Sissy's College Girlfriend Mommy Makeover

girlfriend discover the sissy side of boyfriend and make her a little girl and becomes a mommy herself. In college class, in hotel rooms all dolled up bf.

In the quiet of the campus cafeteria, Emma found a silver hoop earring tuck under the couch. It wasn't hers. Her boyfriend, Jake, had no piercings, but she'd seen ones like it before — on girls, not guys. She marched back to their apartment, frustration churning in her stomach. "Jake, we need to talk," Emma said, her voice sharp. Jake looked up from his laptop, eyes wide with surprise. She held up the earring. "Care to explain?" Dominant Jake vanished, replaced by a sheepish figure twisting his fingers. "I can explain-- it's just that I-- I want to try this." Emma stared. "Try what, exactly?" Licking his lips nervously, Jake pulled out a drawer and revealed a neatly folded lace bra, a pair of stockings, and a pink thong. Emma almost laughed, but the look on his face stopped her. It was pleading, hopeful. "Sissy play?" Emma raised an eyebrow but felt a throb of excitement; she'd always been a little dominant in the bedroom. A sly smile spread across her lips, the dominant woman within her stirring. "Alright, Jake. Let's play mommy and little girl." When Jake gets home from class the next day, the apartment like a tiny girl's room. The walls were pastel pink, stuffed animals lined the shelves, and a pink and white dollhouse sat on the coffee table. All his items were tucked away, hidden. But she had left out an outfit on the coffee table: a frilly pink dress, white panties with lace trim, and a pair of white tights. "You want to live this life?" Emma offered a smirk, her heels clicking across the hardwood floor as she approached. Jake hesitated, then nodded, his eyes gleaming with a mix of fear of Emma and longing. She had never seen him this way—so vulnerable, and it stirred something primal within her. "Then let's start tonight. Wear this, and meet me at the hotel downtown. Room 307. Don't be late." Emma watched him carefully, noting the way he swallowed hard, his Adam's apple bobbing in his throat. She stepped closer, her hand cupping his cheek. "And Jake? Don't make me wait. Mommy doesn't like to be kept waiting." With that, she turned and left, leaving him to process her words. She knew he would comply, and the thought sent a shiver of anticipation down her spine.

Continue like comforting his sexualities and making him feel cute, instead of guilt or gayish. Become girly lesbian besties, doing regular normal sex, sex in panties and maybe sharing double sided dildos and stuff.

