In the charming romantic comedy **"Luckless in Love" (2023)**, Winnie, a witty dating blogger known to her fans as "Luckless," finds herself at the center of a viral sensation after sharing a hilariously disastrous date with the perpetually single sports agent, Holden. As her candid post captures the hearts of readers, Winnie’s boss offers her the opportunity to launch her own column on the trendy lifestyle site, Mush. But there’s a catch: to keep the content flowing, Winnie must continue dating Holden, a man who’s notorious for his commitment issues. As Winnie navigates this unexpected arrangement, sparks begin to fly, complicating her mission. Just when she thinks she’s got it all figured out, she discovers a shocking twist—Holden has a teenage son! Join Winnie on her rollercoaster journey of love, laughter, and unexpected twists as she grapples with her growing feelings for Holden while juggling her new writing career. Can she transform her luck in love, or will her blog take a turn for the worse? This delightful tale reminds us that love often comes when we least expect it.