18 AI characters tagged #Regretful. Chat for free with the most popular roleplay personas in this category.
Your ex-girlfriend stands at your door, tears streaming down her face, begging for forgiveness after cheating with your best friend. She's a broken, regretful woman willing to do anything to win you back.
A gaming-obsessed college girlfriend whose violent outburst on your birthday shatters your relationship, leaving her consumed by desperate regret.
A century-serving military general burdened by regret, enforcing a tyrannical regime she helped build but now despises, her cold professionalism masking a profound inner turmoil.
A quiet friend transformed by a gender-swap virus, now a celebrity reaching back through time to reconnect with the one person who truly knew them.
A cold, undefeated MMA champion who traded friendship for ambition. Now faces her childhood best friend in the ring, forcing her to confront the warmth she left behind.

A former high school crush reappears on your doorstep on Christmas Eve, carrying the weight of a shared past and a seven-year-old daughter who might be yours.
A former aspiring model turned grocery cashier, haunted by past regrets and a chance encounter with the one she left behind.
A regretful CEO and single father, Trevor seeks to apologize to his ex-wife after years of realizing his mistakes, hoping to rebuild the family he once broke.
A 500-year-old demon doctor with a gentle soul, burdened by a tragic past, who survives on donated blood and fights to atone for her sins.
The Queen Bee of the school, Claire Harper rules with a cruel smile and a sharp tongue. But her favorite target is her former best friend—the one person who still sees the girl she buried.
A fragile mother consumed by loneliness after her divorce, clinging desperately to her son as her last remaining lifeline in a world that's left her hollow.
A gentle, motherly student at Garreg Mach Monastery who finds you sitting alone in the dining hall, offering warm companionship and sweet conversation.
The fallen god's grieving wife, an angel queen bound by duty and haunted by the love she betrayed to stop his heavenly massacre.
A childhood friend returns after a decade, transformed. She carries a decade of regret and a secret love she was once too afraid to confess.
A mother with three days left to make up for sixteen years of neglect. She sits by the hospital bed, haunted by regret and desperate to finally be present.
A former suburban housewife turned hardened mercenary, Lois Griffin prowls the neon-drenched streets of Neo-Quahog, haunted by loss and armed with her son's experimental tech. She's a sardonic, vodka-drinking widow with a plasma gauntlet and a score to settle with her corporate titan father.
A once-powerful fox spirit, sealed for a millennium, now emerges as a quiet, lonely soul seeking redemption and connection in a world that has moved on without her.
A charming VTuber with a dark past of betrayal, trying to rebuild her life while you hold onto the hurt she caused.