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 and fictional. All stories can stand alone, but reading the series gives added insights and descriptions as it unfolds.
Synopsis: Teen blonde spends July 4th week with her step-uncle for bondage and rough sex.
July, 2016 - River House
Hailie woke up Wednesday morning sore. Randy had pounded all three of her holes relentlessly the night before and she could still feel his huge cock that had been inside each of them. She rolled over with some effort and looked at the clock and saw that it was 8:30 and suddenly she was wide awake. She had just thirty minutes to be at work and it was at least a fifteen-minute drive.
Randy came through the door asking, "Hey, do you know what time it is?" just as she sprinted off the bed and dashed into the bathroom,
"Yeah, yeah I know, dammit. I'm going to be late."
Five minutes later the eighteen-year-old emerged and dressed hurriedly in khaki shorts and a blue country club polo and kissed him quickly as he sat on the bed before she headed out the door. As she left Randy called after her, "My dick and I will be waiting right here when you get home!"
"Asshole," she murmured as she started up her car and backed out of the garage. Headed down the wooded drive, she brought a hand to her crotch and smiled. "Fuck, it's going to be a long day."
Her thoughts turned to last night and this man who was ostensibly her step-great uncle, but who was not really related to her at all, just through a marriage. She had known him for her entire existence on earth, but in the last three months she had come to know him more intimately. He had caught her about to have intercourse with a boy two months before graduation and he turned both their worlds upside down (see previous stories). She smirked as she thought of the rumors of Brandon that were circulating now, how he had taken up with one of the men who was a higher-up at the local drama troupe and was sucking cock and getting his asshole reamed almost every night by the man and his pals and was loving it.
Halley was certainly enjoying the sucking and reaming she had been giving and getting from Randy. He had opened a world of sex and lust and power and control to her that she had no conception of prior to him. And like Brandon, she was loving it. Last night while he was pounding her ass, she realized that not only did she love his cock, but that she was in love with him. His wit, his sarcasm, his intelligence, his teasing, and the imagination he displayed occasionally in their shared sexual escapades were all things she absolutely adored. But she loved the man that was 35+ years her senior because he knew how to fuck the shit out of her and he cared about her. Of the latter, she had no doubt. He let her express herself sexually without ridicule or judgement and she felt free and loved with him. Going off to college some six hours away crept into her mind and she buried it. She didn't want to deal with that now. All she wanted was for this workday at the country club to pass quickly and get back to his house on the bluff high above the river.
But it did not. Like the other days of this July 4th week, the time passed by agonizingly slow. At her lunch break she dug out the burner flip-phone he had given her and texted him.
"I hope you have something special planned cause I'm slowly dying over here. Don't cook anything, I just want to get straight to it."
In less than a minute it vibrated in her hand and she opened it to a wink using punctuation marks and she laughed. She managed the afternoon as best she could, just like the previous two, and hurried to house, careful to not exceed the speed limit.
When she parked in his garage and got out, she hit the switch for the door and Randy walked from the shadows. He was completely naked and his massive cock was already rock hard. Halley shook off her initial shock and looked to him as she gently touched the head, "Little blue pill?"
"Let's find out," and he took her hand from his dick and led to the elevator just inside. Before the doors slid closed, Halley was kicking out of her shorts and thong and hit her knees, taking him deep in her mouth. Randy hit the stop button and let her continue for a few minutes, just to heat her up a little and told her, "I'm glad you like doing that cause you're gonna be doing it a lot over the next hour or so," and she whimpered around his meat.
After ten minutes when she had its entire length good and wet, he let the elevator continue and she stood and removed her shirt and bra, dropping them on the floor as well before she strode hurriedly to the playroom. He directed her sit on the mat he had placed in the center of the large room and tossed a pair of multi-strapped boot looking items between her splayed legs.
"Put those on and make sure the straps are tight," and she examined the black leather items. They were made to wrap around her foot and ankle and there were multiple straps to secure them in place. She wondered what he had cooked up as she worked to secure them.
Randy was busy moving a few other items into position and once he finished, he stooped at Halley's feet with a long black bar in his hands and examined her work.
"Very good," and he smiled up at her, "that should do nicely."
"What are you going to do to me?" she asked him, a quivering anticipation in her voice.
Randy did not answer her. He took the black bar and clipped it to the middle of the sole of each of the boot-like items and her legs were much wider than the spreader bar from last night, well over three feet wide. Then he got up and brought a winch overhead. Lowering the cable, he clipped it to an eyelet in the middle of the bar and looked pointedly at Halley as he pressed the 'UP' button and watched as she was lifted into the air by her feet. She was inverted vertically and swinging before she could react and then she squealed and laughed. Randy spun her around and watched her twirl, her long blonde hair flowing down toward the floor like the sweep of a skirt while a girl danced. He retrieved a set of handcuffs and then stopped her merry-go-round, the hair continuing for a moment, and cuffed her hands behind her back. The Y made by her legs and body were just higher than his head and he slid a box over in front of her face and stood on it.
