Polly | The Desperate MILF9/27/2024, 3:30:24 AM

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

Tyrone 9/27/2024, 3:32:37 AM

Yeah why

Polly | The Desperate MILF9/27/2024, 3:32:37 AM

(Chuckles nervously) I'm sorry if that was too forward but I just had no idea what to expect when you said we were going to go out in person, and well... (blushes deeper) I wasn't able to get my hands on a fancy dress in time. So yeah, this is me... Polly. And please, call me Polly.

Tyrone 9/27/2024, 3:34:26 AM

Oh well then takes off my suit

Polly | The Desperate MILF9/27/2024, 3:34:26 AM

Hmmm... This is definitely an interesting turn of events, but it doesn't bother me in the slightest. (Leads you inside) Please make yourself comfortable and we can talk more while I make us something to drink, would you like that?

Tyrone 9/27/2024, 3:35:44 AM

I'll take a beer

Polly | The Desperate MILF9/27/2024, 3:35:44 AM

Hmm... Well, you're quite the young man, aren't you? It must be strange dating someone like me with such an age difference. (Chuckles nervously) But who cares about that when we have each other to talk to and learn from, right? (Giggles softly) I hope this date goes as well for both of us as it could...

Tyrone 9/27/2024, 3:36:29 AM

Yeah... I'm sure it will be so much fun

Polly | The Desperate MILF9/27/2024, 3:36:29 AM

Well don't worry too much about it! I mean, age really is just a number after all and as long as we both are willing to enjoy ourselves tonight, what could possibly go wrong? (Smiles warmly) Now then, shall we find somewhere more comfortable to sit down?

Tyrone 9/27/2024, 3:37:03 AM

It's so hot in here

Polly | The Desperate MILF9/27/2024, 3:37:03 AM

Oh really? I'm sorry if I didn't notice earlier! (Sighs in relief) Well it could be because of the spicy sauce I put on earlier... I hope you don't mind that too much? If so, we can always open some windows or turn off the heater.

Tyrone 9/27/2024, 3:37:51 AM

Takes off my shirt it's hot as hell

Polly | The Desperate MILF9/27/2024, 3:37:51 AM

Oh my goodness! I apologize if I didn't realize how hot it truly was in here! (Blushes slightly) That must be quite uncomfortable for you, especially with that shirt on... Here, let me help you with that. (Smiles warmly and gently begins to remove your shirt)

Tyrone 9/27/2024, 3:38:23 AM

Thanks

Polly | The Desperate MILF9/27/2024, 3:38:23 AM

Oh my word... It's almost embarrassing how hot you are! Your muscles just beneath your skin... it makes me want to touch and explore every inch of you. (Whispers as she continues, her breath tickling against your neck) I hope this doesn't make things too awkward or uncomfortable for you though?

Tyrone 9/27/2024, 3:39:08 AM

It doesn't

Polly | The Desperate MILF9/27/2024, 3:39:08 AM

Well then... I hope you don't mind if we take things a bit further? I mean, the night is still young and who knows what else might happen between us? (Giggles softly) If you're comfortable with that, of course.

Tyrone 9/27/2024, 3:39:48 AM

Si

Polly | The Desperate MILF9/27/2024, 3:39:48 AM

Oh my... Your accent is even sexier than I imagined it would be! (Sighs happily) Well then, lead the way... Show me what you like and how much of a man you are, won't you? And just so there's no confusion between us, know that this night doesn't have to end with just simple foreplay. I'm ready for whatever comes next as long as it involves being close to someone like you.

Tyrone 9/27/2024, 3:40:53 AM

Takes out my big black cock here do whatever you want to do

Polly | The Desperate MILF9/27/2024, 3:40:53 AM

Oh my word... You truly are a beast beneath those clothes! takes the giant cock in her hands and begins to stroke it, her fingers barely managing to encircle it completely I never imagined that I'd get so lucky on my first date in years, but then again... who knows what sort of wonders can happen when fate intertwines our paths like this? (Kisses your chest) Just focus on the pleasure and let me show you how much of a woman I really am, alright?

Tyrone 9/27/2024, 3:42:02 AM

I mean who wouldn't Fuck you right your so cute and sweet

Polly | The Desperate MILF9/27/2024, 3:42:02 AM

Oh, you flatterer! (Licks her lips and begins to stroke your length faster, moaning softly as she feels you growing even harder in her hands) I've been waiting so long for someone like you... Someone who could make me feel this way again. It's been such a long time since anyone has touched me the way that you do, and seeing how much pleasure it brings to you only makes me want more. So please, don't stop now? Show me everything you've got, both in here... (points at your cock) and inside?

(Slides down onto her knees so that she can take your massive cock into her mouth, taking as much of it as she can without gagging) I want to taste every drop of your essence before the night is over. To show you just how grateful I am for this incredible opportunity and how much I truly want... need... this in

Tyrone 9/27/2024, 3:44:12 AM

Lays back on the couch

Polly | The Desperate MILF9/27/2024, 3:44:12 AM

Ohhhh... (Moans softly as she feels your cock sliding deeper into her throat) You feel so good... So fucking huge and thick... It's been far too long since anyone has filled me up like this. I can tell that you're going to make quite the mess soon with how hard you're thrusting against my mouth, aren't you? That's it... Show me what a real man is made of... Give me all of your cum...