Jake watched Emma leave, his heart pounding in his chest. He picked up the frilly dress, running his fingers over the soft, silky fabric. He felt a rush of excitement and a strange sense of relief, like he was finally letting go of a secret he'd been keeping. He changed quickly, the delicate panties feeling foreign against his skin, but in a way that sent a shiver of anticipation down his spine. He slipped into the dress, the tights, and stepped into the white ballet flats. He looked at himself in the mirror, seeing a stranger staring back—cute, vulnerable, and strangely alluring. "Room 307," he whispered to himself, grabbing his keys and heading out. At the hotel, Jake knocked softly on the door to room 307. Emma opened it, her eyes widening with a mix of appreciation and hunger. "Well, well, look at you," she purred, stepping aside to let him in. "Come here, sweetheart." She pulled him into a tight hug, her hands roaming over his back, feeling the smooth fabric of the dress. "You look so adorable," she whispered, pulling back to look at him. "I'm proud of you for embracing this side of yourself." Jake felt a flush of warmth spread through him. "Thank you, Emma," he said softly, his voice barely above a whisper. Emma smiled, taking his hand. "Let's get comfortable, okay? Tonight, we're just two girls having fun." She led him to the bed, where she had laid out an array of toys and accessories. Jake's eyes widened at the sight of the double-sided dildo, the butt plugs, and the various vibrators. Emma laughed, seeing his expression. "That's right, baby girl," she said, running a finger down his cheek. "Tonight, we're going to explore. But first, let's make you feel even more like a little girl." She pulled him down onto the bed, her hands exploring every inch of his body. She stroked his thighs, his chest, his hips. Jake moaned, his body arching into her touch. Emma smiled, her fingers trailing down to his panties. "You're so soft," she murmured, her fingers hooking into the waistband. "Let's get these off, shall we?" She pulled them down slowly, her knuckles brushing against his skin, making him shiver. Jake lifted his hips to help her, his breath hitching as the cool air hit his exposed skin. Emma tossed the panties aside, her eyes feasting on his body. "You're so cute like this," she said, her voice thick with desire. "All smooth and ready for me." Jake blushed, his cock twitching at her words. Emma smiled, her fingers trailing up his inner thighs, making him squirm. "You want it, baby?" she asked, her fingers brushing against his balls. "Do you want mommy to take care of you?" Jake moaned, his hips bucking slightly. "Yes," he gasped. "Please, Emma." Emma smiled, her fingers trailing up to his cock, wrapping around it gently. "Next time you come over, we'll make you even smoother, okay? For now, let's get you wet and ready for some fun." She leaned down, her tongue flicking out to lick the head of his cock. Jake groaned, his hands fisting the sheets. Emma smiled, her tongue trailing down his shaft, licking and sucking gently. She took her time, her tongue exploring every inch of him, making him moan and writhe. When she finally took him fully into her mouth, Jake cried out, his hips bucking off the bed. Emma hummed, the vibration sending waves of pleasure through him. She bobbed her head, her mouth working him expertly, her tongue swirling around his shaft. She pulled off with a pop, her eyes locked onto his. "You taste so good, baby," she murmured, her fingers replacing her mouth, stroking him gently. "But I want to make you feel even better." She reached for the double-sided dildo, coating it with lube. Jake's eyes widened as he saw it, his heart pounding with a mix of fear and excitement. Emma smiled, her fingers trailing up his inner thighs again, making him shiver. "Trust me, baby," she whispered, her fingers circling his entrance gently. "This is going to feel so good." He nodded, his breath coming in short gasps. She leaned down, her tongue flicking out to lick his cock again, making him moan. As she took him into her mouth, she slowly inserted the dildo into him, making him gasp. He pulled away from her and pushed his hips back, accepting the dildo further. Jake, feeling his cock bob up and down, wrapped his legs around hers. Emma moaned, the vibration sending waves of pleasure through both of them. She pulled the dildo out slightly, then pushed it back in, her hips moving in sync with her hand. "Tell me you like it, baby," Emma murmured, her voice husky with desire. "Tell me you want more." Jake moaned, his hips bucking against her. "Yes," he gasped. "I like it. I want more." Emma smiled, her fingers trailing up to his cock, stroking him gently. "That's my good girl," she murmured, her hips moving faster, the dildo sliding in and out of him, filling him completely. Jake moaned, his body writhing, his cock leaking precum. Emma reached down, her fingers circling his entrance, feeling the dildo sliding in and out. She leaned down, her tongue flicking out to lick his cock again, making him moan. As she took him into her mouth, she slowly inserted a finger alongside the dildo, making him gasp. She felt his body tense, his cock throbbing in her mouth. She pulled off with a pop, her eyes locked onto his. "You're so close, baby," she murmured, her finger and the dildo moving in and out of him, her other hand stroking his cock. "Let go. Come for mommy." Jake moaned, his body tensing, his cock throbbing. He came with a cry, his body convulsing, his cock pulsing, spilling his seed onto Emma's hand. She smiled, her fingers slowing, her body relaxing. She pulled the dildo out gently, her fingers trailing up his inner thighs, making him shiver. "You did so good, baby," she murmured, her fingers stroking his cock gently. "I'm so proud of you." Jake smiled, his body relaxing, his breath coming in short gasps. Emma leaned down, her tongue flicking out to lick his cock again, making him moan softly. She smiled, her fingers trailing up his body, her lips finding his in a soft, gentle kiss.

make ending like the boyfriend keeps eating the pussy juices of mommy afterwards. while mommy caress the new found girl. And all more details and sluttyness to both the character. Rename the gf as Mommy/meow whenever suitable instead of emma. Make meow more dominant a little in words but soft at heart. Make the boyfriend turn into more slutty after getting comfortable

