I think you're going to enjoy...
Seeking personal companion
for extended trip.
Intimate contact required.
Excellent pay, benefits for
well disciplined young woman.
100K for right candidate.
reply/picture to Box 56
Amy Nelson stared at the ad in the morning paper. It was a sign. She had prayed for guidance and this was it. A hundred thousand dollars! It was the answer all right. That was enough to pay off all of her debts, move to a safer apartment, even start taking some classes again. If she was real careful, maybe she could get a new job. Modeling lingerie was okay, but some of the men were kind of pushy, and her boss was getting insistent that they should “date”.
Quick, before she could change her mind, Amy jotted down what this opportunity could mean to her, and sent it off with a picture and her resume. For days she haunted the mailbox, hoping for a reply. After two weeks she resigned herself to getting out of trouble the hard way.
Dragging home after a “luncheon” show, which was comprised of drunken businessmen trying to cop a feel, Amy found a notice in her mailbox to pick up a package. She wasn’t expecting anything, probably another bill collector getting inventive in trying to find her ex. She tossed it in the trash.
Two days later the phone rang. Amy let it ring over to the machine as usual. The deep masculine voice caught her by surprise.
“Miss Nelson, this is RJ Drake. You missed your appointment today. I do not tolerate unreliable behavior, Miss Nelson. If you are still interested in the position, I suggest you contact me at once at 809-9000 with an explanation.”
“Oh my god, surely it’s not that ad.” Amy was frantic trying to remember where she was supposed to be and how she had forgotten. Hands shaking she dialed the number.
“Drake here.” His voice was curt, and all business.
“Mr. Drake, this is Amy Nelson, I am returning your call. I apologize for missing my appointment, I was not aware that I had made one. Perhaps we could reschedule?”
“Miss Nelson, as I explained in the package that was delivered to your home last week,”
“OH no,” Amy screeched, “I threw it out, I thought it was some dumb bill collector, I am so sorry. Maybe you could send it again?”
“Miss Nelson, my time is short, please do not interrupt me when I am speaking. If you wish to be considered for the position you must come for an interview today. I will send a car for you at your home address in 45 minutes, be ready.”
He hung up. Just like that he assumed she would be available, and she only had 45 minutes to shower, dress and do her hair. Muttering about how it would serve the arrogant SOB right if she didn’t go she flew through her closet searching for something that looked “companion-y”.
With only moments to spare she gave herself a last critical look in the mirror and sailed downstairs. A limo pulled up just as she reached the street. Very nice, at least Mr. Drake was a rich grump.
The driver escorted Amy to a quiet office building, directing her to take a seat until she was called. Too much time to think led to doubts, not sure why she had come, Amy stood to leave just as an older woman entered the room. With a curt, “follow me” she turned and walked briskly down the corridor, leaving Amy to trail along.
At a large double door, beautifully carved, the woman stopped.
“Mr. Drake is expecting you.” and she returned the way they had come.
Amy tried to be calm, took a deep breath and knocked lightly.
“Come.” She recognized the same deep voice from the phone call.
Entering the office, Amy was struck by how lovely it was. Not flashy, but quiet and comfortable. Then her attention was drawn to the man seated at a large desk to one side.
He had dark hair and eyes, seemed to be tall, and was wearing a crisp white shirt, sleeves rolled up, his arms muscular and tanned. He was much younger than she had imagined, maybe 40, but looked as if he didn’t smile much.
Amy started across the room, hand extended, but was cut short by his barked order.
“Just have a seat so we can get started.”
Amy sat, flustered at his rudeness. He stared at her, looking her up and down.
“Stand up, and turn slowly. Face the door and bend over placing your hands on the floor.”
“But, what does”
“I asked you not to interrupt me when I am speaking.”
“That’s it, Mr. Drake, I don’t know who you are or what you are used to but I expect to be treated like a person. I could sure use the money but I reckon I can do without your attitude.” Amy drew herself up and turned intent on stalking out of the room with as much dignity as possible. To her surprise the man burst out laughing.
“Sit down, Miss Nelson. If we can agree to terms, the job is yours.”
