Steven reminds the guys that they have forgotten his birthday. To make it up to him they take him to a shooting range and then to a go-kart track but he remains morose. Finally they set him up with a regular client of Jimmy's and, during their session, surprise him with a cake which he then has sex with at the client's request. Jimmy has an appointment with an executive in her office. Nick experiences some stomach problems so Brace takes him to get a colonic, which Nick does not enjoy.

Brace wants to transition from escort to entrepreneur with an anti-aging dietary supplement but after a meeting with a supplement company he realizes he has much more work to do. Nick meets with a new client who tries to push him past his limits. Jimmy's new client is a budding dominatrix who outfits him with a "cock cage" that he wears for several days.

Jimmy reports that Kelly has broken up with him, jealous of the women he services. The guys do a photo shoot to update the Cowboys4Angels website. Brace's growing guilt and unease over being a gigolo lead him to seek solace, first from a priest, then from a female former escort. Jimmy and a client have sex in a limousine. A client hires Vin to dance with her in a salsa competition and they take third place.

Nick gets a chance to perform his original rap song for a music producer. The producer is impressed and wants to work with him in Los Angeles. Brace teaches a shy housewife how to be more aggressive for her husband. Steven meets a new client whose fetish is simulating being dead during sex. Vin's client wants the "boyfriend experience".

In the Season 1 premiere, a group of Las Vegas gigolos competes for the business of a wealthy older woman. Manager Garren James hires his newest escort, Vin, and explains the business. Nick has a date with a teacher from out of town. Jimmy services a married woman for her birthday as her husband watches and offers encouragement. An older woman interviews the men to choose one to escort her to a Black and White Ball. The men bet on who she will choose and Steven wins. The boys welcome Vin to their ranks.

In the Season 1 finale, Vin services a wife while her husband tapes them for their private pornography collection. Later he has relationship issues with his girlfriend, Leilani, when she asks him to move with her to Arizona. Fed up with Jimmy's slovenly ways and constant didgeridoo playing, Nick orders him to move out.

Steven, needing money to send his son to summer camp, books two new clients, including a very large woman he connects with through Jimmy. The rest of the guys visit a psychic and Brace is particularly affected by her reading. Later the four decide to service a client simultaneously and turn over their combined fee to Steve. Despite instituting a "no fluids or skin touching but the client's" rule, once at the client's place Brace is unwilling to participate. Steven is grateful for their gesture.

A married couple hires Nick to service the wife as a trade-off for the wife's hiring a woman for her husband. She enjoys herself but her husband is uncomfortable with the situation. Jimmy cooks dinner for his girlfriend Kelly, whom he told about his escorting career after a month together. Later two of his college friends come to town for a bachelorette party. One has kids and she leaves them with Nick, Vin and Steven. Brace begs off baby-sitting by saying he has a client but in reality he treats himself to a spa day. Jimmy tells his friends that he escorts and they are both supportive.