Jake lay there, his body slick with sweat, his chest heaving with ragged breaths. Mommy, a wave of endearment washing over him now that he saw her in a new light, smiled down at him, her eyes soft but commanding. "Good boy," she purred, her fingers tracing gentle patterns on his thigh. "You took that so well. I'm so proud of my little slut." Jake blushed at the word, but his cock twitched, betraying his excitement. Mommy noticed, her eyes gleaming with amusement and lust. "Someone likes being called a slut, don't they?" she teased, her fingers moving up to cup his balls gently. She leaned down, her tongue flicking out to lick his cock, cleaning off the remaining traces of his release. Jake moaned, his hips jerking slightly. She revelled in the desire to taste more of him. "We'll need to make you even more eager to please, my little slut," she murmured, her tongue trailing up his shaft, licking and sucking gently. She took her time, her tongue exploring every inch of him, making him moan and squirm. She pulled away and stroked his cock lazily, her lips brushing against his ear. "Tell me, baby girl," she whispered, her voice husky with desire. "Do you want to taste mommy now? Do you want to be a good little slut and clean up my pussy juices?" Jake's eyes widened, but he nodded eagerly, his cock hardening at the thought. Mommy smiled, her fingers trailing up his body, making him shiver. She straddled his face, her pussy hovering just above his mouth. "Lick, baby," she commanded softly, her hips lowering slightly. "Show mommy how much you want to please me." Jake wasted no time, his tongue flicking out to lick her slit, tasting her juices. He moaned, the taste driving him wild. He licked and sucked eagerly, his hands reaching up to grab her hips, pulling her down onto his face. Mommy moaned, her head falling back, her fingers tangling in his hair. "That's it, baby," she panted, her hips grinding against his face. "Eat mommy's pussy like a good little slut. Show me how much you love it." Jake did as he was told, his tongue delving into her folds, licking and sucking eagerly. He could feel her body tensing, her breaths coming in short gasps. He doubled his efforts, his tongue flicking against her clit, making her moan loudly. She bucked her hips against his face, riding his tongue, her body shaking with pleasure. When Mommy came, it was with a cry, her body convulsing, her juices flooding his mouth. Jake drank it all down, his tongue lapping at her folds, cleaning her up. He moaned, his cock throbbing with need, but he knew his job wasn't done yet. Mommy slid off his face, her body glistening with sweat, her cheeks flushed with pleasure. She looked down at him, her eyes soft but commanding. "Good boy," she purred, her fingers stroking his cheek gently. "You did so well. Mommy is so proud of her little slut." She reached for a vibrator, turning it on and placing it against her clit. Jake watched, his eyes wide with fascination and lust. Mommy moaned, her hips bucking slightly, the vibrator sending waves of pleasure through her. She reached down, her fingers wrapping around his cock, stroking him gently. "You want to come again, baby?" she asked, her voice husky with desire. "Do you want mommy to make you come while you watch me play with myself?" Jake nodded eagerly, his hips bucking into her hand. Mommy smiled, her fingers stroking him faster, her hips grinding against the vibrator. She moaned, her body tensing, her pleasure building. Jake watched, his cock throbbing, his body aching with need.

Mommy’s eyes never left his face. She reveled in the control, in the power she held over him. "Look at you, so eager, so desperate," she whispered, her voice a mix of dominance and tenderness. "You're my good little slut, aren't you? Always ready to please mommy." She increased the pressure of the vibrator, her hips undulating in a sensuous rhythm. Jake's eyes were glued to her, his mouth parted in a mix of awe and lust. He reached up, his hands gently cupping her breasts, his thumbs circling her nipples. "You like that, baby?" she moaned, her voice thick with desire. "You like seeing mommy touch herself? You like knowing you're the one making me feel this good?" Jake nodded, his fingers pinching her nipples gently, making her gasp. "Yes, Mommy," he whispered, his voice hoarse with need. "I love it. I love seeing you like this." Mommy smiled, her hips moving faster, the vibrator buzzing against her clit. "Come for me, baby," she commanded, her fingers stroking his cock faster, her thumb circling the sensitive head. "Come while you watch mommy come. Show me how much you love being my little slut." Jake's body tensed, his cock throbbing in her hand. He moaned, his hips bucking, his body convulsing as he came, his release spilling onto her hand and his stomach. Mommy watched him, her eyes filled with lust and pride. She reached down, her fingers coating in his release, then brought them to her mouth, licking them clean. "Mmm, you taste so good, baby," she purred, her eyes never leaving his. "My good little slut." She turned off the vibrator, tossing it aside, and leaned down, her lips finding his in a deep, passionate kiss. Jake moaned into her mouth, his body still trembling with the aftershocks of his orgasm. Mommy pulled back, her fingers stroking his cheek gently. "Now, let's get you cleaned up, baby," she murmured, her voice soft and caring. "Mommy's going to take care of you." She grabbed a warm, wet cloth from the side table, gently cleaning him up, her touches tender and loving. Jake watched her, his heart swelling with a mix of love and gratitude. He knew he was hers, completely and utterly, and he wouldn't have it any other way. She tossed the cloth aside, her eyes soft as she looked down at him. "You did so good, baby," she whispered, her fingers tracing gentle patterns on his thigh. "I'm so proud of you. My little slut, my good boy." She leaned down, her lips brushing against his in a soft, gentle kiss. Jake moaned, his body relaxing, his breath coming in short gasps. Mommy smiled, her fingers trailing up his body, her lips finding his in a deep, passionate kiss. As they lay there, entwined in each other's arms, the room filled with the soft sounds of their breaths and the gentle rustle of the sheets, Jake knew he was exactly where he belonged—with Mommy, his lover, his dominatrix, his everything.

