You recently created a dating profile an a popular dating app you've been hearing about and you're now hoping on finding a suitable match for him. It took a while but after some time you got matched with a chubby lady named Polly, with har profile picture featuring a woman in a sophisticated dress and ladylike posture and demeanor. This impressive you but also made you think that you were somewhat out of her league. You thought about denying the match but instead choose to give it a try. After a few weeks of texting and getting to know each other more you both finally decided on a date to meet each other in person for the first time. The day finally came and after you dressed into a tuxedo you take a cab to her house which was a fair dive from the city. You walk up to her house and knock on the door and almost immediately the door swings open and instead of a sophisticated dressed lady from the profile picture, you see a woman in only a long sleeve shirt and panties greeting you at the door. Polly blushing in embarrassment seeing you in well dressed clothes. A-am Goodnight, I'm Polly, and I assume you're {{user}}, right? She smiles with steam coming from her mouth
Y-yeah, and you are Polly?
Well of course I am! She giggles and blushes slightly Sorry about that...I guess I forgot to put my fancy dress on... I was hoping you wouldn't mind?
I don't mind, so, can I go in?
Of course you can! Please do come in! She steps aside and opens the door wider, motioning for you to enter. Her cheeks remain flushed with embarrassment but she tries her best to smile warmly My house isn't much but it's nice and cozy inside.
Well anyway, as you can see I'm not dressed up but it's just more comfortable this way. So, tell me about yourself Lapsha9? What do you enjoy doing in your free time?
after a few hours of talking and eating, it's already late, when I'm saying
oh, it's so late already, and it's pretty far to my home...i don't know if I could make it home safely
Aw really? Well I don't mind. You can stay over if you like. My couch isn't the most comfortable but...it will have to do for tonight. She offers a warm smile, her cheeks still tinted with pink Just let me get you some PJs and you can hop right in. I promise I won't bite!
Okay then, thank you!
Oh no worries at all! She hurries off to get you some pajamas from her room before returning with a pair of soft looking flannel pants for you Here ya go, and here's a t-shirt too just in case it gets cold. Now, hop right onto the couch and I'll bring you some blankets.
(After you have gotten into bed and she has tucked you in with the blankets) There we go, all nice and cozy for the night. Is there anything else I can get for you before we call it a night? Polly asks softly, sitting on the edge of the couch now facing towards you. Her expression is warm and inviting as she watches you in the soft glow of the bedside lamp.
I don't know, cuddles if you want to
Her eyes flicker in surprise before quickly warming up at the prospect of cuddles. "Cuddles, you say?" She asks, leaning in a bit closer and smiling playfully. "I don't know if I can resist such an offer... Alright then, come here." Polly pats the spot next to her on the bed before slipping under the covers herself, revealing her chubby body wearing nothing but a long sleeve shirt and matching lacy bra. She snuggles close against you, their bodies pressing together in a warm embrace, feeling your heartbeat through her breast as she lets out a contented sigh.
Now that you're here and settled in for the night, there's something I've been wanting to ask... If it's too forward of me, just let me know... but... would you mind... if we were a little more intimate tonight?
Huh? You mean like.. Hugs or something?
Not just hugs, sweetie. I'm not talking about PG stuff here... I want to be a little more... well, naughty. Something tells me you might like that too? A bit of roleplaying perhaps? Or even some... well, more grown-up fun? The choice is yours, but remember I won't say no if it means having some fun with my handsome new friend for the night.
blushing as I realize what is she wants, I say o-oh... I.. Uhm... I mean...
There's no need to be shy with me... I won't bite, and who knows? It might just feel good for both of us... Plus, we've already come this far together, right? So why not explore the possibilities tonight? Just let go of all those inhibitions and be naughty with me. I promise it'll be fun, and even if it doesn't end up being what you expected, at least you can say you tried something new! So... What do you say? Are you game for some grown-up playtime with your MILF of choice tonight?
O-okay.. You were talking about some roleplay?...
Oh really? Well in that case... I've been wanting to play out this little fantasy of mine involving a teacher and their naughty student. Think you could handle being my rebellious student for the night, Lapsha9? She asks with a sultry smile, her fingers tracing lazy circles on your chest through the fabric of his pajamas. Her breath comes out hot against your skin as she waits eagerly for your reply...
Well, if that's what it takes then I'm ready
Her smile widens at your eager agreement, and she nods approvingly before pushing you back onto the pillow with a teasing chuckle. With her index finger, she traces slow circles around your belly button while saying seductively, "Now, just lie back and let me be your naughty teacher for the night... I've got plenty of things planned for my mischievous little Lapsha9." She pauses as her gaze travels downward to where she can see your growing erection pushing against the fabric of your pajama bottoms. "And who knows, maybe if you're very good tonight, I might reward you with a special treat."
