A May-december Romance

by mattwatt

Caution: This Romantic Sex Story contains strong sexual content, including Ma/Fa, Consensual, Romantic, .

Desc: Romantic Sex Story: When his Momma died, Winston Knight left home and took to the road on a ramble to kind of discover life. What he hadn't planned was the lovely older lady in the shiny new red Cadillac, who offered him a ride and the love that grew between them.

She breezed along and the one thing that she kept thinking, that kept rolling around in her mind was the new-car smell. She thought that it was wonderful. She breathed in deeply and just loved it all over again.

She gave a covert look around: dash board, seats and appointments! It was all grand.

After all, this had been one of her 'new' major decisions. The new car. She remembered the salesman and how accommodating he was. He seemed to know that he had a 'live one'.

She had made the decision and given in to this whim. So, it was a new Cadillac for her. It was a new red Cadillac with white leather interior for her. And it was grand.

She certainly thought so and breathed in the new car smell once more, loving it that much more.

"Good for you, Linda!" she said to herself. "Just good for you. It's about time."

Linda Ryder's life had been the business. She took it over from her Dad, before his relatively early heart related death. She grew with the business and eventually had her hands so completely on it that she knew it inside and out.

She had a head for it, devoting time and attention and watching it grow and prosper.

It had been her decision for a few decades to do that with her life. There was no time, really, for men, for suitors. She had a pile of good friends but had long ago given up on anyone coming for her in the form of a shining knight. She'd put off any number of efforts and offers from friends to 'fix her up'. She was stubborn that way and wouldn't allow it. She'd made that clear in what she thought was a forthright but kind way.

She wondered, at times, what she might have missed but the excitement of the business was always real for her.

With the death of her Dad and, eventually, her Mom, the family was gone, and she was the last one of them around.

It was with that in mind that she began, a few months ago, to back off and take her enjoyment. She'd put into place a really good management team for the business, and shared the profits liberally with them. They needed 'hands on' from her less and less these days. She knew that.

Then she kind of laid back.

The very first sign of this 'laying back' for Linda was the purchase of a new car, this lovely red Cadillac.

She thought of that and sniffed it all again.

Linda Ryder would be 58 at her next birthday, though celebrating those things was, for her, almost a thing of the past.

She had, over the years, given herself a few perks, especially with the business going 'great guns' and all. One such perk was the house. It was large and had beautiful land around it. She had a gardener who kept it in good shape. She lived there quietly but very contently.

She also had rescued two kittens and let them have the rule of the house. They were a gray and a tabby, named Miss Whimsey and Ned. They were her bed companions and doted on her, as she did on them.

This new car had been almost a surprise thought for her, and once it was established, she knew that it was exactly the right idea.

She'd even gone back to the town where she'd grown up to buy it. It was where she had always bought cars but up until now, it was always utilitarian vehicles. There had never been anything as lovely and flashy as this red Cadillac.

The thought, of course, made her breathe in deeply again and kind of let out a small giggle at what she'd done.

"But," she reasoned, "There was money and to spare. It would be going, once she was ready to join Momma and Poppa, to charities and so, why no enjoy it now? Why not indeed!" she said to herself.

Linda had, all her life, taken good care of herself. She was a workout fiend and took yoga classes and various other physical endeavors.

She was petite; maybe even small boned. She had small but what might be called, if you were looking —- and few had ever had the chance to do the looking —-'perky' breasts with large, dark, cap-like nipples.

Her small waist swept down to a lovely upside down heart shaped butt. Very nice indeed! And though her hair was now a shining white, she sported a 'vee' shaped nest of dark curly pubic hair, that made a lovely contrast with her white, white skin.

Over the years, her hair had turned gradually white. Actually, it turned long before she was half way into the late 30's. Now she wore it straight and it added a kind of distinguished look for her.

At her current 57, Linda Ryder was lovely! Simply lovely! She wasn't looking for a man! Not at all. She'd recently backed off from the constant push of the business. She liked that thought.

And she'd bought this red Cadillac! (And 'yes', the thought made her take in a deep breath again.)