He lay there, his body slick with sweat, his chest heaving with ragged breaths. His eyes met Mommy’s gaze, and a wave of endearment washed over him. She smiled down at him, her eyes soft but commanding. "Good boy," she purred, her fingers tracing gentle patterns on his thigh. "You took that so well. I'm so proud of my little slut." He blushed at the word, his cock twitching at the excitement it stirred. Mommy noticed, her eyes gleaming with amusement and lust. "Someone likes being called a slut, don't they?" she teased, her fingers moving up to cup his balls gently. She leaned down, her tongue flicking out to lick his cock, cleaning off the remaining traces of his release. He moaned, his hips jerking slightly. She revelled in the desire to taste more of him. "We'll need to make you even more eager to please, my little slut," she murmured, her tongue trailing up his shaft, licking and sucking gently. She took her time, her tongue exploring every inch of him, making him moan and squirm. She pulled away and stroked his cock lazily, her lips brushing against his ear. "Tell me, baby girl," she whispered, her voice husky with desire. "Do you want to taste mommy now? Do you want to be a good little slut and clean up my pussy juices?" His eyes widened, but he nodded eagerly, his cock hardening at the thought. Mommy smiled, her fingers trailing up his body, making him shiver. She straddled his face, her pussy hovering just above his mouth. "Lick, baby," she commanded softly, her hips lowering slightly. He wasted no time, his tongue flicking out to lick her slit, tasting her juices. He moaned, the taste driving him wild. He licked and sucked eagerly, his hands reaching up to grab her hips, pulling her down onto his face. Mommy moaned, her head falling back, her fingers tangling in his hair. "That's it, baby," she panted, her hips grinding against his face. "Eat mommy's pussy like a good little slut. Show me how much you love it." He did as he was told, his tongue delving into her folds, licking and sucking eagerly. He could feel her body tensing, her breaths coming in short gasps. He doubled his efforts, his tongue flicking against her clit, making her moan loudly. She bucked her hips against his face, riding his tongue, her body shaking with pleasure. When Mommy came, it was with a cry, her body convulsing, her juices flooding his mouth. He drank it all down, his tongue lapping at her folds, cleaning her up. He moaned, his cock throbbing with need, but he knew his job wasn't done yet. Mommy slid off his face, her body glistening with sweat, her cheeks flushed with pleasure. She looked down at him, her eyes soft but commanding. "Good boy," she purred, her fingers stroking his cheek gently. "You did so well. Mommy is so proud of her little slut." She reached for a vibrator, turning it on and placing it against her clit. He watched, his eyes wide with fascination and lust. Mommy moaned, her hips bucking slightly, the vibrator sending waves of pleasure through her. She reached down, her fingers wrapping around his cock, stroking him gently. "You want to come again, baby?" she asked, her voice husky with desire. "Do you want mommy to make you come while you watch me play with myself?" He nodded eagerly, his hips bucking into her hand. Mommy smiled, her fingers stroking him faster, her hips grinding against the vibrator. She moaned, her body tensing, her pleasure building. He watched, his cock throbbing, his body aching with need. Mommy’s eyes never left his face. She reveled in the control, in the power she held over him. "Look at you, so eager, so desperate," she whispered, her voice a mix of dominance and tenderness. "You're my good little slut, aren't you? Always ready to please mommy." She increased the pressure of the vibrator, her hips undulating in a sensuous rhythm. his eyes were glued to her, his mouth parted in a mix of awe and lust. He reached up, his hands gently cupping her breasts, his thumbs circling her nipples. "You like that, baby?" she moaned, her voice thick with desire. "You like seeing mommy touch herself? You like knowing you're the one making me feel this good?" He nodded, his fingers pinching her nipples gently, making her gasp. "Yes, Mommy," he whispered, his voice hoarse with need. "I love it. I love seeing you like this." Mommy smiled, her hips moving faster, the vibrator buzzing against her clit. "Come for me, baby," she commanded, her fingers stroking his cock faster, her thumb circling the sensitive head. "Come while you watch mommy come. Show me how much you love being my little slut." He's body tensed, his cock throbbing in her hand. He moaned, his hips bucking, his body convulsing as he came, his release spilling onto her hand and his stomach. Mommy watched him, her eyes filled with lust and pride. She reached down, her fingers coating in his release, then brought them to her mouth, licking them clean. "Mmm, you taste so good, baby," she purred, her eyes never leaving his. "My good little slut."