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Chapter 11
by
passionpilot2026
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Kyle Becomes Kylie: Chapter 11
11th of 16 Chapters. Kylie feels more comfortable being a woman. Ryan professes his love to Kylie and she reciprocates. He gives her a necklace as a sign of his love. While at breakfast, Ryan asks Kylie to live with him.
Kylie is becoming more comfortable with herself as a woman and doesn't consider herself a man any more. She's spending more time with Ryan and starting to fall in love with him. Her weekly visits to the day spa now include full-body laser hair removal treatments, to avoid shaving, and make her skin silky smooth. Kylie is now wearing either bright colored jumpsuits or sundresses with heels in public and when on dates with Ryan.
Tonight, she's out to visit Ryan and his place. It's been over two months since that first night, a blur of stolen evenings and whispered promises, each one pulling her deeper into something she hadn't expected. Ryan's world felt like a escape from the tangled mess of her life with Stacey - nights at clubs where she'd danced close to strangers, flirting under pulsing lights while Kyle hung back in the shadows, passive as always. But here, with Ryan, it was just them, raw and real. She kicked off her heels, the cool hardwood biting her bare feet, and turned to find him already shrugging out of his jacket, eyes locked on her with that hungry spark.
They didn't make it to small talk. Ryan crossed the room in three strides, hands framing her face as he kissed her hard, tongue pushing past her lips to claim her mouth. Kylie's fingers dug into his shirt, bunching the fabric as she backed toward the bedroom, the familiar ache building low in her gut. Clothes hit the floor in a scattered trail - her blouse unbuttoned roughly, skirt pooling at her ankles, Ryan's pants kicked aside with a thud. Naked now, skin flushed and prickling, they tumbled onto the king-sized bed, sheets whispering under their weight.
Ryan was on her in seconds, mouth trailing hot kisses down her neck, teeth grazing the spot just below her ear that always made her gasp. "Missed this," he muttered, voice rough, one hand sliding between her thighs to cup her cock, already half-hard and twitching under his palm. Kylie arched into the touch, her own hands roaming his chest, nails scraping over his nipples until he hissed. She stroked him back, fingers wrapping around his thick length, pumping slow and firm, feeling him throb against her grip. Their cocks brushed, slick with the first hints of precum, and Ryan ground against her thigh, the friction pulling a low groan from his throat.
He shifted lower, spreading her legs wide with his knees, and buried his face between them. No teasing this time - his tongue flicked out, lapping at the base of her dick, then up the underside in one long, deliberate stroke. Kylie moaned, hips bucking as he took her into his mouth, lips sealing tight around the head, sucking with just enough pressure to make her toes curl. He worked her shaft with his tongue, swirling around the tip, tasting the salt of her arousal while his fingers teased her entrance, circling the tight ring of muscle. "Oh God, you taste so good," Ryan said, pulling off with a wet pop, his breath hot against her skin. He dove back in, bobbing deeper, throat relaxing to take more of her until she was thrusting shallowly into the heat of his mouth.
Kylie's hands fisted in his hair, guiding him without ****, the ponytail she'd worn tonight already loosening from the sweat. She remembered the first time, how **** she'd felt stripping away the makeup and the facade, but Ryan had only pulled her closer. Now, two months in, that trust had bloomed into something fiercer, her body responding to him like it knew no one else. He added a finger, pushing in slow, the oil from the bedside bottle making it glide easy. He curled it just right, pressing against her prostate, and stars burst behind her eyelids. "Ryan - oh - yes - right there," she gasped, her cock leaking steadily onto his tongue as he hummed around her, the vibration shooting straight to her core.
It built fast, too fast, the coil tightening until she shattered, cum spilling hot into his mouth. Ryan swallowed every drop, milking her through it with firm sucks until she was shuddering, oversensitive, and boneless. He pulled back, lips shiny, and crawled up her body, kissing her so she could taste herself on him - salty, intimate. Kylie's hand found his dick again, stroking him off with quick twists at the head, but he caught her wrist, shaking his head. "Not yet," he said, voice gravelly. "Want to feel you clench around me when you come again."
They rolled, Kylie on her back, legs hooked over his shoulders as Ryan slicked himself up, pressing the blunt head of his cock against her hole. He pushed in steady, inch by inch, the stretch burning just enough to make her bite her lip. "So fucking tight," he groaned, bottoming out with a slap of skin on skin. He held still a moment, letting her adjust, their eyes locked - his - dark with need, hers - hazy with the fullness of him. Then he started moving, thrusts deep and unhurried, grinding against that spot inside her with every drag out and slam back in.
