THE DISCOVERY OF JEAN

Author unknown

Although as a young teenager I had tried on some of my sisters clothes a few times and masturbated with them on, I hadn't worn anything feminine since then or even thought about it. This changed abruptly this year when my wife Alice was called out of town for a week on a family matter. As I was driving her to the airport, she told me that she was leaving one of her nightgowns for me to keep from feeling lonely for her. She told me to take it to bed with me or even wear it to feel her presence.

She was laughing when she said it but when I went to bed that night, a black satin nightgown was laid out on the bedspread. For whatever reason, she really meant for me to wear that gown. I took it as a joke and just laid the gown aside and got into bed naked, just as I usually do, even though it was a very sexy gown and I loved touching Alice when she wore it. I don't know whether I was lonely or what but sleep just wouldn't come. The next morning I called Alice to see how things were going there and told her of my lack of sleep.

When she asked if I had worn the nightgown and found out I hadn't, she said I just needed to sleep on it or wear it and I would sleep just fine since I was just lonely for her. That night I again couldn't get to sleep and in frustration got up and got her nightgown and laid it on my side of the bed and climbed in on top of it. It felt smooth and there was a lingering aroma of her perfume. This was soothing but the gown kept slipping away from my body as I turned in bed. So I got up and slipped on the gown. It felt more than soothing as it slid over my naked body. I had a very sexy feeling to it and I liked its feel against my body. As I laid in bed, the feel of it was making me horny and I got one hell of a hard-on. Eventually I did sleep but was surprised though somehow pleased when I woke up in the morning and realized I was still wearing the sultry nighty. I kept it on until I took a shower and was tempted to put it back on but I resisted.

When I called Alice, I told her of my being able to sleep while wearing her gown. She laughed a lot but said she couldn't wait to get home and see how I looked in her gown. She was away for five more nights and I wore the gown to bed each night and each time its feel caused me to have an erection and made me think about how sensuous the smooth material is against your body. For many years I was aware that I was fascinated by and attracted to images of women in sexy attire, as are most men. This attraction was reinforced by the many sexy images now used so commonly in ads for women's clothing, especially in the lingerie ads. These images were quite sexy to me and now I began fantasizing about wearing other sexy things and recreating images which seemed so erotic to me. Such was the powerful effect created by wearing the nightgown.

The evening when Alice returned home, she told me after dinner that she was dying to see me in her gown. I was shy about her seeing me in it but she insisted and I gave in. We went to the bedroom and I timidly undressed and put on the nightgown in our walk-in closet. The gown was black, full length, and had thin straps and again felt fantastic as it slid over my naked body. When I appeared in the bedroom, Alice clapped her hands in delight and said it looked as though the gown had been made for me and made me look very sexy. Then she led me to bed and began caressing me through the gown. It driving me crazy, especially when she stroked the material over my chest and my hardness. We had wild sex that night and Alice had me keep the gown on while we made love. It felt fantastic. Once again I slept in the gown all night and was getting addicted to the feel of it.

Several days later Alice told me after dinner to go to the bedroom for a surprise. I like surprises, especially in the bedroom, so I went right along. On the bed was a box which she said was a present for me.

It certainly was a surprise when I opened it and found a ravishing red nylon nightgown. She said she wanted me to have one of my own to wear. I was somewhat uncertain about owning something so feminine but it looked so sexy and felt so smooth to my touch that I couldn't resist taking off my clothes and trying it on at once. It was a short gown with partial sleeves and it did feel sexy on me, so much so that again I became hard from the feel of it and the thought of it being such a sexy item to wear.

When my wife saw the hardness, very much evident by the way it made the gown stand out, she said she knew I would need something to hold in my inevitable hard-on and reached in the box and got out a pair of matching red nylon panties. She told me that they went with the gown and I should always wear them with it. They really looked sexy and when she held them out for me to put on I quickly did so. When I pulled them over my hardness, their smoothness only served to make me feel more sexy. I wasn't a woman but these very feminine thing really excited me. Alice turned me toward the full length mirror so I could see how I looked. As I stood there viewing my image, I ran my hands over my body and thought how sensuous these things are and I loved it. I pulled the gown up so I could see the panties and really got a turn-on from the image, especially seeing the bulge from my erect cock.

