Following these tasks will slowly take away your manhood and mold you into the proper sissy slave your mistress desires. You may find some of these sissy chastity assignments to be more difficult than others. Some may last only a few hours while others will last a complete week, depending on what your mistress requires of you

After allowing his marriage to grow stagnant, Brad is faced with a tough decision. Wear a chastity cage or lose his relationship with his wife, Melissa. Melissa has issued him this ultimatum after years of growing unhappy in their marriage and because she believes that wearing a chastity cage will help turn Brad back into the loving, supportive man she married.

When Charlie’s friend Vanessa crashes his gaming party and whines about the boys never wanting to have a night on the town, Charlie shoots back that he’d love to go out if he could get the kind of romantic attention she does for just one night. Without missing a beat, Vanessa offers to give him just that chance and see just what it’s like to be a gorgeous girl on the town. With his soft looks and slender body, she thinks she could make him into a rather pretty girl.... Why not, Charlie wonders? It might be fun.

Timothy is an ambitious young journalist working for a prestigious paper. He launched his stellar ascent to become a journalist elite with a series of articles that he acquired by blackmailing his talented former classmate, Marcel, who was having a BDSM relationship with his teacher. Marcel is now frying hamburgers to make ends meet and Timothy is not meeting expectations and struggling in his efforts to keep his new job. He needs to come up with another hot topic, or else he will be sent packing!

Drew Crossfield is a fashion designer with a secret desire that he's never dared to explore, no matter how badly he might want to. When famous style icon naTasha notices him, there's no turning back. She knows a closeted sissy when she sees one, and she’s determined, from the start, to change this drab dresser into the feminized glam girl of his dreams.

Dress like a girl to join an elite society? A master’s degree student wants to join an exclusive and elite secret society where the members network and become huge successes financially. The only problem is that he has to pay his dues first. Can he do it? Membership requirements: A good person, unbiased, non-judgmental, with no homophobic or gender-slandering tendencies. An understanding of the importance of balancing masculine and feminine energies. Dedicated to helping other members. Able to keep secrets.

This bundle contains adult themes including feminization, sissification, sissy maid, chastity, facesitting, ballbusting, and back door domination and should be listened to by adults only!

William Eske, billionaire inventor and the handsome genius behind the revolutionary company Fembotron, has managed to create revolutionary playbots that not only look and feel like real, live women but are so well-simulated that they act like them in every conceivable way. The world rewarded the man richly for his inventions. Now, he only has one problem: His wife Claire knows the dark, dirty secret of William’s business, and she’s not okay with it.

When Ben invites his best friend, Jesse, for a weeklong getaway to his family’s beachside vacation home, Jesse is thrilled! It’ll be the perfect way to spend some quality bro time together, away from jobs, chores, and Ben’s nagging mother, who is always asking him when he’s going to find a nice girl and settle down. He’ll settle down later - when he finds the perfect girl.

Bored with his life, Alex looks for a new job and finds the opportunity of a lifetime in an advertisement that promises a purposeful life, fulfilling the needs of others and never wanting for anything. Little did Alex know what would happen to him or what he’d be designed for when he agreed. He is almost completely feminized, with an enhanced nervous system and a remote control for others to use to control the newly feminized male in order to serve men. Unfortunately, her memories of who she was before weren’t wiped out as they were supposed to be.

When Sam puts out an ad for a new roommate, he wasn't expecting a gorgeous woman like Jessa to answer! But her cash is good and she wants the room, so even though it's kind of weird, he agrees to take on a female housemate. The only problem is going to be keeping a lid on his tendency to wear women's clothing now and again...especially since Jessa asked him to handle the laundry! Sam can't resist a hot pair of panties, and soon, he finds himself falling back onto old habits. But when Jessa catches him dressed up in her lingerie, rather than being disgusted, she thinks it's hot.

Keys are important. They open doors, but they can also close locks. Andrew is acutely aware of how powerful they can be. Yes, he might control of his company and employees, but that might change. As the sole owner of his company, he has numerous subordinates, including his secretary, but he has a secret. He enjoys playing around with a chastity belt. He puts it on to sharpen his focus and heighten his determination. But right after finishing with a giant deal, he decides to let himself out for a little while to have some fun.

Three hot stories about diabolical women who love to put men in their place. These are not leather-clad mistresses or dominatrix, but normal women who get a thrill from abusing inferior men.

Toni’s twin brother Riley has just graduated from art school, and Toni invites Riley to live with her in California until he can find a good job. Toni has always wanted a sister, and Riley has always been a bit of a femboy anyway, so Toni puts her plan into action. She manages to enlighten Riley about the nuances of presenting his feminine side and immerses him in the pleasures of catering to his feminine persona.

Lance loves his suburban community. It's a great place to raise a family and the people there believe in old fashioned family values just like he does. When a lesbian couple moves in next door to him, he is determined to drive him out of their neighborhood. Unfortunately, when his plans go awry, he finds himself trapped and about to be subject to an education he'll never forget - a schooling in skirts.

When my sexy boss catches me in her underwear drawer, she jumps to conclusions. I swear I'm interested in her, not her thongs. But the hot, older woman dresses me up, locks me in chastity, and turns me into the perfect sissy anyway. Being a sissy isn't all bad, though—not when your boss makes sure you get some relief.

After allowing his marriage to grow stagnant, Brad is faced with a tough decision. Wear a chastity cage or lose his relationship with his wife, Melissa. Melissa has issued him this ultimatum after years of growing unhappy in their marriage and because she believes that wearing a chastity cage will help turn Brad back into the loving, supportive man she married.

Todd has tried to keep his sissy crossdressing fantasies and desires secret. Though he works for a legitimate brokerage, his only client is a criminal. Todd launders money for a criminal enterprise that runs illegal gambling houses and whorehouses. If his boss, a self-described lady's man, or the criminal overlord found out about Todd's secret, it wouldn't be good. Not only would he lose his job, but the substantial gambling debt he'd accumulated would be immediately due. Fat Tony, the owner of the illegal establishments, might even decide to end Todd's life. When Todd's boss dies and ...

Taylor's delicate features and soft mannerisms make him stand out among the crowd, but his wife Harper relishes in his femininity. She discovers Taylor's hidden desire for cross-dressing and sees it as an opportunity to spice up their monotonous sex life. With a cruel glint in her eye, Harper demands that Taylor become her sissy, dressing him in frilly lingerie and locking his manhood away in a cock cage. As she delves into the world of Femdom, Harper plans an exotic vacation where she can fully explore her newfound power over Taylor. Despite his reservations, Taylor allows himself to be ...

What kind of forced feminization do you crave? Do you want it soft, seductive and gentle? Or do you prefer it hard, sadistic and over-the-top? Do you see yourself as a cross-dressing sissy serving your Wife and Her lovers? Or do you imagine yourself as an emasculated slave for sale on an auction block? Maybe your deepest desire is to be a feminized bimbo sitting at a desk in a Female-dominated corporation, where anyone who walks in the door can use you however they like. Maybe you want to be caged, or cuckolded, or crushed by your Mistress’s superior strength and size. Whatever images ...