A Randy Retirement Pt. 15: Natalie

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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. All stories can stand alone, but reading the series gives added insights and descriptions as it unfolds.

Synopsis: Little blonde abandoned on the beach

June, 2017 – OBX house

“You picked up any hot ones lately?” Sam asked as he delivered the pizza to Randy’s usual table.

Randy, dressed in shorts and a t-shirt, laughed at him and Sam joined in.

“Are you living vicariously through my escapades Sam?”

“Well, sorta, kinda” Sam admitted and let his voice trail off.

It was the middle of the week and the place wasn’t particularly full,

“Sit down and have a slice with me. Have you even had lunch yet?”

“Well, no, but I can’t. What if Buzz came in?” Buzz was the owner.

“Screw him, if he ever gives you any grief you tell me and I’ll buy the place out from under him and put you and Linda in charge,” and Randy winked at him and patted the chair for him to sit. Linda was a forty-something lady who weighed upwards of 250 pounds and could out drink any man. She was also the cook. “Hell, as much as I eat here, I probably own half the place already.”

Sam sat and Randy put a piece of the pie on a napkin for him. “Eat,” and the white-haired retiree who was creeping up on 80 looked around and then picked up the slice.

Randy chewed and talked at the same time, “You know about Katie. That was back in May,” and Sam focused on him as they ate. “You don’t know about the mother and her two college-aged daughters. That was a week ago.”

Sam swallowed, “A mother and two daughters? At the same time?”

Randy chuckled and took a drink of his sweet tea, “No friend, not at the same time. She was an old acquaintance from back in my twenties and I told her I would do her again if she let me fuck her daughters too.”

“And she agreed?”

“She wanted the dick bad Sam.”

The older man shook his head and took another bite.

“That’s all for out here this go-round. There were a couple back home before I came out, but that’s it for the year.”

“How?” the elder man asked.

“How do I pick them?” and the elder man nodded. “Well, sometimes it’s a chance meeting with a former student who had a crush. Sometimes it’s a lady that I get a feel for and I make myself available. Young women who work in media are usually in small towns for their first or second job. They don’t know anyone and work long hours, but they still get days off and they still get horny. And then there are those who make their own move, like the call girl in the blue mini-dress last year.”

Sam nodded and then looked out at the other patrons. He turned back to Randy, “What about that one in the front, far corner?”

Randy didn’t even look, he just stared at Sam and asked him in mock seriousness, “What, you’re my broker now?” He casually slid his head to the side and took in the woman for a few seconds and then turned back to his friend.

“Pass, too much ink.”

Sam looked back and the lady was built nicely, but had a full sleeve down each arm from her shoulders to her wrists. He turned back to Randy, “That’s kinda harsh ain’t it?”

“Sam, she’s got a nice body and for all I know she’s a wonderful lady and a great fuck, but if I took her home all I would look at would be the tattoos. Now that’s my hang-up, not hers, but it is what it is.”

After a moment of thought, Sam started laughing.

“What?” Randy asked him. Sam shook his head from side to side and laughed harder. “What?” Randy asked again, more insistently.

“What about Linda?” the old man managed to get out between guffaws.

Randy joined in the laughing for a moment and then turned serious, “Ah, no. 140 would be pushing my limit, so Linda is out of my range.”

“Oh, com’on. Big women need lovin’ too.” Sam teased.

“That they do my friend, they deserve it same as the rest of ’em. It just doesn’t have to be from me. Call me prejudiced if you want, but I like what I like and generally I like them either petite or tall and lean.”


It was later that afternoon and Randy had just finished rigging up the Sybian on a stand so that he could seat someone off the floor upon it. He exited the playroom and turned to look out the bedroom windows toward the beach. There was a couple in swimsuits standing beside a four-wheel drive truck. It was readily apparent that they were having izmir escort bayan an argument filled with passion and rage. He could not tell much more about them, just that they looked young and the chick was very petite and dressed in a tiny yellow bikini that matched her hair.

