Intro: The exploits of a man whose given name fit him perfectly, Randy, and he certainly was that. He was a high-school history teacher and coach until he hit the lottery and retired early at 52. While he was not averse to returning flirtatious quips from the girls in his classes, he did avoid giving in to the urge, telling the more enticing of them to, "come see me after you graduate." Some did, but these stories deal with his life after hitting it big and building two houses; one along a river bluff 45 miles inland from the Atlantic Ocean and another on a secluded portion of the Northern Outer Banks, both equipped with playrooms. And he still had over a hundred million to spare. All characters are 18+ years of age. All stories can stand alone, but reading the series gives added insights and descriptions as it unfolds.
Synopsis: Former student, now in real estate, lured to play.
April, 2017 -- River house
Her first name was Merry. Her mother had a strange sense of humor because her middle name was Christmas. She had been born on Christmas Day and the mother had insisted until the father had relented. She was a former student of Randy's who had gotten a business degree in college and then gone into real estate. They had run into each other on a Saturday night at some community function in town that Randy had been invited to, the directors hoping to get their hands on some of his money.
She was mid-twenties and petite, about 5'3" and 110 pounds. Decent body, but not overly smoking, with a 32B-24-32 figure. But she did have a certain allure as her father had been full-blooded Cherokee and she had inherited his skin tone, facial features, and hair which gave her a sultry look.
Randy wanted to see her naked and wiggling on his cock, but knew he had to play this very carefully. There was no flirting in their pleasant conversation and the aura he felt around her was one of innocence and a hint of repression.
In her job, Merry was a go-getter and inquired if Randy might want to put his house on the market. He didn't, but there was no reason to let her know that. Instead, he asked if she might want to come out and assess it for him so that he could have some idea of what she thought she could sell it for. They set up an appointment for the Friday following and Randy hugged her briefly and loosely before departing with his wallet still intact.
The next week she had gathered as much information about his property as the public records would allow and realized that this could be the sale that would make her reputation in the local real estate market. Merry was excited and ready as the appointed day approached.
For his part, Randy had spent the week contemplating how to play her visit in such a way as to manipulate her into allowing him to fuck her. She had been prim and proper in most all his observations of her in high school, but there were those rare occasions where he had seen a little wildness that would rear it's suppressed self. He suspected that, despite her innocence, she had a faint awareness of some of the self-indulgent aspects of life, and sex. Finally, on Thursday morning as he walked along the riverbank, he settled on how he would steer the meeting and reminded himself that it was no loss if it failed.
*
As the clock ticked toward the appointment, Randy took a Viagra and kept watch on the security monitor in the kitchen cabinet. When he saw Merry's car come down the drive he started the video recording system in the house and went to wait in the foyer.
She had showed up at the exact appointed time in a black sundress with small lavender and white flowers connected by green vines printed on it and a pair of sensible flats. He noted that she wore gold, hand-beaten, leaf-shaped earrings that dangled and a large gold watch as he let her inside.
She carried a black leather folder with brass at the corners and thanked him profusely for allowing her to do this as she opened it, Cartier pen in hand, and asked about the septic and water systems while they stood in the foyer; Merry with her mind on making money and Randy with his mind on making her cum.
Her ass was petite like the rest of her, but he was reminded upon closer inspection when she turned her back to him and made notes of the entrance to his home that it had that certain peach shape to it. Her long brown hair was chestnut colored, parted on the left with a swoop of bangs pulled over to her right ear and clipped there. She had a second metal clip holding back the long hair above her left ear.
Merry's breasts were not pronounced, but looked firm as they sat high on her chest with a cleavage that was slightly visible; almost as if she had taped them, like the beauty pageant contestants sometimes did.
He took her first to the right and showed her his office space, asking if she would like something to drink. She requested water and he took two bottles from the mini-frig and continued to the Master bath done in Italian marble. Merry scribbled furiously in her notepad as she gushed about the workmanship and the view from the elevated tub. The tub was obviously built for two, as was the shower with its dual heads on opposite ends. If she noticed the anal enema attachment in the shower, she did not acknowledge it as she wrote.
He let her inside the huge walk-in closet and washer-dryer area and stood by the door as she made notes and gave more compliments, asking the occasional question. He had to give her credit for her verbal stroking skills and wondered about her other stroking skills.
Continuing, they walked through the Master bedroom with the atrium of smoked glass and again she scribbled and gushed, inquiring if he intended to sell it furnished or not. He thought for a moment, considered a blatant sexual reference, but decided against it and told her he would sell it furnished if that was what the buyer wanted.
On they went, to the sunken living room with the large windows and the open plan kitchen, breakfast nook and dining room. Merry was doing more writing and gushing in each area, asking more questions and noting the answers each time.
He took her through the breezeway to the pavilion and she stopped to ask about the pool and hot tub before following him to the octagon shaped party area with its own windowed view of the river. "Do you entertain many guests?" she questioned as she made notes on the grill and stove.
Randy reflected, "The visits I get from guests are usually one on one affairs, so no," and she turned and gave him a wary smile. She did not allow whether she approved or not to show through and Randy was more convinced than ever that she was a master at repression.
He backtracked her to the foyer and they ascended the angled stairway, turning to the right and the media room. It was at this point that his phone dinged with a text and he checked to see it was Halley (previous stories).
He turned the lights on so that the reddish-brown toned woman could inspect the room and excused himself back to the catwalk outside to read Halley's text.
'what's up. just wanted to say happy anniversary and ask for a date in august. unfortunately i won't get back until then, save the date!!!!'
Randy tapped out a reply, 'That's unfortunate, but I understand. Happy Anniversary! Love you and miss you dearly,' and he added a heart emoji.
A moment later she responded, 'i know, me2. what are you up to?'
Randy smirked and decided to be honest, 'Showing the house to a real estate lady," and followed with the big eye-ed emoji.
Halley replied instantly, 'WHAT!!! you'd better not be selling MY HOUSE!!!'
More honesty came in his next reply, 'Oh, I'm not, I'm just setting her up to fuck her," and he followed that with a wink emoji.
