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Chapter 2
by Valentine
Does Justin agree to the game?
Does he really have a choice?
“Fine, I’ll play your game, just don’t mess with my cock anymore.” Justin whined. “So what are we playing? Poker? Blackjack?”
Justin was a fair gambler and confident in his ability to win most card games but the witch laughed. “Oh no my dear prankster nothing so easy. No this deck isn’t here to play with this deck is what you are playing against. Shall I demonstrate its power?”
She pulled a card at random from the deck and showed it to Justin. On the card there was no suit or number but instead a kiss mark in bright pink lipstick written in flowing cursive were the words “Lovely Lips”. Once Justin had a moment to take in the card she reached forward and held it up to his bare chest where it seemed to dissolve into sparkles of light that then slid into Justin’s body.
Suddenly Justin’s lips felt strange, like they were growing in size and like something wet was sliding across them.
“What the fuck are you doing to me?” He shouted and his mouth felt weird, puffed up almost.
The witch laughed and held up a mirror so Justin could see what happened. HIs face looked the same except for his lips which were now caked in pink makeup and, unless he was mistaken, slightly inflated.
“A wonderful way to start your sissy journey my dear prankster.” said the witch with a cold laugh. “And trust me this is only the beginning. From now on you will be given various challenges each and every day, each of these challenges will require you to play the simpering sweet sissy I can see buried under all that terrible masculinity.”
Justin wanted to object but figured that was probably a bad idea.
“Should you fail a challenge you will draw a new random card from my deck of punishments which will change you into more of a sissy. If you draw all 52, the changes will become permanent and you will become the newest sorority sister for Phi Kappa Delta.”
“I thought you said that I could get my cock back!” Justin objected.
“Oh of course that silly cock of yours well don’t worry it has a part to play in this too because should you ever cum during a challenge one of your transformations will level up, advancing to a new level and the more advanced they get the more i think you’ll dislike them. For example right now your lips have a bit of filler and you will feel compelled to always wear glossy lipstick on them. If they level up you might find yourself compelled to wrap them around any cock you see.”
Justin shuddered at the image, kneeling down in the showers to service another man, he felt his cock twitch oddly at the thought. “But how do I get my dick back?” He asked piteously.
“Oh right that, well for that you just need to end a day with 0 transformations. You see if you succeed at a task you will be given three options, you can replace a transformation, you can get rid of one and cause the next one you take to start one level higher, or you can risk it all for double or nothing. If you risk it, you will need to complete a second sissy challenge and if you succeed you get to get rid of a card with no penalty. If you manage to get rid of all of the cards you have drawn I will return your little cock to its previous state.”
Justin gulped, the rules seemed stacked against him but at least he was starting with only one transformation the witch saw him looking relieved and smiled. “Now I bet you just thought that you only need to complete one challenge and you win. Well in order to make this a true trial you are going to draw four more changes to start us off.” Suddenly the ropes fell away and Justin was able to stand up from the sticky seat rubbing his wrists.
“What if I don’t want to and just run out of here right now?” he asked, not because he actually wanted to but just to see what would happen.
“Oh you are free to stop at any time, of course any challenges you skip are counted as failures and if you refuse a card then all other cards you have increase their level by one a day until you accept the new card.” Justin gulped again at this news but then nodded, all he had to do was stay strong and in only a few days this whole nightmare would be over.
The witch held out the deck and he drew four cards from it. He looked at the cards in his hands, a pair of panties with the words “Luscious Lingerie” a picture of a razor which read “Smooth Skin” an image of a woman speaking with the words “Sweet Speech” and finally a picture of a woman curtsying with the words “Cute Curtsy”. As he read them they dissolved into light and seemed to be absorbed into his just like the first one.
This time though it wasn’t just one change and he could feel each transformation as it occurred his throat began to feel ticklish as his skin started to feel hot. He could see his body hair starting to fall off including his beard which he had spent years cultivating. He wanted to swear but when he opened his mouth what came out was “Oh drat!”
Before he could puzzle out what happened he felt fabric wrapping around his chest and his crotch. He looked down as a pair of lace panties materialized around his reduced member and a bra wrapped itself around his still flat chest. He wanted to take them off but couldn’t seem to make his arms move right to do so.
The witch giggled at his consternation and then in an authoritative tone shouted “Now sissy, greet me properly.”
Instinctually he felt his hands going to his sides lifting an imaginary dress as he tucked one foot over the other and lowered his head in a perfect curtsy.
He wanted to curse but again the words in his head failed to match what came out of his mouth. “What has happened to me Madam?” as opposed to “What the fuck did you do to me bitch!”
“Oh many things dear, you now are compelled to speak like a proper lady and wear your bra and panties like a good girl. You can no longer grow any nasty body hair or masculine beards and of course when you greet a lady you will do so with a proper sissy curtsy.” She smiled as though these were rewards not terrible punishments. “Now dear, let's get you back to bed and keep in mind, round one starts tomorrow!”
She snapped her fingers and suddenly Justin found himself back in his own bedroom, he looked at the clock, 11:30 PM. He looked down at himself, tiny cock, bra and panties, no body hair, definitely not a dream.
CARDS LEFT IN THE DECK: 47
CURRENT TRANSFORMATION:
LOVELY LIPS: Justin's lips have minor filler slightly plumping them. He also feels a compulsion to wear noticeable lipstick at all times.
LUSCIOUS LINGERiE: Justin does not feel comfortable unless he is wearing a bra and panties. He can take them off to sleep and shower but otherwise will feel an intense need to wear them at all times.
SMOOTH SKIN: Justin can no longer grow hair anywhere other than his head and his eyebrows.
SWEET SPEECH: Justin must speak politely and in a feminine manner. He can overcome this with great effort but only temporarily.
CUTE CURTSY: Justin must greet any woman he meets with a curtsy.
What does Justin do now?
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In the Cards
A story of sissification
College frat boy Justin plays a mean prank on a sorority not realizing that sorority worships a powerful witch. She shrinks his cock into a premature ejaculating nub and forces him into a series of humiliating games for the chance to get his cock back.
Updated on May 24, 2025
by Valentine
Created on May 16, 2025
by Valentine
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