Winning over my senior sister

Yukiko never gave Keisuke the runaround, nor did she readily agree to go on trips with him. Keisuke always felt that unless Yukiko clearly expressed her determination to marry him, his heart would never be at peace.

Of course, Yukiko was an only child, and if she were to arrange a marriage for him as a son-in-law, he might accept. However, Keisuke was a man who couldn't be bound by constraints. As a member of the Matsumiya family, he would never do any work, nor would he sell the damp, shady land he loved.

Keisuke felt that it didn't matter whose household registration Yukiko belonged to; he just wanted to live happily with her, without having to work.

Of course, the marriage partner Yukiko chose had to be approved and accepted by the Matsumiya family. But once they saw Keisuke's ugly appearance, it was obvious that his family and relatives would vehemently oppose it.

However, Keisuke's ultimate goal, and his final pleasure, was to relentlessly pursue Yukiko's confirmation of their relationship and eventually lead to marriage. He

was already smug about simply imprisoning Yukiko. The most important thing was to openly win over the enviable Yukiko, surprising and impressing those who looked down on him, and finally proving himself.

"Let me be clear," Keisuke said, "don't throw a tantrum in front of me. If you continue to oppose me, I'll use even more ruthless methods to deal with you, subjecting you to humiliation several times greater than before..."

Upon hearing Keisuke's words, Yukiko instinctively adopted a defensive posture in terror.

"Have you thought it through? Women become more obedient when facing death. You already have someone you love, don't you!" Keisuke threatened.

"You... what... what exactly do you want to do..." Yukiko, facing Keisuke's lecherous grin, took a few steps back, her heart pounding.

"You've had sex with me so many times already, you're used to it, you're not shy anymore, and I've even developed your erogenous zones, letting you enjoy even more pleasure!"

Keisuke knew that just talking about sexual pleasure wouldn't make Yukiko submit. So Keisuke stood up, took out various tools from the closet, and began preparing to deal with Yukiko.

Yukiko wanted to escape, but she was half-naked, and besides, Keisuke was agile and perceptive, good at understanding Yukiko's thoughts. Could she escape?

This maze-like mansion of Keisuke's—Yukiko had no idea where the entrances and exits were, or which room had a telephone...

Keisuke had prepared a large syringe and bottles of medicine. He also brought out a washbasin and many paper pads.

Yukiko trembled all over.

"You already know what's going on! This is for your enema! I've wanted to do it for a long time, I've made all the preparations!"

"Enema... an enema..."

"Don't you know? It's a method of forcibly defecates by injecting medicine into the anus!"

"Inject me..." Yukiko shrank back in fear.

After Keisuke finished preparing, he stood up, fixed the television camera on a tripod, aimed it at Yukiko, and pressed the filming button.

"No... don't film me! I'd rather die than be done like this to me!" Yukiko stood up, pale-faced, trying to escape the room.

However, Keisuke calmly hugged her from behind. He dragged her back to the center of the room, pulling and mopping her along the floor.

"Let me go... You're inhuman..." Yukiko cursed.

"Didn't you urinate in front of me in the bathroom? Now I want to see you poop, is that okay?"

Keisuke stripped Yukiko naked and used the thin rope from her clothes to tie her ankles.

Then he made her lie on her back, and despite her desperate struggles, her ankles were still tied to the pillars on either side.

"Ah... Let me go..." Yukiko screamed.

"So, do you truly love me? Can you sign the marriage certificate? Can you convince your parents?"

"Well..." Yukiko was forced to make the worst choice, tears welling up in her eyes.

"Ha, this is experience. Cleanse your intestines first, then insert my penis into your anus, so you won't contract any special diseases." Keisuke said, licking his tongue.

Yukiko's legs, spread wide, were already secured and could no longer be closed.

Keisuke placed a pillow under her lower back. Yukiko lay on her back, her anus clearly visible. Keisuke poured glycerin into a basin of warm water, then injected the liquid into the basin using a large, thin syringe.

"No...don't do this..." When Keisuke brought the basin to Yukiko, she struggled desperately, as if trying to break the ropes binding her, trying to close her legs.

"Lick it before inserting!" Keisuke bent down, catching her struggling waist, and extended his tongue towards Yukiko's anus.

Yukiko's pink anus immediately tightened as if in rejection. Keisuke stuck out his tongue, moistening the enema syringe with saliva for easier insertion.

Soon, Keisuke raised his face, holding the enema syringe in his hand.

"Hey, you need to relax your muscles..." Keisuke said to Yukiko.

But Yukiko's muscles remained tense. No matter what he did, he couldn't relax her. Her face was pale, and she couldn't make a sound, only clenching her teeth tightly.

Then she closed her eyes tightly, as if praying for a massive earthquake to bury her body and help her escape the scene.

But Keisuke easily spread open Yukiko's plump buttocks with his left hand, and with his right hand, he held the enema syringe, pushing the pointed end towards her anus.

"Oh!" Just as Keisuke was about to insert the nozzle, Yukiko jumped up and screamed.

Keisuke cruelly grinned and began injecting the enema solution.