He came out onto the gazebo and watched as they continued going at each other, but he could not hear what was being said as the wind took the shouted words away toward Virginia. They were very upset with one another, gesturing wildly with their hands and at one point the young man drew back a fist and Randy started to head down, but stopped when he saw the young man had turned away. Instead of hitting her, he climbed into the 4WD and abandoned the tiny girl on the beach.

The young woman buried her head in her hands and then wiped her eyes, her long hair whipping in the wind, as she looked around at her predicament. She spotted Randy’s house and then looked back down the beach at the departing vehicle and shot it the double bird.

She tried to tame her hair as she looked at the house that sat behind the dunes and began the trudge toward it.

When she got on his side of the dunes, Randy was seated in one of the chairs under the gazebo, watching her progress. He was sure that she had not seen him yet.

“Hello,” he said in a calm baritone.

She stopped in surprise and tried to figure out where the voice had come from, finally spotting him and waving. Randy waved back and then waved her up and she completed her trek toward a stranger.

“Hello,” she said as she arrived at the top step of his pool deck. She had a very high voice that was cracked with emotion. “Would you mind if I came in and got out of the wind?”

Although she was small and he was not yet sure of her age, he could tell that her ass was too luscious to refuse her request, even if he only got to ogle it. He started the video machines with his remote.

“Not at all. Come on up,” and he rose from his chair and pointed her toward the French doors that led to the main area of the house. She maneuvered around the pool and as he opened the door for her, presented his hand and introduced himself, “My name’s Randy. Whatever you need, just ask.”

“Thank you,” she replied as a pained smile almost crossed her face. He noticed that she had an exceptionally large mouth. “I’m Natalie,” and she reached out a tiny hand to shake.

The tiny yellow bikini was smaller than he thought, cut high on each hip, and tied with strings, the top also had a string bow front and back. It left nothing to the imagination.

Her yellow-blonde hair was paired with almond shaped eyes that were sea green. She stood no more than 5′ 3″, which meant that she came to about the top of his sternum. That is how he estimated it as she passed him and entered the door that he held open. She maybe weighed a hundred. She was tiny, but well-toned, it was obvious that she worked out by her abs and thighs. Randy figured she was early twenties, and she had an even better ass than he thought.

It wasn’t so much that it was wide, it was the roundness that stuck out, literally a bubble butt, and it was oversized for her body. The capper was that the waistband of her bikini bottom did not touch her skin in the middle of her back. The indention her bubble butt caused left a gap across several inches. Her tits were not oversized, probably about a 32B, but they strained the small bikini top. She was a sexy little spinner, but he was certain she had no clue what that was.

Directing her toward the living room couch, he sat somewhat removed from her in a chair to her left and faced her as she continued to stand. He rose and placed a tissue box on the coffee table for her with a smile, “Just in case.”

Randy did not want to make false assumptions until he got a better read on the situation. This might just be a case of a distraught female seeking shelter or a phone. Or it might be something more interesting. He didn’t want to freak her out right away after the emotionally charged scene he had just witnessed. But deep down he knew that he would make a move before she left.

It wasn’t long into the conversation before his thought about her not having a clue was confirmed. She was an airhead, but an extremely fuckable airhead.

“Would you like to call somebody?”


“The phone, would you like to use my phone. Maybe call someone to come get you?”

She shook her head and the tears welled, “The only person I know within 400 miles, like, just drove off and left me.”

“Well, that wasn’t very nice of him.”

“I know, you saw, right?” and she reached for a tissue.

“I did.”

“Like, I can’t believe he just left me like it was nothing, ya know?”

“If I may be so forward. What was the disagreement about?”

She blew out air through her lips, making them flap, and sat on the couch with a thump. “The same thing it’s always about lately.”

Probing more Randy asked, “The young man is your husband?”

She looked at him with wide escort izmir eyes, “Pfft,” and waved a hand in the negative. “Oh no, he’s my boyfriend. Or at least he’s supposed to be my boyfriend, ya know?” She sniffed and closed her eyes.

“Sometimes it helps to blow off steam, let it out,” and he got up and went to the small computer terminal by the television that held his video files.

“I’m not sure it’s like, appropriate,” and she opened her eyes and watched him click the mouse and then turn back to her.

