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I had written to you several times, and we’d gotten to be pretty good friends. I had a trip into your area planned, and you suggested me riding up after my last appointment to visit you. My hands were shaky as I knocked on your door, wondering what kind of woman you’d turn out to be; like your letters, or completely different. When the door finally opened, I was relieved to see that you were the same person as I had seen in the photos you sent.
The second thing I noticed was your smile, and then how great you smelled. I stepped in, and you invited me to sit on the sofa while you went into the kitchen to open the bottle of wine I had brought...better than the beer I usually buy for myself on the road...I looked around as I sat, nervous, on the soft cushions. You returned with two glasses, we toasted to friendship, and sipped the wine. As time passed we talked, and the tension lifted as we found out that we had some things in common; like our strong sexual drives, and interests in acting out our fantasies. You had turned to say something to me and placed your right hand on top of my left thigh as you excitedly told me about something...which I cannot remember, because electricity was coursing through my legs and up into my pelvis. I had not been thinking about sex up until now, but now that was about all I could think of with your warm hand squeezing my leg just inches from my now awakening cock. I nodded and tried to look attentive, but my mind was focused on how my erection was traveling upwards causing a visible tent in my trousers. If I could only get plugged back in to your conversation, maybe I could make it go back down where it belonged...after all I didn’t want you to think I was that kind of jerk! Unfortunately, hormones tend to rule in this kind of situation, and your scent was driving me even crazier than your hand. Someplace along here you must have asked me a question, and when I failed to answer in a timely fashion, you must have gotten the message that something was distracting me....because I was suddenly aware of your smile, and the way you inched your hand up my thigh a few more inches.
Totally without hope of making my erection go away, I blathered an attempt at an apology, but only managed to stammer and stumble. Your continuing smile and confession that you had been aware of your hand’s effect on me....and that it had been part of your plan to see if I would have the same interest you already had was a big relief. We shifted the conversation to fantasies; the thing we had been writing about to each other for months now.
I had written to you about how much I loved to see women in their underwear, and how I was pretty sure it got started back when I was in the 3rd or 4th grade, back in the middle 50’s. I had peed in my last clean pair of undershorts, and my mother was stumped at how to get me to school and her to work on time, when she decided to have me wear a pair of her panties....pinned at the waist to keep them on me. I was mortified, and was sure that all my friends would somehow know that I had on GIRL’S Underwear!
Of course, no one could or did find out, but what I Did Find Out, was that my penis felt very good as it rubbed against the smooth, cool nylon fabric while I sat at my desk. I also found out that whenever I was watching Sharon who sat in front of me and always wore really short dresses (long before miniskirts were dreamed of) my penis would respond to seeing her pretty white panties when she picked up something off the floor.
During lunch and recess, I was fascinated by all the panties I could see as the girls played on the jungle gym or squatted down to chat with each other. Now I had always been an opportunist before now, peeking at a girl’s private places whenever I got the chance, but this was turning out to be something Special. When my penis got hard, it rubbed against my mother’s panties and I got the shivers in the small of my back.
During the last part of the class-day, Sharon went up to the board to write some suggestions the teacher was having us give for report topics, and every time she reached up to write (she was really short and had to stand on tip toes to write high enough to get everything on the board) her dress pulled up showing a good view of her pretty butt and panties. I could see the back seam where the double fabric of the crotch was, and there was pretty white lace around her leg openings. No one else seemed to notice, but I couldn’t see anything else.
My penis surged out, and I discovered that if I slowly rocked my hips forward, it would slide the most sensitive bottom side of my young cock along the nylon panty fabric producing the most amazing sensations. My vision seemed locked onto Sharon’s butt and panties as if by radar, and I slowly rocked myself into a trance-like state. I was aware enough of everyone around me to make sure that I was doing it slowly enough not to be noticed, but I knew that I wouldn’t be able to stop until....I didn’t know what, but I knew I wanted the feeling to keep going forever.
