Favourite Fantasies #5

My fantasies stem from the first significant sexual events in my life which occurred during my twelfth and thirteenth years. I had entered puberty then and my sexual apparatus had started to mature and I was beginning to sprout pubic hairs. I was also having a terrible time with unexpected and unbidden erections and was starting to look at girls in a new way. Up the street a few houses from us lived a girl named Jill who was about a year younger than I. Jill was very pretty and petite with milk white skin, china blue eyes and dark brown hair that fell to her shoulders in fluffy curls. She was also a very nice girl with a pleasant disposition but had started to make a pest of herself by wanting to follow me everywhere I went. One day I discovered Jill had followed me to a place about a mile from our neighborhood that we called the Jungle. This was a large wooded area with a lot of scrub growth and a rarely used freight track along one side of it. This was where we played all our games of c***dhood: Cowboys and Indians, War, etc. What I remember about them is that they mainly consisted of imaginarily killing each other off or taking pris-oners. I tried to scare Jill off by telling her I would take her prisoner and spank her if she didn’t go home. She just stuck out her tongue and dared me to, so I took some cord from my bike kit, tied her wrists behind her and marched her to a small railroad bunkhouse. Instead of being frightened, Jill seemed to relish the adventure, even when I told her I was going to spank her bare-tail. I had to go through with the dare then, so I removed her halter top, shorts and little white panties. She was such a lovely sight with nothing on but her leather san-dals that I could hardly control my excitement. I sat on a chair and put her in front of me, telling her that part of her punishment was to have to stand naked in front of me while I inspected her. She, too, was just into puberty with the con-tours of femininity starting to throw hints around her straight-as-an-arrow body. Her breasts with their rose pink nipples were just budding, her pubis had formed an enticing little mound and a dark fuzz with a few delicate strands shadowed her pouting sex. I put her over my lap face down and let my hand roam over her smooth back, her sassy round butt and smooth thighs and I didn’t care if she could feel my hard-on through my shorts. I ran my hand down her crack between her thighs and she giggled and squirmed against it. Then I began the spanking, gently at first and then harder until her ass was bucking and jerking. Every so often I would stop and put my hand down her crack. Jill told me to keep doing that; spank her some more and then put my hand there again. Jill and I had discovered sexual spanking and, while we didn’t know the word for it, I gave her several orgasms. Jill and I continued that way with our own summer Olym-pics until her cousin Liz came to visit and soon I had two prisoners to play with. We had great fun and after I was done with each of them, I would have them entertain me by going at each other, a sport they both learned to love. After a couple of years we moved and Jill and I eventually lost contact but the pattern for my sex life and fantasies had been set. One of my favorite fantasies goes like this: I am the owner and headmaster of a highly exclusive school for young ladies aged twelve to eighteen. It is very strict but whenever a student has been so unruly as to earn physical chastisement, she is sent to me. The procedure is that immediately after supper, she must prepare for bed. Freshly bathed and brushed, in nightgown, robe and slippers and carrying an envelope containing a description of the be-havior she is to be punished for, she must come and knock on the door of my quarters. I receive her sitting in a large throne like chair and she hands me the envelope with a curtsy. I read the contents while she stands there apprehensively and then I advise her of the seriousness of her offenses. For such behav-ior she has a choice: She can be sent home in disgrace or accept a physical chastisement from me at once. The thought of being sent home is too humiliating and she opts for chas-tising. Her only choice then is whether she prefers a spank-ing, a caning, a birching or a paddling. If she selects an in-strument, she must retrieve it from where they hang on the wall and present it to me. She must now remove her robe and nightgown and place them on a table, giving careful attention to properly folding and placing them in accordance with the school’s manual. She presents herself to me to have her wrists secured behind her so she can’t interfere with the pun-ishment. She must then suffer the indignity and embarrass-ment of standing before me naked while I lecture her about her misdeeds and study her anatomy. I then position her across my lap if it’s a spanking or have her kneel and lie across a padded bench if it’s for an instrument. I then proceed inexorably with the chastisement. I am expert so that I know how to give it to her so that she is experiencing pleasure through the pain and I keep it up until I know she is on the verge of getting off. Now I comfort her and brush away her tears, stroking her until my hand reaches her pussy and she gets off like a rocket. She spends the rest of the evening learning how to please me and how I can please her. Some-times, instead of a student, the culprit is a young teacher who has been judged by her peers. After reading your last book together, a very dear friend of mine confided to me her favorite fantasy. She thought she would like to see if she would enjoy acting it out. We tried it out successfully and have continued it. Her fantasy is that she is on her way to a very important social engagement but is abducted before she can get there. Her captor takes her to his lair where he loots her of all her valuables and jewelry and strips her of all her finery. He then torments her until she is begging him to use her instead, which he does. We do the whole thing with complete realism. We select a rendezvous site for, that evening, usually a plaza or theater parking lot. At home Laura dresses for the kind of event she’s supposed to be going to: cocktail party, formal banquet, thea-ter or dinner dance. She drives to the lot and foolishly parks in a dark and remote comer where I am lurking in the shad-ows, unseen. She locks her car but before she can take a step, I am upon her, warning her to silence and forcing her into my car. I manacle her wrists, strap her into the seat and put painted-out sunglasses on her until she is safely inside my place. There I take her to a room that I have specially outfit-ted for these activities. I have a large frame on one wall fitted with heavy duty eyelets that provide for a variety of posi-tions. I place her in a standing position and chain her ankles and her wrists to the frame so that her arms are held away from her body. I start to strip her very slowly, removing one garment at a time and making a ceremony of every single snap, fastening, button or tie. Between each item I stand back and regard her before commencing with the next. On the opposite wall, there is a full-length mirror and she can watch everything that’s happening to her, which she loves to do. By this time Laura is really getting off on her fantasy. She is thinking about this terrible thing that’s hap-pening to her instead of being at her important event and of the people who are expecting her and are wondering what’s happened to her. When I have removed her last shred and she is naked, I chain her in a spread-eagle position on the frame and run my hands over her, telling her all the things I have in store for her and she is squirming and getting off like mad. I then tease and torment her with a variety of sexual toys from my armamentarium until she is begging and promising to do anything I want. When I let her down we settle in for a grand evening of fun and fucking. We only do this scene once a week or so in order to keep it fresh and so Laura can build up a strong anticipation.