RJ watched the conflict play out on the young woman’s face. She wasn’t lying about needing the money; his investigation showed her husband left her high and dry with a pile of debt. She looked younger than the 30 she claimed on her resume, wearing little make up and a simple suit she was perfect for him. Now to convince her to accept his terms.
“Miss Nelson, let me explain just what the position requires. I will be on an extended trip, in fact, we will be spending approximately three months on my yacht, visiting ports in a number of areas around the world. Do you get seasick?”
Amy shook her head, not trusting her voice.
“Good. I plan to leave day after tomorrow. Is there anything that would prevent you from departing at that time?”
Another shake of her head.
“Very well, I will tell you what your duties will be, if you agree we will draw up the contracts. I require a short period of secretarial work, less than an hour daily, to help with correspondence. I expect you to dine with me each evening; you will accompany me to any events that I might attend. Your wardrobe will be provided. I am an exacting taskmaster. I expect everything to be done my way. If you disappoint me in any way, you will be punished in whatever manner I feel appropriate. I favor old-fashioned, bare bottomed spankings for most transgressions.”
He paused there to gauge her reaction. Her cheeks burned a deep crimson and her mouth hung open, but she did not run screaming from his presence. So far, so good. If he had only thought of this sooner.
“Now, you will be paid $100,000 upon completion of the trip. You will receive a bearer bond in that amount that will mature in 90 days. Your travel expenses and a weekly stipend of $500 will be paid in addition to that. If you wish to accept the position you will need to go to this address immediately for wardrobe fittings. Do you have any questions?”
He couldn’t help smiling at the dazed expression on her face as she took the card he offered. She seemed rather confused by the whole speech.
“Miss Nelson, I will need your answer today.”
“Just hold your horses, Mr. Drake, I don’t work for you yet so don’t start bossing me. If I take this job we’re going to go on a cruise, write letters, go out to dinner and wear fancy clothes. I get a hundred grand for going and five hundred a week. You get to whup my ass anytime you want to but I don’t have to sleep with you and I can’t get off the boat once we start. Is that about right?”
“Not exactly how I would have phrased things but essentially accurate. Do you accept?”
“Throw in the wardrobe and you’ve got a deal.”
Pushing back from the desk JR Drake turned his chair and wheeled out to give the woman one last chance to change her mind. She took one look at his wheelchair, grabbed the card out of his hand and waltzed out of his office, leaving him to wonder just what he had started.
Several months ago he had picked up a small free newspaper while waiting for an appointment. He was shocked to find personals of every type, including some he was quite interested in. Apparently spanking was no longer a dirty secret. Just reading those ads left him with a renewed sense of his own isolation. After the accident that took his legs his wife left him for a polo player, said she missed having a “whole man”. Although spanking had been an integral part of their marriage she was unable to view him as the dominant partner after the accident. He couldn’t bear the thought of going through the same betrayal again, or worse, put up with a sympathy fuck from some woman who wanted his money. It never occurred to him that he could hire the job done, just like he did everything else. It took several months to get the ad written, bring himself to place it and then screen the applicants. There were some very odd people out there.
But it was worth it. Miss Nelson was perfect for the job. Smart and sassy, not afraid of a little work, didn’t even blink at the wheelchair, and she had a great ass. It was going to be a pleasure teaching her just how he wanted things done.
The next two days flew by in a whirlwind of activity. Amy quit her job, gave notice at her apartment, found a temporary home for her houseplants, went to several fittings and spent half a day at a spa, courtesy of Mr. Drake. She felt just like Cinderella.
The big day arrived and Amy was waiting, one small bag packed with personal items, when the limo arrived. First class travel was a whole new concept for Amy, no lines, no waiting. They were whisked through the airport to a private jet and on their way to meet the boat in Miami.
The first battle came over lunch. When the flight attendant took drink orders Amy asked for champagne. It seemed natural for her first luxury travel experience.
"That won't be necessary, just serve the usual drink selections." RJ leveled a cool look at her, "I don't serve alcohol at lunch. It dulls the mind and makes for an unproductive day."
Amy huffed, muttering under her breath about Mr. High and Mighty, until his hand slammed down on the table next to his chair.
"You will follow the rules, all of them. There will be no mumbling and no back talk. Unless, of course, you're interested in your first lesson over my lap?"
"You can hardly expect me to follow rules I am unaware of. Perhaps you could give me a list?"
