The Bitch and the Boy Scout
A flash fiction piece (fewer than 1,000 words) in which a teen boy sets out to help an older woman in hope of having sex with her but gets a lot less and a little more than he bargained for.
Story codes: Fm, Fdom, bd, anal
Author: geobek

Boy Scout was sixteen. He loved helping women who were attractive and his mother's age. This one fit the bill. She was loading groceries into her car. 
“Thank you,” she said as he hefted two bags at once. “Can I give you a ride?”
“You certainly can,” he said. 
“Where to?” He told her. 
“That's just two blocks further on from my place,” she said. 
“Oh, well then we could stop at your place first so I can help you unload your groceries,” he said, ever hopeful. 
It took two trips to the car to unload everything. 
“Thanks, I'll get you a drink,” she offered. 
“OK, I'll start unpacking.” He dropped a jar of coffee. 
“Sorry,” he said. 
“OK. I'll sweep it up,” she said, handing him his drink. 
While sweeping, she asked him if he thought he should be punished for his clumsiness. He was confused. 
“Do you want to punish me?” he asked. 
“Yes,” she said. “Just a little.”
“Well OK,” he said, uncertain. 
“Come with me.” He followed her into a bedroom. She rummaged in a closet, took out a wide belt. “Drop your pants,” she said, standing behind him. “Now pull your jocks down so I can see your arse cheeks.” 
He was getting a little scared. 
“On second thoughts, I'll use my hand,” she said, as she tossed the belt to the floor. “Bend over a little.” 
He did as he was told. She slapped his arse with her hand. It wasn't very hard, but the shock of it made him gasp. She hit him again, harder this time. She stood to one side. 
“This is supposed to be a punishment,” she said, “not a pleasure” as she whacked him again, harder still. His left arse cheek was getting red. She moved to the other side and with her other hand, slapped his right arse cheek hard. 
“Ouch.” 
“Did that hurt?” she asked. 
“A bit,” he said with a slight quiver in his voice. 
“Then why is your cock so hard?” she asked. 
He looked down at his cock, felt embarrassed, a little scared and very horny. 
“I think you like this,” she said. “I know I do.” 
She smacked his right cheek again, as hard as she could. He winced. His cock twitched. 
“Your arse is quite red. Wait here and don't move.” She left the room but was back within seconds carrying a jar. 
“This will take the sting away,” she said, as she knelt behind him and began massaging his cheeks with cream. His arse felt cooler and his cock felt harder than it ever had. 
“There,” she said, “now turn around.”
As he did, his cock brushed against her face. She took it in one hand and put it into her mouth. She started running her tongue over his cock head. He moaned. She took him deeper into her mouth and started to suck. Deeper until she almost gagged. She put one hand under his balls and brought the other hand around behind him. The cooling effect of the cream was wearing off and his arse cheeks were beginning to sting again. The feel of her cool hand made him moan again. She stroked his cheek, then began to work a finger into his anus. Soon she had two fingers deep in his arsehole. His cock twitched in her mouth. He moaned loudly. She slowed her pace. Then abruptly took her mouth away from his cock. 
“Kneel down over there,” she said, indicating the floor at the foot of the bed. “Kneel there and bend over the bed,” she said as she went to the closet again. “Don't move,” she told him as she searched. She came and stood behind him, fumbling with her strap-on dildo. 
“Lift your arse up a bit higher,”she said, as she massaged a huge gob of cream into his anus. “Now just relax.” She worked two fingers deep into his arse. “You might even enjoy this.” 
She took her fingers out and positioned the tip of her dildo against his arse hole. She pushed into him. He gasped and she pushed harder until the head of the dildo was inside him. He tried to speak but only moaned. 
“Don't move,” she said, “and I won't either for a bit. Just get used to the feel of it.” 
He took a deep breath and pressed himself into the bed. He began to relax and she began to move deeper into him, slowly. Soon she had the dildo inside him up to its hilt. She began to move with long, deep strokes. When she felt him move back against her, she knew he wanted more and started to fuck his arse really hard and really fast. He was moaning and saying something she couldn't make out. She fucked him like that for a long time. When she had finished she pulled the dildo out of his arse and undid the straps. She climbed on to the bed in front of him and opened her legs wide. 
“Stay where you are and eat my cunt,” she told him. Lick my clit and make me cum in your mouth. Don't stop until I cum.” After some time she told him to slide his hands under her arse. 
“Put a finger into my arse,” she told him. When he had worked it right in she told him to use two fingers. 
“Finger-fuck my arse and keep licking my clit,” she said. “Make me cum really hard.”
Eventually she did cum – really hard. All over his tongue, her arse squeezing tightly around his fingers. Then she came again, a less intense one. Boy Scout's arse and knees were numb, his hands had cramp, and he could barely feel his mouth and tongue. He stood up shakily and was about to remove his jocks when she told him to pull up his pants and leave. “Next time you see me at the grocery store you can help me again. Now go. Close the door behind you.”
					----------------------------------
FEEDBACK:  
I welcome feedback, which can be left via ASSTR email - just click on the email link in the Author profile and an email form will pop up. You can send anonymous email if you prefer.
DISCLAIMER: 
This is a work of fiction and any names, characters, places and incidents are products of the author's imagination or are used fictitiously. Any resemblance to actual locales, events or persons, living or dead, is entirely coincidental.
COPYRIGHT:
All rights reserved. No part of this work may be distributed, reproduced, stored in or introduced into a retrieval system, or transmitted, in any form (original or modified), or by any means (electronic, mechanical, photocopying, recording, reposting  anywhere on the Internet, or otherwise) without the prior written permission of the copyright holder (geobek). COPYRIGHT  © 2011 - 2014, geobek.