During the next week, I wore my new red nightgown and soft panties to bed each night and twice I wore them all evening long while we watched TV. She couldn't keep her hands off of me when I had the gown on and I couldn't have liked it more. One night Alice called me into the bedroom and told me that I had gotten so much pleasure from the nightgown and matching panties that she wanted to see if I would enjoy other sexy things and had bought a few for me. She asked me try on a pair black sheer nylon panties to see if I liked them as much as the red ones. I quickly stripped and slipped them on and told her how great they felt and how sexy they looked. She said I also needed to compliment the panties with other sheer or smooth things that would feel and look good on me. She had been so right about how the gown and panties would feel good so I was more than ready to agree to whatever else she suggested.

She handed me a pair of sheer black nylon stockings and a garter belt to hold them up. I was a little embarrassed to put them on and uncertain about how to best do it so she sat beside me and helped me. The feeling of the stockings on my legs was very sensuous and also exciting. When they were both on and hooked to the garter belt, I stood up and loved how they felt. I was going to see how I looked in the mirror but Alice had me wait for the other things she had bought. With that she opened a package and pulled out a sheer black bra and asked me to put it on, telling me I needed to complete the outfit.

Now I almost panicked. I actually wanted to try on this sexy bra but I was afraid to look silly or strange in front of Alice. But she assured me she wouldn't laugh at me and helped me put on the bra. When it was on, she returned to the package and handed me two perfectly formed breast pads and showed me how to insert them in the bra. When they were in, she stepped back and said she was pleased with the image and motioned me to the full length mirror.

I was astounded at how sexy my image was in the black sheer lingerie and was delighted at how special I felt when I rubbed my hands over the filled bra. Alice had one more surprise. She slipped off her high heels and told me to put them on. Since we wore almost the same shoe size it was possible to wear them and they easily slipped onto my feet. Now my legs looked very feminine and sexy from the shaping caused by the heels.

I was so aroused I was getting very hard and it showed clearly in the sheer panties. We didn't wait any longer and quickly were on the bed. Alice pulled my panties down, slipped her own down and we joined in a heated passion and fucked our brains out while Alice kept feeling my body and new breasts through the soft materials while we screwed.

I started wearing the new lingerie under my male clothes some times and the secret feel of them was ecstatic. Alice often slid a hand into my pants to see if I was wearing panties and when she found them just gave a satisfied smile. I asked Alice to buy more lingerie for me before I wore the others out from wearing them so often. She was delighted that I enjoyed these sexy gifts from her and not only agreed to get more, she said that she would get me other things to complete the image she was creating for me.

After a shopping trip, Alice came home with many packages. In those packages were all the things she bought for a completely feminine outfit. She said she had to guess at some of the sizes and had to go to some specialty stores to get some things in the right size. She helped me get them out of the packages and said she would help me put them on the right way. I was both nervous at the idea of putting on still more feminine things yet excited at how sexy the whole idea seemed. Soon she had me stripped completely so she could get me into the new clothes.

First there were blue nylon panties which caressed my maleness deliciously as I pilled them over it. Then she gave me a blue nylon bra with large cups to hold the breast forms which I inserted and caressed because they looked so great in this bra. Next came a frilly garter belt and smooth dark blue nylon stockings. They felt fabulous as I pulled them over my bare legs and attached them to the garter belt. Their smoothness and silkiness gave me a delicious feeling.

Next came black high heel sandals. I let her fit them on me and was able to walk in them easily because of practicing in her heels. Again I viewed the progress in the mirror and got a big thrill at seeing my legs in the nylons and heels. Next came a black waist cincher and though it felt very constraining, it did create more of a curvy waistline for me. But again I was unsure of these strange feelings I had. I thought I probably shouldn't be wearing these feminine things but they felt so good on my body and the image was very pleasing. OK, I thought, what's the harm. I'm not hurting anyone and I am getting a tremendous satisfaction from it and Alice is turned on by it too. So I was ready to continue putting on whatever else she might come up with.

