Pantyhose Chronicles: Adventures - A History (sort of) 1
by Juliehourglass
Dear gentlereader,
I would like to forewarn you that what you are about to read may become quite detailed and lengthy, as well as sordid and indecent, since what I will attempt to do is to chronicle my personal crossdressing history to a loose degree, some of the early beginnings of my secret erotic life, and of sexual encounters in adult theaters and bookstores and elsewhere.... if you're under the age of 18 don't read this etc., blah blah... and just so you know .. my looks: 5'7", 155, in great shape, great ass and legs, really cute face, usually shaved and/or totally hairless, page boy hair cut when I didn't wear a wig- it is wickedly sexy with lipstick, brown hair, brown eyes... so now you you get a picture of young Julie.
I might just as well start with a few stories of my earliest perversions with pantyhose. Perhaps they aren't perversions but most certainly they are a fetishistic indulgence. When I was about 13 years old I discovered my mother's pantyhose in the privacy of our family bathroom. Little did I know that this would turn into a lifelong pursuit of pleasure and sensual games. One of the earliest fetishes started during the winter of my 13th year when my boyish body was most certainly very very sexy in a girlish way with smooth skin, slender body, flawless skin and l just below ear length wavy hair. At night I would often spend hours caressing my own hips and ass, and experiment with penetrating my little button hole with my finger, often bringing myself to orgasm pretending that I was a girl being penetrated by a stranger. In spring and fall, after school I would sometimes wander into the fields behind my house and strip off my shoes, pants and underwear and just walk about with a stiff on as the grass tickled my naked, legs ass and boy clitty. Indulging in such erotic playtime was always a part of my life, as it is I'm sure for so many of you. Once I had discovered the pleasures of pantyhose, this led to many experiments with wearing them, eventually leading to very late night secret excursions outdoors wearing my pantyhose.
It's one thing to be running round outdoors naked, but its another to be feminized and to be out and about dressed in a very sexy and suggestive way - and one which was at variance with my gender. I was at an age where most of my mothers clothes fit me so I would often sneak into my parent's bedroom when my brothers and sister were asleep and take a few items out for the evening, while my parents were in the family room watching television or visiting with friends. I would try everything from skirts and bras, to blouses and pantyhose. I would take them back to bed with me and get dressed under the covers of my bed, then sneak back into my parents bedroom to admire my hot looks in the mirror. Seeing myself dressed in various states of undress, with pantyhose and bra, or panties and heels, or other combinations was always thrill. I would often dress in these items and lay under covers til my parents went to bed or I'd fall asleep fully dressed and wake up in the middle of the night to embark on an exhibitionist adventure. We lived in a small town, and being too young to drive, the amount of risk was pretty low, but still it was a thrill to quietly walk through the house in the wee hours of the night, making special effort not to make a sound as I tiptoed in stocking feet to the door which led to the garage. In the dark of the night, I would be able to hear the pounding of my heart as I slowly turned the cold knob of the door and let the lock pop open, then slowly open the door and push the screen door open. The fear of waking someone up with a suspicious noise always added to the thrill. I would almost have a heart attack when the hinges creaked, but all the while I was totally aroused, anticipating my walk of pleasure. On many nights my stocking feet would enjoy the feel of the cool smooth concrete of the garage floor, then the rougher surface of the concrete driveway surface before reaching the ticklish grass. And so I would often walk in a most suggestive manner around the large darkened yard wearing various wanton versions of my mothers lingerie and flimsy garments. Usually it would be a game of how long I could hold out (usually not more than 2 or 3 minutes before I would have to rub my clitty) while I simply experienced the blissful release of being dressed in this mind and body altering way.
Winter led me in some new erotic directions. During this early period I developed a related fetish for panties. My sister was much younger than me and so her panties were extremely small and tight and so naturally when I tried them on, they fit like a glove snug as my skin, pressing my genitals flat - almost. Mostly they would cause me to have a very hard erection which would barely contain my boy clitty or I would have to tuck it in underneath. Sometimes I would be at family dinner wearing my little panties but no one new why I would be squirming... one time I started putting little rips in the panties so that they had become quite torn and barely held together. I would then find opportune moments later in the evening to sneak out to the garage to remove my little jeans and shoes and shirt so that I could open the back garage door and stand in the door way to feel the icy cold winter air wearing nothing but my shredded little panties and a raging stiff one. I might stand like that til I thought that some passing car (not possible) or random stranger in the woods (not likely) had seen me, then I would quickly dress and return to the safety of house and home. My fetish soon blended with a fetish for white snow. Yes! Real snow. Cold snow. Delicate fluffy or moist packing snow.
