by
Paladintwk
43M Switch
Chapter 1: The Lottery Winner
He had always been a loser with kinky fantasies that loved to jerk off to while watching porn that was related to his fantasies. He fantasized about Femdom domination, but his obsession was fantasizing about him dominating a shemale that would be his sex slave. But he was just a loser and watching porn and jerking off is as close as he would ever get to his fantasies.
Every week he would buy a quick pick lottery ticket and every week he would lose. Then he would go home rejected, download some shemale sex slave porn and jerk off to his fantasies. Then one week he bought his ticket and out of habit just went home, searched for some porn and jerked off until he fell asleep. The next morning, he remembered that he hadn’t stayed up for the lottery numbers’ So he went online to check his ticket. Then he checked online again to make sure he had the right date. This couldn’t be right. He was a loser. Losers don't win the lottery. Damn he did. He won the fucking lottery,
He chose to take the one-time cash payment and even accepted his check on television. He wanted everyone to know that he was no longer a loser, you're a winner. You're a very rich winner. In fact, the richest winner in lottery history. A rich winner with fantasies to fulfill and he knew just where he planned to start.
He got online and researched to find the hottest escort that specializes in fulfilling kinky fantasies. When he met her, he explained that he wanted to fulfill some very kinky fantasies. She said before he went any further, she needed to know more about him and whether he could afford her services. He laughed and said, “Don't you recognize me, I'm the big lottery winner and I can afford anything.” Then he handed her his new unlimited platinum American Express card and then handed her $10,000 in cash to boot. He tells her that his first fantasy is that he wanted to be her sex slave and furthermore that she had his permission to be as extreme as possible assuring her he could handle anything and if she did that he promised to pay her even more. First, she said, “I need to get to know you better. I need to know your inner most and even subconscious hidden wants and desires. To do that I would have to hypnotize you. Would you be willing to do that?” He knew he had picked the right escort now and agreed immediately. So, the escort agrees as well and dominates him like crazy for the first couple weeks just to get him well trained for what is to come. When she has him trained and submissive to her will she slips him a roofy in a drink and he passes out.
When he finally wakes up, he is in a dark room in bed. When he gets up, he notices that she has him dressed in a sexy bra and panties set, He thinks to himself, kinky, this is getting exciting. He finds his way into the bathroom to go pee. When he pulls down his panties and he goes to pee, he discovers that she has locked his cock and balls into a chastity cage. He grins and thinks to himself this really is kinky but at the same time exciting. The chastity cage allows him to sit on the toilet pee through it though. When he gets done, he turns on the light and looks in the mirror and does a double take. First thing he notices is the bra. She must have bought a realistic breast prosthetic to fill out the bra. Then he notices that his entire body is hairless except for the blond hair on his head. He looks closer in the mirror and notices that his lips are fuller. This can't be. He quickly removes the bra and to his utter shock there isn't a realistic breast prosthetic. It must be a dream. This can't be real. These D cup tits can't be real. These puffy lips can't be his. This hairless body has to be a dream. It can't be his.
Then he sees his Femdom Escort in the mirror behind him with a wicked smile on her face. He says, “What have you…..”. Then he stops when he hears those words come out of his mouth in a sexy sultry voice. “Oh, Mistress Vanessa says, your new voice is due to your hormone shots and having your Adams Apple removed.” She says, “You did give me permission to be as extreme as possible remember.” “So now dear you will be my shemale sex slave and you will suck my client’s cocks let them fuck your cute hairless ass.” She tells him that he, excuse me, she has been kept in a twilight dream state for about a month. She tells him that she has had fun spending his money. He tells her she has gone too far, and he is leaving, and his money is leaving with him. “Oh, about that”, she says. “Remember you agreed to be hypnotized to reveal your inner most and even subconscious hidden wants and desires.”
“Well as long as you were hypnotized, I had you sign numerous trust documents and appoint me as the Trustee to all of your lottery winnings.” Don’t worry I am also a very good tax attorney and all of those funds are invested all over the world in a series of blind, numbered tax-free accounts.” She says, “Word has it that the big winner of the lottery has gone into hiding because he was tired of being hounded for money and nobody has seen him for over a month.” She smiles and says, as she looks at his naked shemale body, “and nobody not even you will ever see "HIM" again.” Then she tells him that first she'll need to help him do his makeup and lipstick and then she has laid out his lingerie, slutty dress, high heels and a blond wig for the evening festivities. She has spared no expense for tonight's gala coming out party in his honor. In fact, she has invited a dozen of her best clients for your virgin gangbang party. She says, “I can't wait to see them rip off your clothes and put you on your knees to suck your first cock of many more to come.”
“Oh”, Mistress Vanessa says, “Your new name is Chastity, Chastity Slavich to be exact and it will be that for as long as I want. At least as long as your lottery winnings last.” “You are a resident alien from Czechoslovakia with your own green card, Czech passport, and social security card. Amazing what one can do with a little knowledge and a lot of money.”
