A Randy Retirement Pt. 20: Halley

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

She got on her knees on the bed, her naked body and a crooked finger beckoning, "Come fuck me again," she said with a tenor of impatience and need.

"Now?"

"Right now," her voice was insistent.

"Patience is a virtue, Halley," he told her as he came to her.

"Well, I guess that means I'm not very virtuous," and she wrapped her arms around his waist and put the point of her chin on his sternum as she looked up at him, a smirk on her face.

"I think we established that last night."

She smiled, "Asshole."

Randy sat on the bed, against the headboard again and ran his fingers through her tangled hair. She took his hardening dick in hand, and went down on it fully, tilting her torso up and down at her hips as her mouth sought a tempo on his cock. Randy was reminded of the drinking bird toys from decades ago as he watched her dip and rise.

She was using her tongue to great effect, swirling it on the head of his cock and then on the shaft as she swallowed his cock again and again.

He watched her blonde head bob and wrapped its long tresses around his hand. His cockhead was wide, like the shaft of his dick, but when he was exceptionally aroused the corona would flair out further and become even more rigid and at least a half-inch wider than the shaft.

He was exceptionally aroused now and held her down on his cock as he rose to his knees, putting her in a doggy position. His left hand still held the back of her head by her hair wrapped around it and Halley was rapidly running out of air.

He let her breathe and she inhaled deeply, muttered "Again," and then he pushed her right back on his cock and began to throat fuck her.

"You like it when I use your throat like it was one of your other holes, don't you?"

"Yes," she sputtered, blowing out blowing out bubbles of saliva when he gave her a chance to reply.

His corona was sealing her windpipe tight, more so than usual, and he was pulling out tons of mucus as he stroked her throat, coating the bed and her chin.

Pulling her off and letting go of her hair, Randy watched as she twerked her ass and worked her jaw, filling her lungs as much as she could. Just like last night, there were strings of saliva from his dick to her mouth, but she either didn't care or didn't notice as she faceplanted on his massive meat again and throated herself.

After a few more minutes, he had to have her, but waited until she came up for air and then he sat back against the headboard. Halley straddled him, placing her feet under his thighs, and reached back to insert his dick into her pussy.

He felt the velvet of her open to him as she sunk down and grabbed her hips, rocking her on his cock as Halley grabbed the headboard and helped to propel herself. The position of her lower legs, trapped under his thighs, meant that his cock never got more than half-way out, but he could tell by her cooing and the feel of her pussy that he was tapping her cervix every time she hit bottom.

This continued for several minutes until she bent down to kiss him and as she did, Randy readjusted his hands on her ass and started to jackhammer up into her.

Halley's head collapsed on his shoulder.

"Ohh, myyy godddd yessss," she cried in a strangled voice and then her legs started to shake uncontrollably, and she gripped him with her arms like a python as she came. Randy slowed to a steady pace and let her climax run its course.

When it had diminished, he spanked her lightly on the ass and she untangled her legs. Arching her butt high into the air with her toes and her hands, she kissed him quickly before he grabbed her and put her on her left side, pushing her right leg straight up in the air by her knee.

Randy slid down the bed until he was perpendicular to her and put his cock in her ass, then rotated his body into her in a modified scissors position. His right hand went across her chest to hold onto her far breast and his right bicep held her leg in the air as he pounded her asshole. He went at Halley's ass as if he wouldn't get the chance again for months; because literally, he wouldn't get the chance again for months.

She was bordering on delirious and slowly shook her head at him, repeating over and over between shrieks, "Don't stop, don't stop, oh godddddd, pleassse don't stoppp!"

In the end, she knew that he was about to cum and reached down and pulled him out of her ass, directing the three gushers of cum that he unleashed onto her chest and abdomen. Randy roared at the release, and she smiled at him as she continued to hold his throbbing cock in her hand.

*

They took a shower, then re-made the bed. As they were finishing, Randy noticed that she seemed melancholy.

"What's up?" he inquired.

"Oh, nothing really, just the same thing it always is. I don't wanna leave." He stayed silent and she continued. "I feel like this is my home and I hate it that I can't get home more often, that I have to work so much and study. It drives me nuts sometimes. Planning everything out and making it into a workable timetable and trying to find a weekend to get away and get here. But I keep telling myself it's a means to an end, working my way through college on my own. You know it's gonna be a while, right?"

