Everyone in the story is over 18 years old. Any similarity to persons living or dead is purely coincidental. This story is fiction, and at no time and in no way does this story intend to portray real life, actual circumstances, actual persons or situations, places, or actions. This story is the product of the author's imagination. This story includes scenes of graphic sex needed to further the plot, and should NOT be read by minors or anyone that might be offended by such filth.
This story is copyrighted by 49greg under United States Copyright law and the Bern Convention and may not be copied or posted anywhere other than Literotica.com without written permission from 49greg.
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"Hello, are you there, I'm a little late."
Mary felt a rush of relief to see the text pop up on her screen, and quickly typed an answer.
"Yes, I'm here, I was worried that you were going to stand me up, everything OK?"
She hit send, then worried that she sounded too eager. Not for the first time she felt a little embarrassed at the screen ID she had chosen It was the name of a girl she knew in High School and Mary had secretly admired the way that her friend had so easily flirted, and more, with boys. At least it was better than the 'Titts1000' she had originally planned to use.
"Sorry about that, running a little late." came the reply from the man she only knew as 'CaptFlint'.
That name sounded piratical and easy going at the same time. He was a terrible flirt and had gotten Mary to reveal too many secret feelings in the two weeks they had been flirting at first in the open chat room before quickly moving to Private Messages, then to their private chat room.
"We're here now, that's what matters, how was your day?" She typed.
At once feeling foolish, formal, and fumbling. She wanted to be more forward and flirty. She knew that Captain Flint was younger than she was, and didn't want to sound like a boring old lady.
"It was boring and time seemed to have slowed down. And nothing perk me up, no messages, no pictures, nothing ... sigh."
Mary gave a shiver, she felt sexy, there was nothing but words on the screen, but she felt her nipples erect, she wanted nothing more than to touch herself. But she was wearing bluejeans, thick, stiff, new, bluejeans. And plain cotton underwear. She didn't understand why she had put them on instead of a silky robe with nothing under. That's what the Captain had asked her to wear.
"I'm sorry, I chickened out, and was really too busy to send it, from the time I got up, late, until I got home." she whined.
And it did seem whiney, she thought.
"But then you did take one, or more?" Captain Flint answered.
She could tell he was a fast typist. She liked that he sent full messages. Some of the men she had chatted with were awful spellers or used abbreviations she didn't understand. Perhaps a student, his language and spelling also told her he was educated. Perhaps a grad student?
He had mentioned living in Northern Iowa, and went to a University, and that's just where Woodston was, and since they had added a Masters program to Woodston College, it now called itself a University. Of course there was a State University of Norther Iowa as well as several other private schools, and a two year Community College.
Mary hesitated.
"You did take them, didn't you?" asked Captain Flint.
She trembled, unbuckled her belt, unbuttoned the waistband.
"Yes, I was terrified and excited." she typed and sent.
"Are they sexy? Describe them? What are you wearing now?" was the demanding answer.
Mary stood, pulled the jeans down and off, pulled off her panties, ripped off the blouse as she turned and headed for her closet. Her bra came next, and the silky robe floated around her naked body, untied as she returned to the seat. She snatched a fluffy towel she had gotten earlier from the bathroom and dropped it on her chair before sitting down.
She briefly wondered what he son would think of her if he knew what she was doing, what she planned on doing.
"Just a satin robe, a red one, that's all." she typed.
"Did you wear it in any pics?"
"Yes, untied and open." she slashed out, trembling as she sent it before she could stop herself.
"How about your costume, did you wear that too, in the pics?"
"Yes, but just one pic of that. I only took a few altogether, I'm worried about that costume, wearing it in public would scare me." she typed back.
There was a long wait. One hand started to cup and squeeze her breast, edging for her nipple, the other slid down past her tummy. She hoped it would be another of the 'fun' nights that she had come to enjoy so much.
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John Walker paused, he was laying in bed with his laptop, chatting with a woman. He didn't want to push her to fast or too far. And it was fun, flirting, playing, talking sexy to a strange woman. He was sure it was a woman now, older than him, maybe as old as his mom.
He knew how hot his mom was, all the guys in high school certainly said she was. And his older Sister, Susan was just as hot. But she was down in Iowa City working on her Masters. He brushed the erection that probed upwards from under his boxers, pressing up against his sweats.
John had broken up with his girlfriend recently, well not too recently. Too tell the truth she had dumped him. He felt like she would be available next semester, but he was having too much fun on line with this woman to miss her. His only fear was that his Mom would find out. Dad wouldn't care, and a part of him wondered what it would be like living with his Dad.
It would be odd. Dad lived down in Ames, and he could live there and go to the University there, but he liked Woodston, and mom had agreed not to 'bug' him about when he would be home or when he went to bed. As far as she was concerned he was studying now. And if he was going to a big University, he wanted it to be in Iowa City.
His mind wandered a bit, thinking about his ex girl friend Peggy, Peggy Blackett. They had known each other since the third grade, she was a great girl, nice, pretty, studious. Not like her sister Ruth. She was one of the "Bad Girls", getting drunk, dating boys and leaving them.
He remembered a conversation with Ruth on the school bus when they were in fourth grade, She said she was thinking of going by her middle name, because she wanted to be a pirate, and pirates were 'Ruthless". It didn't make sense to him at the time, but he had always remembered it.
While Peggy was a 'good' girl, Ruth was wild, and he didn't understand what Peggy said when she broke up with him. She said that Ruth was more his style. He wondered what she meant by that. Had he gone too fast for Peg? Well no sense worrying about it now, all over and done.
He knew his mom wanted him to be a model student, model citizen, model everything, and dating a wild girl like Ruth would not fit in, as far as his mom was concerned. His mom was so uptight, so, 'upstanding in the community' as she put it.
She would be shocked at the things he was doing with another mature woman on the internet. She had no idea what could go on through a computer. The only thing she knew about was word processors to read her students assignments with, spreadsheets to record grades on, and emails to send grades in to the office. Oh yeah, and to send him email reminders to 'dress for success' and 'eat a real lunch.'
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Mary was slowly working herself up, Captain Flint was taking a little time again. Obviously he was a little upset she hadn't sent any pics to him. She told herself that it would be OK to let him see them. She wasn't identifiable.
She had tacked a white bedsheet over the wall, pinning it to the cheap but dark crown molding in the basement room they used as a guest bedroom. Her daughter and then her son used to have sleepovers with their friends in that room.
It could have been anywhere, it was a blank background. She had dressed in what she had always thought was a scandalous outfit. But when it was on, she felt good, sexy, empowered. The panties were barely there. She had to shave a shocking amount of skin so as not show any stray hairs. She felt good about herself. She looked good.
Trembling she opened her file manager. Clicked on 'view' and clicked on 'hidden items' so she could find the folder, and files she had hidden. Her cursor slid over the third one she took. She took a breath, let it out, and went back to the chat room, clicked on the paperclip symbol then browsed through and found her pics that way. She took a deep breath.
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John was lost in thought, not paying attention to the pc screen. He was thinking about his mom, working downstairs in the room they called the 'office'. When he was little she made him do his homework and studying there.
She was down there now, probably making some undergrad miserable. When he was in one of her classes she certainly didn't let him get away with anything but the best work. Luckily there were two other profs in her department at Woodston and he got away with only taking one class from her.
He wondered about her. She dated some, after Dad divorced her, once or twice she didn't get back till late, and he had been surprised to see her hair a little frazzled and her dress rumpled once. He thought back and decided that was when he started thinking of her as a good looking woman. But still his Mom.
Suddenly he saw Vicky100's message.
