A new neighbor is the catalyst that sends Tommy on a quest to become the girl of his dreams. The capstone of his transformation is a successful blind date with a hot guy.

When at home, Marilyn dresses her husband Glen as a pretty girl. When she decides to also have Glen dress as a girl when they visit friends and family, his anxiety leads Marilyn to take him to a therapist to learn some coping skills.  The therapist's advice has the unintended consequence of endowing Glen with a superpower - the mindset of a preteen girl. As such he enjoys playing Barbies with other girls. Marilyn and the therapist are left trying to figure out how to get Glen back to being himself. 

Lisa and Blake get married.

After Janet's husband abandons her to raise their three sons by herself, she comes up with a different idea.

Sally finds a path to orgasm in her husband Curt’s intoxication with femdom hypnosis.

Lisa's debut as an aunt goes south at her parent's house, though her siblings cheer her up. Blake and Lisa's coming out party is a big success and motivates Lisa to make a major life decision.

After attending a meeting of the Ladies Support Group, Blake finds a new path to happiness.

With the help of Etta - his mom's best friend - Winthrop gets a remedial education in women's clothing and the joys of sex.The new Winthrop proves to be irresistible to Etta's beautiful daughter Kathleen.

Lisa and Blake begin their new lives. Blake has some explaining to do at the bowling alley. Lisa is on the receiving end of a moving display of empathy in Bonnie's class. Lisa learns about makeup and joins with her classmates in an epic inquiry into the ins and outs of proper bra sizing.

Jill further discovers the wonders of mens' clothing. Greg is thrilled to have Jill choose his future name. They share a nice kiss and plan for meeting the parents.

Jill's ditziness inadvertently provides Greg with a path across the chasm from boyhood to girlhood. 

As Greg and Jill’s budding relationship turns into boyfriend and girlfriend, they discover that they have a shared affinity to play a fun dress-up game in which they make themselves into two identical girls.

Greg’s recognition of the innate superiority of girls is the key that brings him emotionally close to his mom and sister and opens up the door to romance.

Jeanie strikes back at her abusive husband by passively nurturing her son’s fascination with women’s clothing.

On a magical vacation with friends, Bobby becomes Bobbie, Jean becomes Gene, husband becomes wife, wife becomes husband.

Mickey has an uplifting experience after unexpectedly getting chosen to attend the Oscar ceremony.

Blake and his friends explore career opportunities at a local ladies strip club. Blake - transformed to Bunny Boy - is singled out to be a star of the Butch and Bitch Bistro where he meets his true love, Betsy Boss.

Cary gets past his initial embarrassment to make some new friends during a fun educational program at his mom’s place of employment during bring-your-child-to-work day.

Cary Chrome’s life is turned upside down as he spends a day pursuing his first bra.

After his parents accidentally place him in a girls boarding school, Jock’s happiness is lost and then found.

Not one to risk upsetting his wife Joan, Gerald agrees to her desire for him to be pretty when they go out in public together. One thing leads to another and Gerald decides to become a woman and accept the fact that Joan and he have switched marital roles.

An unexpected career path opens up for Ted Evans when he discovers that he has talent for helping women manage and put on their underwear. Success on the job forces him to confront the very nature of his own gender identity.

After a chance encounter between Barry and Cathy at Jones Beach,  a hot dog man recognizes that they are soulmates, and attempts to spark their mutual love.  Inadvertently, he causes them to swap bodies and suffer amnesia. Barry and Cathy are then forced to acclimate to life as the opposite sex while also struggling to discover their true identities. Will they ever realize the love that was first kindled on Jones Beach?

While their parents are away on a ski trip, Tracy enlists Greg's help in providing a hands-on learning experience for her girlfriends.