My father was rich, and an unusual man. I worked at a dead end job for a year after high school, and then I gave in to my father's rules to get educated.
The rules were simple, he said, "Tommy, if ya want to go to school you have to go to Mt Sinai; it's the only one I'll pay for." It was a good school, about 100 miles from home, private and expensive. Instead of living in the dorms, my father arranged for me to live in a bed and breakfast-type of place near the campus. All paid for and arranged by my father.
A woman in her 50s owned the place; she was an attractive older woman, with huge breasts, a wide bubble butt, and a pleasant face sporting features that harmonized into a handsomeness. Her skin, though, was smooth and elastic, like younger women, so she looked much younger than she was. Her name was Christine Lawson.
"Welcome, father and son, to my home; let me show you to your room immediately, " she said as she turned and walked down a hallway to a room in the home's back. My eyes couldn't help but notice her huge, round ass swaying before me. A stirring in my pants I tried to kill, but for some reason my efforts had me tenting as she opened the door and turned to invite us into the cozy room with a sweep of her arm. Her eyes glancing quickly, almost unnoticeable-down at my erection and she smiled and nodded her head.
"Very nice, indeed," my father said. "Don't you agree, Tommy?"
I was struggling to load my two suitcases onto the bed, "Oh...yes...yes, indeed, father. A very pleasant room."
"I am sure you find this place to your liking, young man, yes?" she spoke with an air of authority. "For I am the sole other resident herein, and I will strive to provide you with all of the care and grooming a young man would need to have success. Yes, all of the care, indeed, as an Inn Keeper, as that is how I view myself, I feel the responsibility to care for the body and soul of my charges," she continued as she turned to my father, "That I guarantee you, Mr Brooks-and all the details and arrangements are to your liking, sir?
He perfunctorily answered in the affirmative. He held his hand out to me and I shook it. And I swear, he, too, glanced at my tent and smiled-a smile i would always remember, the rest of my life.
He turned and shook her hand. "Take care of my son, Ms. Lawson."
"Oh, yes, sir, you know I will; everything we spoke of will easily fall into place. That I am now totally convinced of, sir. You were completely accurate as to the quality of your son; he will thrive in this environment, sir."
"Yes, for that I am now sure of myself. So long, son. You mind Ms Lawson; it is in your best interests," he said-almost laughing aloud as he walked from the room.
Ms Lawson spoke, "You unpack, young man. We eat in an hour, and don't be late, understand?"
Her body language and voice had taken on a different tone; she wasn't just asking, she was ordering-and my tent hardened even more. As she turned and walked out, closing the door behind her, I opened my zipper and took out my meat and began to pound it.
She reached her room in less than thirty seconds and turned on a monitor, and there before her was a clear picture of me jerking my cock frantically as I knelt in the room's center-at the time totally unaware of her visual observation of me.
She picked up a phone and spoke into it: "I'm watching him jack-off as we speak, sir. I wasn't gone thirty seconds and he had it out and was stroking it like a maniac. The cameras you installed are perfect, sir. I will record everything and follow your instructions to a tee. He'll soon fall under my thrall, sir, and I will use him as you have paid for and instructed...Thank you, sir. Yes. Good-bye, sir."
I sat at her dinner table exactly at 6 PM, and before me was my favorite food -Lasagna, tossed salad and garlic bread. She had changed clothes; she had on a skin tight, short skirt, which displayed her ample, round ass-my cock couldn't take its eyes off of it; a purple halter top hardly contained her huge G cup breasts, and she dipped much lower than necessary when serving the food, so I had incredible views of those tits. Thus, I was aroused to the point I hoped she didn't ask me to talk because I would be an incompetent human male stuttering through a face-full of lust.
As she sat-finally-she said, "Help yourself, young man-all your favorites, according to dear old dad," and she pored a deep red wine into the wine glasses that had strangely sat there, empty and forlorn, until her hand brought them to fulfillment. She picked up her glass, "A toast...to new beginnings and a new life for my young guest."
I joined her, took a sip and then a gulp, and said, "Thank you."