Lennie and Samantha

Greetings. This is my first story. After reading works here for years, the writing bug hit, something I've never tried. I've figured out a few things so far, it's hard to write a decent story and the value of an editor. Since I couldn't find one and have only self-edited and keep finding minor errors, sorry if I missed one.

I started writing it free-form a while ago with a basic idea and a few characters. The story morphed and expanded. Honestly it just did, I had no control over it. I would write a part, leave it for a few weeks, re-read it and made judgments. Some parts were pretty good and others were terrible. But I persevered to make it into something I felt comfortable to let others read and have released it to learn other's opinions.

I'm ready for comments and want to hear them honestly with the goal of getting better, but please have something to say other than "it sucked". That doesn't really give me much to go on.

I've also noticed that some readers don't want to read certain themes without being warned, at a minimum. Because of that, here are the warnings for this story.

Specifically there are two scenes, one extended, that contain violence against a female. I will make a note at the beginning of the chapter for those that want to skip that part. As they say in Hollywood, "it was needed for the story line." Maybe, maybe not, but I think it makes it a better story by giving insight on that character's life and actions. So if that bothers you, skip it.

Secondly, this story is long. It is broken into chapters for easier reading, but the story is well over 100k words, and there is already a second story with most of the same characters being written. I will publish the next chapter after this one is published as soon as I am able.

Being such a writing novice, I have learned that some authors detail out their stories, using notes or storyboards. I am much too lazy for that so I just started writing. I really thought it would be a ten or twelve thousand words. After writing most of the story I had well over 100k words and realized an ideal story length here is a tenth of that. I gave up on limiting the length and tried to develop the characters and the story line.

Anyway I am interested in comments or constructive criticism because I want to be a better writer. Please enjoy.

This work copyrighted by me. Nobody has any right to publish this in any form without express written permission from me.

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She glided flawlessly into the lobby of the expensive hotel. Immediately the three men who were standing in the lobby conversing together stopped mid-sentence and stared. It was impossible

not

to stare after she gave the three men that deep look. Her haunting beauty was more powerful than any will the men had to ignore it. In an instant, they were transfixed at the gorgeous woman walking by them.

She was truly beautiful. Classically female. Tall. Firm large breasts and slender, athletic legs that had an incredible set of ass cheeks riding over them. Her sexy cocktail dress hung on her frame like a glove, showing off her incredibly proportioned body. Her hips were curvy but not too wide, and balanced perfectly within her hourglass-shaped body. Her thick long brown hair had just enough curl in it to be authentic. The gorgeous deep blue eyes were like lasers with that infectious perfect smile. Ringlets framed her beautiful, classic-model face with high cheekbones and lips that were thicker than most but still natural.

She was a tall woman - two inches less than six feet -- lithe and trim, with shining healthy skin. She had been an athlete in high school and college and it showed. Her arms and legs were toned, yes, but it was more than that. There was an aura of confidence to how she moved, confirming she was completely in control of her body and her surroundings. Everything on her was authentic original equipment; there was no fakeness about her anywhere.

She entered the elevator and punched 32. The lighted button glared back at her as the display counted the floors upward. When she stepped out, she turned left and finding room 3245, knocked on the door. A man in his late 50's and still wearing his extravagant tailor-made suit opened the door.

"Hello Sam, god it's so good to see you again!"

Her smile was wide and inviting. Her arms reached around the back of his neck as she brought her mouth up to his, giving him a long wet kiss. With a hint of a sultry giggle she replied "Hi Roger, it's so good to see you again, too. How long has it been, three months? I hope you haven't been enjoying the company of other girls and ignoring me."

"Oh gosh no, sweetie. There is no one else but you in my life. Jessie my personal assistant is the only one who attends to my needs, like it's always been. I just had her tested along when I did with Sharon yesterday, since we were both coming to town. It keeps Sharon happy when I go to her for my testing instead of her chasing me down, you know? But Jesse is nothing more to me than a sexual safety valve. You're my girl."

She smiled. Tonight was going to be a continuation of three months ago. She remembered it like it was last night.

