Chapter 50: After Heavy Talks, Things Naturally Get Lewd

Lily, who had been making a serious face, suddenly blushed.

"But still... it’s fine. No matter where you came from or who you really are. That time, I also felt really good. And to be completely honest... that was the first time in my life I ever... ’came,’ was it? I learned what that feeling was like for the first time..."

Lily continued,

"So it doesn’t matter to me who you are, Robbie-sama. I just want you to keep growing straight and true like this. Gilmore-sama said the same thing, and I heard that Her Highness Doreen also told him she wants you to become a splendid prince just as you are now."

I didn’t fully understand, but it seemed like I just needed to keep growing as I was.

"I see. Well, there are a lot of things going on, but it helps a lot that you’re watching over me with such a broad perspective, Lily. Also, since I don’t know much about common sense in this world, please keep teaching me."

"Yes, understood. I’ll help as much as I can. Ah!"

Lily clapped her hands together.

"I forgot something important. Tomorrow night, when Robbie-sama shares the bed with Stevie, there is a custom that someone will be present in the room to witness it. It’s not an official rule, but more of a tradition. Since it will be someone trusted by Her Highness Doreen, it will most likely be Gilmore-sama. Is that acceptable?"

"Ehhhhhhhhhhhh!!"

I unintentionally raised my voice.

"R-Robbie-sama, please keep quiet!"

"Ah, s-sorry."

I was shocked. My heart was pounding like crazy. *Wait, Cass is going to come watch me do it!? Isn’t that a bit much?*

"You don’t like it if it’s Gilmore-sama?"

"W-well, yeah. Being seen by Cass is a bit..."

Lily looked puzzled.

"Gilmore-sama has watched over you since you were very small. She’s like a wet nurse to you. Having her confirm your growth as a mother figure should be quite meaningful, don’t you think?"

No no no, absolutely not! I shook my head vigorously. No matter what, I’m not mature enough yet to have sex with one woman while another watches without my heart wavering. Actually, I don’t think I’ll ever develop that kind of taste. Anyway, Cass is a definite no!

"Gilmore-sama won’t do? Then shall I take on the role? I believe I could act as Stevie’s guardian. I’m also worried that Stevie might do something improper..."

"Eh!? You, Lily?"

That also felt wrong. I didn’t want Lily to watch either!

"Do you want to watch me and Stevie doing it, Lily?"

I accidentally asked outright.

"Of course not. The one who enjoys watching other people do it is you, Robbie-sama, isn’t it?"

Lily scolded me. She was right — I had gotten excited watching Michel and his wife.

"No, even so, I don’t want it to be you. I’ve already slept with you once, and I want to do it again tonight! I don’t want someone I’ve been intimate with watching!"

"Pfft!" Lily burst out laughing.

"Robbie-sama, you’re surprisingly delicate. I thought you were more of an old man inside. There are members of the royal family who enjoy showing others while they embrace women. They say being watched heightens their excitement. I thought it might do the same for you if I was watching."

"It doesn’t!"

"Is that so? Then who should it be? Someone who can keep their mouth shut would be best, right? Would any of the night-shift maids be fine?"

"Are the night-shift maids good at keeping secrets?"

"Yes, of course. We don’t assign people who can’t keep quiet to the night shift."

"I didn’t know that."

"Indeed. Just between us, there are some princes who enjoy showing the maids while they pleasure themselves alone."

"Seriously!?"

"Yes! Some even try to make the maids drink what they release. And the maids are quite old, you know? I wonder what they find enjoyable about that."

"...I see..."

I wonder which prince that was about.

"Even so, you did embrace me, Robbie-sama. At first I thought it was just a moment of impulse, but I’m surprised you still want me. At my age, there are women who already have grandchildren around your age. I really don’t understand why you would desire someone like me."

"..."

Her words hit me pretty hard. I felt like I couldn’t recover.

"Oh dear, I’m sorry, Robbie-sama. I said too much. But from a normal person’s perspective, that’s how it looks."

I understood that much.

"But even including those parts, I adore the Robbie-sama who desires me. Ufufu!"

Without warning, Lily hugged me around the neck.

"Robbie-sama, your mood goes up and down so much. It must be tiring."

Lily whispered in my ear and kissed my cheek, then hugged me tightly. I hugged her back.

I had felt mentally battered and cornered by Lily for a while. Maybe I was overthinking it, but learning so many things I didn’t know had been quite tough. Still, it felt like I was finally getting a reward for enduring it, and my mood started to rise again.

"So, Stevie will come tomorrow night, but what about tonight? Will you sleep like this?"

Despite her words, Lily smiled seductively. *Hey, what’s with that smile!?*

"I can’t sleep now. You’ll have to calm me down or I won’t be able to sleep!"

"My my, you really are hopeless, Robbie-sama. Alright then, let’s do it. Please undress."

As soon as she said that, I quickly stripped everything off and became completely naked.

"Um~ When I said ’undress,’ I meant just the bottom part...!?"

Lily looked at me in exasperation, but who cares! My little guy was still looking down, so I needed her to cheer him up!

"Lily! Let me have you!!"

I pushed Lily, who was still fully dressed in her maid uniform, down onto the bed. While pretending to resist (probably), she said,

"You mustn’t! Robbie-sama, you mustn’t! We’re not doing that tonight!!"

But considering Lily’s strength and skill, she could easily push me away if she wanted. The fact that she was only lightly resisting was probably the classic "saying no while meaning yes."

I held Lily’s face with both hands as she shook her head and kissed her. I slid my leg between her thighs over her skirt. While kissing, my hands kneaded her breasts. As expected, her uniform wasn’t tightly fastened. It was loose and gradually coming undone!

"Robbie-sama, my clothes! My clothes will get wrinkled! They’ll get dirty! I’ll take them off, so please let me undress! I’m begging you!!"

Since Lily pleaded, I released her. She stood up and began removing her maid uniform. I watched with admiration, thinking how her movements were similar to Linda’s, when she said,

"Robbie-sama, please don’t stare so much. There’s nothing interesting about watching an old maid like me undress, is there?"

She said it with some self-mockery, but that wasn’t true at all.

In my head, I was remembering manga from my previous life where a high school or college boy gets involved with his friend’s beautiful mother. After entering society, many men regret that they never experienced such a thing in their student days. Of course, in reality, there weren’t many attractive mothers in their mid-40s to early 50s that one could see that way.

And yet somehow, in this world, that fantasy was coming true. Middle-aged women well over 40, old enough to have grandchildren, and yet they were women who made me want them. Maybe the women working in the royal palace and harem were different from ordinary commoners. Either way, my mental age of 30 couldn’t stop my hands from moving.