Old Man Isekai - Chapter 16

 A Night with Cattleya (Cattleya)

Tonight, I’m going to have sex with Cattleya. That's why she came over to my room.

"Master Dai. I look forward to your favor tonight... 💖" 

"Yeah, me too... but—"

After responding to Cattleya, I glanced over toward the woman sitting in the corner of the room.

"Maya, are you really just going to sit there and watch?" 

"Just treat me like the air, don't worry about me...!"

Right now, besides Cattleya, Maya is also in the room to watch us have sex. As for why Maya ended up spectating—

(This Morning)

Dai, worried about Maya after they had spent the entire night having sex, decided to walk her back to her room. Maya was thrilled by this, and to show off against Cattleya, she clung tightly to Dai’s arm as they walked. However, out of embarrassment, she would let go of his arm every time they passed someone else. Unable to bear watching this, Cattleya called Maya out on it.

"Lady Maya. If you find it so embarrassing, is there really any need to force yourself to cling to him?" 

"S-Shut up! I'll get used to it eventually!"

Maya was constantly jealous of Cattleya. Her actions this time were meant to be payback, but every single attempt backfired on her.

"Dai 💖 I want to be with you again tonight~ Stay with me instead of Cattleya, okay? 💖" 

"I can't. I already promised Cattleya, so it's impossible."

Maya knew she would be rejected, but she said it anyway just to annoy Cattleya. As Dai sighed and wondered how to handle the situation, Cattleya said something completely unexpected.

"That's perfectly fine with me ♪" 

"Eh!"

Both Dai and Maya widened their eyes and turned to look at Cattleya. Then, Cattleya dropped an even bigger bombshell.

"However, as long as you agree to watch Cattleya and Master Dai have sex as a condition, you are welcome to stay in the room with us ♪" 

"……"

Neither Dai nor Maya could understand the meaning behind Cattleya's statement, and their minds completely blanked. A few seconds later, after finally processing the words, Maya screamed.

"Haaaaah...! There is absolutely no way I'd ever want to watch that!"

Maya refused, which was only natural. However, Cattleya pressed on.

"Cattleya kept her promise to Lady Maya yesterday. Therefore, I deeply understand how Lady Maya feels about not being able to do it tonight. That is precisely why I made this proposal. Are you really going to reject it so callously?"

"Guh... That's a low blow...!"

As Maya angrily clenched her fists in frustration, Cattleya dropped the final bomb.

"Oh...! Forgive me ♪ Lady Maya, you must be afraid of losing your confidence after watching Cattleya have sex, aren't you? ♪ After all, yours aren't nearly this big!"

Cattleya lifted her massive breasts, explicitly emphasizing them. Watching this, Maya's entire body trembled. With eyes burning with rage, she confronted Cattleya and replied:

"Fine... I'll watch...!" 

"Wonderful 💖 Just remember, you are not allowed to join in the sex ♪" 

"I wouldn't dream of it!"

And that was how Maya ended up spectating Cattleya's sex session.

---

(Present)

Cattleya stripped naked and sat down on the floor. Meanwhile, I sat on the edge of the bed, gazing down at her gorgeous breasts from above.

"Master Dai. Please allow Cattleya to serve you first tonight 💖" 

"Got it, I'm looking forward to it 💖" 

"Yes. Then, please excuse me as I begin 💖"

With that, Cattleya pressed her small lips against mine.

"First, let us begin with the lips 💖 Nnh... 💖 Nnnff... 💖 Chu... 💖 Rero... 💖"

With every gentle touch, she shifted the angle of the kiss, occasionally tracing my lips with her tongue. Once she got used to the rhythm, her tongue slipped into my mouth. I used my own tongue to counter and playfully fight back against the intruder. Our tongues intertwined, and every time they retreated, we exchanged deep, thick saliva.

