From alt.sex.stories.tg Thu Oct 24 16:47:22 1996 Path: nienor!fu-berlin.de!news.nacamar.de!newsfeed.easynet.co.uk!easynet-uk!www.nntp.primenet.com!nntp.primenet.com!howland.erols.net!news.sprintlink.net!news-peer.sprintlink.net!newsfeed.internetmci.com!in3.uu.net!news.idt.net!news ~~Newsgroups: alt.sex.stories.tg ~~Organization: IDT Corporation ~Lines: 131 Message-ID: 326B0226.7E6C@mail.idt.com NNTP-Posting-Host: ip182.rochester.ny.interramp.com Mime-Version: 1.0 Content-Type: text/plain; charset=iso-8859-1 Content-Transfer-Encoding: 8bit X-Mailer: Mozilla 2.01 (Win16; I)
You know the drill, if you are under 18 you need to ask your mother if you can read this because it has sex and other adult stuff in it.
The First Time by Ricky
I suppose it's rather trite to say your first time with a woman can sets the pattern sets the pattern for your whole life. I know it was true for me, but the pattern included more than sex, it changed my whole attitude toward women and life. I was 18 and very green, having grown up in a rather conservative family, and had only dated a few times since entering college. Away from home and despite the normal adolescent male longing to find out what was under those feminine clothes I had never even come close to finding out. Then Mary came into my life and it was never to be the same again.
We met in a small theater production at school, both of us aspiring actors. She was an "Older Woman" of 20, and I was flattered and excited to be with her in public. I was staying over spring break as home was too far away to return for a week, and she lived in town. I tried my best to be John Wayne or Clint Eastward flirting through dinner and a movie, trying to impress her with my manly demeanor. To my amazement she suggested we go back to her place at only a hint from me. I was horny and amazed and readily agreed, and when I found out her family was gone for the weekend and we were alone the fantasies flamed in my head. Hindsight tells me she was gently but firmly leading me to the bedroom with great finesse, but at the time I could hardly believe how forceful and macho I was to seduce this vision. I tried hard to be cool and experienced while undressing her, but the infamous bra hook almost defeated me. We were soon in her bed where she slowed my raging passions as she taught me how to pleasure her. I fear I erupted in her hand when she first touched my rigid cock, putting quite a dent in my image as macho seducer. But she joyfully milked my juices and in time her loving touch and friendly understanding were able to revive me to fill her hot cunt with my manhood. It was comic and passionate and a wonderful way to learn about sex.
Well, at least until we heard a car pull up in the driveway and a cheerful whistle walk up the sidewalk. The stark terror of being caught soon washed away the languid feelings after our mutual pleasure. There was no way out of the small house, my car in the drive clearly told her parents she had company and the back door was opening before we could remove the bedclothes, let alone get dressed. I have to hand it to Mary, she was cool under fire and quickly grabbed two nightgowns from her dresser, put one on and handed me the other. "You're a girlfriend from college that dropped in unexpectedly, just get under the covers and fake it!" I quickly put on the nightgown, stuffed it strategically with my shirt and pulled the covers over me. My inability to raise a beard and long hair were unexpected assets, but could we get away with this? We had barely hidden my clothes when her mother knocked at the door to explain their plans had fallen through and they would be home for the weekend after all. Mary coolly introduced me as Jan and lied six ways from Sunday. Feigning sleepiness I mumbled something in a high voice and we were soon alone again.
Then the realization set in, I was going to have to spend the night with Mary! She rolled over and gave me a hearty squeeze and we nearly asphyxiated trying to smother our laughter. Soon I felt her hands lifting the hem of my nightgown and caressing my crotch. I felt my no longer virgin cock begin to rise in response to her delicate fingers, but she surprised me by burrowing under the covers and placing her mouth around my cock. I had heard about this, but never dreamed I would get a blow job the first time I was with a woman. She really knew her stuff, at first I felt just the tiniest sensation at the tip of my pecker. She was flicking the tip of her tongue lightly over my hole, and I felt my entire body contract. Then came an indescribable feeling of warmth as her soft lips began to cover my rod, sucking and nuzzling me. She slowly worked down my shaft and then back up and I moaned with the feelings. She removed her mouth long enough to remind me to be quiet and returned to work. She licked me up one side and down the other, sucked first one ball and then the other, and finally took both my aching balls in her mouth at once. I couldn't believe how good it felt, the fire that was burning in my groin. I threw back the covers so I could watch and was entranced by her blonde hair sprang up and down as she slid along my aching cock. I realized I was still wearing her nightgown but the slippery fabric seemed to caress me as tenderly as her luscious lips. She played me like an enchanted instrument, coaxing forth my cum as she licked my glans, then backing off to nibble at the root of my cock until I gradually relaxed, then hungrily engulfing my whole member with her greedy mouth and sucking deeply. All too soon I felt my cum rising past the point of no return and she happily swallowed my load as I strained to hold in the triumphant cry I wanted to let out. Shaken, I lay there and once again was aware of the nightgown I wore, and couldn't believe that I, who had so recently been gloating over my macho way with women, could enjoy being passive and receiving, not macho at all.
