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Chapter 20 by PM11232
What now?
Both of you take the rings off.
The room is thick with the scent of sex and sweat, the sheets tangled and damp beneath you. All three of you are sprawled across Isabella’s bed, limbs loosely entwined, breathing slowly returning to normal after the long, intense afternoon.
Eventually, Isabella props herself up on one elbow, looking between Jess and Amy with a soft, sated smile.
“As much as I love you two like this…” she says, tracing a finger down Jess’s collarbone, then across Amy’s hip, “I think I want my boyfriend back for a little while. And… Andy too.”
You and Amy share a glance—heated, understanding—and reach for your rings at the same time.
The reversal is quicker now, almost routine. Bodies shift and reform: breasts flattening, hips narrowing, hair shortening. Ninety seconds later, Jason and Andy lie naked on either side of Isabella, familiar male frames flushed and half-hard again from everything that just happened.
Isabella’s eyes darken with fresh hunger as she takes you both in—Jason’s lean, toned body and familiar six-and-a-half-inch cock already thickening, Andy’s broader, muscular build and his thicker six-incher twitching against his thigh. She licks her lips, crawling toward you first, her full, heavy breasts swaying with the motion.
“I need this,” she murmurs, voice husky. She pushes you onto your back gently, settling between your legs. Her hand wraps around your shaft, stroking from base to tip with a firm grip, thumb swirling over the head to spread the bead of pre-cum there. You groan as she lowers her head, lips parting to take you into her warm, wet mouth.
Isabella sucks you deep right away—hollowing her cheeks, tongue pressing flat along the underside of your cock as she bobs slowly. Her free hand cups your balls, massaging them gently, rolling them in her palm, fingers occasionally teasing lower to brush your taint. The dual sensation has you throbbing in her mouth, hips bucking slightly. She hums around you, the vibration shooting straight to your core, saliva dripping down your shaft to coat her knuckles as she works you sloppily, eyes locked on yours.
“Fuck, Isabella…” you gasp, hand threading into her dark curls.
She pops off with a wet gasp after a few minutes, lips shiny and swollen, then climbs up your body. Straddling your hips, she grips your cock and lines it up with her soaked pussy—still dripping from earlier. She sinks down inch by inch, both of you moaning at the tight, velvety grip. Isabella rides you hard from the start, hips grinding in deep circles, her soft belly pressing against yours, breasts bouncing heavily with every slam down onto your cock. Her pussy clenches rhythmically, juices coating your balls as she chases her pleasure, nails digging into your chest.
You thrust up to meet her, hands squeezing her ass, but after she comes once—shuddering, walls fluttering around you—she slows, panting. She leans down to kiss you messily, then glances at Andy, who’s stroking himself slowly, eyes glued to the sight.
Isabella slides off you with a lewd squelch, your cock glistening with her arousal, but she hesitates before crawling to Andy, biting her lip hard. “I… I want you,” she says quietly, voice trembling with uncertainty, “but I’ve never been with anyone else. Not since Jason. What if it changes things?”
You sit up immediately, cupping her face gently, thumb stroking her cheek. “Hey, it’s okay. I’m right here—nothing changes between us. Andy’s cool, you’re safe, and I want this for you. For us. He just made you feel incredible as Amy… this is the same guy, same trust. Go slow, and if it’s not right, we stop. I love you.”
She searches your eyes, then nods, relief washing over her face as she leans in for a reassuring kiss. “Okay… I trust you.”
Emboldened, she crawls to Andy. “Your turn,” she whispers. She wraps her hand around his thicker shaft—her fingers barely meeting—stroking firmly before leaning in to suck him down.
Andy groans, head falling back as Isabella’s mouth stretches around his girth. She can’t take him as deep as yours, but she works the head with eager suction, tongue swirling the ridge, her hand pumping the base in tight twists. Her other hand massages his heavy balls, tugging lightly, rolling them as she hollows her cheeks and bobs faster, gagging softly when he hits the back of her throat. Saliva drips down his sack, her chin, making everything slick and messy.
“Goddamn, Isabella,” Andy grits out, hand fisting the sheets.
She pulls off with strings of spit connecting her lips to his cock, then straddles him eagerly. Guiding his thick length to her entrance, she sinks down slowly—gasping at the stretch, pussy lips parting wide around him. “So big,” she whimpers, rocking her hips to take more, until she’s fully seated, clit grinding against his base. She rides him with abandon, ass cheeks slapping his thighs, breasts jiggling wildly, her soft curves rippling with every bounce.