“Natalie, did I get that right?” she nodded yes. “Natalie, I’ve heard it all. I promise there is nothing you could tell me that would shock me. But your telling me is up to you. Would you like me to take you somewhere? The house y’all are staying at? A hotel?”

“Hotel, and no, I might scratch his eyes out.” She paused and considered for a moment and then launched into a tirade.

“It’s something that, like, has come on in the last year and it’s just, like, gotten worse and worse, ya know?” Randy nodded once and sat at the opposite end of the couch, his eyes on her. “He doesn’t show me any consideration,” and then her high voice turned stern in tone. “Any consideration about sex.” Randy arched an eyebrow. “I know, see, you get it. It’s gotten to where I, like, put off having sex with him because, like, all he wants to do is get his and leave me hanging, you know? I end up having to get myself off afterward.”

“You mean cum,” Randy interjected as he pictured her hanging, but not in the way she had intended.

Natalie drew back slightly at the word, like she wasn’t sure that word was allowed around an older person. Seconds ticked by and the look of surprise faded.

“Yeah, you know. Jared cums and then rolls over and leaves me to make myself cum. It just gets so frustrating.”

“Jared is the boyfriend? The one who abandoned you?”

“Yeah … he did, didn’t he? Abandon me, like out on the beach. Alone and, like, stranded. Until I saw your house at least, ya know?”

“Let me get you something, how ’bout a glass of wine?”

“Like, that would be great, thank you,” and she smiled. As he got up, she continued to vent. “It’s just not rewarding. He keeps coming up with this stuff he wants to do and I’m like, ‘You can’t do the last stuff you wanted to do, like, why should we try new stuff, ya know.”

“Have you told Jared any of this?”

“No, like, should I?”

Natalie was turned to watch him in the kitchen. She did not notice the television come on or the video of a young blonde, about her age, being fucked by Randy silently on the screen.

He brought her the wine and stood so that she would still be turned away from the TV. As she sipped, he talked.

“Natalie, sex can be a wonderful thing, but the two involved have to try to learn what it is that each other likes. It’s what makes a good sexual relationship and yes, communication is a key part of that.”

She was totally focused on him and he kept her attention as he continued.

“As you experiment, as it appears Jared has wanted to do, you each gain experience and it gets easier to put a finger on just what someone else needs.”

“I’m sure you, like, have lots of experience and all, but Jared doesn’t, ya know. For that matter, neither do I.”

“Was Jared your first?”

“Yes,” and then she realized what she’d said and blushed.

“Nothing to be embarrassed about Natalie. We all have one. As for the experience thing, or lack of it, it’s not something you can buy or acquire off the internet. It takes time and practice. You must do it to learn how to do it.” He started to walk back to his spot on the couch and Natalie’s head turned toward the television as she followed him. “A guy who doesn’t understand that satisfying the woman will make having sex much better for himself is a fool. Satisfying the woman should be the first priority. Do that and all the other things fall into place.”

“So, it’s like, not my fault to want to cum?”

He stood at his spot and watched her, “No Natalie, it’s his fault for not making you cum,” and Randy ticked his head toward the big screen.

Her hand flew to cover her mouth and she murmured, “Oh my god. What?” she set the wine glass down shakily and moved to get up,

“Oh my god, I can’t believe, what kind of pervert are you?” but she remained seated and didn’t take her eyes off the screen during the rant.

“Maybe I am, but just watch her Natalie. Look at her face. Tell me what you see.” Randy moved closer to her. Natalie’s wide mouth was hanging open, her eyes wide as well, but she did not recoil as she felt him sit beside her.

On the screen, Ellie was riding him hard in cowgirl. She was the daughter of one of his former lovers and he had done her and the mother and an older sister just over a week ago (see previous story).

“What do you see in her face Natalie?”

Natalie half turned her head toward him, but kept her eyes on the screen. The little airhead comments were gone for the moment.

“Pleasure. She’s really izmir escort getting into it.”

“Yes, she did. I enjoyed fucking her and hope to again. Do you see anything else?”

She slowly placed her right hand lightly on his thigh, “She wants to be fucked by him. Oh my god!” Her face turned to him as realization dawned, “That’s you!”

“Yes, it is, just last week as a matter of fact.”

