I kept whipping her for about half an hour until even I started feeling a little tired, and only then did I stop. Catherine's back, ass, and thighs were now covered in a dense crisscross of whip marks—looking strangely erotic in their own way.
Catherine had long stopped struggling. She hung her head weakly, completely spent.
I grabbed her hair and forced her head up. Her beautiful eyes were unfocused, slightly rolled upward. Her face was a mess of tears and snot, yet she continued mechanically swallowing the aphrodisiac liquid being pumped down her throat by the tentacle.
"How about it? Still dare to curse at me?" My mocking received no response—Catherine's eyes remained vacant, rolled back.
I reached down with one hand toward her lower body—it was already a sopping mess. Finding her grape-sized clit, I began gently caressing it with my fingers.
"Mmmph~!" The sudden pleasure made Catherine's unfocused eyes sharpen momentarily. She stared straight at me—with an expression of pure satisfaction.
"What's this? You're soaked beyond belief. Does whipping feel that good? Or is Lady Catherine actually a masochist?" I continued humiliating her while softly teasing her swollen clit.
Then I commanded the tentacle stuffing her mouth to shrink and withdraw. Catherine immediately began moaning freely.
"Ohhh Ohhh Ha… ah… faster… harder… ha… ahhh~"
As expected from a mature woman—just a little stimulation and Catherine completely surrendered. She shamelessly twisted her waist, actively pushing her hips back to meet my fingers.
Right before she climaxed, I mercilessly stopped my hand.
"Ohhh~ Don't stop… ha… ah… please… give it to me!" The almost-climax pleasure was cruelly cut off. The unfulfilled desire nearly drove Catherine insane.
"Ha… give it to me! Please… don't stop… good brother…" Catherine looked up at me with pleading eyes—mouth wide open, tongue fully extended, looking like an obedient bitch.
I dropped my pants—revealing my still-rigid cock—and brought it close to her face.
"Want this…?" Before I finished, Catherine had already lunged forward—taking my cock into her mouth and sucking hard. Her flexible tongue swirled tightly around the shaft in the vacuum of her mouth. At the same time, she kept pushing her head forward—trying to take me even deeper.
The sudden intense pleasure made me shudder. Instinctively I tried to pull back—but her suction was so strong it was hard to withdraw. Regaining composure, I began actively thrusting my hips. Catherine accepted every inch—taking me all the way to the root, letting my cock push into her throat. I could feel the soft ring of throat flesh constantly wriggling and squeezing my head. Her powerful tongue kept licking vigorously. Catherine's face showed pure slutty enjoyment—looking incredibly lewd.
I couldn't withstand a mature woman's strong oral technique for long. Soon I surrendered—shuddering as I erupted deep in her throat.
Feeling me cum, Catherine gave me a resentful look—but sucked even harder, greedily swallowing every last drop down her stomach.
I quickly used Desire Conversion to restore stamina—my cock remaining rock-hard without the slightest softening.
Feeling my cock still rigid in her throat, Catherine actually looked excited—servicing me even more eagerly.
Catherine's blowjob skills were a pleasant surprise. I decided to reward her a little. I summoned several tentacles—wrapping around her hanging grapefruit-sized breasts, binding them into two bulging gourds. The tentacle tips turned into suction cups—latching onto her erect nipples and delivering intense stimulation.
Two thin tentacles extended between her legs—one coiling tightly around her clit, the other pushing into her urethra—beginning to gently wriggle and thrust.
"Mmmph~" Catherine immediately rolled her eyes in pleasure—sucking even harder.
While enjoying myself, I monitored her condition. Right before she climaxed, I sent electric shocks through the nipple and clit tentacles—interrupting her long-awaited orgasm.
"Mmph!~" Catherine felt like she was going insane. Unreleased desire piled up again and again—hammering at her already fragile sanity.
Ignoring her state, I grabbed her head and frantically slammed into her throat once more—cumming again deep inside her abyss-like throat. Then I pulled out.
