The Beginning of a Crossdressing Slave

page views:1 Publication date:2023-03-24

The protagonist of this story is a boy named Rui. To the average person, he might seem like an unremarkable modern young man, but beneath this exterior lies a deep longing to be a girl. A few days after graduating from university, it was his twenty-fourth birthday, a day he would never forget. It was past 10 p.m., and because he lived in a very remote area, almost no one else would be passing by on the street. Finally, unable to suppress his desire to cross-dress, he took out a pink lace bra from his wardrobe, removed his repulsive men's clothes, and slowly put on his favorite bra, along with matching pink lace panties, black sexy fishnet stockings, and a very short mini denim skirt. For his upper body, he wore a fitted beige off-the-shoulder top and a semi-transparent black sheer jacket. He put on earrings and then took out his makeup bag, carefully applying foundation, eyeshadow, eyeliner, mascara, pink lipstick, and nail polish. Since he usually grew his hair, he tidied it up a bit, put on bracelets, necklaces, and other accessories, and looked in the mirror. Although his skin was a little dark, and he couldn't be described as stunningly beautiful, no one would guess that the woman before them was actually a man!
Originally, he had dressed very casually before, fearing he might run into someone he knew. But then he thought it was his birthday and he wanted to give himself a special experience. Plus, it was already past 10 pm, and he figured that in this secluded place, with so few people around, no one would recognize him in the darkness. So he mustered the courage to go out and see what was going on. He put on his favorite high heels and slowly walked into what would become an unforgettable night.
Two.
Walking outside, under the cover of darkness, he could confidently dress up without fear of being discovered. He walked quietly, enjoying the comfort and self-satisfaction of being in women's clothing—a pleasure I think all cross-dressers experience.
But as he walked… he didn't expect a man to be following him.
Suddenly, the man grabbed his hands and said, "If you dare make a sound, I'll post your cross-dressing online. Let's see if you still dare to shout then."
He wanted to scream, but after uttering "Ah…," he immediately shut his mouth, afraid to speak. He thought that if his cross-dressing was exposed, not only would he lose his friends, but he might not even have the courage to go out again.
He whispered, "How do you know about me..."
"Hehehe, we've investigated your cross-dressing preferences thoroughly. It's great that you're willing to be a good girl." The man laughed, grabbing Louis's hand to prevent him from escaping. "Come with me, I have a birthday present for you."
"No..." He looked at the man in surprise, astonished that he knew so much about him.
"No? Hey, aren't you afraid I'll expose you online? Aren't you afraid?"
He didn't speak, afraid his secret would be revealed.
"Hehehe, so you're willing to come with me? Now we'll take you to the place where we're going to celebrate your birthday." "
Okay." Yuko said sadly.
She was pulled into a black car by Takuji.
As soon as the car started, the man's hand immediately reached under her skirt. Louis hurriedly pressed down on the man's hand, but she couldn't stop his forceful advance. The man's fingers traced along the stockings on her calves to her thighs, reaching her underwear, where his fingers suddenly stopped.
"Huh? Still wearing underwear? You shouldn't wear underwear. Remember not to wear it again next time." The man whispered in his ear. Louis thought, "Next time"? Could there be a next time?
The man's hand rubbed against the underwear, and Louis became very shy.
"Okay, I'll help you take off what doesn't suit you." After saying that, the man roughly pulled down his underwear.
"Ah..." Louis dared not make a sound.
The underwear was pulled down, and the man lewdly laughed, "Hehehe! This looks much better. You're not allowed to wear it again." He rummaged inside the skirt with one hand, while the other hand unceremoniously stroked his back.
"...No!" He couldn't help but cry out.
His lower body was exposed, and the man kept stroking around his anus.
Just then, the car suddenly stopped.
Three.
This was the entrance to a park. But it was the middle of the night, and there was no one around. They got out of the car, and the full moonlight shone on the man's face, making him even more frightening.
"Come here!" The man slowly pulled him towards the interior of the park.
"Take off your skirt," the man commanded, holding a rope in his hand.
"This..." He looked at the rope in fear, taking a slight step back. He knew he would be humiliated, but he hadn't expected to be tied up. "No, please, let me go..."