I had no idea Cattleya had gotten this good. Her caresses caused my cock to swell so much that it was completely obvious even through my clothes. Noticing this, Cattleya shifted her gaze to my pants, staring at the bulge with an expectant look in her eyes.

"Master Dai, it looks so painful in there 💖 Allow me to set free the rod that turned me into Master Dai's woman 💖"

Cattleya rubbed my cock over my pants to check the swelling, then pulled my pants down to set it free. She then leaned in and began to sniff my cock.

"What an incredible scent... 💖 The sweet smell is making my head spin~ 💖 Haa 💖 Haa 💖 Please let me serve you right away 💖"

With a practiced hand, Cattleya began to stroke my cock up and down while licking my balls. Her handjob was incredibly soft, stimulating my urethra and frenulum perfectly.

"Master Dai 💖 Excuse me... 💖 Nn, nchu... 💖 Juppo... 💖 Jupu... 💖 Nfu... 💖 Chu... 💖" "That feels amazing 💖 Keep going just like that!" 

"Puha... 💖 Thank you very much. I am so happy 💖 Ah! There's something at the tip... 💖 Hamu... 💖 Rero... 💖"

While continuing her handjob, Cattleya took the tip into her mouth and began to lick it. She wrapped her mouth around the shaft and glans, and seeing her working so hard as she bobbed her head up and down was incredibly adorable. Then, she pulled her mouth away and decided to serve me with her trademark feature.

"Master Dai, next is this part's turn 💖"

Cattleya sandwiched my cock right between her massive breasts.

"It's Master Dai's favorite—Cattleya's breasts 💖" Squeeze! Squish, squish!

As she stroked me with her chest, she took the tip into her mouth, alternately licking it with her tongue and sucking on it.

"Oh my 💖 Master Dai's is so big it barely fits 💖 Does it feel good?" 

"It feels incredibly good 💖 It feels so good I'm about to come already 💖" 

"I'm glad 💖 In that case, please feel even better 💖 Nchuru... 💖 Juru... 💖 Juppo... 💖" 

"Aaaah... 💖 Oh shit 💖 I'm going to come! 💖"

While sucking on the tip, Cattleya squeezed her breasts tightly around me and stroked up and down rapidly. I felt my cock swell to its absolute limit as the semen began rushing through my urethra. Right in the middle of it, Cattleya asked me a question.

"Cattleya's breasts can sandwich you like this, but this is something Lady Maya's breasts can't do, right? 💖" 

"Ah, yeah, that's—"

I almost answered honestly before realizing Maya would kill me. However, Maya hadn't even heard us; she was frantically masturbating, completely turned on.

"Doing things like that to Dai's cock... 💖 Ahn, I want to do that too... 💖 Un... 💖 Haa... 💖 But mine are so small, and I don't even know how to lick it, so what should I do... his cock is going to be stolen from me..."

I felt a wave of pure relief seeing that Maya hadn't noticed.

"Thank goodness..." 

"What is it? 💖 More importantly, so much precum is leaking out of your wonderful cock again 💖 How about we do this?"

Drooling slightly, Cattleya mixed her saliva with the precum and coated it over the entire shaft as a lubricant.

"Here I go... 💖"

The moment Cattleya said that, she squeezed her breasts together even harder than before and furiously rubbed up and down. Subjected to such intense stimulation over and over, my cock reached its breaking point. The tip flared, and the moment the massive wave surged up, I ejaculated.

"Cattleya, I'm at my limit! I'm coming!" 

"Yes, please shoot it right into Cattleya's mouth 💖 Please dirty Cattleya's mouth with Master Dai's semen 💖" 

"💖 Nnnnn!! 💖💖 Nku 💖 Nn 💖 Puhaa~ 💖 Nnnnn, nn, uuunnuuunn!" "Hey, hold still 💖"

I held Cattleya's head in place so she couldn't pull away while I kept shooting inside her. Cattleya caught the massive load entirely within her small mouth. Once I finished ejaculating, I gently stroked Cattleya's head to praise her for working so hard to please me.

