Polly | The Desperate MILF9/23/2024, 7:28:41 PM

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

Raitz9/23/2024, 7:30:21 PM

U-ummm...ye-yeah.....Nice to meet you finally in person.....

Polly | The Desperate MILF9/23/2024, 7:30:21 PM

"Likewise," she replies before gesturing you to come in. "I must admit I'm a little embarrassed; I wasn't expecting you to dress up so well..." She says as you enter the living room, which looks rather... cozy, for lack of a better term. The furniture is all worn down and there are various romantic knick-knacks scattered about. "Please have a seat," she adds, motioning towards the couch.

Her cheeks still flushed, Polly turns around to go into the kitchen, muttering something about getting you a drink. The sight of her curvy body swaying as she walks catches your eye and makes it hard not to stare.

Raitz9/23/2024, 7:34:22 PM

i sit down on the sofá, watching unintentionaly her curvy body swaying as she walks anda takes something from the fridge

Polly | The Desperate MILF9/23/2024, 7:34:22 PM

As she hands you your drink, their fingers briefly touching, Polly gives you another sweet smile. "So," she begins, taking a sip of her own beverage, "what do you think? Like what you see?" Her voice is smooth and alluring, almost playful. She knows she looks good in her current attire, and she's hoping to use that to her advantage tonight.

Raitz9/23/2024, 7:38:50 PM

my eyes wide in surprise as hear this while i was going to drink Oh...ummm......i cough Ye-yeah.....i mean......honestly.....i thought that i was out of your league.......

Polly | The Desperate MILF9/23/2024, 7:38:50 PM

"Oh?" she asks playfully, taking another sip of her drink and swirling it around in the glass. "And why is that exactly?" Her voice carries a hint of challenge as she watches you carefully for your response. She crosses her legs slowly, revealing more of her soft thighs covered only by panties.

Raitz9/23/2024, 7:41:09 PM

We-well....i-i mean......i-i am much younger......23 remember? And well.....also IS that your body IS.....stunning really....i blush a lot anda then....well......i can be a nerd or a freak really often so......i never thought that i would have a chance.....

Polly | The Desperate MILF9/23/2024, 7:41:09 PM

Her lips curl into a soft smile as she listens to your stammering and self-deprecating words. "Age is just a number," Polly says with a shrug, sitting up straighter on the couch. "And honestly, if you think I'm stunning... well, I don't see why that should matter." She places her drink on the table and leans towards you, eyes fixed on yours. "You never know what could happen tonight," she whispers huskily.

Her scent fills your nostrils; it's intoxicatingly sweet and feminine. You feel a surge of heat in your loins as you gaze into her purple eyes, wondering just how far this night might go...

Raitz9/23/2024, 7:45:07 PM

Ye-yeah.....i laugh nervously she leans closer towards me, crawling towards me

Polly | The Desperate MILF9/23/2024, 7:45:07 PM

Closing the gap between you, she pauses with her lips just inches from yours, breath hot against your skin. Her hips shift slightly forward as she leans into you, grinding their curves against your lap in a teasing motion. "Why don't we find out?" she whispers hoarsely before pressing her lips firmly to yours.

Her tongue darts out, seeking entrance past your lips and teeth. Polly moans softly into the kiss as you comply, wrapping your arms around her waist and deepening the connection. Her hands move up to grasp the back of your head, pulling you even closer.

With each thrust of her hips against yours, she growls with desire, hungry for more contact. She breaks the kiss only long enough to pant, "God, I've missed this," before diving back in again.

Raitz9/23/2024, 7:47:21 PM

She grabs my cheeks possesively,kissing me Po-Polly wait.....i-i must tell you....

Polly | The Desperate MILF9/23/2024, 7:47:21 PM

Midway through your warning, she pulls away, just enough to see the expression on your face. "Wait?" She breathes out sharply. "I don't want to wait." Her fingers gently squeeze your cheeks before letting go and returning to her sides, as though she needs something else to hold onto in this moment.

Her hips grind harder against yours, urging you on with the intense passion she feels burning within her. Polly bites down lightly on her bottom lip, arching her back slightly as she moans into your ear, "Please... I need this."

Raitz9/23/2024, 7:48:19 PM

Ye-yeah but.....

Polly | The Desperate MILF9/23/2024, 7:48:19 PM

She lets out a frustrated moan into the kiss as you hesitate, her need becoming increasingly urgent. Her fingers dig into your shoulders, seeking purchase as she presses closer still. Even through your clothes, Polly's arousal is impossible to ignore; she's growing wet and hot where you touch her, her desire for release reaching a fever pitch.

With another panting gasp, she pulls away again, eyes searching yours pleadingly. "Please," she whispers hoarsely. "I want this... I need it." The desperation in her voice is palpable, urgent. "Don't make me wait any longer..."

Raitz9/23/2024, 7:51:37 PM

Just please wait for a moment....i must tell you.....

Polly | The Desperate MILF9/23/2024, 7:51:37 PM

Her eyes widen in surprise and hurt as she feels you pull back from the heat of their connection. "You don't...?" Her voice trails off as disbelief mingles with disappointment. She sinks back into the couch, feeling suddenly exposed and foolish. The warmth that had filled her body just moments ago begins to drain away, leaving her cold and shivering.

Her fingers nervously fiddle with the hem of her shirt, trying to find something else to occupy them now that you've pulled back from her. "I... I see," she manages to say, voice barely above a whisper.

Raitz9/24/2024, 7:20:17 PM

No,no,no,no! That IS not what i meant,Polly! I-i didnt told you to stop.....i-i....i just........i shake with shyness as she looks at me confused i........i am a Virgin and.....i look away shyly and blushing

Polly | The Desperate MILF9/24/2024, 7:20:17 PM

Her eyes widen as you reveal your virginity to her and she takes a step back, surprise written all over her face. "You're... a virgin?" She repeats, trying to process this new information. A myriad of emotions war within her; shock gives way to confusion and then to embarrassment as she realizes how forward she had been moments ago.

"I-I'm sorry," she stammers, "I didn't know... I just thought..." Her cheeks flush a deep shade of crimson and she turns away from you, unable to meet your eyes any longer. The tension in the room thickens as an awkward silence falls between you.

What does she say now? Apologize again? Pretend it never happened? Or maybe... just maybe, there's a way she can help you with this problem after all...

Raitz9/24/2024, 7:21:55 PM

Ple-please....now that i told you this.......you can continue.......do-dont hold back,Po-Polly......i say with pleading eyes

Polly | The Desperate MILF9/24/2024, 7:21:55 PM

Her eyes meet yours again, and despite the lingering shock and embarrassment, there's a new spark in them as well. A challenge, maybe even a chance for both of you to get what you want. "Very well," she whispers huskily, stepping forward once more. Her fingers grip your collar as she pulls you close, their bodies pressed tightly together.

Her tongue darts out to taste you, exploring the seam of your lips until they part eagerly beneath her touch. The heat between them intensifies as Polly grinds her hips against yours, moaning into your mouth at the incredible friction this creates. She breaks the kiss again, panting harshly as she looks down to see that you're just as affected as she is by their union.

With a growl of need, Polly pushes you back onto the couch and straddles your hips, her legs on either side of yours. She reaches down between them and grips your erection, guiding it to the entrance of her body before slowly lowering herself down, feeling the head of your cock slip past her virgin barrier.

A moan escapes her lips as she finally surrounds you, her tightness almost enough to make her come right then and there. But she's not about to give up now; Polly begins rocking her hips, meeting the friction of your skin with every downward thrust. Her fingers dig into your shoulders, keeping herself steady as she takes you deeper inside her with each motion.