A Randy Retirement Pt. 07: Halley

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Şub 5, 2021 // By:analsex // No Comment

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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 visits step-uncle before going away to college for rough sex and bondage.

August, 2016 — River House

Halley was going away to college at the end of August. The last time she and Randy were together they had both said the ‘L-word’ and Randy wondered how things would progress from there. (see previous Halley stories) He knew he wasn’t in love, but to him there was a difference between ‘in love’ and ‘loving’ someone. He also had to acknowledge to himself that he had deep feelings for Halley.

For her part, Halley had doubts as well. She had spent the weeks since their last encounter wondering what was happening, what these feelings were and where they would lead. He had opened a new world for her, a world where she was in control and confident enough in herself to give control if the situation suited her. She no longer recognized the girl from four months ago, but she wondered what lay ahead as she left for college. Even her family had noticed and commented on her new-found self-confidence and she had decided to take some self-confident steps in regards to her older lover.

The second week of August, she could wait no longer and shot him a text, wanting to see him before she left. Randy texted back and told her to come that day, that he’d be in the library and to let herself in and come on up.

She arrived in a gray t-shirt for her university in Savannah and black spandex workout pants that highlighted her ass and made her way to the second floor. She found him seated amongst his books, reading by a single lamp and wearing rimless reading glasses.

“I didn’t know you wore glasses,’ she told him as she sat in the adjacent chair.

“I wear them when I read, or my eyes get very tired and they won’t focus. It comes with age. Are you all set for heading south?” and he closed the book and set it on the table between them.

“Yah, I think so. Dad is taking me down next week,” and she hesitated before placing the burner phone on top of his book.

Instantly a twinge of sadness overcame Randy as he looked at it, but he did not comment, nor react.

To him, the act of giving up the burner signaled that for Halley, this was the end. He found the sense of disappointment to be more than he had contemplated, but resigned himself to make the most of the rest of their time together on this day.

After a moment of silence between them he asked her, “So, have you had any other dalliances this summer?”

With a furrowed brow she questioned, “Dalliances?”

Randy smirked, “Fucking Halley. Have you fucked anybody else this summer?”

“Oh. No, only you,” and she paused before asking, “Have you fucked anybody else this summer?”

Shaking his head in the negative, he confessed, “This summer, no. But it is inevitable that I will, whether we continue or not. Is that a problem?”

“No, not really. I was just curious. It’s not like I ain’t gonna be fucking at college.”

“Yeah, just be selective. You didn’t ask me that because you wanted a threesome, did you?”

“Um, no. I don’t think I’m ready for anything with another female.”

She had a pensive look on her face. Not a smile and not a frown, but a look of introspection. Then she managed a thin smile and said, “On a different note, I’m excited for college. But I’m going to miss you, a lot.”

Randy reached and held up the burner phone with a questioning look on his face.

“Oh, I got my own cell phone plan, I have to pay it, so they don’t get the bill anymore. I can text you whatever and whenever I want.”

Randy smiled in relief and she realized that he had thought it was over, but she did not mention it. Instead casino şirketleri she stood and held her hand out to him. Randy took it and allowed her to pull him from his seat.

“Unfortunately, we don’t have much time, I have to be home for supper,” and Halley began to lead him toward the playroom on their left while complaining about some family gathering that had popped up that required her attendance.

Randy wasn’t listening. He had made grand plans for a full evening as a going-away present, but now he had to adjust and adapt on the fly; going straight to the finale he had put together for their last meeting before her departure.

He stopped her and took the lead; across the catwalk above the foyer that overlooked the living room and to an upstairs room in which Halley had never seen.

Entering the media room she made a quick survey of the layout. She realized the room was directly above his bedroom, master bath and the walk-in closet, and that it was huge. There was projection equipment at the back where they entered and several computer terminals. Along the right-side wall were cabinets, a microwave, refrigerator, and a sink. The floor was stepped down in three sections toward a large movie theater screen on the far wall. Each section held a curved couch that would easily hold six people. That however was not what drew Halley’s immediate attention.

The room was dark except for some spot-lighting over a loveseat that had an adjustable back and was placed near the entrance. Randy had set the back so that the seat had the maximum amount of room and turned it so that it faced away from the huge projection screen at the front of the room.

He stopped and turned her to him, caressing her cheek and running his thumb along her lips, “When this all began you were nervous and somewhat afraid of sex. You didn’t know anything about it or how to make it good. I’ve done my best to open a world of sexual pleasure for you. Just now you were about to lead me to the playroom. You now are a sexual creature, but you know how to control it. You are confidant and secure in your sexuality, confidant enough to even give control to another if you desire to do so.”