I really enjoyed the feeling of these sexy things on my body and kept them on for the rest of the evening. An erection kept arising each time I would move around while dressed in this lingerie. Though we had returned to the living room to watch TV, my mind was preoccupied with and liking what I was wearing. I was so excited that I made Alice let me make love to her on the sofa while I still wore the lingerie and only the panties pulled down to let my hard cock out for the sex.

Over the next weeks, I often got home in the evening to find some lingerie laid out on the bed for me to wear. I would put on the lingerie and spend the evening in them. Alice said that I would wear them out so she would get even more for me. She also said that she would also get me a blouse and skirt to go with the undies so I could experience their feelings and appearance too. Again I wasn't sure of where all of this was going but since it all felt so good and I liked the images it made.

I told her that she should get whatever would be sexy and go with the image she was creating for me. The next afternoon, when I arrived home, Alice said that she had everything needed to give me a completely new and special image. She had me change into the lingerie and heels and then had me put on a new low cut white sheer blouse and a black mini-skirt. My God, what a view they made on my feminine appearing body. My wife said that I must now let her take me the rest of the way to match and complement the clothes I was wearing. Go for it, I thought, since I

felt sexier than ever before in my life. She had me sit beside her at her dressing table and she began applying makeup from the things she had purchased. First came a foundation, obviously to cover up my beard. Then she began putting on a pair of long eyelashes, mascara, and eyeliner, and then she applied a blush for my cheeks and a bright red lipstick to my lips. How sensuous the lipstick felt as it moved over my lips. Her final touch was to add a pair of clip on ear rings and matching necklace.

She let me turn to see my self in the mirror. I almost couldn't believe that it was me in the mirror. The face was no longer a male face and was even attractive. Then she got out the last item, a wig of medium length light brown hair. She helped me put it on and she combed it to best effect then had me stand in front of the full length mirror.

It almost blew my mind when I saw how feminine and sexy I looked in these clothes and heels and make up and wig. I wouldn't have believed it if I didn't see it. As I turned this way and that to see the new me from all angles, I was even more excited (and it showed from the lump in my skirt). I really felt like a sexy and desirable woman!

After I admired myself some more and walked around the house to get used to the feeling of being in these fabulous clothes, I returned to the bedroom. Alice said that I looked so different that I should have a different name when I'm dressed like this and so she christened me

"Jean." From now on, Alice said that I should get dressed as Jean whenever I want to feel sexy. Already feeling sexy with what I was wearing, I took Alice to the bed and started undressing her. When we were both undressed to just our lingerie and nylons, I started kissing her everywhere as though I was a woman making love to her. She caressed me also as I reached her panties with my insistent tongue. I pulled them off and got between her legs. Alice was urging me on as I began licking and kissing her wetness. She was calling out my new name, Jean, as I brought her to a climax with my lips and tongue. After a pause, she turned to reach for my still hard cock. She slipped my panties down, slipped her open mouth over my hardness and sucked and licked until I exploded into her mouth. Being Jean was fantastic!

Since my wife Alice had introduced me to wearing lingerie and feminine clothes, my life and my enjoyment of it have changed very much. Now I was eager to return home from work and change into the things that made me Jean. Now I had the sexy feelings that came with dressing as Jean in the evenings and going to bed at night wearing sexy nighties. About every 2 or 3 days, Alice would have feminine attire laid out on the bed for me to change into after coming home from work. I would shower and shave and get completely dressed and spend the evenings as Jean. Alice purchased more women's clothes, especially the sexy lingerie which I enjoyed wearing so much, and soon I had quite a wardrobe of lovely and sexy clothes to wear as Jean. I was now wearing nightgowns to bed nearly every night and often wore sexy outfits in the evenings.

Alice said that now when she saw me dressed as Jean, I looked so sexy that even she felt a lot of desire even though it was a feminine appearance. She said it was like she had two lovers, one male and one female and both excited her. So we sometimes had sex while I was Jean, often me giving oral sex to Alice since that gave her a special thrill and I enjoyed being able to give pleasure as Jean. She got excited over the view of my feminine image kissing, feeling, and making love to her. Sometimes she would go down on me when I was dressed as Jean since she said it made her feel she was making love to a woman and that too gave her a special thrill. Giving and getting pleasure as Jean was a big turn-on for me!

