The World I Reincarnated Into Was Lenient About Concubines - Chapter 10

Karen Surrenders Her Ass to Her Future Husband

Today is the day for my tryst with Karen. On days when she serves me, I endure both Lina's morning service and lunchtime sex. Feeling the weight of my semen-filled testicles, I head to our usual "tryst cafe." Lina had left early, claiming family business, and when I arrived at the shop, the two of them were already waiting in our usual seats.

With a somewhat nervous expression, Karen placed a single sheet of paper on the table.

"Please read this."

I took the paper and looked it over. Wow, she went this far... It was a document signed by Karen's father—the Baron—granting permission for me to take her anal virginity. I've certainly never heard of such a thing before. The Baron must have been pulling his hair out being forced to sign a document saying it's okay to have anal sex with his daughter.

"Do you really want me to use your backside and hold you that much?"

"There are still two years until we can legally marry. I want you to take it so I can feel even more like I'm truly your woman. Besides... I want to feel more pleasure, too..."

Saying this, Karen began to undress. Once she was completely naked, she got on all fours and spread her buttocks wide. Her anus, located just above her still-virgin vagina, twitched lewdly as if asserting its desire for intercourse. 

"Please... I've already made preparations. Take my 'first time'."

"...I understand. Stay just like that for a moment."

I crouched at Karen's feet and ran my tongue over her anus. She had indeed prepared; there was no scent. The slight taste was likely from the lubricant she had applied beforehand.

"Wait, ah... don't lick a place like that. It's dirty."

"You lick mine, Karen. I'm just returning the favor."

Karen let out a flustered cry, but she didn't truly reject me. I used my tongue to relax the entrance, moisturizing it with saliva.

"Allen, stop! You don't have to do that!"

Ignoring her, I thrust my tongue in to caress the inside. Karen lifted her hips as if trying to escape, but I held her firmly so she couldn't move.

"Nn-aah... it feels strange... it's making me shiver."

Feeling her reaction soften considerably, I pulled my mouth away. Karen collapsed onto the sofa on her back, panting heavily.

"Allen, please... hurry. Take my virginity... Lina, you watch too."

Karen let out a pained, longing cry. Lina, who was waiting quietly by the wall, roared heavily. I pulled my rock-hard penis from my trousers and pressed the glans against her anus. I actually wanted her to suck it, but I'll endure that for today.

"I'm going in now. I'm taking your 'first' time, Karen."

As I put strength into my hips, the glances began to sink into her. Facing the sensation for the first time, Karen clenched her teeth and endured.

"Nguh... it hurts a little... but it feels good... I'm so happy..."

My penis pushed through the folds of her anus, invading the inside. For me, too, this was my first time having anal sex.

"Incredible... the inside of my ass is so hot... I can feel myself being filled with Allen's penis. So this is sex..."

Karen had an enraptured expression. I, too, was experiencing a different kind of pleasure, wrapped in the warmth of those tight walls.

"Now then... I'm going to make your anus mine, all the way to the back."

With those words, I slammed the rest of my length home in one go. With a squelching sound, my penis thrust deep into her rectum.

"Uguuuuuh!!" 

"Fuah... that's amazing..."

Lina couldn't help but let out a voice at Karen's reaction.

"Auh... my ass feels... so strange... nn-aaaah!"

Karen grit her teeth, drooling as she endured a sensation that could be described as both pain and pleasure attacking her ass. I leaned in to kiss her, sliding my tongue over the surface of her teeth.

"Nguuuuh, haah..." 

"Karen, open your mouth. I'll help you relax."

Following my lead, Karen opened her mouth wide. I invaded her mouth and sucked on her tongue.

"Nn... haaaaah... aun."

Her voice turned sweet as she felt a sensation different from the pain in her ass. Monitoring her reaction, I gradually began a thrusting motion.

"Nguuh! Auh, haah!"

Each time I dug into her, Karen let out a pained cry mixed with pleasure. The sensation was so different from Lina's vagina that I felt like I might lose control. If I let my guard down, I might ejaculate prematurely.

"Karen, are you okay? If it's too tight, let's take a break."

"Nn, haah! Auuu... Allen's penis is rampaging deep in my ass... it feels so good... Please, don't pull out. I want you to go to the end... until you ejaculate..."

"Glad to hear it. In that case, I'll move even more."

"Yes... I'm your sex slave, so don't worry about me. Just move however makes you feel best."

Taking her at her word, I began to move my hips vigorously. Between the sensation of my penis being dragged through her internals and the tight grip of the sphincter, my urge to ejaculate spiked rapidly.

"Uuh... Karen, I'm going... Can I let it out inside your anus?"

"Yes, let it out inside. I want to process your semen inside my body."

"I understand. I'm going...!"

Letting out a cry, I discharged my semen deep into Karen's anus. I could feel the thick semen I'd saved all day spreading through her.

"Ah... Allen's heat is spreading inside my stomach... You put it inside me... I'm so happy..."

Karen looked ecstatic. With my penis still inserted, I gave her a kiss of gratitude.

"Nchu ❤️ I was able to satisfy Allen's sexual desire using my own hole. I'm so happy... I'm so truly happy right now."

"Congratulations, Lady Karen." 

"Thank you, Lady Lina. I'm sorry for offering my ass before you did."

"Karen, it's not over yet. I'm going to violate your anus thoroughly today."

My penis remained hard from the excitement of my first anal experience. Noticing this, Karen smiled happily, wrapped her arms around the back of my neck, and kissed my cheek. I resumed my thrusts into her ass, entering the second round.

For the next hour, we continued to couple, and by the time the 17:00 trumpet sound, we were completely exhausted. As Karen lay sleeping on the sofa, I sat beside her and received a "cleanup fellatio" from Lina.

"Nchu, chupu, haah... Young Master, thank you for allowing me to serve you with my mouth."

Lina pulled away and bowed her head. I gently patted her.

"Yeah, thank you. I was surprised when Karen offered her ass, but you were preparing for my sake the whole time, weren't you?"

"Yes. In fact, since noon, we had been working on dilating her anus. At first, even a single finger wouldn't fit because it was so cramped, but Lady Karen worked hard so that you could use her."

"I see. It looks like I'm going to have very good wives. Next time, I'll be sure to take your ass properly too, Lina."

I dropped a kiss on Karen's cheek. Watching us, Lina smiled happily.

"Well, it's late. I need to wake Karen and send her home... It's going to be awkward facing the Baron..."

However, I was met with a firm handshake and a greeting: "Allen-kun, take good care of my daughter." 

Seriously, are you really okay with that, Pops...?

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