"No, I told you, you can't escape. As long as you behave, your secret won't be revealed."
The man looked at him with a malicious smile.
"...No...no..."
"Shut up! Take it off!"
*Slap* The man slapped Louis across the face without hesitation.
Under the man's command, Louis had no choice but to slowly take off his skirt, exposing his lower body.
"Ah..." His private parts were stripped bare, and he desperately tried to cover himself.
"Hmm, very obedient. Now I'll give you a good reward."
The man hugged him from behind and tied Louis's hands behind his back with the black rope.
The man made Louis sit on a swing.
The man grabbed his waist and forced his head to the ground, turning him upside down. Louis's back arched, his abdomen curved.
The man picked up the rope again.
"Hehe, your little hole is up there, so tempting!"
Louis's feet were tied to swings on either side.
"Ah, no! When are you going to stop humiliating me?"
He was pinned to the ground, his legs hoisted high and forced wide open.
"You can see my ass clearly." The man grinned lewdly, bringing his face close to between his legs, which were hoisted high.
"I'm admiring your anus now, aren't you ashamed?"
Louis's hoisted legs twisted incessantly. "Don't look, don't look there!"
"Of course I want to look, this is where you'll let me in every day from now on, hehehe, it's so hard to resist."
His buttocks were spread open, his anus completely exposed, and he couldn't help but cry out, "Ah! No! No!" The man's gaze felt like needles pricking him!
"Hehehe, it's not just about looking." The man looked at Louise with ill intent, his excited hand trembling as he moved towards her anus.
"Ah! No!"
"What do you mean no? You'll feel so good in a moment, you'll beg me to give it to you again."
When his fingertips touched her anus, her instinctive reaction was that her anus tightened, and her legs twisted violently.
"No! Let go! Don't touch me." The rubbing of his fingers on it was even more unbearable.
"Resisting like this is useless, it'll bloom soon."
"Don't do this. Ah! Ah! Don't touch me, no, no!" Louise tried to refuse and shook her body, but it only excited the man more. "No! No! No..."
"Hehe! What a good hole, quite sensitive." The man slowly rubbed her anus.
"There's an even bigger gift waiting for you later."
Four.
Louise saw a strange glass container gleaming in the man's hand.
"What are you trying to do?" he asked, his voice trembling.
"What are we doing? This is an enema, for 100cc."
The glass enema sucked in some canned beer, and a feeling of fear rose within him.
"Ah! What's going on? Ah! No! No!"
Louise's buttocks were spread apart, her anus tightened, and the man's fingers rubbed her anus again.
"Heh, now you understand? The tip of this enema will be inserted into your anus, and then we'll inject this beer into it. I'll give you an enema first, and then... hehehe..."
"What..." He felt even more terrified. Having an enema, and then having sex afterward, evokes a strange sense of dread. "No! No enema! Don't do this, no..."
"Heh heh! I won't stop. I've been planning to give you an enema ever since I targeted you." The man said with a smile as he inserted his fingers into Louise's anus. His face was completely absorbed in the enema, and he looked excited. "It seems like this is your first time having an enema. So I'll only give you 100cc. Your ass will feel great later." "
No! I don't want an enema, no!"
"Since you say so, I'll just have to add more."
Holding the glass enema tube filled with beer, he screamed in fright at the sight: "Ah! Please, please don't give me an enema..."
"Hehehe! It would be a shame not to give you an enema. I'll give you an enema every day from now on. You'll even beg me to help you. Once you try it, you'll be hooked. Hehehe!"
The man's hand touched his buttocks, and he cried out in agony. No matter how much he resisted, his anus was still spread open, and the cold tube slowly touched Louise's anus.
"Ah...ah...no...no..." The tube pierced through her anus, and Louise cried out violently.
Grabbing her hair, the man forcefully kissed Louise, while his other hand gripped her genitals. Louise moaned, "Ugh...ugh..." "Hehehe, starting the enema, enjoy the experience!"
Cold beer was slowly injected, and Louise's body began to writhe violently.