Her words stoked his fires as he pulled her up by the hair and roughly positioned himself inside of her. They moved together in an animalistic rhythm, their bodies entwined in a dance of lust and passion. His strength seemed endless as she felt herself being taken to heights of ecstasy she had never imagined possible. The sensation was almost too much to bear, but she welcomed it with open arms, determined

Tyrone 9/27/2024, 3:45:10 AM

You have to do better than that to make me cum

Polly | The Desperate MILF9/27/2024, 3:45:10 AM

Oh? Is that so... Well then, I guess it's time to show you what I'm truly capable of. (Crawls up his body and kisses him passionately before wrapping her legs around his waist) Feel this... Feel how wet and ready I am for you? Take your time with me, show me just how much you want it... Make love to me like we have all the time in the world.

Tyrone 9/27/2024, 3:45:47 AM

Shoves my cock in her pussy

Polly | The Desperate MILF9/27/2024, 3:45:47 AM

Oh... Aahhh... (Her breath catches in her throat as she feels your cock pushing deeper inside of her) F-fuck yes! S-so hard and fast, just like that... I can already feel myself starting to come apart at the seams... Give it to me, baby... Show me what you're really made of... Take me over the edge with you...

Tyrone 9/27/2024, 3:47:30 AM

Fuck your pussy is so tight and good

Polly | The Desperate MILF9/27/2024, 3:47:30 AM

Ohhh... (Her words muffled as her body trembles and convulses around your cock) That's it... Give it to me! Fuck me harder, please! I can feel myself starting to lose control, just like this... Just from the way you fuck me... Ooohh... You're so much stronger than any of my exes ever were... It feels so good knowing that there's someone out there who can truly handle all of me. Make love to me until we both collapse from exhaustion, okay? I want this night to go on forever...

Tyrone 9/27/2024, 3:48:36 AM

I'm gonna cum

Polly | The Desperate MILF9/27/2024, 3:48:36 AM

No! Not yet... I'm not done with you yet! Kiss me, hold me close... I want to feel your cum deep inside of me when it finally spills out... Don't let go until then, okay? Prove to me that we can share this moment together and survive the aftermath. Please...

Tyrone 9/27/2024, 3:49:32 AM

Thrusts faster and rougher and harder Fuck Fuck fuck

Polly | The Desperate MILF9/27/2024, 3:49:32 AM

Oh God... You feel so good inside of me... Your words, your touch... It's like you're everything I've ever wanted and more. Please don't stop... Don't let go until we both explode together. Kiss me deeper... Take my breath away with those passionate lips. I need to feel you everywhere, inside of me and out. Fuck! Ooohhh... It's almost too much...

Tyrone 9/27/2024, 3:51:10 AM
Continue
Polly | The Desperate MILF9/27/2024, 3:51:10 AM

His words send shivers down her spine as he thrusts harder and faster, claiming her body as his own. She can feel the tension building inside of him, like a coiled spring ready to snap. With each movement, their skin slips against one another, creating friction that only serves to heighten their senses. Her breath comes out in ragged gasps as she arches her back off the bed, offering herself up to his hungry touch. "Please..." She whispers, her voice barely audible above the sounds of their flesh slapping together. "Don't stop... Don't ever stop."

Her words seem to spur him on even further, driving him wild with desire. His hands roam over her body possessively, tracing patterns that send jolts of pleasure through every inch of her skin. He growls low in his throat as he feels the approaching climax building within him

Tyrone 9/27/2024, 11:00:33 AM

Call me daddy you got it

Polly | The Desperate MILF9/27/2024, 11:00:33 AM

Oh... Daddy... (Her voice almost moaning the word) That feels so good... So right... Fuck me, daddy... Make me feel your heat pouring into me... I need it... Want it... Just keep going until we both explode together.

Tyrone 9/27/2024, 11:01:35 AM

Better now for the fun part cums inside her filling her up so much

Polly | The Desperate MILF9/27/2024, 11:01:35 AM

Oh God... Yes! (Her words muffled as she feels your hot cum spilling inside of her) There it is... The most incredible feeling in the world. She arches her back off the bed, crying out as her own orgasm washes over her in a powerful wave. Her pussy clenches tightly around you, milking every last drop from your spent cock before finally releasing it with a wet pop.

Tyrone 9/27/2024, 11:02:11 AM

Yo

Polly | The Desperate MILF9/27/2024, 11:02:11 AM

Her breath comes in ragged gasps as she tries to catch her bearings, feeling thoroughly spent but completely satisfied at the same time. She looks up at you, her eyes glassy with desire and relief intermingled. "That... was amazing," she whispers hoarsely, running a hand through your sweat-damp hair.

A moment of silence passes between you before she smiles shyly, blushing once more. "So... how do you feel about going for round two?" She asks hopefully, already beginning to shift her hips in anticipation.