"Good girl, Cattleya 💖" 

"Fahaha 💖"

As a finishing touch, Cattleya sucked hard on my tip as if milking out the very last drops of semen remaining in my urethra before finally pulling away.

"Jurururururu............!" "Aaaah... Cattleya, that's so good~ 💖" "Pero... 💖 Please look 💖"

Cattleya spat the semen she had gathered in her mouth right into her cleavage, showing it off to me. I got incredibly turned on by the bizarre, beautiful sight.

"Master Dai. You shot out so much 💖" 

"Haa! Haa! Cattleya, let's wipe that off so I can pour a fresh load inside you soon!" 

"No, it is perfectly fine 💖"

Cattleya slurped the semen out of her cleavage once again. Then, with a distinct gulp from her throat, she swallowed it all down.

"I will not let the proof of Master Dai feeling good with Cattleya go to waste. It was absolutely delicious 💖 Thank you very much 💖"

Cattleya really is an incredibly talented and erotic maid. She knows exactly which buttons to push to drive me crazy.

"Cattleya, we're keeping this going without a break." 

"Yes, understood 💖"

Meanwhile, without us noticing, Maya had also stripped completely naked and was playing with her own breasts and pussy.

"I want Dai to cover my face and body in his semen toooo~ 💖 Aaaah...! 💖 Yesterday, my inside was completely full of his thick semen!"

Hearing those words, Cattleya shifted her position on the bed and began to glare aggressively at Maya.

"Lady Maya, today is Cattleya's day, so you are not allowed!" 

"Cattleya, you meanie! Maya wants the cock too...!" 

"No, absolutely not!"

Watching Maya desperately begging for my cock caused it to swell up and stand rigidly upright like a sword. Cattleya immediately noticed the change.

"Muuu~ Did it get even bigger just from looking at Lady Maya?" 

"S-Sorry..."

Hearing that my cock had reacted to her, Maya's face instantly lit up.

"Are you going to put your cock inside me?! Let's put it in quick!" "Lady Maya, no! Master Dai, please look only at Cattleya!" 

"I-I get it!" 

"Uuuu..."

Maya slumped her shoulders, trembling with disappointment. Cattleya let out a heavy sigh.

"Haa~ I am starting to regret saying what I said this morning..." 

"Ahaha ♪" 

"Oh honestly! Master Dai, please do not laugh either!"

Cattleya protested with a cute, pouting face.

"My bad ♪ What do you want to do next? Should I take the lead?" 

"Cattleya will keep working hard for the next round too ♪ May I ride on top of Master Dai and move?" 

"...Alright. Go ahead 💖"

I lay flat on my back and supported my thick, erect meat sword with my right hand. Cattleya rubbed the tip against the entrance of her pussy.

"Master Dai, I am putting it in... 💖" 

"Yeah, go for it 💖"

Cattleya slowly lowered her hips, sheathing my sword deep inside her.

"Aaa~hn 💖 I am so happy 💖 Haan 💖 Nnnff... 💖💖 It's so big 💖 It went all the way inaaa~! 💖"

Cattleya arched her back dramatically like an actress, letting out a sweet, lewd cry. As she did, the tip of the sword inside her vagina reached the entrance of her womb. Feeling that intense pleasure, Cattleya leaned her face close to my ear and whispered.

"Ah... 💖 Master Dai, this is incredible... 💖 Your wonderful cock shot so much earlier, yet it is still so hard and massive 💖💖💖"

With that, Cattleya began to writhe her body heavily from side to side. Her vagina expanded as if trying to memorize the exact shape of my sword, molding itself into a sheath meant exclusively for me.

"Master Dai's massive cock is changing Cattleya's insides more and more 💖" "It feels so warm and amazing inside you, Cattleya 💖" 

"Yes, it does for me too 💖 Master Dai's cock is big, long, and the absolute best 💖"

Cattleya rolled her hips up, down, left, and right. Once she found her sweet spot, she clamped down tightly around me as if sharpening my sword. Gradually, the movement of her hips grew faster and faster.

