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"Y-yes!" He cried back, feeling his entire body shake with the power of her thrusts, recalling the pain and suffering she had put him through to ‘help him’ to achieve their goals.
—–
"A-ah!! P-pleeease! What was the safeword?!" Carter whimpered out cutely, arching his back up off her bed as he struggled against the fluffy pink handcuffs binding him down, when he’d agreed to her training, ‘no matter what’, he’d had no idea just what she had in store.
"I don’t think we agreed on one sweety! Look, it’s easy, just don’t get hard and it’ll just feel good okay?" She replied, her voice honey sweet as she worked the ribbed vibrating dildo in and out of his tight little ring, smirking as his little body struggled against the four restraints holding him in place.
As she did she watched his cock intently, currently soft, his empty cage laying beside him on the bed, but he was throbbing, the pale length eager to rise, though he struggled against the temptation, pulling on his bonds as he felt the pleasure of her vibe echo throughout him.
"A-ah! C-come on Emma I can’t help it!" He whined, wiggling helplessly as his cock raised off his stomach slightly, starting to thicken and lengthen.
"I know baby, but you will soon okay?" She said sweetly, pulling the vibrating shaft from his cute little ring, drawing a gasp from him as she did so. Curiously she reached out and poked his hard length, tutting quietly to herself.
"D-don’t do it!" He pleaded adorably.
She pursed her lips and thought about it for a moment, then reached out and grabbed the bag of frozen peas, pressing it to his cock and balls, holding it in place as he inevitably began to thrash around, squealing like a girl.
"A-Aahh!! Emma! Please, it’s so cold!!! Stop!!" He gasped, bouncing around on the bed as his body tried to escape the numbing cold that lanced through him, his cock swiftly and defensively wilting until it was pressed limp against his body, which shivered emphatically as she eventually removed the peas, unable to help herself as she smirked.
She waited patiently, kneeling by the bed, leaning forward to rest her breasts on the edge for support while he calmed back down, idly playing with the cool peas in the bag, feeling them shift between her fingers.
"…You all better?" She asked sweetly after he had settled down, the slender femboys breath coming out loud, but controlled.
"Y-yeah…" He panted softly, settling himself into the duvet he was effectively chained to.
She smirked, raising the dildo high enough that he could see it, "Ready to go again?"
Carter swallowed and squeezed his eyes shut, drawing in a deep breath, his smooth chest rising and falling as he steeled himself.
"Y-yes. I’ve got it this time." He said, an edge of determination to his voice that drew a giggle from Emma.
"Okay tough guy… Well if you don’t the pea’s are still icy cold!"
—–
Carter panted hard as he buried his face in the pillow. He wasn’t sure if it had been the frequent cage wearing or the several sessions of her specific training, but as he knelt on the bed, pale thighs spread wide as he raised his ass and arched his back down feeling the bed against his abdomen, he could feel his soft cock beneath him, his willpower keeping it from growing as she rammed her cock into him from a fresh angle, mounting him like a bitch.
"F-fuck, Carter, baby that feels sooo good!" Emma moaned out, finally free of her T-shirt now that, with his head pressed into the pillow, he was unable to get distracted by her gorgeous bust.
His hands dug into the bed sheets as his whole body rocked with the force of her thrusts, their bodies clapping loudly together as her balls slapped against his with every deep drive up into him, her breasts, heavy and full bouncing with each thrust, her face flushed red as a few beads of sweat trickled down her plush form.
Her hands dug into his soft cheeks as she reamed him, the bed creaking under them as she fucked his feminine bubble butt, she observed through the few stray hairs that had fallen across her face that from this angle he was indistinguishable from a girl, albeit one with an adorably short haircut.
"You like that baby? You still soft for me?" She cooed as she used him, the intense heat of his ass squeezing down on her cock as she fucked him, the familiar sensation of her climax approaching beginning to surge through her, making her legs weak as she took him doggy style.
"Y-yes!" He whimpered back and felt her squeeze his cheeks in appreciation, her cock continuing you hammer in and out of him, becoming more powerful but less precise.
Tilting her head back for a moment she swallowed, panting loudly as each thrust carried her to new heights, the knowledge that her boyfriend was beneath her, giving up his ass with no reciprocation whatsoever ticking all of her boxes at once.
"S-so close now baby!" She moaned, leaning down over him so her heavy breasts first rested on then pressed softly against his back, the silky smoothness of their skin making the sensations something truly special.
Reaching a hand underneath as the moment approached she took his cock in her hands, squeezing the soft malleable length in her fingers as she felt her cock thicken and swell, her balls tightening up as the wave of pleasure overtook her body, driving her forward harder, her weight leaning on him, pushing him forward and down until he was laying flat on his stomach, his cock wrapped in her hand trapped between the bed and his body.
They both gasped loudly as her cock drove as deep as it could into him, every inch feeding into his pussy-like ass as it erupted within him.
"Ah!" He shouted as she bit the back of his ear gently, her breath hot as she moaned in his ear, her cock pulsing and spurting within him, each sharp short thrust of hers timed with the flowing rhythm of her climax, each inward push coinciding with a fresh stream of her thick white girl-seed which coated and painted his insides.
She loved marking her bitch, making him hers and, with a fresh box ticked she could feel her pleasure reach new levels of ecstasy she hadn’t felt before and that she knew she’d be chasing for days.
As her thrusts slowed and the jets of white slowed to a trickle they lay together, him pinned under the soft heat of her body, both of their breaths coming in fast and hot as she held his soft cock in her hand, her own length beginning to soften inside the sheath of his ass, sticky with her cum.
"W-wow…" She said softly, kissing at his cheek and neck with her full lips, "I love you so much Carter, you’re so good to me…"
"A-ah… Ah… I.. I love you too baby…" He breathed back softly, so glad he’d made it, glad that he’d given her such an amazing experience and glad that the training was over.
She reached up and ran her fingertips through his hair, caressing him affectionately as they snuggled in the too-hot but lovingly intimate afterglow, "Ah… Come on baby, let’s get your cage back on…"
"D-do I still need to wear it? I can stay soft?" He breathed softly, an edge of pleading in his voice.
She giggled softly and nuzzled his neck, "I know baby… But you suck cock so much better when I’m threatening to throw your key out the window… And you want to make me happy, don’t you cutie?"
He blushed crimson as he felt every inch of her dominate every inch of him and he couldn’t help but let the shiver of pleasure run through him.
"Y-yes, yes I do…"
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