A Randy Retirement Pt. 28: Halley & Gabbie

"Show me baby girl," he told her softly and she disengaged, got up, and went to sit in one of the club chairs in the atrium, waving for him to follow.

Randy watched her go, admiring the shape of her naked ass as she walked away. When he joined her, Gab was looking out at the forest that surrounded the River House. He got to his knees in front of her chair, took hold of both her legs in the crook of her knees, bending them back and over the arms of the chair. She looked down at him and in a choked voice uttered, "Oh god."

For twenty full minutes he ate her pussy with a zeal he had not shown her before, sucking as hard on her clit as she had his dick. In the end she orgasmed, her clit feeling like he was going to suck it off. She had her hands wrapped around his head and pulled herself up in the chair by them as she rocked violently, and her legs quivered.

When she was done, he smacked her lightly on the inside of a thigh and told her to get up, but she gave him the one upturned forefinger, asking for a minute. He allowed her, knowing there would come a time when he wouldn't be so accommodating.

After her minute he pulled her up by both hands and didn't let go of them as they changed places. Randy sat fully upright and brought her into his lap, her knees finding purchase between his hips and the upholstered arms of the chair.

"Put my cock in your pussy," he whispered, and she manipulated her body to do just that, settling down fully in his lap. When she stilled, he told her, "It's all on you, make yourself cum again."

Gabbie trapped her upper lip with her lower incisors, making Randy groan as she began to work herself up and down. Her hands found the tops of his shoulders, using them like a stationary point of attachment as her lower body picked up speed.

It was the hardest she had worked to fuck him to date, her orgasm welling up inside over the next quarter hour until it overflowed, and she rocked her hips into him urgently, calling his name the entire time.

They went out on the deck through the atrium door for a quick time-out, Randy grabbing his smokes and two bottles of water from the office mini-frig; it was not quite ten p.m.

They walked out past the hot tub to the corner of the house, both as naked as the day they were born.

"I never knew you had such a nice place," she told him. "I mean I'd been here once or twice, but I never really saw much of it."

"It's usually much more peaceful," he commented and grinned.

Gabbie smiled at his little dig and then nodded to the cigarette in his hand.

"Why do you smoke those things?"

"Habit, though it used to be worse back when I had to deal with school administrators and was coaching ball. I guess it's more a crutch. I've never given it much thought, but I guess it's my only vice," and then another popped into his brain. "Well, this and sex."

"I'll tried one once. I about puked," she confessed.

"Good. Don't start. I know it's a filthy habit, but I expend too much mental energy when I try to quit."

Gabbie's face gained a sly look, "Yeah, I need to save my mental energy for other things."

"So are you interested in more of those other things tonight?" he asked.

"One more," she replied as she put the one index finger alongside her smiling face. It was that impish/cherub look again and Randy's dick leaped to attention.

He dunked his cigarette butt in his water bottle and took her inside the living room by way of the side door by the hot tub.

As soon as they were inside, he put his hand to her throat and pushed her against the wall of windows, fingerbanging her G-spot and staring into Gabbie's eyes as her mouth began to twitch. He let her breathe in intervals, and she panted shallowly and moaned. Within minutes she was ready to explode but he denied her and walked away, laying down in the middle of the living room floor.

"What are you doing?" she asked in confusion, exasperated, her shoulders still leaning against the glass and her fingers on her clit.

"You're going to ride me."

"But I already did."

"Yeah, but this time you gonna ride me with my cock in your ass."

Gab responded with a smile and came over to where he had laid on the floor. She put her feet on either side of him and looked down into his face. As she started to get to her knees Randy stopped her, "No, with your feet on the floor," and she adjusted and reached underneath her ass to insert him.

"Now lean back and put your hands behind you on the floor and pump your ass all the way up and down on my dick."

Her face was one of wonder as she followed his direction, starting out slow and slowly gathering momentum.

The sight of her riding the entirety of his cock was spellbinding as Randy watched his ten inches continually disappear in her ass. Randy knew it had happened before but the view he had now emphasized for him just how impossibly his cock fit inside her. When Gabbie rose, and just the tip of his dick was inside her, the contrast was striking; the two-inch-wide monster standing in rigid salute, waiting to invade her seemingly small body again as she arched up on her toes.

He looked at her determined face, her mouth contorting as she moved closer and closer to her appointed task, her panting growing frantic.

She was on the verge of cumming when he pulled out while she was extended upward. Her hips came down on nothingness and she looked at him with tears in her eyes.