"You are my everything, Sam. It's been hellishly busy at work and I've been out of the country. It's because I'm no longer VP of Worldwide Sales, they promoted me to CEO a year earlier than the plan. And it's been incredibly successful. In that time, I've already added a hundred million to the company's bottom line and I get seven percent of that as a bonus. This is the first chance I've been able to return to Seattle to see you now that you don't travel like you used to. You wouldn't come to Europe to see me so I've come back to see you. Now I'm back, and I've so missed what I'm looking at right now."

He pulled her close and gave her another wicked wet kiss. She molded her body into his chest so he could feel her large breasts crushing into him while he inhaled her intoxicating perfume. "God I've missed this", he murmured. His hands tightly roamed her perfect curves as their wet mouths kissed, his hands seeking to touch every inch of her perfectly proportioned body like a jewel thief in the safe trying to gather every last bauble before he made his break.

She wasted no time and started rubbing his crotch, feeling his growing manhood. "Fuck me Roger," she groaned in his ear as he felt her warm breath against his skin. "I want you to cum in me with this magnificent cock of yours. You're girl is here baby. Fuck your girl. Fuck me now."

He had no desire for another drink; clothes fell from both of them in seconds. She dropped to her knees before him and in hardly any time his hardening cock was in her mouth. She sucked it a few times to get it wet as it grew rock hard, and then plunged it down her throat until his pubic hair was hard against her nose. She held his cock deep within her throat and time stopped for him. She rippled her tongue on his member as the deep throating continued and her nostrils flared, sucking in oxygen to stay conscious.

"OH FUCK!", Roger gasped. "Jesus Samantha, how do you do that thing with your tongue? Blow me baby, suck that hard cock!"

As she felt him getting close to coming, she let off and pushed him back to the couch in the elaborate suite. Climbing on top of him, his hard staff drove between her slender curvy legs. Her next move was to drop her body onto the hardness in one swift motion, burying his hard cock in her wet pussy. She rode him hard, passionately, like only a true girlfriend could. Leaning forward her mouth crushed his, combining their wet tongues and saliva. She rode her mount, humping him powerfully and forcefully. His hands found their way to her soft, natural, perfectly formed tits and mauled them with a frenzy. He didn't last long as Samantha slammed up and down, riding his hard shaft. As it was the first time in almost a week he had cum in a woman, his sperm blasted deep into Samantha's wet, tight hole. She let out a squeal as he gasped and grunted.

It was like their ongoing encounters of the last seven years never had a break. She got him off like no other woman in his life, ever. Even his two ex-wives. After he softened, she rolled off of him and laid her naked body next to his. Both were still panting as she fanned her long soft brunette hair onto his chest. Her scent was exhilarating to him. After what seemed like ten minutes or more, he spoke.

"Really Sam, I was serious a few months ago. Marry me. I'll make you happy and it will be worth your while. You'll be rich, and you can quit escorting forever."

She paused for what seemed like a long silence before she spoke. It was not the first time she had heard such a statement from a rich client.

"Roger, you are a fascinating man, but we've talked about this. I can't marry any man who has hired me. No matter how sincere, I'll always be a whore to you. It's just human nature. I don't want to be just arm candy for a husband, only an equal. That can't happen with us. You know I'm always here for your pleasure."

"I'd never ask you to sign a pre-nup, Sam. You'd be worth half of a three hundred and fifty million dollar estate. The corporate jet is at my disposal, you know. Of course you do because you've flown on it. It could be yours to use anytime you want. Paris for lunch with your friends. Or catch a tan on Kauai."

"I know and I truly appreciate it Roger, you know that. And you can have me for a whole lot less than one hundred seventy-five million dollars."

"But I love you, Sam. You know that."

Samantha sighed. Roger's proposal was the third in two years from a man worth over a hundred million dollars. But she knew what would be her position in the relationship. A whore could never be an equal. She could only be a trophy, a prize, another symbol of his success. And never accepted by his children or close friends as a wife, only a gold-digging bitch.

"Roger, let me ask you a question. What's my favorite color?"