"I kinda figured it would take you more than four years with having to work and all. But that's a good thing. Set a schedule, stick to it as much as practicable. Be prepared to improvise, adapt, and overcome. Discipline teaches you responsibility and appreciation," and he gathered a breath as he sat on the edge of the bed. "I've never asked you, what are you studying?"

"Medicine. And my undergrad will be done in four years." She emphasized the 'will.'

Randy was taken aback. Neither was an answer he would have ever guessed.

"Well, I suppose it is gonna to take a while. And I guess that explains how you know about all those spots. But how is it only taking you four years for undergrad?"

She stood over him, now dressed in shorts and a t-shirt as she ticked her head from one side to the other.

"No, it's not that bad. I am going to be a physician's assistant, not a doctor. I planned the undergrad out so I could finish ASAP and once it's done I have a three-year master's program before I can get licensed. Why do you think I can hardly ever get home? I got it all mapped out and have a financial plan. I know how much it all costs, at least for the moment, and I have worked out how much money I have to earn to go with the scholarship and grant money I'm most likely to get. I have backups in case one of those falls through. If nothing fucks it up, when I graduate, I won't have anything to pay back, and I'll owe no one a penny. Like I told you, I use the money you send me for essentials, groceries and such. Occasionally I see something I want to wear for you, like the gown from last night," and she paused, her eyes rolling upward as she thought. "By the way, where is the gown from last night?"

Randy laughed, "Last time I saw it, it was crumpled on the living room floor along with my suit."

They both chuckled.

He admired the apparent meticulousness in her planning and told her so, "That's impressive Halley. I'm proud of you. But I do have one request."

"What?" she replied with that smug, suspicious look of hers, her arms folded across her chest.

"Can you email me this financial plan and let me look it over?" He knew she could take this as either he didn't really trust her judgement or that he wanted to look after her. "I know you want to do this on your own and with no help from anyone, including me. But, you know, I am very adept with money. I just want to make sure you carried all your numbers when you did it," and he smiled at her.

She was confidant in what she had done. She took it in the manner he intended. "They have these things called calculators asshole. Is your computer on?" she asked, a confident smile on her face.

He nodded once.

Randy watched her ass sway as she went through the side door of his bedroom to his office and accessed her online storage. When she had finished, she came back to the doorway, leaned on it, and grinned broadly at him.

"It's downloaded to your desktop. Name of the file is 'Halley.' You can look at it later. Now, where's my present?"

"Thank you," and he got up and went to his dresser, took a minute to select her gift, and put it in one of the familiar white jewelry boxes.

He handed it to her, and she opened it like it was Christmas at his brother's house from a week ago.

He had selected a silver anklet that had eleven charms on it. Eight of them were letters that spelled out 'ANAL SLUT' and the words were bookended and separated by three diamond-encrusted hearts.

"Are these real?" she asked as she fingered the diamonds.

"Does it really matter?" and she looked up at him, then rushed into his arms.

She kissed him furiously before she relented and pulled a garment bag from her overnight, setting off to retrieve her $450 gown from the living room floor.

While she was gone, Randy went into his office and burned two DVDs of their last two meetings to give her before she departed, feeling a pang of melancholy as well.

***

Next story: Former student acts on impulse and gets snowed-in with Randy.

Please rate this story
The author would appreciate your feedback.
  • COMMENTS
Anonymous
Our Comments Policy is available in the Lit FAQ
Post as:
Anonymous
2 Comments
AnonymousAnonymousalmost 3 years ago

This story is absolutely amazing! Cannot wait to read more!

AnonymousAnonymousalmost 3 years ago
outstanding story telling

This is another excellent chapter in this outstanding series, with marvelous characters, a gripping plot, and a wonderful romantic atmosphere throughout. Five stars.

Share this Story

Similar Stories

Mama Bear The lonely neighbor lady and I become close.in Mature
Neighbour's Daughter Asks for Help A teenage neighbour asks me to relieve her frustration.in Mature
Babysitter Auditions Pt. 01: Kylie I wanted a live-in babysitter; she offered more.in Loving Wives
Ms. Jackson Ch. 01 Boy is torn between his longtime girlfriend and her sexy mom.in Mature
My Best Friend's Hot Mom Young stud bangs MILF in all 3 holes during hot summer day. in Mature
More Stories