After one more round inside the almost virginal Bailey, Scott had fucked 3 of his 4 known nieces. All three had loads of his cum inside them. Anne had been magnificent to view and a great fuck. Her twin sister Bailey had very little experience and was now in love with Scott and prayed she was soon to be pregnant. But Penny had been his first niece both by age and in order of fucking, and his favorite. He had thought of dirty things with her before he had put all of the pieces together and realized she was the daughter of one of his estranged step brothers. The nieces- or cousins from their perspectives since they had yet to figure out he was their long lost uncle, had varying degrees of feelings for him and about sharing him. Originally pimped out by their aunt, they all looked forward to their next time with him.
Scott dropped Bailey off at her house. She asked him if he wanted to "cum inside" but he said he needed a few things and would see her later. Like an infatuated little girl she stood on the sidewalk and waved as he drove away.
Scott put gas in the rental truck and picked up a couple toiletries and supplies and then headed off to Penny's Arcade for supper. Hopefully she would be there and happy to see him.
Instead he saw Neenah, the cook and his virgin niece.
He ordered supper and had a Bloody Mary, or possibly a "Bloody Neenah" he thought, while he waited. Neenah was not one for small talk and he thought to himself, "I really want Penny for the remainder of my time here, but if Tanya throws in Neenah, that would be okay."
He was alone at the bar and from the back room a stunning blondish redhead came out. She had a pencil skirt on, a white blouse, dark rimmed glasses and her curly hair was shoulder length. Every part of her look accentuated another part and for a late 30s, early 40 year old woman, she was stunning. He had to think a moment, "No, the twins and Penny don't belong to her." But the female genes in the family were second to none he realized, and he had travelled the world. It didn't get much better than these two bars.
Tanya, the power aunt. The pimp, setting her nieces up to seduce the rich traveler.
Tanya, his half sister. "Yes," he told himself, "If given the chance, I will fuck her. Definitely I will fuck her."
The sexy business lady came out and introduced herself as Tanya. He introduced himself as Scott since Simon might give too much away, and the nieces all knew him by his middle name anyway. They made quick smalltalk about the bars and she asked if he liked the lake. He said he did and mentioned he would love to own a place like that someday, baiting the hook for her.
"Penny tells me you are an investor and while I am not happy she discussed business with a stranger, she did so and now I might as well get to the point. Our businesses are tied up in a legal trust for a short while longer and I would like to take another partner on."
"Sounds risky until all the legal issues are resolved. How long before that all is sorted out?"
"Soon. But would you be interested?"
They discussed several legal terms, options and pros and cons, and eventually she thought she had him on the line. Next she invited him to her office. He said it was late but she said it was back at her house and would be fine. He asked Neenah if the kitchen would be open later. She said she would be if he needed to eat...
He noticed the look between Mother and Daughter and the smiles.
He rode over to her office in Tanya's car. He knew the place. He had grown up here. It had been remodelled and the office built on, but he still knew the place well.
Tanya had at some point had opened another button on her blouse and kept giving Scott a great look at her C Cups. They tentatively formed a plan, scribbled some notes, and he said he would look it over tonight. They shook hands, her delicate hand had a firm grip but was soft and warm to touch but had the strength of hard work.
Then she pulled him in for a kiss.
He kissed her back and she went for his belt buckle. He reciprocated by ripping open her blouse, sending buttons flying. Her thought was, "Damn, that blouse was expensive but man that was hot!"
While she worked to free his cock he was freeing her tits. They were store bought but no less spectacular. Her nipples were erect and her pink areolas were tight and begging to be sucked. He did.
Tanya found his cock next and started to suck. He let out a loud growl and grabbed the back of her head, playing with her hair. He asked her to stop and he took his turn playing with the wet gash beneath the red patch of pubic hair. She tasted almost as good as Penny did but this was way too good to stop and think about his actions. He gave her a small orgasm and then she said, "Fuck me. Right here, on the desk."
He shoved what little she had on the desk off onto the floor and she put her legs up on his shoulders as she grabbed him and rubbed him up and down her slit, properly getting each other ready. He slowwwwwwly slid in, agonizing inch by inch, and whe he hit bottom, he stopped.
"Fuck me. Give it to me hard. I need you to take me," Tanya begged.
Scott's next thrust was hard, like a hammer, pumping her, trying to bust his nut before she realized her mistake. She felt heavenly! Warm, wet, loose with years of experience but tight due to her petite frame. They made slapping and sloshing sounds as their hips collided. Tanya was years ahead of the other three in experience, desire and pure animslistic lust. She growled, purred, squealed and gave Scott what he wanted without having to be told. He was looking down on her luscious body, tight yet feminine in all the right places. Not young anymore, but still wild and youthful. Beautiful blue eyes starting back, tits swirling around as her body was hammered by his, her facial expressions changed but all registered pure bliss and enjoyment. She was fucking him because they both were experts, and both enjoyed shsring their craft woth each other, not because she was trying to seduce a potential investor.
The feel of his bare cock in her velvet lined pussy was one of the best feelings he had ever experienced, and only partly because it was just so wrong. Here he was, fucking his estranged half sister after fucking three step nieces earlier. He wanted to finish the act in a spectacular way and paint her womb a creamy white, then leave town and never come back. But as he got close to cumming, psychology took over, twinged with a thimble of chivalry. He asked where she wanted it, and she said, "Paint my face Simon."
He shot his first spurt on her eye, the next one hit her perfectly coiffed hair, and then she had his dick in her mouth.
Simon.
SIMON! She had called him Simon!
She sucked him dry, and saw the look of confusion and fear on his face, and she said, "Yes, Simon, I knew it was you."
"But why?"
"I wanted to compare you to my other half brothers. I see why Penny and Bailey are in love with you. You are all man and machine and took care of me like I have NEVER been taken before."
"You knew? Your brothers too? You fucked...when?"