"Ugh... Oh..." Yukiko's voice was hoarse as she felt the solution continuously being injected into her anus. As the medicine was continuously injected, the fissure above the anus contracted repeatedly, and soon a wet, lubricating fluid began to seep out.

"Ah, do women experience pleasure from any vibration? Perhaps your anus is a sensitive area!" Keisuke said. Soon, all the medicine was finally injected into Yukiko's intestines.

"Ugh...ugh..." Yukiko groaned in pain, her pale skin gradually turning rosy, and sweat even beaded on her forehead.

"No...no! I'm in so much pain..." Yukiko said.

"Just hold on a little longer! If I pull out now, the enema medicine will flow back out!" Keisuke said as he cleaned the basin, placing a rubber pad and newspaper under Yukiko's buttocks, even putting on adult paper underwear.

"Ah, oh...I can't now..." Yukiko muttered softly. With her lips tightly closed, the enema solution would spray out if she relaxed even slightly.

Keisuke, completely naked, faced the television camera and began stimulating Yukiko's upper body, who was panting heavily.

"Ugh... Don't touch me... Ah!" Yukiko cried out as Keisuke groped her breasts.

Keisuke kissed her red lips and licked her mouth with his tongue.

Yukiko's nipples became erect, and her skin emitted a sweaty odor. Keisuke's fingers moved to her crotch, his fingers covered in wet, slippery love juice.

Keisuke began licking Yukiko's breasts and armpits. Keisuke's nose slid along Yukiko's smooth skin to her mound of Venus.

"Ugh..." Yukiko could only moan continuously as her erogenous zones were continuously stimulated. Keisuke licked Yukiko's overflowing genitals from bottom to top, and even inserted his tongue into her vagina, stirring it around.

However, Yukiko's endurance was gradually reaching its limit. She seemed unresponsive to stimulation of her erogenous zones, only desperately tightening her anus; she was utterly exhausted.

Keisuke also noticed Yukiko's limit. He lifted his face, pushed the camera away, and examined her anus with his own eyes. He saw the pink mucous membrane of her anus, the cracks and fissures as it contracted, resembling a flower stamen.

If Yukiko relaxed her anus even slightly, the medicine would immediately seep out. Therefore, she had to keep her anal muscles clenched.

She seemed unable to breathe normally; her constantly clenched abdomen rose and fell, and her face was covered in sweat, sticking several long strands of hair to her face.

Keisuke could also hear the gurgling sounds from Yukiko's lower abdomen.

"Please...please, untie the ropes, I need to go to the bathroom..." Yukiko gasped, pleading desperately.

"No! This experience could change your life, turning you into my slave wife, body and soul!" Keisuke ignored her, continuing to observe Yukiko's pained expression and her trembling, contracting anus.

"Alright, get ready to expel the medicine. I'll watch you!"

"Oh!" Yukiko's muscles convulsed and trembled, seemingly unable to endure it any longer. Her anus gradually swelled and opened, and the clear medicine dripped out.

"Oh!" Yukiko screamed in despair. She tried to contract her anus, but once the medicine was released, it couldn't be stopped. The medicine sprayed out in a parabolic shape, and Keisuke placed a rubber pad on the ground where the medicine had landed.

Soon, the clear medicine gradually turned brown and began to become cloudy.

Later, the force of the spray weakened, and the medicine mixed with soft feces, accompanied by a strong stench, was expelled in a continuous stream. Between Yukiko's snow-white legs, there were specks of yellowish-brown excrement.

"Have you finished? Press on your abdomen!" Keisuke pressed on Yukiko's lower abdomen with his palm.

"Ah...don't press..." Yukiko struggled, tears streaming down her face. Although she had finished, her stomach was still gurgling, as if she wanted to defecate.

However, she couldn't actually expel anything.

Keisuke finally untied Yukiko; the ropes were loose, but Yukiko was too weak to stand up.

Keisuke collected the excrement-stained paper pads, newspapers, and plastic pads and put them in a garbage bag. Then he used a towel to wipe Yukiko's anus and inner thighs clean.

"Hey, just wiping it off isn't enough, is it? Let me take you to the bathroom to wash up!" Keisuke helped the exhausted Yukiko to her feet and led her into the bathroom to cleanse herself.

　　Soon they were in the bathroom, and Keisuke began cleaning Yukiko's anus. To further clean her intestines, he filled an enema bag with hot water and injected it into her anus, causing the hot water and waste to gush out.

"Ah... I can't take it anymore... I'm going to die..." Although it was just hot water being injected and expelled from her intestines, after repeating this several times, Yukiko was completely exhausted, both physically and mentally, and felt limp.

Only when Yukiko had expelled no more hot water and waste did Keisuke finally release her from the enema hell.

Then, Keisuke helped Yukiko back to the living room and laid her on the tatami mat.

"Hey, now it's for real! My penis will feel so good when it's in your anus," Keisuke said. First, he would insert his penis into Yukiko's mouth and make it erect.

"Hey, lick it with saliva, it'll hurt when it goes in if it's not slippery!" Keisuke made piston-like movements in Yukiko's mouth, getting his penis coated with enough saliva.

