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.

Rudy dangles a lucrative offer in front of Vincent. Longo uses strong-arm tactics to restore order among Bobby's unhappy construction workers. Candy attracts unwanted attention and is intrigued by a legitimate suitor. Paul questions his place at the Hi-Hat. Frankie hits a hot streak. Darlene gets a gift from Abby. Alston sees through Sandra. Bristling after a police shakedown, Vincent adds muscle in the person of Black Frankie, a Vietnam war vet.

Looking for a way out of his construction gig, Bobby tries to change Vincent's mind about Rudy's offer. Darlene returns from a trip home with a new girl, disappointing Abby. Roughed up by a john, Candy contemplates a change of careers. After getting busted, Paul explores the underbelly, and the exhilaration, of gay life in the city. With an assist from Alston, Sandra scores a key interview with a pimp.

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.

Lori envisions a sunny future in LA after attending the AFAA Erotica Awards with Harvey and Candy, who's looking to connect with west-coast producers willing to turn her fairy tale into reality. Paul and Kenneth approach Vincent about a loan for a new nightclub, free from mob ties. Goldman visits Alston's precinct to share the mayor's vision for cleaning up the Deuce.

Ashley and Abby resolve to track down the identity of a 16-year-old sex worker killed in a recent fire. Vincent is shaken after witnessing the brutal side of Rudy's operation. Candy recruits some new faces to help her out with the production. Frankie finds his dry-cleaning business a less-than-perfect fit. Lori looks to forge a deal with Kiki.