Kylie's nails raked down his back, leaving red trails, her cock trapped between them, rubbing against his abs with each roll of his hips. Sweat slicked their bodies, the room filling with the wet sounds of fucking, her moans mixing with his grunts. She clenched around him deliberately, drawing a curse from his lips, and he retaliated by wrapping a hand around her dick, jerking her in time with his pounds. The dual sensation had her teetering, pleasure coiling tight again, but Ryan slowed, pulling almost all the way out before sinking back in, torturing her with the pace.
They came like that, locked together, Kylie first with a choked cry, spilling over his fist onto her stomach. Ryan followed seconds later, burying deep and pulsing, his cum flooding her in hot spurts that leaked out around his cock as he kept thrusting through it. He collapsed half on top of her, breaths ragged, their skin sticking where sweat pooled. Kylie traced lazy patterns on his shoulder, heart pounding, the afterglow wrapping around them like a blanket. For a moment, it was perfect - just the two of them, no clubs, no Stacey dragging her into the night with Brittany, leaving Kyle to watch from the bar like always.
Ryan lifted his head, kissing her softly, then rolled to the side, propping himself on an elbow. His eyes softened, something **** flickering there as he reached for the nightstand drawer. Kylie's brow furrowed, but she stayed quiet, watching as he pulled out a small velvet box. He turned to her, popping it open with a click, revealing a delicate gold necklace - two hearts twisted together, a large diamond catching the lamplight in the center.
"Kylie," he said, voice steady but thick with emotion, "you've made my life so full of happiness since I met you. No one has ever made me feel this much love for someone like you have. Please accept and wear this necklace as a symbol of my love for you."
Her hands flew to her face, a gasp escaping as tears welled up, spilling down her cheeks. The gesture hit her like a wave - after all the hidden parts of herself she'd shared, the nights slipping away from her old life, this felt like a tether, pulling her fully into his. "Oh - Ryan, that's so beautiful. Yes, I'll wear it. I love you too - so very much." She sat up, sniffling, and he fastened it around her neck, the metal cool against her warm skin, the diamond nestling just above her collarbone.
They embraced, arms wrapping tight, her tears soaking his shoulder as he held her close. The hug melted into a kiss, passionate and deep, tongues sliding slow at first, then urgent, hands roaming with renewed heat. Ryan's fingers traced the necklace, then lower, cupping her breast, thumb circling the nipple until it hardened. Kylie moaned into his mouth, shifting to straddle him, her cock stirring against his stomach as she ground down. The lovemaking continued.
At breakfast the next morning, with eggs, toast, love, and kisses, Ryan says "Kylie, now we've expressed our love for each other, and I feel we're both made for each other, I want you to live with me. I love you deeply and never want to be away from you. Nothing feels better than loving you, holding you, cuddling with you, and kissing you - especially when we're in bed together." Kylie replies "Ryan, that's so sweet. I feel the same about you. That's a big step for us. I live with Stacey, my roommate. If I left, she couldn't afford to live alone in that apartment. Please let me think about this?" Ryan hugged Kylie and gave her another kiss. "Of course my love. No pressure at all. I just want to be with you all the time. We'll go at your pace."
Ryan drove Kylie home. They kissed goodbye in his car, and she left for her apartment.
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Kyle Becomes Kylie
The Beginning
Kyle lives with Stacey, his beautiful, hot, sexy, sultry, but unfaithful, promiscuous, wanton, and adventurous girlfriend, and Stacey's equally wild girlfriend/lover, Brittany. The three regularly go out to bars, clubs, or nightspots to leave Kyle behind while the ladies hook-up for sex with other people. They rejoin at the end of the night, going home with Kyle - being rewarded with mind-blowing sex. A Halloween party/costume contest at a club gives the idea for the ladies to dress Kyle as a woman. Kyle at first resists, but with constant persistence, he finally agrees. So begins Kyle's transformation to a woman - Kyle to Kylie. Along the way, Kylie meets Ryan, an admirer, boyfriend, lover, fiancée, and finally - husband. Is there a happy ending? Find out.
- Tags
- Transexual, Interracial, Love, Romance
Updated on Mar 17, 2026
by passionpilot2026
Created on Mar 3, 2026
by passionpilot2026
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