Then he pulled his penis out, turned around and went behind Yukiko, who was lying down, and applied dish soap to her anus.

"Ahhh... Enough... I'm going crazy..." As soon as Keisuke touched her anus, Yukiko woke up as if from a nightmare and started screaming and struggling again.

"Hey, lie down on the ground, I want your virgin anus!"

"So, should I insert it into the vagina or the anus...?" Keisuke asked.

"Vagina...vagina..." Yukiko uttered the word "vagina" for the first time. Overwhelmed with shame, she was dazed and confused.

"Do you like me penetrating your vagina?"

"Yes..."

"Say: Please lick my genitals! It feels so good, tell me!"

"Ahhh..." Yukiko gasped heavily. As

soon as Keisuke's fingers entered her vagina, sticky, slippery fluid flowed out.

"Ah, it feels so good! Please lick my genitals..." Yukiko said. With every movement of Keisuke's fingers, Yukiko's muscles trembled and spasmed. Her breathing tightened, and a strong body odor filled the surrounding space. This was due to the intense shame following the enema, combined with Keisuke's relentless stimulation and her own provocative words, causing her to experience repeated orgasms.

"Okay! Let me lick it for you!" Keisuke said. He hadn't expected the enema to be so effective. He immediately buried his face between Yukiko's legs. He licked the wet, slippery love juice with his tongue, carefully licking the area around her genitals and her clitoris.

Yukiko was already aroused, and she couldn't help but press Keisuke's head with both hands, rubbing her crotch from bottom to top, her waist arching upwards.

Keisuke was also pleased with Yukiko's sensitive reaction and continued to perform oral sex on her for a long time.

Soon, Keisuke raised his head and told Yukiko to bend down. He used his two thumbs to spread Yukiko's buttocks, and with his saliva-slicked penis, he pushed it towards Yukiko's anus, holding her waist with both hands, and forcefully thrust it in.

"Oh!" Senior Sister Yukiko arched her back as if in resistance, immediately tightening her anus.

However, thanks to the lubrication of the dish soap, the glans penis slid in easily, and Senior Sister Yukiko was too late to resist.

"Ugh... my anus is going to tear... ah..." Yukiko groaned. Her head was buried in the blanket, her hips twisting.

"Just a little bit in, relax, breathe through your mouth!" Keisuke held his breath, thrusting his hips forward until he was fully inside. Then he rhythmically moved his hips.

"Oh, please, don't move..." Yukiko gasped.

"Maybe it's better to insert it into the vagina?" Keisuke asked.

"Yes! Please insert it into the vagina... please..." Yukiko felt a tearing pain in her anus, and she pleaded as if trying to escape.

Keisuke slowly withdrew his penis from her anus, seemingly to clean it. He then asked Yukiko to lick it again. Although she had just had an enema, her anus wasn't necessarily dirty, but disinfecting it with saliva would give him more peace of mind before inserting it into her vagina .

As it turned out, Yukiko's anus wasn't torn; it was only slightly swollen and discolored.

Yukiko no longer resisted, and without hesitation, she took the penis that had just been inserted into her anus into her mouth.

Soon, Keisuke spread Yukiko's legs, who was lying on her back, and pressed his lower body between her thighs.

Yukiko's genitals were already quite wet. Keisuke slowly inserted his penis towards her vaginal opening.

"Ah..." Yukiko moaned, twisting her waist.

Keisuke thrust all the way in, carefully savoring Yukiko's body temperature and the feel of her soft skin.

"Do you feel comfortable?"

"Ah, very comfortable..." Yukiko replied, breathing out warm air.

"Tell me, where does it feel the best?" Keisuke asked, pressing his entire body against Yukiko's after a deep thrust.

"It feels like my lower body is melting, it feels so good..."

"Did you touch my clitoris?"

"Yes, the clitoris is so stimulating..." Yukiko said, her eyes gleaming with lust, her body and mind immersed in pleasure, her voice becoming hoarse.

Keisuke's movements gradually increased in intensity and speed.

"Ah... ahh... so good... don't stop... it's so stimulating..." Yukiko gasped, the sounds escaping her throat growing louder and louder.

Unconsciously, Yukiko's arms tightened around Keisuke's back.

"Ah... if you push any harder... I'm going to die..." Yukiko was so excited she was babbling incoherently, not knowing what she was saying. She arched her back, her nails gripping Keisuke's back, her legs hooking around his waist.

"Hmm... do you like me?" Keisuke asked.

"I like... I like..." Yukiko blurted out, giving Keisuke maximum pleasure.

Yukiko also reached her climax at the same time.

Keisuke ejaculated inside Yukiko with all his might.

"Ah..." Yukiko arched her back, her body stiff, seemingly about to stop breathing, her muscles convulsing slightly. Her lower body contracted repeatedly, as if trying to suck up all of Keisuke's semen.

Soon, Keisuke was exhausted and his whole body relaxed. Yukiko's tension had also eased, and her body seemed to melt, her hands and feet going limply.

"I really came! The most exciting moment!" Keisuke shook Yukiko's body, pulled his penis out, and stood up.

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Winning over my senior sister

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