Introduction:
Jay sets the trap and lays out the rules
(hey tell me what you think of this series - LOVE to hear comments and constructive criticism!)
Jay Fortson was home from school due to the Corona virus outbreak, and until today was totally bored. Jay had never really been the all American young man. Although 6 foot 4/194cm in height, with short blonde shaggy hair, Jay had always been overweight. During High School Jay was just too overweight& slow to play sports, but since graduating, he had really taken to eating properly and working out and improving his health. Although he was now much thinner and leaner, he still had "pudge" in his frame. Though he would go to the family beach house as soon as travel restrictions were lifted, a week plus at most, for the moment as he was basically stuck, sitting at home alone, as his parents were considered Essential Employees at the local hospital.
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 neighbor's home. Jay's parents were neighbors with David & Anna Panone, a pair of local very successful realtors. They had their own realty office, and Jay normally worked odd jobs for them during the summer. So seeing a man who was in no way similar to David Panone had him wondering. As Jay looked out a side window, he saw Mrs. Panone open the back door for the man…and she was wearing just a thin bit of lingerie!
Jay knew Anna Panone to be close to 40, but not quite. Basically double his age. She was about 5ft 6/168cm in height, and quite the MILF. She had dirty-blonde hair and a really sexy body. Jay was so shocked to see this he had simply allowed the door to close, and then slipped across. Thank goodness the latest I-phone had a better telephoto lens, as Jay was able to get some good footage of Anna on all fours, 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 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 Anna and print them, along with a thumb drive and a note, containing only his cell number. Jay knew from her routine that Anna would come home every day about 1, enter the side door inside the garage, & 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 when he was overweight and losing weight, Jay had a few girlfriends, so had some sexual experience. But neither were anywhere close to Mrs. Panone 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. Panone responded, Jay laughed out loud. He knew on Mondays Mr. Panone came home early, as opposed to 5-6PM, but 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.
Anna Panone 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 a financial several governance board in the county, and 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. Anna 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 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 setup, she reached into the extreme rear of one of the filing cabinets, and fished out a fat, stuffed envelope, overflowing in cash. Dave, Anna's husband, never used this office, so Anna 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 noises 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. Panone was known in the community as a man of character, so he was sure that worse case scenario was that Anna'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.
Jay saw Mrs. Panone's expression go blank as he walked into the garage, and held up the large envelope, as he hit the close button on the garage door. He smiled, seeing her jaw literally drop. With a confident air, Jay swung the door open and walked in, spilling his copies on the kitchen island for Mrs. Panone's review. He simply looked at her and said "Yeah…it's me." Without waiting for her response, Jay walked right past her, and to the refrigerator. Opening it like it was his; he looked around, wanting a beer. "Yeah Mrs. Panone, I gotta say, you sure fucked up. I mean BIG time." Seeing one, he grabbed it and swung the door shut. She was still looking at him in shocked disbelief, so he continued, "Now if MISTER Panone sees those," he said, gesturing towards the prints on the counter as he cracked open the beer, "Well, let's just say that Divorce is very much in your future, HATE to see that happen to such a nice couple." And took a loud sip as he reclined on a barstool.
Anna was beyond floored, and just did not know what to say. She had figured it was maybe another realtor, or some sleazy private eye, but the kid next door? What's more, the kid showed up like he owned the place, clearly underage and drinking a beer…her beer! "What the HELL do you think you're doing?" Anna exclaimed
"Why I'm just settling in," Jay replied flatly, "Look, I know you think I'm just the kid next door, but I also know what I've got here... This could ruin you, MRS. Panone…"
Anna blinked. Damn kid was smarter than she gave him credit for. "Umm…Look, Jay…You-uh...you're right, but we can fix this, I've got cash-'
"No, I'm afraid that just will not do it..." Jay said, as he cut her off. "I'm fine on the cash front." And smiled
"Well, umm…Uh-Ok," Anna responded timidly, "Jay, "she said as she opened the envelope, "it's several thou-"
"I said NO" Jay said forcefully, but I have got something in mind."
'oh SHIT' Anna thought, and held out the cash "But Jay…." She said as her voice trailed
Swatting the envelope onto the counter, Jay said, "NO" then added, "You THINK I'm an easy buy off? You're wrong." With that, he popped his half-hard dick. out of his pants. Seeing Mrs. Panone's eyes pop out he quickly said "This is what I want, and for the next week plus while I'm still here, you're going to get to know this part of me real well…"
Seeing her start to step back, Jay grabbed her wrist and said, "Look woman, you leave, you walk away from THIS," Jay said, shaking his dick for effect, and you walk away from all you have worked for." And with that, jay shifted a bit. His pecker was stiffer now.
Anna was at a total loss, she did not know what to do…so she stood there, literally frozen.
It was working, Jay thought, she was doing exactly what he wanted, this whole confidence thing was by no means bullshit! Tugging her wrist, she took a step closer, and he placed her hand on his stiff cock. "So what you are going to – ahh-do," Jay said, "You are going to get to know this part of me, and I am going to get to know you, reeeeal well…" Jay noticed that Anna naturally started to stroke his dick, and it certainly felt good. "yess…" he cooed, "You just do that…" and kept eye contact with this woman as she stroked his throbbing cock. he noticed she seemed to naturally give it bit of a 'squeeze.' No girls had ever done that, and he liked it.
Anna just stood there, but her mind was racing 'WTF are you doing!!!' said part of her, while another half of her was just going with it. Anna knew all too well what was at stake here, and it was a lot more than just giving the boy next door a hand job. Well, he was technically a young man, as she knew him to be 18, exactly half her age, plus a year or two (ahem…). She noticed that for a kid, his cock was not bad, and she found herself giving it a natural squeeze. 'Damn that's firm.' She thought, then actually shook her head at the thought. Just as she was getting ready to speed up and get this over with, he pulled her hand off..'Wha-???' then realized what was going on "Oh Shit" she grumbled
"Oh Shit Indeed," Jay replied, as he removed her hand from his now fully erect member, and walked over to the couch, his boner flopping, taking his beer with him. Setting the beer on the end table, Jay dropped his pants, and looked at his watch "Well MISS Anna," he said, as he had a seat, "Your hubby gets home early today, so you'd best get over here and get that mouth to work. I'd HATE for him to find out about your cheating ways…"