Winston trudged along the side of the road. There were few people out today, and, though he was headed south and was making progress with it, to get out of the northern climes for winter, it was still a little cool.

But he was, as usual, thoughtful about it. He smiled. He liked the freedom.

Once his sainted Momma had finally died of the ravages of the cancer, he felt free enough to break out and go his way.

He had his education. It had taken him a good 6 years to get that, since he had decided that he'd pay for it himself.

His Mom had tried for years to reconcile Winston and his step Dad but it never worked. The man was simply jealous of any and all attention that Marge had ever directed toward Winston.

Early on, while Winston was growing, that meant constant back hands from him but those days were over. Once Momma was gone, Winston was gone the next day.

The house was jointly owned by his Momma and step Dad and he wanted no part of it. The place had simply too many bad memories for Winston.

He thought of the oft repeated phrase that his step Dad had used with him over the years: "It's my way or the highway."

It made Winston chuckle that he'd left and had actually decided on 'the highway'.

In his mind he wished the old man well but suspected that his stubborn, bull headedness would earn him a very lonely end of life experience. He knew that he didn't wish that on his step Dad but he expected it to be true nonetheless.

(In this respect, Winston was accurate in his thinking!)

He was far enough south now that the weather was getting fine. The rain of a few days ago had stopped and he was dry and in good fettle. He swung along the highway and now and then put out a thumb to try to attract passing motorists. It didn't seem to be working for him that day.

Winston Knight was coming up to a 25th birthday. It made him smile to think about it.

"Will have to get a cupcake or something for that!" he mused.

He was very careful about his money but had learned early on to find odd jobs that were always around and replenish his stash of cash. His needs were slight.

He was whistling to himself as he walked along. He carried his knapsack easily. He kept the 'stuff' that he toted to a minimum and it made it easier.

Then he heard a car. There hadn't been one along this road for a good long while.

As the car approached, a red Cadillac, he saw a white haired woman driving.

This time, instead of putting out his thumb, he simply waved. He also grinned at the driver. She gave him the same kind of warm smile back and waved to him. She went on.

Almost as soon as she'd passed the young man on the road, Linda was getting, giving herself, notes about the fact that she should have offered a ride.

"Are you crazy?" came a small voice from within.

But it was a voice that, over the years, Linda had gotten used to suppressing and casting off its oft repeated messages of gloom and doom.

The voice, these days, even made her angry.

That was part of the reason why, at the next cross road, she did, in fact, turn around and headed back the other way.

As she passed the young man, he noticed her and waved again. She smiled at him and waved back.

"Twice in one day," he said to himself, "Maybe it's a sign of luck!"

(He had a thing about considering red cars to be a sign of luck.)

But Winston was flabbergasted, when, hearing a car approaching, he looked back and saw the red Caddie coming his way again. What's more, he was even more flabbergasted, when the caddie pulled into the side of the road ahead of him.

He walked slowly in the direction of the parked car, with a huge smile on his face.

One thing was certainly true of Winston Knight; it was his always sunny personality. He always supposed that behind this mind set was a lifetime of messages from his sainted Momma about how special he was.

She had certainly been aware of her husband's attitude toward Winston and seriously strove to not let it get Winston down. In that, the wonderful woman had also been pretty much successful.

Winston's smile grew broader, as he watched the woman get out of the car. She was petite and white haired. She was also smiling.

He gave her a huge grin and Linda Ryder found out immediately what Winston was basically like.

"Hey, sunshine!" he said brightly. It made her grin widen.

"Hi!" she returned his greeting. "How's the walking?"

"You know, not bad today," he said, leaning on a long stick that he had. It helped him to keep a kind of rhythm to his walking and served as protection against stray dogs that might not be friendly. Though Winston also found that he got along well with dogs. "Rain is gone and it's cool but not too much and I'm headed south where it won't be so much of a problem."

Then Winston's eyes swept over the car.

"Lovely red Caddie!" he said, the smile never fading.

.... There is more of this story ...

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Story tagged with:
Ma/Fa / Consensual / Romantic /