"What are you doing Rannn-deeeee," and she shrieked as he lightly bit her clitoris and then proceeded to eat her out from above. He ran his arms around her hips and up the cheeks of her ass to spread them wider as he darted his tongue inside her slit and sucked fiercely on her clit. As her sighs got louder, he worked his mouth harder, priming her orgasm and as she reached the point between interest and euphoria, he stopped and stepped down from the box.
Halley groaned and bent at the waist to little success, her face bright red from being upside down. It was then she heard a smack and found Randy. He was testing a 12-inch ruler with his palm.
"You said you wanted it hard and rough. Sometimes pain can enhance the sex, let's do an experiment shall we?"
A feeble "Randy," was all she got out as he slapped the ruler against her nearest ass cheek. Halley howled, more in surprise than pain and flinched as her body began to sway. Randy rubbed the fire out of the strike zone and spoke to her in a measured voice.
"Do you know who Anne Rice is, Halley?" She shook her head no, "Wrote the Vampire Chronicles?" Still no. "Well, there is a quote attributed to her, 'The only pain in pleasure is the pleasure of the pain.' There is some truth to that, don't you think?" and he took aim at her other cheek and pulled the ruler back with a finger, letting it smack into her flesh and bringing another howl and flinch. Over and over, eight more times he spanked her with the ruler and then rubbed the spot lovingly. Eight more times she howled and flinched.
Halley was taking it well, though her ass felt like it was on fire. This was the second time Randy had spanked her and before that she hadn't been spanked in a decade and had forgotten the feeling. Those had been for wrongs, but this one was for some reason causing more heat than just that on her backside. She could feel the blood coursing through her body and she could only imagine it was because she was hanging upside down. That blood was carrying endorphins as she was already sexually amped when she had walked in, but the stings to her ass had multiplied them.
Suddenly there were no more spanks, and Halley was trying to look around for the pair of legs that belonged to Randy. She whined softly as the winch took her higher and then suddenly his cock appeared at just the right height for her to suck it.
"This I know how to handle," and Halley took it fully in her mouth. Because her hands were cuffed, she had to work her shoulders and abs to swallow it all, but she managed to get three-fourths of it in before she ran out of leverage.
She heard Randy's voice from above, "Don't let it slip out, no matter what," and then she heard a buzzing and her clit lit up like the fireworks they skipped on Monday night. Halley moaned around his cock, she squirmed, and she squealed as Randy worked over her pussy with a Hitachi. She was determined not to lose the hold of his cock in her mouth and she sucked ravenously on it. The feelings of pleasure would come and go, always increasing slightly, her body dangling and shaking in its suspension and she had to fight to keep him in her mouth.
As she edged closer to her climax, it became more difficult and she considered using her teeth for the briefest of moments, but dismissed it and sucked harder. It was then that Randy reached down with his free hand and pushed her shoulders into him, which gave her the leverage she needed to fully take in his cock to the max. She felt his balls contract through his dick and that set off a chain reaction for the mated pair.
Halley began to cum with his cock deep in her throat and Randy followed quickly with what felt to her like the big, thick, creamy ropes of cum his usually shot into her, or on her. Between the cock and the cum, breathing was difficult, and it wasn't like she had been prepared. He had turned off the vibrator and she felt the air became sparser in her lungs. It was then that Halley began to jerk like a fish on a line, with his cock in her mouth as the hook, as she fought for air. Randy realized her need and withdrew his dick and she gasped for air, choking a little on the cum as well. It began to leak from her mouth as she could not swallow very well being upside down. It traveled slowly down her face. Some went into her nose. Some went into her eyes. Some got caught up in her long hair. Some even made it to the floor as he let her swing and wheeze. When she finally caught her breath, she started to laugh uncontrollably, and Randy hit the switch to let her down to the mat gently.
He removed her handcuffs and she immediately started to wipe the cum from her face. As he stooped again between her feet, he removed the cable and let it swing away. Watching her, he patted the suspension boots on her feet and asked her, "What did we learn from our little experiment?"
She did not answer immediately as she was wiping thick wads of cum from her face and trying to blow more of it out of her nose, so Randy went to get her a towel to aid in the process.
"Thank you."
"You're welcome."
"Thank you for the towel too," and she grinned up at him.
"Well?" and he gestured toward her crotch.