Kissing me, I could taste the salty flavor of my cum on her lips, and she asked me to return the favor. Perhaps it was my newfound appreciation of being receptive, I wanted to give her as much pleasure as I could, but I didn't know how. I amazed myself by admitting to her I had never had sex before and I didn't know what to do. She laughed and hugged me, and gently pushed my head to her crotch. She pulled up her own nightgown and spread her legs, brushing back her golden bush to reveal moist, pink cunt lips that were dripping with moisture. "Just start licking and listen to me, I'll tell you what feels best."
So that's just what I did. Her fragrance was divine, musky and sweet, and I gingerly outlined her exposed folds with my tongue. She sighed in obvious pleasure and I got bolder, working my tongue into the slit between her cunt lips, and sliding up and down. I soon learned what she liked, and every time I neared her throbbing clit she made a soft, low growl of happiness. Within minutes I had worked a finger up her soaking vagina and was eagerly running my tongue over her cunt, sucking her clit and wiggling my finger deep in her warmth. As she began to move her hips I concentrated on her clitoris, as that seemed to be the most sensitive spot, and soon she was bucking and strangling her cries of pleasure so as not to be heard outside the room. At last she gave a convulsive heave and I knew she was coming, I held on as best I could and sucked for all I was worth as she gave in to wave after wave of orgasm. We curled up together and slept the rest of the night in each other's arms.
We woke late in the morning to the sounds of the rest of her family moving about. In the light of day Mary's ruse began to fray a bit. How was I going to get out of the house when her family thought I was a girl? I didn't want to get her in trouble, not after last night, but I couldn't live in her bedroom forever, could I? With a curious grin she said there was only one way out - if I was a good enough actor. She dug in her bureau and handed me a bra and panties, telling me to put them on while she found something for me to wear. My severely bruised macho reared up, but as I was standing there in her nightgown at the time I was pleading a rather weak case even to myself. So after a shower and a shave I donned her rather too small underclothes (she had to help me with the bra hooks), stuffed the cups with stockings and slid into the college uniform of jeans and baggy sweatshirt. A little makeup and nail polish and the result was amazing. I stared into the mirror and saw a casually dressed college girl staring back.
How I managed to make it through breakfast that morning is beyond recall, but I summoned all my acting skills and pulled it off. I tried to keep conversation to a minimum, but her family kept asking questions and I had to answer. Mary just grinned and winked at me, enjoying my discomfort at this impromptu performance. I got a small taste of her audacity and impulsiveness when she asked her folks if it was all right for Jan to spend the break weak with them. I nearly swallowed my tongue at that, but what could I do? I swear that diabolical woman just grinned wider and loved every minute of it. As soon as we finished eating she excused us to go shopping and I eagerly escaped to my car.
She was serious, though, we did go shopping for clothes. For me. We haunted the second hand stores and in a few hours she had assembled a wardrobe to get me through the week. Bras, balloons to stuff it with, panty hose, even a corset just for kicks. Dresses, slips, a nightgown and such. I swear, by the time we were done I was starting to look foreword to the week as a female, and not just for the challenge of fooling her family. That night she had me model my new clothes, and I was never more turned on in my life. The soft and slippery fabric seemed to crackle with electricity as she touched me, smoothing, pinning, and fitting to make the clothes fit my body. It wasn't long before my erection made any kind of deception impossible, but she simply dropped to her knees, took the pins out of her mouth and slid my dick in. I was in heaven as I stood there in bra and slip while she caressed my balls and sucked my dick. Once again I felt her lips surround my manhood with a ring of fire, her cheeks sunken as she sucked deep, coaxing my sperm to come out and flood her mouth. I could just see her blonde curls bobbing past my bra, which was shaking wildly as she sucked my cock, driving my hips back and forth with the force of her suction. I could feel the cum riding in my balls and pulled free of her embrace, grabbing at her jeans and pulling them down. Pulling my slip out of the way I knelt behind her and drove my dick into her sopping cunt, feeling her hot, young pussy surround my aching member. With each thrust I penetrated her willing snatch as deeply as I could, driving her foreword on her knees as she grunted in animal passion. I could feel the weight in my bra snapping back and forth with my thrusts, the feminine contrast to the masculine lust driving me wild as I pounded into her. At last I came, blasting my cum deep into her, filling her snatch with thick, white juice until it began to drip on the floor beneath us. I was weak, hardly able to stay upright as I held on to her ass cheeks for dear life. At last my prick shrank and slipped from her pussy and we crawled to the bed, pausing only to put on our nightgowns, and slept again in each other's arms.
