You are Matt, a young androgynous teenage boy trying to lose his virginity, but struggling mightily given you weren't blessed with the kind of masculine features that attract women. You find yourself being treated as the runt of the litter, overlooked as the hottest and curviest girls in school are exclusive to jocks and bullies, in a world that emphasizes sexual empowerment, in particular the liberation of women in seeking the most ideal mating partners. One day you cross paths with an alluring girl named Jen, who pays attention to you, with her playful and flirty nature, and innocent attitude, unaware of how amazingly sexy she is with her tall, slender body and hourglass curves. Jen maintains a facade, leading you down a path where you spend time together, enjoying each other's company, become friends and confidantes. As she builds trust in you, you start to believe that you're just a lucky guy to be in her presence, with Jen unaware that you're stealing glances at her, peeking down her shirt to see the round curvature of her enormous teen breasts. As you continue to follow Jen's lead, she begins building the relationship, first securing your exclusive commitment to her, making you prove your love to her in various platonic ways. She even rewards your displays of affection by touching you, sending your arousal into a fever pitch. When one day, while still maintaing a "good girl" facade, dark clouds appear over your perfect relationship. Before you are able to have sex with Jen, she starts to express doubts that you are committed enough to her. She begins to test your loyalty, your ability to withstand jealousy, and uses your insecurities to juxtapose with men you are envious of, creating a strong and powerful urge to meet every one of her requests and desires. While Jen manipulates your mind, she begins to set a plan into motion with slowly introducing you to the concept of alpha vs beta men, and paints a vivid picture that as a young woman desired by many alpha men, she needs to be seen with an alpha man. As she continues to tease you with what you wants so badly, she also plants seeds of doubt in your mind through subtle phrases, references and gestures, that you don't quite measure up. When in the midst of trying in vain to prove her wrong, she proposes that you prove yourself by enrolling in the WIMP academy.
Before you enroll, Jen has a conversation with Dr. Sarah, a close personal friend of her family, and who is in charge of testing a drug that turns boys into hapless cuckolds, wimps, and sissies. Jen revels in her accomplishment, having you wrapped around her finger. As you approach the front doors of the academy, you resolve to change into the man that Jen truly deserves. In the end, all that matters is that Jen gets what she wants, or whatever makes her happy. And now as one of Dr. Sarah's test subjects, you are well on your way, on a transformative journey that will ultimately deliver on the goal of making Jen happy. Over the course of several weeks you are forced to endure systematic humiliation, a feeling of helplessness, having all of your masculinity removed, and confronted with the truth in the end. You experience highs and lows and when the transformation is complete, you are ready to truly make Jen happy as her sissified, baby-dicked cuckold.
The story starts in the school library, where you see a girl you've never seen before.
"Hey there," says Jen.