Sharon finished at the board, fortunately I had made the first suggestion, so I wasn’t expected to comment any more....and probably couldn’t have in my state. Disappointed that my view had ended before I was ready, Sharon took her seat, catching her dress on the back of her chair allowing me a completely open view of her panties up to the pretty puckered elastic waistband. My rocking got more intense, and I couldn’t understand the intense feeling that was building in my groin, when Sharon dropped her pencil, and bent from the waist on her chair to pick it up.
Now I could see her pretty face as she smiled back at me unaware of the state of her dress or MY state. When she stretched forward to pick up the pencil, I could see the crotch of her panties stretched tightly across and showing a hint of her tiny slit through the nylon fabric. I pressed forward one last time, and a roaring filled my ears as my penis throbbed and pulsed in an ecstasy I had never before experience, but would forever; again and again! So my love for panties began. I had written to you about my interest and we had shared several very hot letters about my fetish as well as about some of your favorite sexual experiences and private needs.
Here I sat with your hand now slid up tight against my scrotum as I tried to figure out what I should say or do next. Once again you took charge, knowing enough about me to begin the process so I would not wonder if it would be OK. You put your left hand behind my neck and looked into my face and said; "I’ve really been looking forward to this evening, I hope you have too." Then you kissed me softly, which we both turned into a much more passionate exchange. I had been pleased when you met me at the door to see that you were wearing the skirt and blouse from one of your first pictures. I had hoped that I’d get to find out if the rest would be there.
My right hand slid from behind your back where it had been tracing the outline of your bra, to the smooth cotton fabric of your skirt at the small of your back. I was uncertain what all the lines and bulges under there might be, but I decided to find out. As my left hand slid to cover your beautiful breast, my right moved forward to rest on your thigh where skirt met stocking. Your hands had not been quiet either, and one had lightly landed next to my raging hardon.
Memories of many nights spent at the lake in my dad’s Buick came crashing into my mind. As I looked at and smelled you, I thought of those special girlfriends I had spent hours and hours with playing along the edges of sexual experimentation. Your stocking was smooth, and felt expensive, not like the cheap stretchy pantyhose I’ve grown to hate. As I dared to slide my palm up farther under your skirt, I felt the lace bottom of your slip caress the hairs on the top of my hand. A bit more, and I knew you were wearing _real_ stockings and could feel the reinforced top material and garter clasps. Familiar heat and humidity greeted me in this sexual garden, it had been quite a while since I’d been here.
Our kissing had begun to be punctuated by whispers and ear licks which turned the heat up even more in this adventure. I ventured up past the stocking top and felt your warm, slightly sweaty flesh. My super sensitive fingers could feel how the tiny hairs on the inside of your thigh were standing up, a sign that you were getting as excited as I, and I traced a fingernail lightly across this soft skin. You shivered and kissed me so hard, I thought you’d cut your lips on my teeth. I moved to kiss and lick your neck below your ear, and you shivered again. My fingers kept up their tracing, but moved each path ever higher until the top of my middle finger was brushed by the hot, damp fabric of your panties. I froze in delight...nylon!
I felt a slight rush of heat as you spread your thighs slightly to give me more room...you seemed to have a small fire going from what I felt, and decided to wait a bit before moving any farther. We kissed again, and I slipped my other hand under your blouse to cup your waiting breast. Lace covered and slid over the bra cup which covered and protected you. More memories flooded into my mind as I traced the bump which was your nipple. It hardened more at the touch.
Remembering old skills, I reached back to undo the clasp keeping me from the goal I sought, but I only found smooth fabric. Time and progress fooled old habits...of course the clasp would be right in front where it should have been all those years ago when I forced joints into positions not meant to be to remove a bra. Smiling, you moved your hand from my thigh and did the deed for me. I was relieved when you replaced your hand, this time covering my cock which by now had made a damp spot on my pants.