"You went to the toilet today, didn't you? Hehehe! If not, that's serious." The man squeezed with a grin.
He poured out 100cc of beer, not a drop left, and only when the tube left Louise's body did his lips leave.
"Ah! That's too much, you pervert."
"Hehe, you'll love it later. The show is about to begin." The man showed Louise the empty enema tube, a lewd grin on his face.
"Ah! Ah!" Louise wailed.
The effects of the enema were beginning to show. The beer slowly assaulted his body, and with each wave of stimulation, he felt an intense urge to defecate.
"Ah! Let me go, untie the ropes!"
All his energy was focused on one point: the excruciating urge to defecate. A sharp pain shot through his stomach, and Louis's body stiffened, sweat pouring down his face.
"What's wrong? You look pale."
"Ah! Let me go to the toilet," he pleaded, unable to bear it any longer.
"There are no toilets in the wild, just do it on the swing."
"What…no…that's too much, please, please let me go to the toilet, okay?"
The man slowly rocked him on the swing, and Louis trembled. Ah…it hurt so much! The waves of urge to defecate caused his sphincter muscles to twitch, and his suspended legs trembled.
"Hehehe! Feeling uncomfortable, huh? Want to go to the toilet, don't you?" the man said seriously in his ear.
"Ah..." The repulsive stimulation made Rui shake her head desperately, but...
"If you hate it, then you can take care of it here, hehehe!"
"No, I need to go to the toilet..."
"I really need to go to the toilet." Rui pleaded sadly again, "Ah! Hurry! Ah..." Yuko twisted her trembling body.
At this moment, the man took out two more ropes and began to wrap them around Rui's upper body, which was still clothed and wearing a bra.
"Ah! It hurts! Ah..." The pain in his stomach made him keep crying out.
"Hmm! What? It hurts?" Ryuya smiled maliciously.
After the enema, the man untied the ropes binding Rui's feet, but her hands were still tied behind her back.
"Ah! Hurry! Let me go to the toilet." Rui pleaded, the pain becoming more and more unbearable, the awareness of pain becoming more and more intense.
The man pressed Rui's head to the ground and raised her buttocks.
"Oh, this way you can see very clearly, the hole in the anus is moving."
Rui's buttocks were spread open, her anus was stretched wide, ah, I can't take it anymore.
"Ah! Don't look, don't look!"
"Hehe! I can see it clearly. The asshole is moving, it's swelling, ah, it's coming out!"
"Don't look at me... ah..." Louis cried, the torrent he had been holding back finally bursting forth.
The man watched him excitedly, making him feel even more ashamed.
Five.
Louis was still naked, his hands tied behind his back, when he was driven back to his place.
Louis kept crying, while the man's hands crawled over his body; the man was also completely naked. "Please let me go..." Louis cried, his voice revealing a sorrowful surrender, but... this was just the beginning.
"Hehehe, this is just the beginning. Don't go against my wishes later." The man grabbed Louis's upper body, reached out from behind, and crawled his hands over his thighs, separating and binding them.
"Spread them apart here, take a seductive picture."
Louis trembled all over as he was photographed!
"Ah! Don't take pictures!"
After the flash, the man began to caress Louise's body; he wanted to take pictures of Louise being raped by him.
Louise's hands were tied behind her back, and she struggled desperately.
"Don't take pictures... Ah! No!"
The man took out lubricant from his bag and applied some to Louise's vagina. He slowly inserted his finger, watching it being swallowed until only a small part remained outside. Louise was too shy to speak, while the man became even more excited. He slowly rotated his finger inside, and surprisingly, Louise's vagina began to react and become erect. "Wow... you're really looking forward to it! Look, your own body says you want it," the man said, leaving Louise speechless.
The man began to play with his finger, moving it in and out, while his other hand simultaneously stroked Louise's genitals. Now Louise was also becoming excited; she hadn't expected that playing with her anus could be so arousing.
"Ah... no... don't play anymore... ah... my ass can't take it anymore..." Louise slightly twisted her waist, trying to escape the man's fingers.