"Sarcasm is not something I am fond of, young lady, and you certainly will be getting a list of the rules you are expected to follow. For now, eat your lunch and be quiet."
Amy sulked for a few moments but the spectacular view of the ocean soon distracted her. The hectic pace of the past few days caught up with her and she curled up in her seat for a nap.
RJ studied her sleeping form with interest. She was perfect. Not the pallid, underfed, unisex look of current fashion, but the ripe, full softness of a real woman. Her hair fell casually across one cheek in soft waves, the subtle highlights of gold threaded through the chestnut brought out the golden tone of her skin. She was lucky, he was a decent guy, not one to take advantage of her as some might. Just the thought of what could happen to a young woman foolish enough to go running off with a total stranger caused his eyes to narrow. They would be discussing that this evening. He spent a few minutes thinking about that discussion, her over his lap, panties sliding down, soft, white skin just waiting for his touch. The painful tightness in his groin reminded him he had work to do and it didn't involve her bottom. Reluctant to leave her, he spent the balance of the flight working on his laptop and watching her sleep.
Amy wandered about, wide eyed. This boat was the size of a small country. Old gray eyes must be loaded to afford something like this. No wonder he was paying so well. Of course the whole spanking thing was pretty weird, but, her daddy had paddled her plenty of times and it didn't kill her. Besides, how hard could he hit with no legs to anchor himself with. And the wheelchair pretty well guaranteed there would be no embarrassing sexual situations. Things were looking better and better. Her cabin was larger than any apartment she had ever lived in, in fact her closet was the size of most of them. And the clothes were beautiful. Not sleazy, as she had feared. A typed agenda on her desk listed the activities for the rest of the evening as dinner, followed by a short work period, then a daily review, and even listed her bedtime. This guy must be some kind of time management nut. She giggled, wondering if tomorrow's schedule would include a time to brush her teeth and a potty break.
She finished dressing and was wondering how to find the dining room when a discreet knock on her door signaled the arrival of her escort for dinner. A polite elderly gentleman in a white uniform offered her his arm and answered questions about the ship as they went up on deck. A beautiful sunset provided the backdrop for a small table set for two. Amy nodded at Mr. Drake and allowed her escort to seat her.
"Ordinarily we would be having wine with dinner. As we do have work to complete this evening I arranged a light meal and we will have drinks after our work period." RJ signaled the waiter and they ate in silence.
"Don't you get tired of always being so uptight?"
"I prefer to think of my life as organized. I have scheduling requirements that a man with two legs would not need. I prefer my life to be orderly and well run. And I expect you to function with the same efficiency I require of all of my staff. Please follow me and we will get to work."
Amy hated the way he simply assumed she would follow. He had too many people jumping to do his bidding. It was giving him a big head. Well, she may be part of his staff, but that didn't mean he owned her. She wandered into his study at a leisurely pace, taking time to admire the décor and ignoring the man glaring at her from behind the desk.
"In lieu of work this evening we will be going over the rules for your employment. Here is a simple list of the basics; we will add any others as needed."
Amy sat down to read what she expected to be a list of her duties while on board. Before she was half way through she was on her feet, pacing, and growing angrier by the second.
"What is this? Do you think I am a moron? I can't be trusted to dress myself?"
RJ watched her with interest. It would seem she had not paid attention at their first meeting, nor had she read the contract she signed. These were all stipulations made in the contract, stated more plainly perhaps, but nothing new.
"All of the rules on that list were agreed to in the contract you signed, Miss Nelson. I am providing you with this list at your request. I do expect you to follow all of the items of our agreement, and they will be enforced, rigorously."
"What are you, some kind of nut? Let me guess, you get off on having control over women. Must be tough to do in that wheelchair. I guess being rich helps; at least you can buy someone to follow your orders."
"Miss Nelson, it would behoove you to remember that the person I have purchased for this trip is yourself. My motives are none of your concern. Please read over the entire list, this is the only chance you will have for clarification. Starting tomorrow I expect you to follow the schedule I will have delivered to your room each morning."