"Please let me cum," she begged.

As dispassionately as he could muster, Randy asked her, "What are you Gab?" his voice mimicking the supercomputer HAL from the space odyssey movie.

She intuitively knew what he wanted her to say, simply because it was true. He'd made her say it when he first fucked her in the ass, but her answer then had been a reply in the heat of passion. In her mind she knew that this time her reply was a declaration of her true self.

"I'm a whore!" she declared emphatically.

"Who's whore are you Gab?"

Her voice turned shrill, "Yours!!! I'm your little whore and I need your cock!!! Pleeeaassseee make me cum!!!"

"Put it in your ass and make yourself cum," he told her calmly.

Gabbie reached a hand underneath her ass once again, capturing his throbbing cock and putting it in her ass, wasting no time in going straight to double-time as she slammed up and down on the monster in her ass. Randy had to fight to keep himself from blasting her rectum with his seed.

Less than a dozen strokes later her legs closed as her torso came forward over his chest, his cock to the hilt as her hips ground into his pelvis and she moaned wildly. Gabbie's knees knocked together as her body rocked and quivered in the grips of an earth-shattering orgasm.

Minutes later, she was still leaning forward, motionless with her head down and her hands on her knees as she sat impaled on his still erect cock. She was softly panting as Randy spoke.

"I didn't cum baby girl. How do we rectify that?"

Gabbie's head slowly rose, her eyes glazed over above the mask of cosmetics and a sordid smile on her face. She got to her knees, intent on blowing him while he lay there, but Randy stood up and straddled her. She was on the floor, on her knees with her legs folded underneath her ass as she reached out and guided his cock into her open mouth.

Without stopping Randy stuffed the entirety of his cock down Gab's throat. He had been so close to cumming himself.

Instead of letting her go at her own pace, he walked her backward, moving his feet forward on either side of her as his cock bent her head back as far as it would go. Gabbie was stuck at his mercy as to when to breathe and she had expended too much energy to get unstuck by herself. She had no choice but to suck his cock as she struggled to get air around his shaft, not that she would have it any other way.

He looked down at her young face, eyes and nostrils wide, her mascara forming a dark blue mask that had tracks through it where tears had run. She had her hands behind her on the floor, her tongue constantly swabbing the underside of his dick the only movement she could make. Gabbie didn't even blink and in that moment, Randy was certain that she understood how their relationship would progress, should she choose to continue. Despite her request to never stop, it was always at the back of his mind that his encounters with women were historically fleeting.

She began to retch, not from his cock, but rather the lack of air. The retching constricted her throat enough that it made him cum and Randy walked back, pulling his cock out of her throat as he began to shoot off. It was a massive load, four shots of it, all thick and creamy as it covered her face while she sucked in fresh air.

When he had squeezed the last drops of his orgasm out, Randy stepped back and admired his work. Gabbie began to try to get the thick white cream into her mouth and swallowed it avariciously, examining each covered finger before putting it into her mouth. Eventually she looked up as he stared and asked, "What?"

"I'm just admiring how beautiful you are completely naked with my cum all over you."

"I always wondered what it tasted like," she told him and smiled wolfishly as she licked another finger clean.

"So, did you declare yourself to be my whore just because you wanted the cock or because you really are my whore?"

"Both. You've not only proved me to be a whore, but you've also made me an addict to your dick, just when school starts back and I can't come over and play every day."

"When does school start back?" he asked.

"The third of September."

"Wait right here, I'll be right back," he told her and then went up to the bar area in the kitchen. He continued talking to her as he went.

"That gives us twenty-one days for you to find time to come over and play with my cock if you want. Then the focus needs to shift to regular school. One of the things you need to learn about life is that the mundane will always intrude on the pleasurable."

He came back to her with a little white box and handed it to her.

"Before you open that, just so you know, I had your little declaration planned out and you played your part to perfection. I don't know what I'd have done if you had said something different."

"The whore thing?" she asked, and Randy nodded toward the box in her hands.

"Open it."

She did and her eyes instantly widened. "Oh my god, is this real?" she exclaimed as she took the thin, 24K gold bangle out of the box.

"Yes, it's real. And it's expensive, so don't lose it. Look at the inscription inside."

She turned it up and looked closely. Engraved inside the band were the words, 'Randy's little whore.' Slowly her head turned up to him and as it did, a smile spread across her darkened face that was so bright it touched her eyes.

Next story: Randy gets a surprise visit from a working girl.