Halley trembled in his hands, but did not speak.

“You’re ready to be on your own, you know who you are, and you know how to be in control.”

She started to speak, then stopped and pursed her lips before looking back to him and saying, “I was scared shitless when you busted in on Brandon and me. I pretty much thought my life was over. As it turned out, my life was just beginning. I,” and she paused, not quite sure what else to say.

Randy waited her out, allowing her the room to express herself and after a long pause Halley grinned wide and touched his face.

“Tie me up and fuck me.”

Taking the hem of her t-shirt, he began to undress her, and Halley reciprocated with his own clothes. It was slow and sensual as they took their time and relished every movement and touch.

When they were naked, Randy took their clothes to the counter that held the projection equipment and returned. He handed her a new set of Nipple cups that were twice as big as what was used before and Halley licked them and put them on while he secured a bondage collar around her neck. The collar had straps with cuffs down the back and he bound her hands in them. This placed her hands mid-way on her back. Halley tested her bonds and found that when she pulled down with her hands it tightened the collar against her throat and she could choke herself.

She went to her knees with some help from Randy and maneuvered her head to take his cock in her mouth. Working with a sense of urgency, she slurped and sucked to get him hard, pulling down on the collar and experimenting with the feeling of it. He just stood and let her go at it. Halley paid special attention to his wide cockhead but did not ignore his shaft as she spent several minutes all the way down on it with her nose buried in his bare pelvis.

When Randy could wait no longer, he backed to the loveseat and sat on it, making Halley crawl on her knees to follow. Taking up a remote, he pointed it to the projector and started a video that filled the large screen at the front of the room.

It was a compilation of Halley fucking him in chronological order from last April, though she did not know this yet. She became mesmerized momentarily as she sat on her haunches with saliva stringing from her mouth and listened to her voice calling out in euphoria on the casino firmaları video. As she watched him take over and pound her pussy from behind that first time, she walked on her knees even closer to him. Randy aided her to climb on top in a cowgirl position and inserted himself into her snatch.

Halley looked down at him as she sunk to his pelvis and whispered, “Oooo, yes. I love you,” and she began to use her legs to fuck him steadily and passionately while watching them both on the big screen.

She was working hard on his cock, her knees on the couch and Randy was focused on her face which showed intensity and contentment. He also noticed that she tested out the collar by pulling down with her hands and restricting her own breathing. Each time Halley did it, she ramped up her effort in fucking him.

Randy could tell by the sounds of the spanking that the video was showing Haley suspended upside down and her growing relentlessness confirmed it. The video was serving it’s purpose, adding some unexpected spice to their time together and reminding her from whence she had come.

As the heat built between them, he slid his ass further down, so that the knees of her long legs were barely on the couch and took over the action, pounding himself up and into her pussy and Halley relented on the collar and became vocal.

“Ah, oh, ohhhh, argghh. Ohh fuucckkk,” and it spurred him on as he grabbed her ass and drove into her harder; her cries drowning out the video.

When her voice changed and she growled out, “Ohhh, myyy, fuckin’ god!” and shuddered he slowed to a steady pace for a full minute before resuming the harsher pounding of her cunt while gripping her ass tighter.

Halley was ignoring the video now and “Yes, yes, yes, yes, yes,” came from her in rapid succession and the flapping sound of his cock slamming into her matched her exhortations as her orgasm built further.

When her body spasmed and she grunted out, “Don’t stop fucking meeee!” Randy almost melted but continued and noticed that she had pulled down hard with her hands, turning off her voice.

She was cumming hard, so hard that her movements had ceased, but Randy continued to pound away, moving her body with his strokes as her orgasm spread throughout her in waves.

When she slowly retreated from her spasm and allowed herself to breathe, Randy slowed his pace and then stopped completely, removing his cock from her pussy and moving it to her ass.

Without preamble, he pushed himself into her anally and slowly picked up his rhythm as Halley’s eyes widened and her mouth opened in a small circle.

Keeping his hands on her ass, he used his teeth to remove the nipple cups and began to suck on her engorged, puffy nipples and drew a soft hiss from her as he steadily worked her asshole.

After a few minutes Halley found a moment of lucidity and looked down on him, “God you’re good,” and Randy immediately began to stroke his dick harder into her asshole.

He moved his hands up to her long, blonde hair and gathered it in one hand close to her head, moving the other to encircle her lower back, and pulled down hard on her hair as he resumed his attention to her nipples.

