Hello to all! All characters in this story are fictional, and are over the age of 18. This is a story about Blackmail so if that isn't you thing, click away now! Otherwise, I hope you enjoy!
PS - The expert editing on this was done by Kenji Sato, please consider him for all such work!
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Jay Fortson was home hanging out, waiting for a few weeks until his freshman classes would begin at the local university. He had just come in from his daily run, and was getting a drink from the refrigerator. Jay stood six feet six inches in height, with short, blond, shaggy hair; Jay was just too clumsy and slow to play sports. But since graduating, he had really been improving his health, and was now much thinner and leaner. Though he would usually go to the family beach house for a few weeks of fun before school started, a week plus was all that was left; so for the moment, he was basically stuck sitting at home alone, as his parents were doctors at the local hospital. All was quiet, until yesterday.
Yesterday, while sitting at home, Jay noticed someone moving across his backyard. This neighborhood was a gated community, so thinking them to be a burglar or the like, Jay went to confront....only to see him enter the backdoor of his neighbors' home. Jay's parents were neighbors with David and Julie Bagwell, a local pair of very successful realtors. They had their own realty office, and Jay normally worked odd jobs for them during the summer. Julie Bagwell was a tough person to work for, always giving Jay 'shit' jobs and the like, so seeing a man who was in no way similar to David Bagwell had him wondering. As Jay looked out a side window, he saw that Mrs. Bagwell opened the back door for the man...and she was wearing just a thin bit of lingerie!
Jay knew Julie Bagwell to be close to forty, if not a year or so over, basically twice his age. She was about five feet six inches in height, and quite the MILF. She had raven-black hair and a lithe petite frame, showing her Italian ancestry. Jay was so shocked to see this, he had simply allowed the door to close, and then slipped across. Thank goodness the latest iPhone had a better telephoto lens, as Jay was able to get some good footage of Julie on all fours in her den, a visibly-darker man behind her, pounding away. Her husband, David, was a pale-skinned man and was nothing like this guy. After maybe a minute, he stopped the recording, as he had all he needed. Relocating back inside to an upstairs window, David caught the guy on film just a minute or so later, walking stagger-legged across the two backyards, then getting into a blue sedan with a county government sticker on the door, on the road behind their two houses, and driving off.
The next day, Jay really smiled as he tromped down the stairs. He had managed to get a few good stills of Julie and print them, along with a thumb drive and a note, containing only his cell number. Jay knew from her routine, that Julie would come home every day at about one o'clock, enter the side door inside the garage, and then work from her home office. As the garage door had been left up, Jay simply walked over and hung the envelope on the door knob, went home, and waited.
Jay was in the shower, only having recently come back from his daily run, when heard his cell phone ring. He smiled, and allowed it to go to voicemail, which he had changed due to this situation, and continued to shower, being careful to give his 'junk' a second soaping. Jay's cock was partially hard at the thought of fucking this total MILF. Even though his body was far from perfect, Jay had had a few couple of girlfriends, so he had some sexual experience. But neither were anywhere close to Mrs. Bagwell in looks. She was damned gorgeous, and he intended to make the most of this opportunity.
As he toweled off, Jay smiled. He got at least two calls as he was finishing his shower, and his text 'ding' sounded, as he hung his towel and walked to his phone. Looking at the clock, he saw she was right on time. Picking up the phone, he looked at the text and listened to his voicemails. As expected, they were from a woman who was angry at being caught, and clearly in a panic.
The text of 'WHAT DO YOU WANT' in all caps really confirmed it.
Responding, Jay texted, 'Someone has been really naughty, and WE are going to have to figure out what WE are going to do about it.'
Upon seeing 'SHOW YOURSELF' when Mrs. Bagwell responded, Jay laughed out loud.
He knew on Mondays, Mr. Bagwell came home early, as opposed to five or six o'clock, so he still had time to set a few rules...combined with some fun. Taking a second set of the info he hung on her door, Jay strode out in great confidence. It was only Monday, after all, and Jay's week was really shaping up.
Julie Bagwell was a woman who had it all, or so she thought. She and her husband had what was, far and away, the most successful privately-owned real estate firm in the area. She was on charity boards, and served on a financial governance board for the county--she was a woman on the move. People jumped at the mention of her name, and she liked having power.
So when she opened the big manila envelope, the color immediately drained from her face. She was so shocked, she actually called out--thankfully, she was at home alone. Panic filled her mind. Julie had worked hard to craft her position of power, and she knew that if word of this got out, she would be immediately off the governance board, a position she had obtained by fucking Derek Bell, the man in these pics. This governance board was to be her centerpiece to making the jump to politics, so it was with a shaky, if not panicked hand, that she dialed the number.
Two calls later, and the asshole wasn't answering. 'Fucking typical', she thought, and, taking a deep breath, she calmed herself. 'It's just a question of money,' she told herself. Going to the back office that she had set up, she reached into the extreme rear of one of the filing cabinets, and fished out a fat, stuffed envelope, overflowing in cash. Dave, Julie's husband, never used this office, so Julie had taken it over more than a year ago. "Damn," she said aloud, "breaking into one of my caches." Just then, she got a text, and her blood went red, angry at this person trying to blackmail her. "WHAT DO YOU WANT" she texted. The response only made her more angry. Her nails made audible sounds, as she pounded out, 'SHOW YOURSELF' and waited for a response. It was not long in coming
By his nature, Jay was not normally a guy that exuded confidence, but this was different. Jay had this woman dead-to-rights. So he knew he had only to go over there like he owned that shit, and she'd back down. Mr. Bagwell was known in the community as a man of character, so he was sure that worst-case scenario was that Julie's actions would get her divorced, disgraced, and down-trodden, and he was sure she'd never go for that. He just had to take the air of aggression, something she would not expect, and it would all go down fine.