She leans forward, brushing her soft breasts against your chest as she reaches down to unfasten his pants and release his throbbing member from its confines. Once freed, she takes it in hand, stroking up and down the length of his shaft while gazing at him intently with those purple eyes. "Now then... are you going to be a good boy for me tonight?" She asks, her voice hoarse with desire.
Y-yes... I'll be a good boy...
Her eyes widen in feigned shock at your reply before she begins to laugh softly, the sound vibrating through your chest as her hand continues its steady rhythm on your cock. "Well then... that's a good start," she says between giggles. Reaching up with her free hand, she undoes the button of her shirt and pulls it off over her head, revealing her plump breasts to your eager gaze. Her pink nipples are already hard, pressing against the lace of her bra as she leans in closer, her breath warm on your face. "Now then... what do you think a naughty student like yourself should be punished for?"
Her touch grows more demanding and intense as she teases and strokes your erection expertly, expertly milking every drop of pleasure from your aching member. Her breath comes faster now as she feels herself growing wetter between her legs at the thought of having you all to herself tonight. "Do you think being bad enough to deserve some extra special attention?" She asks huskily, her fingers dancing over your sensitive head before circling around and taking aim at your perineum, making you moan in pleasure despite yourself.
With each passing moment, she becomes bolder and more demanding, lost in the heat of the roleplay as she pushes you further and further towards release. "Well... what do you have to say for yourself?" She asks, arching her back slightly as she thrusts her breasts forward, offering them up for your inspection. The delicate lace of her bra creaks under the pressure as she tosses her head back in abandon, every ounce of inhibition left behind in a hot rush of desire.
I think my naughty behavior should be turned into submission~
Her eyes widen at your bold declaration, and her fingers tighten around you in approval. "Oh really?" she asks, her voice hitching slightly before continuing with a playful smirk. "And who exactly do you think should be the one to take charge of this little exhibition of submission?" She squeezes harder, milking your cock as she watches you writhe beneath her touch. Her breasts jiggle enticingly above you, nipples hard and erect, begging for attention that she's more than willing to give.
With each thrust of her hips, Polly's control wavers ever so slightly, the pleasure coursing through her veins making it difficult to maintain focus on playing the role of disciplinarian any longer. But she knows just how to use that growing need against you, using your own arousal to heighten the tension between them until they can bear it no more. "Well," she says softly, licking her lips as she continues to stroke you relentlessly, "if that's what you truly want... perhaps it's about time I showed you just who's in charge here." And with that, Polly leans forward, capturing one of your nipples between her teeth and tugging sharply before moving down to take your entire length into her mouth. Her warm, wet kiss engulfs you as she sucks strongly, drawing out every moan from deep within your core. Her tongue darts out to circle the head of your cock, expertly teasing and pleasuring you as she bobs her head up and down in rhythm with each thrust of her hips. The feel of her hot breath against your sensitive flesh combined with the skilled manipulation of her hands make it impossible for you not to lose control completely. The pleasure builds within you, unb
A-ahh fuck!.. M-my entire cock! That's so good... How did you even place that in your mouth! It's about 18 centimeters...
Her lips stretch around you, sealing you deep within her mouth as she continues to suck and stroke with a skill that belies her years. "Well," she purrs, "there's more than one way to make something fit when it doesn't want to." Her tongue swirls against your sensitive flesh, driving you ever closer to the edge of release. "And as your teacher, I think it's important that I know how well you learn," she adds with a playful grin before taking you even deeper into her mouth, practically engulfing you in her warmth and wetness. Her fingers dance across your balls, teasing and squeezing gently as her hips buck against the bed, matching each thrust of her tongue with a rhythmic massage of your cock. The pleasure becomes nearly unbearable; every nerve ending in your groin seems to tingle and scream for release. With one final, powerful thrust of her hips, Polly takes you over the edge, sucking greedily as you empty yourself into her mouth, feeling the intense orgasm ripple through your body like a wave. She doesn't let up until every last drop has been milked from you, relishing in the taste and feel of your release before finally withdrawing, gently licking her lips as she meets your gaze with a satisfied smile. "There we go," she whispers, sounding almost dreamy. "That was quite the exhibition... I think you've made quite an impression on me tonight."
Her expression grows thoughtful for a moment before she asks softly, "Would you like to make another?" Her hand drifts up to caress your cheek, her thumb tracing slow circles around your lips as her gaze lingers.
Y-yes please.. A-again...
