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Chapter 19 by Hi101

What's next?

More training

After watching Lila lap up every drop of my cum from Amy's dripping pussy, her tongue delving deep into those slick folds, I decided she needed more breaking in before returning her to Marcus. She wasn't ready for that public spectacle yet—eating out some elite guest's **** while everyone watched and jerked off. No, Lila required deeper degradation to truly submit.

"Follow me, sluts," I commanded, rising from the training room platform. Amy and Lila crawled behind me on all fours, their naked bodies glistening with sweat and juices, asses swaying as they hurried to keep up. We entered my private room, the door clicking shut behind us. Dim lights cast shadows over the king-sized bed, the mirrored walls, and the plush leather sofa where I sank down, legs spread wide.

"Amy, wash this filthy bitch clean," I ordered, pointing to the en-suite bathroom visible through the open door. A large shower stall with glass walls faced the sofa perfectly. "Make her spotless for what's next."

Amy nodded eagerly, her platinum blonde ponytail bouncing as she grabbed Lila by the hair and dragged her into the shower. She turned on the hot spray, water cascading over their bodies. Amy squeezed body wash into her hands, lathering Lila's tits first—rubbing circles over her hard nipples, pinching them roughly until Lila whimpered. Then down her flat stomach, between her thighs, fingers plunging into Lila's shaved pussy to scrub inside, pulling out strings of residual slickness. Lila spread her legs wide, bracing against the tiles as Amy soaped her ass cheeks, spreading them to clean her puckered hole thoroughly, a finger probing deep to rinse away any traces of earlier play.

I unzipped my pants, pulling out my thickening cock, and began stroking slowly—long, deliberate pumps from base to tip, foreskin sliding back to expose the glistening head. The sight of Amy's hands roaming Lila's body, water sluicing over their curves, made my shaft throb. Amy glanced over, her eyes hungry, but she focused on the task, rinsing Lila's hair, then forcing her mouth open to wash her tongue.

Once Lila gleamed, skin pink and fresh, I beckoned. "Enough. Dry her off and bring her here."

Amy toweled Lila roughly, patting her dry before shoving her toward the wardrobe in the corner—a collection of my favorite degrading outfits. "Dress her up, one by one," I said, patting the sofa beside me. Amy obeyed, sliding onto the cushion, her wet body pressing against my side. I guided her head down, her warm wet mouth enveloping my cock in one smooth motion. "Slow, fleshlight. Keep me edged, no cumming."

Amy understood perfectly. Her lips sealed around my shaft, tongue flat against the underside as she bobbed agonizingly slow—half-inch descents, swirling around the ridge, then up with a soft suck. Her ponytail dangled over my thigh, perfect for gripping if needed. With my free hand, I reached behind her, cupping her firm ass cheek, squeezing hard before sliding fingers between her thighs. Her pussy lips were swollen, flapping wetly as I teased them apart, dipping just the tip of a finger into her entrance but pulling out before she could grind back. She moaned around my cock, hips twitching in frustration, but kept the pace glacial, saliva dripping down my balls.

Meanwhile, Lila stood trembling as Amy fetched the first costume: a frilly pink baby dress, complete with diaper and pacifier. "Put it on, whore," Amy mumbled around a mouthful of my dick when she returned. Lila stepped into the humiliating garment, the short hem barely covering her ass, the thick diaper crinkling between her legs. She clipped the pacifier in her mouth, sucking nervously.

I snapped photos on my phone—front, back, bent over with the diaper pulled aside to expose her holes. "Spin, baby slut. Show Daddy your padded cunt." Lila twirled, cheeks burning, as Amy's mouth worked me relentlessly, her throat constricting just enough to make my balls tighten but never tip over.

Next: a slutty maid outfit—black lace micro-dress, fishnets, and a feather duster shoved up her ass like a tail. Lila dressed while I photographed her dusting her own tits, then on knees pretending to clean my boots, ass high. My fingers tormented Amy's cunt flaps, pinching her clit hood, sliding back to circle her asshole without penetrating, her muffled whines vibrating my cock deliciously.

Third: pet play gear. A leather collar, puppy ears, tail plug already lubed, and mittens that **** her hands into paws. Lila crawled for the pics, barking on command, presenting her holes. Click, click—every degrading angle captured.

Fourth: cheap streetwalker getup—neon thong, crop top saying 'Free Use Holes,' sky-high heels. She posed spreading her legs on the coffee table, fingering herself for the lens while Amy's slow sucks kept my cock hypersensitive, veins pulsing against her tongue.

I fondled Amy harder, two fingers now sawing shallowly in her sopping slit, thumb pressing her clit but denying rhythm. She bucked subtly, ponytail swishing, **** for more but knowing better than to break tempo.

Finally, the winner: a transparent latex nurse uniform, crotchless, with stethoscope and syringe enemas dangling from the belt. It clung to Lila's curves like a second skin, her nipples and pussy visible through the sheen. "Perfect for your public debut, slut. Now for the real training."

I pushed Amy's head down one last teasing suck before lifting her off my slick cock, strings of spit connecting her lips to the tip. "Fetch the anal kit, pet."

Amy scrambled to a drawer, returning with a row of graduated toys: slim starter plug, then thicker dildos ramping up to fist-width monsters, all gleaming black silicone. Lila eyed them fearfully as I positioned her on the sofa arm, face down, ass up. "Impale yourself, one by one. Show me that gape each time."

She whimpered, lubing the smallest plug with spit, then pressed it against her tight ring. It popped in with a gasp, her hole stretching around the base. "Pull it out. Gape." Lila obeyed, tugging it free—her pink rim winked open, a quarter-inch void begging to be filled. I snapped close-ups, probing the edges with my finger. "Good start. Next."

The second, girthier dildo: she worked it in inch by inch, grunting as it split her wider, cheeks clenching in pain. Sweat beaded on her back. Fully seated, she rocked, then yanked it out—her asshole stayed agape half an inch, quivering. "Deeper breaths, bitch. Inspecting."

Amy knelt beside me, hand-jobbing my cock slowly as I watched, her other hand sneaking to her own pussy but I slapped it away. "No relief for you."

Third toy burned her—Lila cried out, tears streaming as the thicker shaft **** her sphincter to yield, burning stretch making her thighs shake. She bottomed out, sobbing, before extracting it. Gape now a full inch, dark tunnel visible inside. I shone a light, thumbing the rim. "Progress. Keep going."

By the fourth, she was wrecked—huge dildo battering her insides, pain etching her face as she impaled repeatedly, hole loosening despite the agony. Out it came: two-inch gape, prolapsed slightly, pulsing hungrily. "Almost there. Last one. Earn your return to Marcus."

The monster plug dwarfed the rest. Lila screamed as the tip breached, forcing her ass to obscene widths, muscles tearing at the limits. She fucked herself on it brutally, body convulsing, until it locked in. Extraction left a cavernous void—three inches wide, her rosebud everted, ruined for normal use. I fisted three fingers in easily, twisting to inspect. "Perfect. You'll eat pussy like a champ now, with this sloppy ass on display."

Lila collapsed, ass throbbing open, as I pulled Amy back onto my cock, ready for more control games.

What's next?

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