Halley knew that this would be their last fuck for the foreseeable future and it was exceeding her expectations. Seeing herself on the big screen at the front of the room was unexpected, but it heightened her drive and her first orgasm. The second one was quickly approaching and she urged it on by again by pulling down on her hands and restricting the amount of air she could suck inside her lungs.

When he noticed this, he let go of her hair and returned his hands to grasp her ass and rotate her hips down forcefully on his cock with each stroke.

It was then that Halley relented with her arms for a moment and called to him breathlessly, “Never stop fucking me,” before she resumed choking herself.

When she came the second time, she maintained the pull on her throat and her body again spasmed. Randy’s own orgasm arrived moments later, and he flexed his hips with each spurt of his sperm; emphasizing that his cock was buried in her ass to the hilt and rocking Halley’s entire body.

When they were spent, he allowed her to collapse on the loveseat and turned to be beside her. He released her from the collar and cuffs, and they laid together and cuddled without words for almost the same amount of time that they had fucked. The video had finished and the screen at the front of the room was black.

Halley güvenilir casino had begun to trace her finger on his chest while they shared these seemingly last moments together. As she did, Randy realized that she was tracing his own name.

“The video was an unexpected touch. I liked it,” she finally told him while she traced.

“I certainly got a charge out of putting it together,” he replied and they both laughed before they fell silent again for several minutes.

As the silence began to grow deafening she asked him, “Could you come and visit me? Down in Savannah?”

Randy stroked his forefinger along her side and down to her hip as he replied, “Sure, as soon as you let me know how you’ll explain my presence to all your friends.”

Disappointment was evident on her face and he continued, “I am not opposed to a visit Halley, just evaluate the friends you make down there and how they might react to your weird uncle showing up alone to visit you,” and she brightened and nodded. “We can’t get lax and slip up now.”

She nodded again and the silence returned until she suddenly started and sat up, looking around the room. Not finding what she sought, she quietly asked him, “What time is it?”

Randy took up the remote and worked some buttons and they both looked at the projection screen. ‘5:22 p.m.’ showed in an upper corner and she sighed deeply, “I need to shower and get back,” and as she started to apologize, but he shushed her with a finger to her lips.

They went to his shower and cleaned each other, slowly and methodically, sharing the occasional kiss. She wanted the moment to last longer as he stood behind her under the hot stinging of the shower and enveloped her in his arms. They dressed in his bedroom and Randy finished first, going to retrieve a large white box from his dresser.

She sat on the bed and looked up at him as he handed her the new nipple cups.

“I thought you might like these,” and she smiled weakly and he could tell she was on the verge of tears, but knew no way to alleviate them.

“Yeah, I might find a use for these,” she commented, half laughing and half crying. Quickly wiping one corner of an eye, she asked him, “Is that for me?” and looked at the box.

He handed it to her without comment and she opened it and fingered the wide, three-ring bondage collar. She stared at the strange writing in silver letters upon it and cocked her head before staring up at him with a questioning look.

“It’s written in Russian Cyrillic. It says ‘Three-hole slut.’ That should keep anyone who sees it guessing. At least unless they can read Russian.”

Halley laughed, wiped a tear, and stood.

“I have to go,” and she put the cups in the box with the collar and headed for the front door. They stopped in the foyer and embraced for several minutes, Halley struggling to soldier on as Randy fought to remain stoic. He knew if he let go with tears as well that she would lose her struggle.

Eventually Randy whispered in her ear, “I will always be here for you Halley; in whatever way you need me to be.”

She pulled back, wiped another tear and smiled at him from arms’ length; a smile that touched her wet eyes.

“Whatever way?” she asked slyly while cocking her head.

“Any way you want,” he replied.

“You thought it was over when I gave you back the burner phone didn’t you?”

He paused and looked briefly away before returning to her gaze, “I did.”

“It’s not over Randy, God help me I love you, so it may never be over.”

She kissed him one long, last time for now and off she went to college in Savannah with a slight smile and a pang of sadness.


After she was gone, Randy returned to the library and again took up his book. He could not stay with it though as his mind wandered and he found himself looking out over the railing of the catwalk to the forest and the river in the distance.

‘Am I in love?’ he asked himself silently and he spent the good part of the early evening turning that thought over in his mind before his mind asked him how he was going to handle the separation.

It was then that his stomach growled and he got up to make some supper. As he headed for the stairs in passed a large framed picture on the wall. It was a satellite shot of Hurricane Bertha as it approached the NC coast in the 1990s. It was then that it hit him and was decided in the same moment. What he needed in the current state of his life was to be at the Outer Banks for a month or so.

After supper he began to make some calls to line up folks to check on the main house occasionally so that he could depart for the home he had on the northern stretch of the barrier islands the next week.

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