My World to Free-use

191: Getting Handsy

Hey there, guys. Long time no see. Won't waste too much time with words. Here are four chapters, two from yesterday and two for today. I have decided to upload two chapters every day for two weeks to fulfill my quota. Hope you find it satisfactory.Have fun!

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I saw the opening I had been waiting for. During the two days of forced isolation in that servant room while Carlson moved through the estate and Elara kept me carefully concealed to keep up the pretense, I had crafted an excuse with care.

Thankfully, Elara walked into it on her own without me taking the lead.

It was a perfect one. An excuse that would not only explain my current state, but would also serve as an ongoing justification for many more necessary tasks to come. Such as some spicy ideas I had for this banquet.

I shifted slightly, beginning my act, allowing a subtle flicker of discomfort to cross my face, my expression the perfect one of a loyal subordinate who had been enduring in silence.

Poor me.

“My lady…” I began, my voice low, respectful, and tinged with just the right amount of hesitation.

“I… I must confess something. Due to the nature of my ability, if I do not ejaculate, letting my essence out a few times a day, my penis begins to ache and hurt terribly.”

As if on cue, I also activated the state of completion, my dick growing hard instantly as if waiting for it even though there was no visual stimulation.

But just looking at the two GILFS before me and imagining tricking them into servicing me was enough of a turn on for me.

“Th-the discomfort builds quickly, and starts to affect my focus, my clarity, and my overall abilities. During these last two days of hiding, I endured without a word. I did not want to trouble you or add any inconvenience, especially with the banquet and your important plans with the queen.”

“I was afraid you would see it as an unnecessary burden, something that would complicate matters when your mind needed to be on bigger plans.”

“And so, I hid it, to the best of my abilities, but now, with what lies ahead, I do not know if I can risk being anything less than full performance.” I ended my sorrowful tale that hopefully touched the noble GILF’s heart.

Well, I didn’t need to be so specific since Elara could probably deduce almost all of it on her own with half or even less of an explanation, but I still opted to answer fully, letting her fully know my problem in my own words, and also to construct an image of a loyal servant.

I lowered my gaze, playing the part of the concerned, loyal attendant who had prioritized her convenience over his own comfort.

There was a seventy percent chance Elara wouldn’t buy this act of mine, but I was riding on the thirty percent chance that she just might look at the bigger plans I had mentioned instead of the small details, such as why I didn’t take care of it myself.

Elara listened in silence, her sharp eyes never leaving my face. I could tell her expression remained composed, but there was a clear shift when I raised my head slightly to look at her.

A flicker of understanding, of practical acceptance.

She was a woman who dealt in control, in assets, and in managing every variable to her advantage. This “condition” was something she could incorporate, something that fit neatly into the web of manipulation and necessity she had already woven around me.

The physical and mental adjustments I had made to their thinking over my ability made such matters feel like practical maintenance rather than anything lewd or taboo.

She nodded slowly, her voice calm, dominant, and decisive.

“I see. Your performance is vital, Jack. We cannot have you compromised by pain or distraction when you stand before the queen. This condition must be addressed immediately, as a necessary preparation.”

Her tone was straightforward, as if it were just business, and she continued in that tone as she asked, “What needs to be done to relieve the pressure and restore you to the full capacity before we arrive?”

My internal smile was hidden behind my subservient mask that I almost let slip. This was exactly the opening I needed. The “condition” would become my key, not just right now, but for the multiple relief sessions throughout the banquet that I was imagining right now, in many, many different and kinky ways, all under the perfect guise of necessity.

I answered carefully, as if hesitant, my tone still respectful, “My lady, to relieve the buildup and stop the pain, I need to ejaculate. If My Lady and Lady Valeria could assist with that as a required task, using your hands to help me release the pressure, it would keep me at full performance without further inconvenience to you or risk to the plans. It would be quick and ensure I am ready.”

Elara considered me for a long moment, her dominant gaze weighing every word. Then she gave a single, decisive nod.

“Very well. We shall assist you.”

Short and precise. Just like how I like it. Why can’t women in my original world or all the worlds I had been to be like her?

Life would have been so much easier.

Valeria, who had remained stoically silent throughout the entire exchange, gave one calm, almost imperceptible nod. Her face remained perfectly composed.

It irritated me a bit, making me want to mess that expression up. And for that, I decided to add a little bit more to my plan.

Elara turned her sharp eyes to me, her voice calm and commanding.

“Position yourself. We will begin immediately.”

I moved without hesitation, but not like she was expecting. I slid from my seat and lowered myself to kneel on the carriage floor directly in front of the two women.

The confined space made the position intimate, and the gentle, constant rocking of the carriage caused my body to sway slightly as I settled between their legs, facing them on the velvet upholstered bench.

Elara’s sharp gaze remained fixed on me as I knelt on the carriage floor before them.

She didn’t say anything for now, but I knew she had a question in her mind.

I reached beneath the hem of Elara’s elegant banquet gown first, my fingers sliding along the smooth, warm skin of her inner thigh. The fabric of her dress bunched slightly around my wrist as I pushed higher, until my fingertips brushed against her slightly moist, naked slit, since undergarments were something this world didn’t know.

I found her pussy soon. Warm as always, slick and waiting for my arrival. Two fingers pressed between her folds and slowly slid inside.

Elara’s breath hitched, but that was when she also asked a question, suppressing the moan.

“Is it not you who needs to be relieved, Jack? Why are you the one rubbing my vagina? I don’t see how this helps with your penis.” Her questions were practical and logical as always, albeit a little silly given their nature.

I looked up at her from my kneeling position, my expression the very definition of respect, the perfect picture of a subordinate who genuinely wished to serve rather than take.

“My lady,” I replied, my voice as sincere as it could be, “I do not wish to be selfish. I did not want to become a burden upon you, especially before such an important task. If I were to simply take my relief without the thought of your comfort or enjoyment, it would feel… wrong.”

I didn’t explain much, since I had a lot more excuses piled up and a very long and elaborate explanation for my current excuse, but I remained silent to let her figure the rest out on her own, because it might click with her better than my elaborate explanation.

Elara studied my expression for a long moment, no idea what she was thinking, and she didn’t give anything away either, but after some time, she simply gave a small nod and said, “Very well.”

Just two words. Nothing more.

Not like I needed more, though.

I didn’t waste the permission one bit.

I reached beneath the hem of Elara’s elegant banquet gown first, my fingers sliding along the smooth, warm skin of her inner thigh. The fabric of her dress bunched slightly around my wrist as I pushed higher and higher, until my fingertips brushed against her damp slit.

Elara’s breath hitched a little, just once, a sharp and controlled gasp. Her thighs tensed slightly, even closing a little around my hand before she relaxed them again, as if it was just my hand that was a little cold, startling her a little, but nothing else was wrong here.

She maintained her composure, her grace, and her dominant nature derived from her nobility intact all the time, even when my fingers went inside her soft, but extremely tight pussy that didn’t suit a woman of her age at all.

And then my gaze turned to the other GILF in the carriage, one who was also a GILF, but starkly different from the GILF on my right.

Fuck. My dick was aching for real now.