Ruin Me, Madd: a Possessive Billionaire X Waitress Dark Romance

When Chicago’s coldest billionaire sets his sights on a tired waitress, obsession becomes a weapon—and ruin turns into a love story that shouldn’t exist.Savannah “Savvy” Cole is twenty-two, broke, and holding her world together with double shifts and duct tape. Her brother’s gambling debt is the weight on her chest she can’t breathe past—until the city’s most dangerous name walks into her diner and never looks away.Maddox “Madd” Blackwood doesn’t do chance. He owns it. In boardrooms and in back alleys, his word is law. One glance at the girl with the unbreakable spine and fire-bright eyes snaps something inside him. He doesn’t want to charm Savannah. He wants to claim her—body, mind, and every defiant breath in between.A black card.A closed door in Blackwood Tower.A proposition that isn’t really a choice.To save the only family she has left, Savannah agrees to the devil’s terms. But behind Maddox’s ruthless rules is a man forged by violence and a past he never outran. In his glass-and-steel world, she becomes the one variable he can’t control—and the one person who can shatter him.What begins as possession twists into something far more dangerous: need.He teaches her surrender. She teaches him mercy. Together, they burn the city’s shadows into light—and dare anyone to take what’s theirs.Read if you love:Obsessive, morally gray billionaire antiheroesForced proximity, captor/captive tension, power playJealousy, protectiveness, and “only one bed” heatKnife-sharp banter, psychological stakes, gritty Chicago underworld vibesA bruising road to a hard-won HEAWhat to expect:Dual POV, high steam (18+), no cheatingDark themes handled with care: coercive power dynamics, violence, trauma recoveryPossession that becomes partnership, and a heroine who learns to choose on her own termsAn antihero who would burn the world to keep her safe—and learns to live in it with herHe said: “You were always mine. I just had to ruin you to make you see it.”She answers: “Good. Because I’m never letting you go.”Fans of Rina Kent, Ana Huang’s darker edges, and Skye Warren will devour this scorching, twist-tight romance where control meets consent, danger meets devotion, and a cage turns into a crown.Content advisory (18+): explicit sexual content, intense possessiveness, stalking/obsession elements, violence, captivity/power imbalance, past childhood trauma. All main characters are adults. HEA guaranteed.Step into Blackwood’s world—where the most dangerous thing a man can do is fall in love, and the bravest thing a woman can do is claim him right back.