Paladintwk
43M Switch
Chapter 1: The Lottery Winner
He had always been a loser with kinky fantasies that loved to jerk off to while watching porn that was related to his fantasies. He fantasized about Femdom domination, but his obsession was fantasizing about him dominating a shemale that would be his sex slave. But he was just a loser and watching porn and jerking off is as close as he would ever get to his fantasies.
Every week he would buy a quick pick lottery ticket and every week he would lose. Then he would go home rejected, download some shemale sex slave porn and jerk off to his fantasies. Then one week he bought his ticket and out of habit just went home, searched for some porn and jerked off until he fell asleep. The next morning, he remembered that he hadn’t stayed up for the lottery numbers’ So he went online to check his ticket. Then he checked online again to make sure he had the right date. This couldn’t be right. He was a loser. Losers don't win the lottery. Damn he did. He won the fucking lottery,
He chose to take the one-time cash payment and even accepted his check on television. He wanted everyone to know that he was no longer a loser, you're a winner. You're a very rich winner. In fact, the richest winner in lottery history. A rich winner with fantasies to fulfill and he knew just where he planned to start.
He got online and researched to find the hottest escort that specializes in fulfilling kinky fantasies. When he met her, he explained that he wanted to fulfill some very kinky fantasies. She said before he went any further, she needed to know more about him and whether he could afford her services. He laughed and said, “Don't you recognize me, I'm the big lottery winner and I can afford anything.” Then he handed her his new unlimited platinum American Express card and then handed her $10,000 in cash to boot. He tells her that his first fantasy is that he wanted to be her sex slave and furthermore that she had his permission to be as extreme as possible assuring her he could handle anything and if she did that he promised to pay her even more. First, she said, “I need to get to know you better. I need to know your inner most and even subconscious hidden wants and desires. To do that I would have to hypnotize you. Would you be willing to do that?” He knew he had picked the right escort now and agreed immediately. So, the escort agrees as well and dominates him like crazy for the first couple weeks just to get him well trained for what is to come. When she has him trained and submissive to her will she slips him a roofy in a drink and he passes out.
When he finally wakes up, he is in a dark room in bed. When he gets up, he notices that she has him dressed in a sexy bra and panties set, He thinks to himself, kinky, this is getting exciting. He finds his way into the bathroom to go pee. When he pulls down his panties and he goes to pee, he discovers that she has locked his cock and balls into a chastity cage. He grins and thinks to himself this really is kinky but at the same time exciting. The chastity cage allows him to sit on the toilet pee through it though. When he gets done, he turns on the light and looks in the mirror and does a double take. First thing he notices is the bra. She must have bought a realistic breast prosthetic to fill out the bra. Then he notices that his entire body is hairless except for the blond hair on his head. He looks closer in the mirror and notices that his lips are fuller. This can't be. He quickly removes the bra and to his utter shock there isn't a realistic breast prosthetic. It must be a dream. This can't be real. These D cup tits can't be real. These puffy lips can't be his. This hairless body has to be a dream. It can't be his.
Then he sees his Femdom Escort in the mirror behind him with a wicked smile on her face. He says, “What have you…..”. Then he stops when he hears those words come out of his mouth in a sexy sultry voice. “Oh, Mistress Vanessa says, your new voice is due to your hormone shots and having your Adams Apple removed.” She says, “You did give me permission to be as extreme as possible remember.” “So now dear you will be my shemale sex slave and you will suck my client’s cocks let them fuck your cute hairless ass.” She tells him that he, excuse me, she has been kept in a twilight dream state for about a month. She tells him that she has had fun spending his money. He tells her she has gone too far, and he is leaving, and his money is leaving with him. “Oh, about that”, she says. “Remember you agreed to be hypnotized to reveal your inner most and even subconscious hidden wants and desires.”
“Well as long as you were hypnotized, I had you sign numerous trust documents and appoint me as the Trustee to all of your lottery winnings.” Don’t worry I am also a very good tax attorney and all of those funds are invested all over the world in a series of blind, numbered tax-free accounts.” She says, “Word has it that the big winner of the lottery has gone into hiding because he was tired of being hounded for money and nobody has seen him for over a month.” She smiles and says, as she looks at his naked shemale body, “and nobody not even you will ever see "HIM" again.” Then she tells him that first she'll need to help him do his makeup and lipstick and then she has laid out his lingerie, slutty dress, high heels and a blond wig for the evening festivities. She has spared no expense for tonight's gala coming out party in his honor. In fact, she has invited a dozen of her best clients for your virgin gangbang party. She says, “I can't wait to see them rip off your clothes and put you on your knees to suck your first cock of many more to come.”
“Oh”, Mistress Vanessa says, “Your new name is Chastity, Chastity Slavich to be exact and it will be that for as long as I want. At least as long as your lottery winnings last.” “You are a resident alien from Czechoslovakia with your own green card, Czech passport, and social security card. Amazing what one can do with a little knowledge and a lot of money.”