I will always remember that golden week together. She was a gentle and loving teacher as she schooled me in feminine ways by day and passionate sex by night. Within days I grew confident within her family, to the point where we all went out to dinner together and her father escorted me by the arm through the restaurant doors. I was quickly able to do my own makeup, hiding my mercifully sparse facial hair. We explored the town, two girls on a fling and going everywhere together, even into the ladies room. In an amazingly short time I felt I had been wearing a bra and panties all my life; they felt right, somehow. They enhanced our lovemaking, there is nothing quite like sliding stocking clad legs past each other, feeling the tug of a garter belt as we fucked each other in as many ways as we could think of. All the while her family accepted me as a girlfriend and were none the wiser.
At last it was Sunday night, with school and normality looming in the morning. I started to get undressed for bed but Mary stopped me. I was wearing the corset and stockings as a kind of farewell to all things feminine, but Mary wanted to enjoy the contrast of my clothing and body one more time before it ended. Her hands began to rove up and down my dress, caressing my body through the silky material. In very little time her hands were sliding over the nylon of my panties to trace the outline of my balls, and then sneaking under the elastic and teasing my cock. I lay back, feeling the weight of my stuffed bra against my chest, reveling as she stroked my cock and fingered my balls. I could see my pecker standing proud and tall as I looked through the cleavage of my bra, and was ready to bury it in her snatch. But not quite yet. Sliding down on the bed I moved her over and began to slowly unbutton her blouse. Sliding the strap of her bra sensuously down her shoulder I exposed her tit and her deep brown areola. I gently surrounded it with my lips, letting the warmth of my mouth cover her breast, slowly moving my tongue in circles around her nipple. I could sense her excitement growing and feel her nipple grow and fill my mouth as I teased and flattered it with my tongue. Reaching down I covered the warmth of her snatch with my left hand and began to massage her clit through the covering of matted hair and pantyhose. My hand slid carefully over her mound, teasing and tormenting her with enough pressure to be tantalizing but not enough to bring on an orgasm. I timed my sucking and rubbing so as my tongue passed over her nipple I passed over her clit and pressed just a little bit harder. I could feel her hips starting to move, her back begin to lift from the bed as I worked her into a frenzy, Faster now, and harder, I rubbed and sucked, reveling in the hot flesh of a passionate woman moving beneath me. Still careful to control our cries of passion with the family nearby I rhythmically sucked her breast and rubbed her crotch until with a quiet grunt of ardor she exploded in orgasm, driving her tit upward into my mouth and thrashing her hips. Swinging her ass over the side of the bed I once again lifted my skirt and slip, pulled down my panties and drove my cock into her waiting muff. She forced her ass back at my engorged organ and I thrust into her again and again, feeling the wonderful pressure of my completely feminine outfit as I rammed my manhood into her. Each thrust pushed her into the soft mattress and she sprung back to cover my cock as I pulled back, our fucking creating waves of motion in the bed. At last I drove deeper than ever as I felt a geyser of sperm erupt from my pulsing pecker to wash the walls of her cunt with sperm. I kept driving on and on as each pulse racked my body until my cock was erect no more and I could no longer penetrate even her well lubricated cunt.
In the morning I once again donned the ambiguous jeans and sweatshirt to facilitate my return to masculine life once more. In my dorm room I removed my bra and panties and felt somehow undressed without them. That was 20 years ago now, and my wife Mary and I still laugh at our audacious week together. Of course my in-laws know that Jan and I are one and the same, and are very accepting however I am dressed when we visit. Our sex lives are just as passionate as when we first discovered each other and life is very good to us.