"Ah! Ah! Ah! It's so good...! Right here! 💖 Right here 💖 You're hitting it 💖 Master Dai, this feels incredible 💖" "So this is Cattleya's favorite spot ♪ I'll make sure to remember it 💖" 

"Yes 💖 Please do 💖💖💖" "Alright! Let me help you out too!"

I began to grope and massage Cattleya's breasts as they bounced violently right in front of me. Her breasts were incredibly soft, changing shape every time I squeezed them.

"Ah 💖 Ah 💖 Master Dai 💖 Having my breasts rubbed feels so good 💖 Kuuu~ 💖💖💖💖" "Ah~ you're squeezing me so tight 💖 Look! How about this?"

Because Cattleya's breasts were a major weak point, her vaginal walls clamped down with immense pressure the moment I started groping them. Next, matching the rhythm of her hips, I began to thrust upward from below.

"Master Daiii 💖 This is wonderful 💖 Aaaḥ! 💖 Ah 💖 Ah 💖 Ah 💖 Nnnah 💖 ...!! 💖💖💖 Oh goodness 💖 I can't take it! Cattleya used to be a proper maid, but Master Dai turned me into a totally slutty maid 💖" 

"Yeah, you're adorable either way! But don't you dare keep secrets from me ever again!" 

"Yes 💖 I will absolutely never keep secrets again 💖 Master Dai, I love you 💖" 

"I love you too!"

With our mutual confession of love, our feelings reached their absolute peak. Melting with pleasure, Cattleya pleaded with me.

"Ah 💖 Cattleya is going to come 💖 I'm coming 💖" 

"I'm at my limit too! Let's go!" 

"Feh...? Master Dai, I'm supposed to—"

Cattleya tried to grind her hips furiously, but I grabbed her ass with both hands first and slammed upward from below with all my might. At that moment, Cattleya's vagina convulsed and clamped around my sword like a spasm, but I didn't care. Desperate to reach the peak, she defenselessly accepted my violent, pounding thrusts over and over. And then, the moment finally arrived.

"Nnnnnnnnn~ff 💖💖💖💖💖💖 Ah 💖 Aaaah 💖💖 Stop 💖 I'm cuuumingngng 💖💖💖"

The exact instant Cattleya hit her climax, I poured my entire army of seed straight into her womb.

"I'm shooting too!"

"Master Dai's love is pouring inside me...! Ah~ I'm so happy! Haau... 💖"

Having spent all her energy on the climax, Cattleya lost all strength and collapsed onto my chest. When I pulled my sword out, a flood of mixed pleasure juices—both mine and Cattleya's—overflowed from her slit like a burst dam.

"Cattleya, that felt amazing. Thank you 💖" 

"It did for Cattleya too 💖 By the way, are we keeping this going until morning again today?" 

"Of course 💖 Let's just take a quick break first ♪" 

"Yes 💖"

The two of us held each other tight, soaking in the afterglow. Watching us, Maya let out a deeply sorrowful whimper.

"My fingers are so small they don't reach deep enough... Aahn 💖 I want a cock 💖 I want to have lovey-dovey sex too! I want to! I want to! I want to! I really want to doing it tooo~..."

I honestly started to feel bad for her. So, while stroking Maya's head, I turned to Cattleya and asked if it was okay if I had sex with Maya too.

"Cattleya, would it be alright if I did it with Maya?" 

"Master Dai... I understand that Cattleya bears the responsibility for proposing this in the first place... Lady Maya, do you have a moment?" 

"What...?" 

"If you would like, why don't you join us?" 

"Is it really okay?" 

"Yes 💖 Let us feel good together 💖" 

"Cattleya, thank you 💖"

It looks like the night is still far from over. Turning this into a threesome... I wonder if my stamina can hold out????

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