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Chapter 248
by
Hexenweib
What's next?
Christmas Concert: Leah agrees
For a moment the woman was lost in his touches and the feeling of warm skin on skin... She felt herself writhing under his exploring fingers before she turned her head to look back into Jason's eyes.
"You are bolder than you seem, Jason Hart." she whispered with a little mischievous smile. He laughed before she laid down on the mattress.
"Where's the lube?" It was no answer given as she felt the body sift on top of her. She closed her eyes. This was his playtime and his fantasy... and she was here to enjoy the little naughty thoughts.
Soon she felt her cheeks being parted before the warm dribble of lube began to cover her tailbone and behind... She pushed it up just lightly, sneaking her hands down between her legs to slide them up and down against her squelching folds... Drawing slow circles while the ball of her hand rolled on her clit.
She felt Jason's fingers and his soft massage... no this was no first time he had done this. He was so delightfully careful as his thumb rubbed along her little rosebud, applying just a little more pressure with every motion while the he made sure all of it was slick and easy to - Uhn! - slip in!
Leah moaned as the thumb slipped inside her... and began to gently stretch her... She felt Jason's giddy smile on her back, and then some more.
Despite his prep and loving care she began to quiver as the massive tip dragged into her, replacing the thum he slowly slipped out of her.
"Are you okay?" She nodded, as the slow intense twitch of her pussy had ended and she could open her eyes again-
"Yeah... you're just a lot more than I am used to." She answered with a smile, slowly propping her butt up further. "Come on." she whispered, as he began to slowly stroke his length into her. "Fuck my{if Whore=100} slutty{endif} little ass."
And he did!
Leah howled as he began to thrust more firmly... to put his **** into his rhythmic movements. His hands dimpled her skin, as he held her hips tighter, and still she pushed them up to allow him to dig even deeper into him.
It felt amazing, to be stretched like that! The pain almost droned out by the pleasurable mix that began to push every other thought from her mind.
Jason was not rough with her. Bend over the body of his colleague, as the two of them moaned their passion through the dimly lit apartment.
{if Lust: Jason=100}Everything seemed so stupidly perfect! {endif}She felt his breath on her back, and his words through the fog in her mind.

She could've sworn it was her name... and she returned his praise by moaning his own. But the praise soon turned into pleas as her pelvis thrust up again...
Every touch of his fingers, and every new grab on her frame flared through her body, as she felt the gushing under her fingers... felt his soft bite against her collar.
She came... and she knew from every throb and tremble in his body that he was close... close to blowing her reward simply into her sweet little ass...
"Cum inside me..." She heard herself through a veil of groans and pants that weren't only her own.
"Baby, please pump it into my little ass!" {if jl>75}Leah felt like a whore for how much she enjoyed it... her gut wrenching... but every little word of hers was rewarded with another thrust and another happy cry from her insides. {endif}Jason was quickly brought over the edge by her begging... and only as he pulled back, breathing heavily, and leaving her little arse a dripping gaping mess, she felt the veil lifting again.

They spent some time cuddling, talking about his tattoos, and his band but time soon caught up to Leah...
She still felt sore as she got up again and back into her clothes.
"Hey..." Jason smiled as he brought her to the door after calling her an Uber. "I am trying to get a Gig soon. Nothing too big really." There it was again, the shy look in his eyes, like he was asking Leah out to prom, "I think you might like it... and well, perhaps you can come by. Groupies are always needed."
Leah laughed, as she heard his proposal.
"We'll see... I'll bring an extra bra, to throw it on stage." Both chuckled as she walked down the stairs...
Jonathan was probably still waiting.
What's next?
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Attaining Tenure
One Female Teacher Does Everything She Can to Get Tenure
Miss Leah Williams is on her final year to get tenure teaching at her beloved high school. She has a wonderful future--a loving fiancé a stable career at a good school. However--all that could change with this school year when a secret threatens to reveal itself...
Updated on Jun 14, 2026
by sexybjgal69
Created on Jun 1, 2022
by sexybjgal69
With every decision at the end of a chapter your game state can change. Here are your current variables.
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