"Huh? What do you mean?"

"Roger, it wasn't a trick question. You don't know, do you?"

Roger laid silent.

"Which university did I attend? What do I like to do on my down time? Do I have any family? If you thought of me in a romantic way, these are the simple things that you would have known for years. By the way Roger, your favorite color is red, you were an undergrad at Stanford and got your masters from Wharton. When you aren't working 80 hours a week or banging my brains out, you like to paint shoreline and mountain scenes using water colors. You divorced your second wife after you found her in bed with your attorney. Your first wife died of a car crash after giving you three fine sons. Of course when Ryan died after that Fentanyl overdose, now it's just Anthony and Thomas, but Anthony's wife Mindy is about ready to pop with your first grandson."

Samantha's eyes went big as she realized she let out a secret she wasn't supposed to.

"Oops, I just let the cat out of the bag, Mindy told me that it was a boy four months ago at that dinner we attended with them. Please promise me you'll act surprised when you are told the sex of your new grandchild."

"How do you know these things about me?", Roger blurted out, his head shaking.

"You introduced me to your family years ago, remember?"

"But that was five, no six years ago, a year after we started being together."

"I keep in touch with them because they are part of your life and you introduced me to them. That's part of my job. You understand, right?"

Roger was quiet as he softly caressed Sam's left breast in the palm of his right hand and he continued to inhale, enjoying her feminine scent. "Wow. You're right. Do I take you for granted that badly, Sam? How is it that you know so much about me, and me so little about you?" he said, a bit dejected.

"Roger, don't feel bad. I'm an escort, and one of the best escorts in the world. That's not me bragging, it's rich man after rich man telling that to me. As an escort I have two jobs. The first is that I'm a companion to the man that has hired me. I use this beauty and the brains I was given to support you and make you look good in front of your friends and business associates with class and dignity. To do that, I have to know you fairly well. I never quit trying to learn more about you. The other job is as your wanton whore, supporting you physically and emotionally while digging into the corners of your mind to find your wildest sexual fantasies and bringing them to life. You pay me very well to perform both of those roles. I'm confident I've succeeded in both." She pulled her head up off his chest and looked into his eyes, looking for confirmation.

Roger nodded and sighed but stayed quiet. Deep down, he knew she was once again correct.

They laid on the couch naked in each other's arms. "Let's just lay here Roger, and enjoy me for what we have," Sam whispered.

Roger was quiet for a long while. "Promise me Sam, promise me that no matter what, you'll never leave me. I know you are with other men but there is nobody else like you. I need you Sam. You know me better than anyone I know, even myself."

"I'll always be available to you, Roger. And I'll always be me."

Moving back to the pillow, she looked up at the ceiling and her heart sank. A normal relationship with a man who would respect her was the one thing she had never experienced. Yet it is what she wished for the most. Roger couldn't see, but a single tear fell from Samantha's eye and down her cheek.

*****

Lennie Roberts was 67 years old. The last six months had seen him spending money. A lot of it. Not wasted on trivial bad habits, but things like a new wardrobe, a new home, a new car, and a nice vacation. Money spent on things that he wished he'd have done years ago. Life doesn't happen on the schedule you wish, though. He had lost most everything over a decade ago. In the last two months, he had retired from a company he started with a friend just two short years ago. He bought a big house with a grand view of Puget Sound that he moved into last month and a new Ford Expedition (he was tall and liked a big 4x4 with lots of legroom). He was getting home from 2 weeks in Hawaii, flying first class and staying at an on the beach at a private home he found on Air BnB. A big guy, he'd been out of shape but now working with a personal trainer for the last year he hired. He'd been losing weight as he gained strength and shape. He hadn't felt this good in years.

Lennie's background was that he earned a business degree, worked in corporate computer software sales for 20 years, but then got burned out. After taking time off for a few months, he started a totally different business, a small coffee shop chain with in-house roasting. The shops also had a pastry bakery and a juice bar offering fresh squeezed juices and smoothies. It went well for eight years, growing quickly until the 2009 economy crashed and the stores were sold. He barely broke even as the value of the stores crashed with the economy. A year later, his wife died of an aggressive form of cancer.

