Part 1: our young man meets his Mistress and begins to learn the pleasures of a life of service.
We met on a cruise, it was one of those singles only, and everyone advised me it would just be a big meat market. My mother made me go; she told me I was just too shy to meet a woman in the real world and surly on a boatload of losers there had to be at least one female who would put up with me. I know my mother loves me, it's just she feels that if she does not keep a firm hand I will lose direction, and she is probably right. She always tells me if it weren't for her money, no doubt I'd be living in an appliance carton somewhere.
When the ship pulled out to sea it definitely was full of singles, but by day three most had paired up and I had yet to talk to anyone. I can't help it if I'm shy, it sure isn't by choice that I find it hard to talk with anyone let alone women I don't know. It hurt for me to be alone and then to see all these couples who were strangers to each other a mere three days ago. I would watch them now as they strolled along the decks holding hands, stopping to kiss every so often and god knows what in the privacy of their own cabins. I began to spend more time alone in my stateroom to avoid seeing the happiness of everyone else.
It was during one of the mandatory safety drills that I met Mistress Veronica as we were assigned to the same lifeboat we stood together listening to the steward drone on about what to do in case of an emergency. I myself was secretly praying for the ship to go down and thus saving me from anymore of the drudgery of being alone on a cruise for couples. When I first saw her, I was stunned not by her beauty but by how regal she carried herself, I mean she was very handsome but not movie star beauty. I guess what I'm trying to say is classy and it was easy to see she had plenty of class.
"Young man, do you always stare at women like that?"
I could feel my face turn red and I stammered an apology as I prayed for this blasted lecture to be over so I could make an escape.
"The proper way for an apology is to look the lady in the eye as you say it. Now do it again."
I swallowed, then swallowed again,
"I am so sorry for being crass, it's just I was struck by your beauty and I just kind of wanted to take it all in. I'm really not that kind of person and I do apologize again."
"Very well I accept your apology, oh look this bloody thing is finally over. You may walk me back to my cabin."
She curtly dismissed her escort and in turn took my arm. She told me her name and I in turn introduced myself. I asked her if the gentleman she was with was her boyfriend and she replied he was just a diversion,
"I've grown tired of James and I think I will pick you as my new companion."
Somehow, it was all decided and just like that, I was now Veronica's new escort. She said she was interested in my room and that is where we headed, up to the Estate Deck to my suite.
"You didn't say you had a penthouse for a room, I like it, oh yeah this is nice."
I thanked her and told her my mother had arranged it for me. I have to believe that Veronica could see I was too shy to make any advances toward her and so she graciously took the lead. She pushed me up against the door and put her lips to mine surprising me with her firm kisses. It was almost alarming how fast my animal urges came to the forefront of my being. I was getting so warm I feared I might faint and yet she kept pressing her assault on my senses. She reached over and grasped my turgid member and to my utter humiliation, I ejaculated in my underwear. She broke our embrace, looked at the wet spot forming on my trousers, and then looking back to my face she smiled.
"I like a boy who can prove he is excited by me."
I decided I had better be up front with her so I told her I'd never been with a woman and in a moment of rashness that surprised even me I mentioned that I hoped that she would be my first. She replied that was a privilege I would need to earn first and with the thought of maybe my first time being near, I yammered that I would do anything to please her. I could see a change in her demeanor and her answer of,
"Yes, I know you will," sent chills down my spine.
She sat down in the big overstuffed chair in the corner and informed me her feet were tired. Somehow, I correctly interpreted this and knelt before her to take off her boots. I found it extremely arousing to have her nylon covered foot in my hand and on compulsion; I placed her toes to my lips and gently kissed them. Although the aroma of sweat was slight the closeness to my nostrils sent shock waves to my groin and I could feel my penis growing inside my cum filled underwear. I was lost to the rapture of her foot but was brought back by her other boot as she placed it in my face.
"Don't forget my other foot, boy, it needs attention too."
I said, "Yes Veronica," and I reluctantly sat the bare foot down to start on the next.
"You will address me as Mistress unless I tell you different."
As I look back on that day, I remember that deferring to her just seemed the correct thing to do and all I said was, "Yes Mistress," and returned to the joy of ministering to her feet. Next, my instructions were to remove her nylons, she lifted her dress to expose her garters. As I had done this for mother many times, I had experience in this assignment yet I was nervous and I feared I might damage her stockings. I ran my hands up her legs and carefully released the clasps and then she placed one foot on my chest to give me access to back of her thigh. I carefully slid first one stocking down her leg and off her dainty foot, then the other. She inquired if I had any wine and I brought a decanter of an aperitif the steward had left for me and I poured her a glass. I was now directed to massage her legs and I started with her calf up to her lower thigh as I wished to be discrete, I dared not look any higher up her dress. Her naked flesh was putting me into such an erotic state I feared I might start to hyperventilate. I looked up to her to see her at ease as she sipped her wine with her eyes closed and her head back. It gave me such pleasure to see her enjoying my work of love and at that time, I wished nothing more in my life. She opened her eyes and smiled down at me,