Amy tossed her curls and huffed, but sat. The list was long and complete. Her time was to be parceled out according to schedule, she would wear the clothing selected for her at all times, his wishes would be accommodated as to food, drink, work periods, she would not leave the ship unless accompanied by him, she would be available around the clock, but with a guaranteed ten hours sleep period, it went on and on.
"You make it sound like I'm your prisoner or something." she sniffed.
"On the contrary, Miss Nelson, you are an employee. As such you are expected to fulfill the employment contract you signed. We will begin your official duties tomorrow. However, there is still the daily review to complete. Please follow me."
He maneuvered his wheelchair to the center of the room, locking the wheels in place. Amy followed cautiously, watching him remove the arm supports and lay them aside. She was still baffled by his actions when he reached out, grasping her wrist and drawing her to his side.
"Miss Nelson, what does your contract say about the daily review?"
"That you will give me feedback on my performance at the end of each day."
"As well as at any other time I deem necessary. Today was your first day so I will be more lenient than you can expect in the future. I was displeased by your behavior on the plane but we will overlook it this one time. I will, however, be addressing the fact that you placed yourself in a questionable situation by agreeing to travel with a total stranger."
"But this is a job."
"Yes, it is, and before hiring you I made sure you were a person of good character. Did you make any attempt to find out who I am? No, you did not. I could be a psychopath for all you know. Our first lesson will be about taking better care of yourself."
With that RJ tugged her across his lap, he still had enough of his legs left to elevate her bottom nicely, slipped her silk skirt to her waist and was tugging her panties down before she could react.
"What are you doing? Let me go before I scream, do you hear me, I'll scream."
"Miss Nelson, please rest assured that the staff has been notified that I expect to make you scream and they will not be discomfited by any noise you might make. Our agreement allows for any discipline I deem necessary, as long, and as hard, and as often as I deem necessary. You accepted my terms and my money, now you will accept my punishment for your bad judgment."
His hand crashed down, and he reveled in the feel of her bottom flattening beneath his assault. He set a brisk pace, spreading a rosy blush over her entire bottom and the tops of her thighs as she wiggled, begged, threatened, and finally screamed. When she was reduced to simply crying he rested his hand on her bottom and waited for her to realize he had stopped.
"Let me up."
"Oh, no, we are not finished. I just wanted to be certain I had your full attention before we get started with your punishment."
"No. Wait, you just punished me, we're done, you can let me up now." Amy wiggled franticly trying to slide off of his lap and away from his hard hand.
RJ smiled down at the red bottom jiggling as she tried to escape. He had forgotten how lovely a woman looked during punishment.
"Please tell me why you are being punished, Miss Nelson."
"Because I shouldn't have come, and you're right, really you are right. I shouldn't be here. I'll catch a flight out tomorrow and we'll just forget the whole thing."
"Miss Nelson, I am very disappointed in you. This punishment is for your carelessness with your own safety. There is no question of you leaving. You have a contract and I expect you to fulfill it. Now that we are clear on why you are being punished we can proceed."
RJ pulled a small thin wooden paddle from his pocket and began paddling in a steady rhythm, all the while lecturing her on personal safety. Her cries shifted to the steady sobbing of a well spanked girl before he finished her off with a hard volley to the backs of her thighs and set her on her feet. She hopped around holding her burning butt, doing the spanking dance for several minutes before realizing her panties were at her ankles and her dress was tucked above her waist. She slid the dress down, quickly stepping out of the panties and tucked them in a pocket. His chuckle at that decision earned him a cold glare, and confirmed that he was no gentleman.
"I'll escort you to your cabin."
"That will not be necessary, Mr. Drake."
"A lady should not be wandering in a strange place alone. It isn't safe. Do we need to discuss safety again, or are you ready to go?" He smiled at the emotions warring on her face. Her fear of the paddle won over her desire to tell him off, but barely. Gathering her tattered dignity she allowed him to escort her to her door.
Alone at last, Amy crawled into bed and tried to make sense of it all. He was some kind of maniac, that was certain, and her ass was on fire. So why did she feel safe and snug here? She should be plotting her escape, not snuggling down thinking about him.
Don't worry, there are several more installments actually. I’ll have the another one up next Friday. See, now you have something to look forward to!
If you are willing to try your hand at a story please do. Remember everyone had to start with a ‘first story’ at some point. Send your stories to firstname.lastname@example.org