"Hehehe! Here, let me give you your first birthday present." The man took out an egg-like object from his pocket—a long, retractable vibrating dildo. After applying lubricant, he inserted it into Louise's anus. "You have to keep it in your mouth; it's a really great thing. Hehehe!"
"No! I don't want to..." The egg-shaped dildo, thanks to the lubricant, slid smoothly into his anus! "Ah, no, please!"
"Just bear with it, it'll feel amazing soon."
"Ah!..." The humiliation and shame of having his disgusting excretory organs violated made Louise even more excited.
The egg-shaped dildo sank completely into his anus, leaving only the handle sticking out.
"Ah...is it really good?"
The wire on the handle seemed to become his tail. A long, thin tail. "Hehehe! Don't let your tail fall off."
After inserting it into Louise's anus, the man suddenly pressed the switch. "Ah...no...don't..." The egg-shaped dildo inside her anus suddenly vibrated intensely. "Ah...!" The intense vibration made Louise feel like she was about to climax, something she had never experienced before.
"Ah!..." Louise cried out excitedly and shyly, turning her face away, her thighs shaking uncontrollably. Her poor excretory organs, under the vibration of the egg-shaped dildo, caused her genitals to become very excited and erect.
Seeing that she was also becoming excited, the man took out the vibrating egg, exposed his genitals, and directly and violently inserted it into Louise's anus.
"Ah!" Louise screamed involuntarily, because the man forcefully inserted his thick, fat penis directly into her. Even with the lubricant and the vibrating egg inside to get used to it, the man's forceful thrust still made Louise feel like she was about to faint.
"Hoo...so tight...ah..." An indescribable pleasure surged through the man's heart. Although he couldn't go all the way in, he still enjoyed the thrusting motion.
"Ah...ah!" Louise was being treated so roughly. After only a few thrusts, Louise felt even more pain. He desperately tried to tighten his anus to prevent the man from penetrating any further, but little did he know that this only excited him more.
Ignoring the fact that his anus had just begun to adjust, the violent thrusting caused him to involuntarily pull back and contract his buttocks. The more he tried to escape the intense pain, the more his contractions fueled the man's arousal.
"Hehe...scream...if it feels good, scream it out..."
"Ugh! No...don't..."
Louise's abused little hole, disobeying his will, contracted and opened like it was breathing.
"Hoo, ah..." With increasingly smooth thrusting, whether Louise noticed or not, his voice gradually changed from painful cries to moans of pleasure.
The pain wasn't as intense as before. Louise's body, all her senses, were gradually being numbed, adapting to everything.
"Mmm...ah...good...comfortable..."
With the man's continued thrusting and increasing speed, those pleasurable moans...actually came from Louise's mouth.
"Feels good, doesn't it...hehe...you're almost hooked..."
The man began thrusting rapidly, his lower body moving in and out of Louise's vagina. Louise had given up resisting and was beginning to enjoy it all. She hadn't expected such an experience on her birthday.
"It's coming...out...!" Louise trembled with excitement. This was the first time she had reached orgasm through penetration without the aid of external genitalia.
"Want to do it again?" the man asked.
"Ah..." Louise didn't know how to answer, her mind slowly reliving the orgasm from the penetration.
"What...why aren't you saying anything..." The man knew that Louise was completely obsessed with anal sex, so he slowly slowed down his movements. "Ah...don't stop...I want more..." Louise no longer cared about his pride; his heart was now occupied by desire.
Louise began to actively twist his waist and sway his hips, wanting the man to continue thrusting into his vagina. "Call me master and let me hear it. Tell master what else you want?" the man said.
"Um...master, I hope master can continue to penetrate my vagina, please master." Louise no longer cared about shame. The moment he said these words...it also meant that he had completely submitted to the man and would no longer resist.
"Okay, my little slave, remember to call me master from now on!" The man said these words while thrusting, and it was clear that the man's goal had been achieved.
"Ah!...Master makes...this little slave feel so good...um...!" Unexpectedly, anal sex could bring Louise such great pleasure, and he reached orgasm again in a short time. The man also reached orgasm at the same time.
On this very night, Louis received a birthday gift that would change his life and be unforgettable forever.

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The Beginning of a Crossdressing Slave

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