People remember Jenna Talackova best as the transgendered beauty queen who was kicked out of the Miss Universe Pageant for not being born a female. For them, Jenna's eventual re-entry into the competition was the end of the story, but for Jenna it's only the beginning. She's ready to use her new celebrity status to launch her career, but as Jenna learns fairly quickly sometimes fame can be a double-edged sword.
Jenna and her new publicist Vanessa hit the Big Apple for some important business meetings and a photo shoot with PETA - a shoot that may be more risqué than even Jenna can handle. But Vanessa soon discovers that for all her effort to get opportunity knocking at Jenna's door, her new celebrity client may be too busy partying to answer. It's going to take all of Vanessa's limited patience to get Jenna in line.
Jenna's putting final touches on her new apartment when she gets the news of a lifetime -a lucrative offer from Playboy. Everyone is excited - everyone, that is, except for Jenna. While she weighs the pros and cons of showing her "goodies" to the world, Dajana and a friend try to pull Jenna out of her new town dating slump by setting her up on a blind date. What Dajana doesn't know is that for Jenna, the only thing more frightening than posing nude is going out with someone she's never met.
Jenna's offered a chance to audition for an action film - all she needs to do is convince the producers that she actually knows anything guns and violence. To get 'combat ready' Jenna goes on an action-star crash course that may have more crashing in it than Jenna's prepared for. Meanwhile, Angela returns to make a new home close to her favorite cousin, which could prove to be the worst thing that ever happened to Jenna.
They say Hollywood is where big dreams go to die, and Jenna may be about to discover this for herself. From the moment she lands in LA with Vanessa, Jenna's plans start to unravel, putting her shot at a film career in serious doubt
Jenna's efforts to balance work and social life are threatened when her divorced, frequently-fighting parents both arrive in town at the same time. After her colossal failure in Hollywood, Jenna decides to stick to what she knows and try once again to enter Miss Universe, but soon discovers even that may not be as easy as she thought. To make matters worse, a chance encounter reveals that Angela may not be the loving cousin Jenna thought she was.
To help get her mind off recent setbacks, Jenna decides to get her party on in Las Vegas, bringing Dajana and Angela along for the ride. But a simple weekend of drinking and gambling gets complicated when a kind gesture exposes the deep cracks in Jenna's relationship with Angela.
An offer to judge a prestigious beauty pageant in Thailand prompts Jenna into making a fateful choice, one that could end up damaging her relationships with several close friends. A chance to mentor a young transgendered model thinking of reassignment surgery forces Jenna to take a hard look at her life choices.