Your nipples were as hard as little berries as I explored each breast like lost treasure, even tracing along the indentations the bra fabric had made as it held you. My touch was light and aimed at creating even more of the shivers I felt earlier....I was not disappointed. You sucked at my tongue, and I slipped my frozen finger upward to greet your lovely slit. Your hand pressed against my cock and began delicious movements up and down.
I turned my hand so the fingers would be able to find all the magical places I knew would be under the nylon shield covering your sex. I traced the outlines of your panty’s crotch, running against the elastic legband, over the curved top across your mons and down the other legband to where I could feel the beginning of your ass.
After circumnavigating this course a half dozen times, I dared to lightly trace the indentation up its middle I knew was my real goal. The panty fabric was soaked, and I wanted to bring my hand out so I could savor your scent on me, but I didn’t want to stop. You had slowed your hand on me when I started up your slit, but as I kept tracing the sides along each lip, your concentration returned to me. Together we began to set up a rhythm I had dreamed of many nights looking at your pictures.
When I ventured a finger just under the elastic legband, your other hand sprang into action and covered mine with light, but clear pressure which meant "no!" Confused, but not put off, I resumed rubbing you through the nylon, which caused your hand to begin stroking my cock again. Had I assumed too much? Had I gone too fast? I was usually too late on picking up Go signs rather than being pushy. What had I missed?
I transferred my attention to the little nub at the top of the slit which caused an immediate increase in pressure on my cock. My lips felt swollen from the rasping across your teeth, so I again nestled my head against your neck and ear. I whispered how beautiful you were, and how much I had really wanted this to happen. Meanwhile, my finger pressed the fabric of you panties deeper into the soaking valley beneath your clit, moving the lubricant up and over the nub.
You reached up and unbuckled my belt and undid my pants, allowing my aching cock to spring forward out of its restraints. The cool air against my soaking undershorts distracted me, and I briefly stopped my ministrations as you wrapped your warm hand around me again. My finger strayed to the side once more, and again your hand covered it.
This time after stopping me, you lifted the skirt and slip as you raised up off your buttocks allowing it to gather around your waist. I was awestruck by the sight beside me. Your beautiful legs were encased in classic, seamed nylons which were held up by a simple white garterbelt straight out of the 50’s. Your slip, now that I could see it around your waist was likewise vintage stuff with a wide lace band at the bottom.
What took my breath away was the panties....Full cut, high waisted, white nylon, with a small lace band along the leg openings. I recognized them as Van Raalte Sheerios, the same brand I had written to you describing from my petting sessions with my high school sweetheart. I turned to say something to you, but you only smiled and covered my mouth with a kiss and more light strokes on my hardon. I could even begin to catch your scent as I rested my head against your breast to suck on a nipple.
Now as I stroked your clit, I wondered if I’d ever get inside those panties to that wet cunt I smelled so close to me. You reached up and hooked the elastic of my shorts and pulled down. Instinctively, I lifted up and you skimmed them off releasing my dripping cock for your examination. It pulsed up and down without a touch. You reached up with both hands and grabbed my face up to yours for the most passionate kiss yet, then you got up and walked through the bathroom door.
Unsure what to do next, I slipped off trousers and shorts which lay bagged at my ankles. My cock continued to dance in the air as I waited for your return. When you came back, you turned down the lights but I could clearly see that you were just wearing panties. As you sat back down next to me, I saw something in your hand, but you quickly distracted me with a heart stopping kiss. My hand returned to find your thighs once again parted and I found your clit tucked back into its spot at the top of your still soaking slit. After only a few strokes, it poked back up rigidly.
I dropped my lips down to your ear to mumble something to you, but was frozen in place by what I felt next. Your warm hand had softly gripped my cock again, but this time I felt the unmistakable sensation of smooth nylon against its underside. Not able to breathe, I tried to move my finger against your clit, but couldn’t. Your hand moved up and down, deftly bringing me to the brink of orgasm....then stopped all contact.
