Vincent moves into a seedy hotel and contemplates an offer from mob capo Rudy Pipilo. Bobby hopes to take advantage of Vincent's new connections. Filmmaking intrigues Candy. C.C. shows Lori the benefits of having a pimp. Larry feels unsettled.

An end-of-the-year crackdown by police in and around The Deuce sparks Vincent and Bobby. Candy tries to persuade Harvey, her adult-film director, that she can do more than act. Rudy witnesses a pivotal lower-court ruling on obscenity, and enlists Frankie and Big Mike to protect his interests in the peeps. Alston tries to convince Sandra that he's not just a “source.”

With police pushing their business off the streets, C.C., Larry, Rodney and other pimps worry about becoming obsolete. Candy eyes a different job on Harvey's set as Lori struggles with the demands of porn acting. At her wit's end, Ashley hangs out with Frankie and, later, washes up on Abby's door. Bobby is smitten with an employee.

In the Season 1 finale, Vincent balks at getting in deeper with Rudy, as expansion fever hits Frankie and Bobby. Candy gets a taste of directing, and enjoys the red-carpet perks of a major premiere. Alston finds himself in limbo at his precinct. Abby changes up the Hi-Hat's clientele; Sandra faces editorial and legal hurdles; Vincent settles a score.

Frankie takes his amateur porn business to the next level and ends up in a confrontation with Rudy, who pushes Vincent to up his profits. Candy brainstorms a new film based on the experiences of her fellow sex workers and finds that her new beau Hank is not shaken by her past. Abby and Loretta take care of Shay when she shows up to the Hi-Hat in bad shape.