Dean, a hopeless romantic, lives in a loft-funded by his last single friend, Jay, with several other bachelors in the bohemian part of Los Angeles. Struggling with relationships, career ambitions, and finding true love, Dean grapples with whether to persist in his carefree, party-centric lifestyle or pursue meaningful connections. His close friend Tess, grounded and supportive, helps him navigate his tumultuous emotions. Jay's loft becomes a staging ground for their romantic misadventures, offering a backdrop rich with lively interactions and chaotic situations.

Meanwhile, Dean's quest for love intensifies when he encounters the beautiful and intriguing Kat. As he grows closer to her, he’s forced to balance his emerging feelings with the expectations and behaviors of his bachelor buddies. Throughout this journey, Dean’s experiences with dating, friendships, and self-discovery gradually shape his understanding of what it means to find true love and personal fulfillment. The struggles and tensions that arise showcase the humor and heartache of modern relationships, leaving Dean at a crossroads that tests his convictions and desires.