His only son, Danny, was in his mid 20's, on his own but kept in touch like most busy kids in their 20's. It was over a full decade since he was forced to divorce from wife of 16 years, who was diagnosed with Stage 4 cancer just a year before she died. Pain drove her to be prescribed Oxycodone in high amounts. The drugs numbed her mind and wore her down. She was mentally off the deep end, and secretly had turned all of her affairs over to her attorney brother to manage. Somehow her brother and father convinced her, in her drug-induced state, that Lennie was the cause of her aggressive cancer. The brother immediately saw his chance to screw Lennie and did so. Lennie's never got along with his brother-in-law, always a simmer of disgust under the thin veneer he kept going when the two were together for the occasional extended family events. Mary and Lennie had married late in life, the first one for both. Danny was their honeymoon project, and they were successful. They tried again after Danny was born, but no luck, his wife couldn't bear children again. In hindsight it was probably best, after her attorney brother ripped up his financial life as his wife succumbed to the nasty disease.

It was by accident that he found out their plans. Lennie was a coach for Danny's CYO basketball league. He had to send out an email for the after season party to a family that missed it the first time it was sent. Lennie had typed out the details and was too lazy to do it again for just one family. He figured the deleted but not erased email from the family computer and found it, but he found another from his wife's attorney brother. What was weird was that it was sent from not his family email address but his attorney office email address, the first time Lennie ever saw it in 15 years. In it, the attorney brother was making plans with his wife to fly out to Washington state and work with a local attorney to move all of their marital assets and life insurance policy from the family and to the attorney brother to control. Because he got his sister to set up the life insurance owner of both policies when they were set up, a mistake on Lennie's part he never realized, she had the ability to steal the payout from him by re-assigning it to another person without his knowledge.

He never knew. After all, he trusted her completely.

Mary was mentally useless, taking huge doses of Oxycodone for the pain relief. She was constantly high and out of it. He'd ask Mary a few times what she was doing, and she just looked at him, mumbling a few phrases from the brother's email that made no sense. To delay the assets transfer, Lennie was advised to file a divorce to stop her. Lennie stayed with wife, now weak and unable to care for Danny on her own, while living in separate bedrooms.

The divorce continued. They had to sell the home in a terrible down market, losing nearly all of the $200k in equity built up over the years. Four months after the divorce, she died. Lennie, now kicked out of his own home that he had put thousands of hours into maintaining and improving, had been forced to sell it for the divorce. He had rented a two bedroom apartment in expectation of being the only parent soon, living alone. Two months later, Mary was gone.

Life for Lennie was meager, but he loved and supported teenage son, Danny. Danny had emotional problems dealing with his mother's death, but Lennie kept doing what he could to support him. Relatives who lived 40 miles away tried to help, as did a few families from school and also Lennie's best friend who was also Danny's godfather. Danny almost flunked out of high school, but with the support of his school counselor working with Lennie, Danny graduated, and turned 18. The attorney uncle revised Mary's will to create a trust for Danny, but also with obtrusive control over his life as he was named the new administrator. The uncle had written in control of the trust until Danny was 30. He also took a 2% annual management fee, and all related expenses were also paid by the trust. He took every dime he could legally get away with, including spending a quarter million to fight Lennie in court when Lennie tried to get some say as to how the money was managed for his son. Lennie, with no money left after getting a quarter of the insurance but all of the bills as well, had to let contesting the will go.

Danny went away to college, paid by the trust set up from the insurance money for Danny. Uncle would use trust money to "visit" Danny, visiting the California city for a week at a time, only seeing Danny a few hours a couple of times each visit. He spent as much trust money as he legally could, staying at the finest hotels, eating at the finest restaurants, renting specialty sports cars and making up wild justifications, when in reality it was just a vacation using Danny's trust fund. Usually, his wife, aka Danny's aunt, accompanied him. While she had nothing to do with Danny's trust, she helped spend the money with fine dining and taking excursions with her husband.