I looked down and saw that you had a pair of panties wrapped around your hand, identical to the ones you were wearing. I looked up at your smiling face as you whispered, "I remembered what you wrote about those days in high school with that special girl, so I thought if things went this way we could re-live the experience." I stammered again, not able to get much intelligible out, but you covered my lips with a kiss.
As the nylon brushed then rubbed more firmly across my cock, I felt that wonderful tension beginning to swell up deep within my groin. I sucked your nipple and stroked your clit as my mind drifted back to the Buick by the lake. Susan had been the first to do that with me, but she did it to avoid having sex one night when she was having her period. The panties were an afterthought as she tried to keep my dad’s car from needing a clean-up when I was cumming from her handjob.
Little did Susan know that I had often gone into the bathroom hamper to take out my sister’s panties to jack off into after parking with her when I came home still hard and horny. Now she had fulfilled my fantasy by jacking me off into her nylon panties (Van Raalte Sheerios no less) as I tried to keep from cumming too quickly. Back in real-time, I dipped my finger down into your slit to lubricate the hard clit I was working on. I could feel the muscles in your stomach tighten and your thighs closed tightly against my hand as you started a silent orgasm. You bucked gently against my finger, driving it back to your vaginal opening which I pressed lightly into. Your mouth found mine again, and you gripped my cock firmly in its nylon prison.
As you continued to press your cunt against my pressing finger, the nylon of your panty was drawn tightly against your clit, and passed my motions up to it to help you finish your climax. I became more and more aroused as you somehow managed to keep stroking my cock with your panty’d hand and after only a few more swirling motions, I tensed and pressed my spasming tool hard into your hand, but you refused to let me cum by gripping my cock at the base firmly.
"Na-hah, you aren’t getting off that easy" you smiled. Confused and harder than I ever remembered being, I followed you to the bedroom like a puppy after food. In the darkened room, you guided me down next to you where we resumed our kissing and petting. Soon, I felt your legs begin to tense again and this time I picked up the change in your breathing. "Roll over on your back", you whispered, and I quickly complied.
I felt as you pushed yourself up onto your knees and swung a leg up over my legs so you were sitting astride my upper thighs. Bending down to kiss me, I touched your breasts and found your nipples hard as little raspberries. As I met your passionate kisses, I felt you slide your hot, wet cunt over my hard cock and begin gentle rocking motions.
I felt the wet nylon of the panties you were wearing slide up and down the sensitive underside of my erection, causing delicious shivers to run down my spine. I wished I could see you better, but did my best to touch as much of you as I could. Eventually, both hands ended up holding onto your bottom, guiding our rhythm.
My cock slid easily in the copious lubricant you provided, and I felt as each stroke ended with me riding up and over your rigid clit. We continued rocking together this way, with my erection brushing against your soaking vaginal opening. Now I found the tip of my penis hooked more deeply in you, and instinctively pulled my hips back into the mattress to release it. You had other ideas, and pressed down firmly on my cock, driving it into your cunt, panties and all.
Never missing a stroke, you rode me like a woman possessed. I was overpowered by the amazing feeling of being inside your tight, wet vagina being caressed by the smooth wet nylon of your panties. I was hopelessly pumping now, unable to control myself any longer, and in a matter of seconds felt as my buttocks tensed and my ejaculation started somewhere down by my knees.
I pulled your face to mine and kissed you a million times as I came and came inside you as the pressure of my cock pulling the panty material across your clit caused your climax to begin. We bucked our hips together, grinding out our individual pleasures, and eventually we lay silently, out of breath and words to say. I felt myself shrinking and pulling out of your wonderful chamber. When I felt myself pop out, I felt streams of warm semen cascade down my cock and past my scrotum onto the sheet.
We rolled over and lay whispering and kissing for a long time, then fell asleep in each other’s arms until dawn awoke us, and I had to get ready to go, being already late for my day’s appointment. We kissed at the door and promised to keep writing, and to try to get together to live out Your fantasy next time.
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