After restoring stamina again—my cock still stood proudly in front of her.
"Ah… give it to me! Please… put it in… good brother! Please fuck me! My pussy can't take it anymore!" Enduring the pleasure, Catherine lifted her head to look at me—tongue fully extended in total submission.
"You want me to fuck you?" I slapped her face with my cock while speaking. "I can pound you senseless with this cock—but before that, you must swear to become my toy. That means abandoning everything you currently have—being imprisoned here forever, accepting endless training." I picked up the whip again. "Or—I whip you for another hour, then let you go back. Of course that means you won't get this cock. So—what's your choice?"
Hearing my words, Catherine froze. Until now she had thought this was just a sex game—that I would release her afterward. That's why she had thrown herself into it so fully. But "imprisoned forever" meant giving up freedom, husband, and children—something she couldn't accept. Yet she was genuinely terrified of the earlier whipping. The tentacles, the aphrodisiac, and the hot breath radiating from my rigid cock kept hammering at her reason.
"Maybe it's just roleplay dialogue?" Catherine thought with a sliver of hope. "Yes—he can't really mean to imprison me forever. It's just to heighten the mood. And even if it's real… being able to enjoy this forever wouldn't be bad either."
After only a brief internal struggle, Catherine gave her answer.
"I accept! I accept! Please fuck me! I don't want to go back! I'm willing to be toyed with by you forever!"
"Call me Master!" I lashed her hard once.
"Ohhh Master! Master" Catherine felt desire had reached an unbearable level—her pussy twitching with painful itch.
"Very good!" I commanded a tentacle to rise from the floor—shaping into a full-face mask. Inside were two thin tubes and one thick one. The mask covered Catherine's face—the thin tubes entering her nostrils, the thick one stuffing her mouth. The moment it touched her skin, it molded perfectly to her features.
"Goodbye, Catherine. You will never see light again. But don't worry—I'll fuck you thoroughly." The mask completely sealed her face—and the edges began spreading—fully encasing her head into a total-enclosure hood, turning her into something like a living doll.
The mouth section connected to a tentacle that would supply air through the nasal tubes and pump nutrient + aphrodisiac liquid through the oral one. Oxygen levels and aphrodisiac dosage—completely under my mood control.
Next I commanded the slime in her ass to crawl out. Amid her trembling body, it fully exited—giving Catherine the experience of a massive enema release.
"I promised I'd fuck you—but with a different little hole." Of course—with her head fully encased—Catherine couldn't hear me. But she would understand soon enough.
I pressed my cock against her slightly gaped anus—still slick from the slime. Slowly I pushed inside.
Catherine's body clearly stiffened—then she tremblingly pushed her hips back—taking me in. Her completely hooded head lifted high.
Judging by the tightness of her ass—Catherine had likely never experienced anal before. Her active cooperation was probably driven purely by desire.
No more holding back—I gripped her plump ass cheeks and began enjoying the mature woman's tight rear—without limiting her climaxes anymore. Under the combined assault of cock and tentacles, Catherine finally climaxed—massive amounts of liquid squirting out, even pushing the urethral tentacle free in an impressive display of squirting.
I didn't stop thrusting. After a brief pause, Catherine began cooperating—actively contracting her sphincter rhythmically with each of my strokes—giving me intense pleasure.
I fucked her ass passionately like this—time lost meaning. I came at least twenty times. Catherine's climaxes were countless—her squirted fluids absorbed completely by the flesh walls—giving me over a thousand Desire Points in feedback.
Finally satisfied, I pulled out—looking at the wide-open fleshy cave in her ass with immense fulfillment.
Summoning a tentacle to take my place—continuing to thrust into her ass—while two aphrodisiac-secreting tentacles turned whip-shaped and occasionally lashed her body. The oral tentacle kept pumping nutrient + aphrodisiac mixture. Then I left the room contentedly.
From that moment on—there was no more Lady Catherine. Only a lewd flesh toy forever craving to have her pussy filled too.
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