You watch for a moment, stroking yourself back to full hardness, then move behind her. Isabella’s ass is presented perfectly—round, soft, with those faint dimples and stretch marks you love. You spit into your hand, slicking your cock, then press the head against her tight, virgin asshole.
Isabella freezes mid-ride, glancing back with wide eyes. “Jason… I’ve never—”
“I know,” you murmur, kissing her shoulder. “We’ll go slow. Just relax and keep riding Andy. If it’s too much, say stop.”
She nods shakily, biting her lip, and resumes bouncing on Andy’s cock—her pussy drooling around him, easing her into the rhythm. You push forward gently, the head of your cock breaching her puckered ring with a searing pop. Isabella screams—a raw, guttural cry of shock and overwhelming sensation—as the tight ring of muscle clamps down like a vice, burning and stretching her in ways she’s never felt. Inch by agonizing inch, you sink deeper, her virgin walls rippling and spasming around your shaft, every nerve ending firing with white-hot intensity. The fullness is obscene—Andy’s thick cock stuffing her pussy while yours claims her ass, the thin wall between letting you feel every pulse, every throb, turning her insides into a slick, squeezing tunnel of fire and ecstasy.
“Oh fuck—Jason—it burns, it’s too much, so fucking full—I can feel you both throbbing inside me!” she sobs, tears pricking her eyes from the heightened stretch, her body shaking violently as pain blooms into blinding pleasure. Her asshole flutters wildly, milking you involuntarily, the forbidden friction making her clit throb against Andy’s base without even touching it.
You and Andy find a rhythm—Andy thrusting up into her pussy, you pulling back from her ass before sliding deep again. Double-penetrating her in tandem, cocks rubbing indirectly through her walls, the friction obscene. Isabella wails with pleasure, body shaking, sweat-slick skin slapping together. Her ass milks you rhythmically—hotter, tighter than any pussy—while her pussy gushes around Andy, soaking his balls and the sheets.
“Harder—fuck, I’m gonna come!” she wails, reaching back to spread her cheeks wider for you, her voice breaking on every thrust.
You pound into her ass faster, the heightened sensations making her scream louder—each plunge sending shockwaves of fiery stretch through her core, her untouched nerves exploding as Andy’s girth presses against you from inside. One hand rubs her clit furiously while Andy pinches her nipples, slamming up into her cunt. Isabella shatters—orgasm ripping through her like lightning, asshole and pussy spasming wildly in brutal, vise-like pulses that nearly push you out, squirting messily as juices flood out around Andy’s shaft, dripping down his balls and sack in thick rivulets.
The sensation undoes you both. Andy grunts first, hips bucking as he floods her pussy with hot spurts of cum, filling her to overflowing. You can feel Andy’s cock pulsating against yours. You follow seconds later, burying deep in her ass and unloading—thick ropes painting her clenching walls white, the burn amplifying every pulse as her ring squeezes you dry, some leaking back out around your cock.
Panting, you both hold still as she trembles through the aftershocks, then gently pull out together. Isabella collapses forward onto Andy’s chest with a whimper, cum gushing from both holes—thick white globs of Andy’s load bubbling from her stretched pussy, dripping down onto his softening cock and balls, pooling in the crease of his thigh. Your own cum oozes from her gaping asshole, trickling down to mix with it.
“Shit—sorry, man,” you say breathlessly, watching the mess coat Andy’s groin.
Andy chuckles, wiping a finger through the drip and smearing it casually. “Don’t apologize. Hot as fuck.”
Isabella laughs weakly between you, turning her head to kiss you both sloppily. “Again… soon?”
The three of you collapse together in a sweaty, cum-soaked heap—Isabella in the middle again, now sandwiched between Jason and Andy instead of Jess and Amy.
She presses a lazy kiss to your chest, then turns to kiss Andy’s shoulder.
“Thank you,” she whispers to both of you. “For letting me have all of you.”
Andy smiles, brushing a curl from her face. “Anytime.”
You pull her closer, the three of you tangled and content.
The rings sit innocently on the nightstand, glinting in the low light.
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The Rings
You and your roommate discover two rings with the power to transform you into girls...
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