Swallowing hard, she turned her eyes back to the video. Ellie was riding harder, on the brink of cumming. “Your dick is so huge,” she said and then he turned up the sound, Ellie’s moans of pleasure filling the room.

He nodded toward the television, “Would you like to learn how to do it properly, like that, Natalie?”

“You mean, like, now?”

“No better time than the present.”

“What do I do?”

“Do you want to learn how to do it properly?”

“Will it make me cum?”

“Oh yes, you’re gonna definitely cum.” She looked at him with a skeptical eye and he continued, “I promise, you’ll cum, more than you want to probably.”

“Like her?” and she nodded toward the screen with her eyes still on his face.

“Not like her, like you Natalie. Everybody’s different.”

Natalie hesitated for only a second before she spoke, “Okay.”

Randy was surprised. He expected having to work harder.

“You’re sure?”

“I’m going to fuck you?” and she took in his body seriously for the first time and realized he was a full-grown man, a little old, but full-grown nevertheless.

“We’re going to fuck each other.”

“Then I, like, want to learn how to do it properly.”

“Come with me.”

He wasn’t sure if she had agreed because she wanted to cum or because she wanted to teach the boyfriend a lesson and get revenge. All he was sure of was that he was about to fuck this little blonde spinner and break her in properly, ‘ya know.’

Randy could sense her hesitancy, but she did not stop him as he pulled the bow in the middle of her bikini top and pushed the yellow strings off her shoulders.

“Your breasts are perfect Natalie,” he told her as he palmed them, and she watched his hands lightly tweak her nipples. He bent to kiss her and noticed that her full lips trembled slightly. The tremble transited to her arms as she placed them around his shoulders, but her tongue twirled around his hungrily.

Moving his hands to her hips, Randy pulled the strings there and let the bikini bottom fall to the floor between her legs and then moved his hands to palm her ass. It was round and full, starting just above the lowest part of her back. It curved out and formed the giant bubble that his hands could only cover half of. The bubble curved back up at the bottom of her buttocks to form a defined gluteal fold that enhanced the shape and feel of her ass. On top of that, it was rock solid and all muscle. He backed off from the kiss and was pleasantly surprised when he saw that her pussy was as bare as the day she was born.

He had Natalie to undress him. She was speechless when she saw his cock, but she didn’t run, just stared at it paralyzed with her wide eyes. Randy knew that she had no clue what was to come when he did put it inside her.

“You wanna suck or fuck first?”

“What? Oh, yeah,” and her mouth went sideways in that ‘I’m not sure’ look. “How about fuck me first?”

He patted the bed for her to climb up, then positioned her in doggy with her knees spread and close to the edge. At first, she was up on all fours, but as he began to finger her pussy, she dropped her chest flat on the bed and her breathing began to change. Randy got to a knee and ran his tongue along her slit.

“Uhhhhh,” came from her as he buried his face in her cunt. “Oh god, that feels so good,” and she began to push her hips back into him.

Randy pried her ass cheeks apart with his hands and delved deeper inside. She was getting wet already.

He stopped for a moment and lightly spanked her ass once, watching it shimmer as he got a tube of lube from the nightstand.

After lots of application and finger stretching, he decided that, while her pussy was tight, it could take his cock if he was easy at first.

‘The boyfriend’s cock must be respectable size,’ he thought as he continued to finger her. Through all the preparation, Natalie had begun to breath raggedly and continuously moved her ass to meet his fingers and mouth.

Moving her further up onto the middle of the bed, she held her breath as he began to work the head of his cock into her snatch. Natalie’s pussy lips stretched to accept it and he continuously worked the first few inches in and out over the next several minutes.

She mewed as she propped herself up with her forearms in a triangle on the bed for support. As Randy moved his cock deeper into her, she began to move around on the bed and run from it until he finally got most of it inside her and then held her still by her ankles.

“Now I’m going to fuck you,” he announced as he pulled most of his dick out of her and watched her labia come with it.

“You mean we haven’t been fucking?” she asked as she looked back over her shoulder. It was then that Randy plowed his cock back into her with some heft behind it for the first time and her head immediately went to the sheets.

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