily ever after is impossible. Win doesn’t need forever, he just needs to get his tyrannical mother off his back.​Channing’s not interested in his millions or his ridiculous contract marriage offer, but she’s about to learn that Win Halliday is relentless. This is the first decision Win has made with only himself in mind, and nothing’s going to stop him from getting what he wants.​They're getting married, and God help whoever gets in Win’s way — including his very reluctant bride-to-be.​ The only monsters found within this novel are of the human variety. But they’re still scary! less

Winnie Halliday is life's greatest winner…She has money, power, influence, and a family that loves and supports her no matter how impulsive or improper her choices. Winnie has longed to step out of the shadow cast by the Halliday name, but even gilded cages are hard to break. After several years chasing the one who got away, her childhood crush turned infamous footballer, Kyser Kent, Winnie's about to return home... moreWinnie Halliday is life's greatest winner…She has money, power, influence, and a family that loves and supports her no matter how impulsive or improper her choices. Winnie has longed to step out of the shadow cast by the Halliday name, but even gilded cages are hard to break. After several years chasing the one who got away, her childhood crush turned infamous footballer, Kyser Kent, Winnie's about to return home. It's time for her to take on the role she was born to the first female CEO of her family's multi-billion-dollar business. It's a massive challenge, but nowhere near as difficult as explaining to Ky and the relentless press that the reason she wasn't alone upon her return could be traced back to a heated one-night stand in Portugal—an encounter her now downtrodden fling can hardly recall.Kyser Kent is the world's biggest loser…He has no money, no friends, and a reputation tarnished beyond repair. His dream career of playing professional football overseas was sidelined by bad luck and some seriously questionable decisions. From the moment he returned home, the familiar cage of poverty and disgrace trapped him behind familiar rust-covered bars he longed to escape. The thought of starting over makes him want to give up before he even begins digging himself out of suffocating debt and overwhelming disappointment.Winnie saved Ky from himself when he hit rock bottom once before. Little did he know that night would tie him to the heiress for a lifetime and give him an undeniable reason to fight for himself—and for the family he never thought he'd have. less