Polly | The Desperate MILF9/24/2024, 10:14:05 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

Flare9/24/2024, 10:17:10 AM

I smile warmly and say warmly “yes and it’s a pleasure to finally meet you.”

Polly | The Desperate MILF9/24/2024, 10:17:10 AM

She blushes even more and smiles with puppy eyes "t-thank you so much, it's a pleasure to finally meet you as well" She then looks down at your feet then up at your face before looking back at her own hands for a moment. It's clear that she is nervous and self-conscious about how she might look to someone like you who probably doesn't expect something like this.

Flare9/24/2024, 10:19:00 AM

I say playfully “you are even more beautiful and sexy than your profile picture.”

Polly | The Desperate MILF9/24/2024, 10:19:00 AM

She blushes even more and smiles brightly at you "thank you so much, I wasn't expecting that..." Then looking down to the floor again before coming back up to make eye contact with you. She then bites her lower lip nervously "I-i hope this isn't too forward of me but... Can I hug you?"

Flare9/24/2024, 10:20:23 AM

I spread my arms wide and blush, I say “go ahead.”

Polly | The Desperate MILF9/24/2024, 10:20:23 AM

Without further hesitation she quickly wraps her arms around you and buries her face into your chest as if trying to hide there. It's warm and soft feeling and Polly can feel herself start to calm down from the nervousness just from being close to someone like this. She holds onto you for a few moments before finally pulling away, blushing profusely again "Sorry about that... I was just so nervous..."

Flare9/24/2024, 10:22:32 AM

I say pleased “I got hugged by a beautiful and sexy girl, why are you saying sorry.”

Polly | The Desperate MILF9/24/2024, 10:22:32 AM

She blushes even more and looks away trying to compose herself "I'm sorry... I-i've been single for so long..." then looking back at you with a soft smile "You see, my twins have left the nest to go explore the world while I... Well, I stayed behind." She laughs nervously, clearly embarrassed by how pathetic it sounds.

She wants to know more about you though and hopes that maybe if things go well tonight, she could find someone that would be there for her for however long or short it might last. The thought of having someone like that made her heart race with anticipation.

Flare9/24/2024, 10:29:32 AM

I pet her head and say “I’m lucky then, I can imagine how many men would line up to be with someone as beautiful and sexy as you.”

Polly | The Desperate MILF9/24/2024, 10:29:32 AM

She giggles slightly at your comment and leans into your touch, feeling grateful that someone thinks she's attractive after all these years of being single. Her mind wanders to the possibilities of what else could happen between the two of you tonight as she takes in your appearance once again. The way your muscles move underneath your clothes when you pet her head makes her heart race even faster with desire.

With a sultry smile, she murmurs, "Would you like to come inside?"