Being from upstate New York meant that winters offered plenty of opportunities to indulge a fetish for snow. No sooner would there be snow cover on the ground than I would be fantasizing about running about outside clad only in nude or dark pantyhose, a full bra and white button down shirt. I would silently sneak through our darkened house and slip out into the inviting snow in bare stocking feet. I would then walk into the deepest parts of the cool snow. The snow would caress my feet and legs and strangely, once my legs were partially covered in snow, they would feel warm. Many nights would find me in my mothers nude sheer pantyhose resting with legs folded under me and spread wide so that I could feel the snow trying to sneak up my ass crack. Some nights when there was a fresh snowfall that would reach a few feet deep in certain places, I would allow myself to step right into them. If I was lucky the snow would be just the right mix of moist and powdery snow and it would immediately offer support to my legs and surround me with its cool comfort. There I would proceed to molest myself to orgasm, often cumming instantly after penetrating my tight little hole with my finger. I'm not sure if our elderly neighbors across the street ever saw this, but if they would have looked out they surely would have been able to see these events.
During junior high school my crossdressing adventures became more sporadic since they produced a guilty feelings afterwards and it was hard to understand why I was having these feelings and it was harder since my mum's clothes didn't fit as well anymore, so I had to invent my own miniskirts and using tight tee shirts etc. I would take advantage of times when my whole family was out to indulge in crossdressing for hours at a time. Sometimes a certain type of clothing would become my favorite, such as exceedingly tight short daisy duke type shorts and I'd make a halter top by tying an undershirt in such a way that it could support some nicely rounded breast forms I would create from socks. Imagine a very hot looking young teen boy dressed in very tight little denim shorts, with his little waist and mid-riff exposed and a tight white halter top with full round breasts bulging out, walking out into a winter night with the light from a lonely streetlight cascading over the sparkling snow, and his delicate barefeet seductively taking step after sexy step in the cool snow. Both hands, at times, furiously rubbing the front of his shorts... pushing his lovely breasts together with his upper arms... what is he doing? If you were watching him, he'd probably stop in some wide open exposed area of deep virgin snow, and dip down into it on his knees and begin to feel his partially exposed ass cheeks touching the snow and gyrate as his feet and knees became more covered with snow. Soon, the zipper would be unlocked and the tiny shorts would open from the front, exposing a rigid erect boy clitty and the other hand was pushing down the back of his little shorts to penetrate the magic entrance of his beautiful rear quarters. As he quickly brought himself to a shuddering orgasm while you were witness to it, you too would have found great pleasure in this indulgence.. of course, this depends on if you actually were able to have spied such an event. Then you would have seen him quickly awaken to the reality of being outside in the dead of winter and he would return quickly to the warmth of house and home... gosh that was nothing like summer!
And a leap into the near future...
I started going to adult theaters and bookstores when I was in college. I think this would be about the time that most guys started to go since its not legal to get in if you're under 18. And so, when I turned 18, that was one of the first things I was curious about finding out more about. Even though I had no problem getting hot girlfirends, there was also another urge that needed to be satisfied. I had always been sort of crossdressing but when I started going to adult bookstores and theaters, I didn't immediately think of cross dressing, although being in those places always brought out stronger and stronger feminine feelings. The chronology of these events may not be quite in order.. and of course that shouldn't matter to you, as you will read these with one hand on the mouse, preferably your less favored hand:) and the other on your favorite spot- at least I hope so.
While attending college, it took me a few months to discover that there were a few excellent adult bookstores and one great adult cinema mostly within walking distance of where I lived. I soon found myself visiting these places a few times in a month. There was a range of bookstores from very seedy and low-tech to high tech and rather sanitized, that is- sanitized such that they provided glory holes so that it wasn't necessary to punch out one for yourself... you beast! My first visit to one of them was very exciting, however I didn't immediately find the courage to actually have any encounters with the men who frequented these places. My visits in the beginning were usually fairly short- I'd quickly slip into a booth and wack off and then leave, usually imagining that someone might recognize me.. rather stupid.
It was on a trip to Chicago that I had a break through. I was visiting a friend there, and he was gone to classes all day so I had the day free to wander the neighborhood. Sure enough a few blocks away was a small adult bookstore. Immediately I felt my pulse quicken at the opportunity to do something naughty and like a flash I was in the door and buying tokens. I wanted to go to one of the booths at the end of a dark narrow hallway. I walked in, closed the door and sat down on the bench that folded down. I unzipped my pants and started stroking my cock and soon I was getting really hard watching some porn. Then I noticed something I'd not seen yet - it was a 3" glory hole. Since it was the first time I'd seen one, I took the time to kind of stare at it. It was then I noticed that there was a an old and disgusting looking man peeping in at me as I pleasured my pole. He encouraged me to stroke it faster and harder in a rather sleazy and dirty voice and as he said that, I felt really dirty and naughty. He kept reaching his hand into my booth, but I didn't want contact with him. He huffed and puffed and was making all sorts of sleazy sounds as he continued to watch me. It pushed me into a place I'd never been -showing off for a dirty old man! I could see that he was stroking his cock as he was watching me. Soon I was cumming in way that I can only say was powerful enough to make me blush now just remembering it. And then I left the booth quickly after. But I couldn't stop thinking of the experience. It became the source of many fantasies for me after that.
This is sort of part 1 of a personal history.. I hope you enjoyed it. Thank you so much for all of your feedback about my other stories. I'm glad they turned you on too!