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 kurtköy rus escort 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 kurtköy otele gelen escort 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.
“It was good. I’d do it again. But it wasn’t the sexiest thing we’ve done.”
Randy nodded as if he were taking notes and asked her, “You wanna take a shower now?”
“No, I want you to fuck me now.”
“You sure?”
“Yes!” and she was adamant.
“Okay, okay, but just remember you asked for it,” he grinned and went to the storage room, returning with several four-inch wide webbed straps. One went around her hips and lower back, a second around her mid-back and just under her breasts and the third under her armpits and above her breasts.
Halley watched him while he worked and as he connected the three straps with the flat nylon cords sewn into the ends it dawned on her. “I’m going up again aren’t I?”
While he removed the bar from the suspension boots, he explained. “The nylon straps are strong, the kind used by rappelers and they are attached to the wider straps with ultra-strong stitching that’s certified for up to 2500 pounds, so you can wiggle all you want and you won’t fall.”
He retrieved a thick metal ring and attached it to the winch cable as he brought it back over to her and lowered it. He attached the straps to the ring and then clipped her ankles together and raised her legs to attach them to the ring as well. Finally, he retrieved the cuffs and used them to bind her hands around her legs and then also to the ring. When he hit the switch, Halley rose into the air with legs and arms pointed to the ceiling as one and her torso parallel to the floor, her blonde hair again hanging down.
“Wheeeeee!” she sarcastically laughed until a quick spank brought an “Ahhh.”
Randy rubbed her ass, which still showed faint signs of the ruler and then began to fingerbang her hard as he asked her, “What do you want Halley?”
She had difficulty answering him, “Ooooo, I want,” and she struggled, “Ahhh, I want you to,” and she gathered herself before shouting, “Oooo, FUCK ME!”
His fingers were soaked with her juices when he stopped, which elicited a groan, and spun her head to him.
“Clean yourself off me, my insatiable little slut,” and he held his hand just out of the reach of her mouth and made her work to get to it.
Once she did, she greedily licked her juices from his fingers with her long tongue. Without warning he tilted her head down and plunged his cock into her mouth to the gulping sound in her throat as she bucked in her bindings. He did not facefuck her as much as he slowly plunged his cock to the root and back, pausing occasionally to wipe the mucus off her face and let her lick his balls. She was an eager participant and when he left her mouth vacant for too long, she tried to maneuver her head to take it on her own.
Randy let Halley begin to work his cock over at her own pace and reached to her ass and fucked her with his two middle fingers. She was sopping wet, and his fingers made a wet, squishy noise as they delved fiercely into her pussy. She began to moan around his shaft and in response his thumb found her clit while his fingers massaged her G-spot.
This caused her to buck over and over against his hand and her moans became more needy until, in the throes of carnal want, she spit out his dick and demanded, “Dammit, Randy fuck me! Fuck me now!”
He obliged and spun her ass back to him, rubbing his cock against the entrance to her cunt that was compressed by her legs. Randy knew it would be a tighter fit than she had grown accustomed to, but Halley did not, and when he eased it into her, she cried out and tried to widen her legs. The effect in her suspension was to straighten them however and that made his entry even tighter and she cried out more fiercely.
He managed to get his cock into her entirely and then slowly started to pound her, the squishy noise returning as he increased his pace, joined by a breathless “Ahhh!” from Halley on every stroke. Randy reached to grab the tops of her shoulders and used them for leverage as the fucking transferred to an all-out railing. The sound of his hips pounding into hers joined in with the wet sounds from her pussy and her increasing “Ahhh”s as her hanging head rocked back and forth in rhythm with his cock.
It was two minutes of all out hammering before Randy slowed his pace at the same speed in which he had increased it; bringing it back down to a gentle incremental fuck before he switched pace again. This time he pounded her pussy hard with a single stroke and then withdrew it as slow as possible before repeating the single, hard stroke again.
Randy looked at Halley and knew she was near what he called la-la land, that spaced-out place where orgasms resided, as she raised her head and watched him with half open eyes and a wide open mouth from which emanated grunts with each stroke. That is, until she drew a deep breath and held it, signaling her approaching climax. When it arrived, she announced it to him with a shout for each stroke, “I. Love. How. You. Fuck. ME!” and her head fell back towards the floor and she went limp.
Randy was close to climaxing himself and fucked her steadily for another half minute until he felt his sperm rushing up from his nuts and paused his cock halfway to spurt three more ropes inside her.
When he had let her down and unbound her, they sat on the mat and looked at each other for a moment. Halley reached and felt as his seed leaked from her pussy and said to him, “Now that was sexy.”
Randy laughed.
“When I told you Monday that I wanted it harder and rougher, that’s what I was talking about,” and she emphasized the words by pointing at him. She then broke into a laugh, “And that little blue pill is hell on wheels.”
Randy just nodded as he smiled at her. The beaming of her face was priceless. And then it lit up brighter.
“Oh, oh. Did I tell you? I have Friday off!”
*
They had showered and slept naked in each other’s arms that night. Randy had made sure to set an alarm for 7:30 so the possibility of her being tardy for work would be avoided, but she groaned loudly when it announced the appointed time on Thursday morning. She rolled over in his bed and draped an arm over his chest as he sat up in bed watching her, the sheet falling away and exposing her bare ass.
“How about you go in to work for me today?” she muttered; eyes half shut.
Randy chuckled, “Now you know that’s impossible. Besides, I’m retired, remember?” and he spanked her lightly on the rump and palmed it with his hand.
“Ahh,” she whimpered and slid across his chest seductively, “Care to join me in the shower?”
“I’d love to, but then you’d be late. So off you go, and I’ll fix you a quick bite to eat.”
“Dickhead,” was the only response as she sauntered off.
An hour later Halley hurried to work after yogurt and fruit, dressed in a royal blue and white top with a short, royal blue skirt and white sneakers. She mentioned to Randy that she might be a little later because she was picking up something quick to eat on the way back; ending with, “I want to get right to it when I get home, so you should be ready like yesterday.”
Randy amused himself that she had used the word ‘home’ and then mock saluted her and replied, “Yes ma’am!”
Halley waved him off and mumbled “Ass” under her breath as she headed to the garage.
*
All day her mind was on 5:00 and her pussy was buzzing as she hurried home eating an apple and a banana. She flew down his paved driveway and screeched to a halt inside the garage, quickly flipping the switch to shut the garage door. As Halley made her way between her car and his, the lights went out in the garage and she stopped to look around. Suddenly a cloth hood covered her head and her arms were forcefully pinned to her back and her wrists handcuffed, whoever it was took the phone and keys from her hand.