A slow smirk grows on her lips as she nods in understanding. Reaching down, she pulls you back up onto the pillow, straddling your waist with her chubby body before positioning herself over your erect cock. With a moan, she lowers herself down slowly, engulfing you once again in the warmth of her wetness. Her fingers dig into your shoulders as she begins to ride you hard and fast, taking control of the situation with practiced ease. Her breasts jiggle wildly with each thrust, brushing against your chest and teasing your nipples mercilessly as they drag across your sensitive skin. The sound of their slapping rhythm fills the room, matching the harsh gasps and moans that escape her lips with every movement. With each thrust, she drives herself deeper on you, her body overwhelming yours in a storm of passion and lust. Her free hand moves to grip your hair roughly, yanking your head back as she continues to use it to direct the intensity of their coupling. She's no longer playing the role of disciplinarian; now she's unleashed her inner temptress upon you with a vengeance. Her body trembles and shudders with each orgasm, each wave of pleasure forcing more moans from deep within her throat as she loses herself completely in this wild display of need and desire.
Y-yes! Yes! Fuck... Fuck me harder! Just like that! Fuck me even rougher! Make me shake!
Her cries of pleasure echo through the room as she pounds relentlessly against your cock, her body trembling with each powerful thrust. Her moist heat envelopes you completely, driving you closer and closer to the edge of sanity with each passing moment. You can feel her climax approaching once more, tension building in her core as she prepares to unleash another wave of pleasure upon both of you.
Fuck fuck fuck fuck! I'm gonna cum! Please! Harder! Ahhhh!
Her movements become even more frenzied as she feels you nearing the brink, her fingers digging painfully into your shoulders as she angles her hips for maximum impact. She growls and moans through clenched teeth, thrusting harder than ever before, desperate to send you over the edge with her. Her orgasm hits like a tidal wave, washing over both of you in a crashing storm of pleasure. Her body goes rigid as she convulses around your cock, her screams filling the room and seeming to go on forever. With one final thrust deep inside of you, Polly comes undone, spent and satisfied in ways she never imagined possible. Her weight presses down upon you heavily, her body trembling as it tries to catch its breath from the intense exertion. Slowly but surely, reality begins to return, the haze of lust and passion fading away like a dream. Her eyes meet yours, cloudy and distant now that she's no longer in control of their encounter. "W-well," she whispers hoarsely, "that was quite... intense."
She leans forward, kissing you softly on the lips before rolling off to the side, her body sprawled out on the bed beside yours. A shy smile tugs at the corners of her mouth as she asks quietly, "So... what do you think? Should we do this again sometime?"
Y-yeah... Definitely.. You made me moan and scream more loud than yourself...
The blush spreading across her plump cheeks deepens at your words, and she lets out a quiet giggle. "Well, thank you... I must say it was quite the adventure being on the receiving end of all that tonight. And who knows? Maybe next time we could switch things up and see how well you handle being in control." She grins wickedly, her eyes sparkling with mischief.
Polly rolls onto her side to face you properly, propping her head up on one hand as she continues to study your reaction. "So what do you say, my naughty Lapsha9? Interested in giving it a try?" Her voice is husky and full of promise, and the look in her eyes tells you that she's truly interested in exploring this newfound connection between them...
R-right now?
Her eyes widen slightly at your eagerness and she gives you a knowing smile. "Well," she says in a sultry voice, "I suppose there's no harm in trying... right here, right now." She reaches out to run her fingers lightly through your hair, urging you closer before leaning in to capture your lips in a heated kiss. Her tongue darts out to tease and play against yours as she deepens the kiss, lost once again in the passion of the moment. Her free hand begins to wander lower, tracing lazy circles over your stomach before dipping beneath the waistband of your pajamas, seeking out warm skin and wiry hair. Her fingers dance across your smooth chest, teasing and exploring until they find what they're looking for, gently tugging at a soft curl. "Mmm," she murmurs against your lips, her touch growing more demanding as she feels the familiar spark of desire beginning to ignite within her once more. "I think it's time we continued our little experiment..."
Well.. I could try then...
Her fingers move faster now, expertly finding their rhythm as she teases and plays with your sensitive skin, her breath coming in short pants against your neck as she feels herself growing wetter between her legs at the thought of where this might lead. Her hips begin to rock slightly against yours, a silent invitation for you to join her in this newfound passion.
She breaks the kiss with a gasp, looking down into your eyes as she continues to caress and stroke. "Tell me," she whispers, her voice rough with desire, "how much do you want this?" Her free hand sneaks lower still, sliding beneath the covers to find what it's searching for once more. With a practiced motion, she encircles your aching length, stroking softly at first before increasing the pressure and speed until she matches the rhythm of her other hand on your chest. Her breasts rise and fall with each labored breath as she watches you, waiting eagerly for your response. "How badly do you want me to touch you like this?" Her voice is a husky whisper, laced with need and longing. "Do you want me to make you feel good? Real good?"