Jack’s stepmother tells him that she can’t afford to pay for his college tuition. He’ll have to go see his father, from whom she is divorced, to get the money. Jack isn’t comfortable with the fact that as his eye doctor father is now living as a beautiful woman. Having no other way to pay for college, Jack reluctantly agrees to visit his feminized Dad. The young man makes it perfectly clear that he thinks his father’s lifestyle is repellent. Jennifer, as Jack’s father is now known, is hurt by his nasty comments until she comes up with an idea. Perhaps Jack might begin to understand her attraction to femininity if he had the guts to spend a day as a young woman. Jack is persuaded to go along with this crazy idea, convinced that it will get his mother/father off his back and give him his tuition money. He discovers, however, that experiencing what a pretty young woman feels is a powerful drug, especially when people are complimenting you on your beauty and trying to convince you to become a fashion model. Strange new sensations overwhelm Jack when he kisses a man for the first time.
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“You’re a guy,” said Sean Unger as I sat on the end of my bed in my late mother’s rustling, blue, cocktail dress and slipped the blue high heels over my stocking feet, crossing my nylons as I did so. My brunette, pageboy hair flowed about my face and my earrings jiggled against my neck as I fitted the woman’s shoes to me. I could barely look at Sean, so afraid and nervous was I, as he studied my femininely made-up face. His eyes gleamed as he looked at the red lipstick I had chosen to wear instead of my usual, muted plum color.
“I won’t tell anyone,” I repeated to the boy who had kissed me so many times in the movie theater and told me that he had been waiting years to do that since he had seen me as a Good Fairy at his house on Halloween. “I won’t tell anyone if you don’t.”
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Max Landon is a college student whose father, a bank executive, is found murdered at work. After the house is burglarized Max survives several attempts on his life. A female FBI agent convinces him to live and work in a banks’ apprenticeship program en femme during the continuing investigation. She outfits him with a female wardrobe, makeup and he begins taking female hormones to accentuate his appearance. He finds he loves he new found femininity and develops a relationship with the FBI agent. When the investigation is concluded he returns to school but as a female and upon graduation decides he wants to undergo SRS – but postpones it to accept a job in the southwest working for a bank along with his FBI agent girlfriend who has been transferred there.
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Richard is a sheriff’s deputy, a devoted civil servant. There is a secret side to Richard, though, unknown to anyone else besides his wife. Rebecca, a sexy miniskirt-wearing girl, is Richard’s alter ego. When Richard’s “secret self” becomes public, his job is put in jeopardy. It’s up to Rhonda, an angel tasked with helping transpeople in distress, to show Richard that Rebecca can come out of the closet and even be a part of his public life. Can small-town America deal with the reality of a crossdressing police officer?
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Told in first-person, true story fashion, a young man learns to truly appreciate and and experience his feminine side through the assistance and friendly persuasions of lovely, sexy Bonnie. And who knows where it all might lead?
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