I also began having daydreams at work of having sex while dressed as Jean. At first the daydreams were of me with sexy women who went down on me and made me go down on them. Then I saw some photos in a magazine of female impersonators. They were so sexy in their appearance that my daydreams began including them too. Though I have had no inclination toward men, these "femmes" excited my imagination so much that I started dreaming of how they would enjoy dressing and doing sexy things with me.

We would help each other dress and then begin pleasing each other. I dreamt about one in a blonde wig who really made me horny. In my dream I pictured "her" undressing me down to my lingerie and then I would take her dress off. I would let her touch me everywhere then I would caress her body, even letting my hand feel and tease the hardness filling her bikini panties, the same as she had felt me. The vision of her cock showing in the feminine panties fascinated me. She would pull me to her and kiss me and we would rub our bodies together. The imagined feel of her cock rubbing against mine made me breathe heavily. The daydreams really felt strange at first but when I imagined her tongue slipping between my lips, I nearly creamed my own panties from my excitement at being desired and caressed by such a sexy being. Her kisses roamed over my body and drove me wild.

I dreamed we were on the bed and she turned so that she faced my cock and hers, looking so large in the tiny bikini, was facing my head. I understood what was surely about to happen and somehow wanted it to even though I had never done this before and was a little afraid of it. But it seemed incredibly sexy to be feeling someone dressed in sexy lingerie as I was and knowing that we were both really male. It was like having it both ways! In the dream she pulled her panties down and exposed her hard cock just inches in front of my mouth. I had never been so close to a cock. As though to help me decide to follow through, she pulled my own panties down and slipped her red lips over my upstanding hardness. I nearly came from the feel of her mouth on me. I tried to imagine what it must feel like to have a hot cock in your mouth and here was hers was close, ready, and inviting. I touched it first with my fingers, delighted with the image of my red tipped fingers teasing and holding it. Then I touched it with my lips and as I opened my mouth, any indecision was taken away as she put her hand on the back of my head and pushed her cock into my open waiting mouth.

I dreamed of how it would feel as it slid between my lips. Its smooth hardness would be more than pleasing and would feel good as it filled my mouth. My tongue and lips would feel it moving in and out. I was hesitant on what to do but instinct made me imagine squeezing it with my lips and licking it with my tongue and moving my head to keep it moving in and out of my mouth. I dreamed of what it would be like when my mouth made my partner reach an orgasm and gushed her come into my willing mouth and my swallowing all of it. Wow!

I told Alice that evening of my daydreams and she got as excited as I was. She asked me to change into Jean while she went out to get something she said we needed. I was dressed in my black panties, bra, nylons, and heels and just finished putting on my makeup and wig when Alice returned with a plain wrapper package. She made me wait while she changed into just some sexy lingerie too. She explained that she had gone to the Adult store near the shopping mall, though she had to work up her nerve to actually go in, and bought some things she had heard about or saw in the store. The first things out of the package were leather straps with laces. I wasn't sure what they were or were for until Alice had me lie on the bed and put one of them on my right wrist and tied it to the bedpost. Now it was obvious and though a bit uncertain and nervous about what Alice was going to do to me, I was also excited and let her attach the rest of the restraints to my other wrist and ankles.

Now I was helpless and at Alice's mercy. There was an incredible sexual tension as Alice got the other things from the package and laid them on the top of the bed out of my sight. She started caressing and kissing my body, from my nylon covered legs to the full mounds of my breasts, but avoiding the obvious growth in my panties. Then when I was clearly excited, Alice picked one of the objects and showed it to me. It was a dildo, a full size hard cock, with straps on the base. She said that since I had daydreams of sucking the cock of a man dressed as a woman, she would attach the dildo and let me suck on it to give me a chance to see how I liked it. Then she strapped it on and knelt over my chest. The cock was sticking out from her and pointed straight at my mouth. What a wild vision - a sexy woman in enticing lingerie with a cock sticking out from between her nylon clad legs. It was flesh colored and looked exactly like a real, erect cock. It looked so big! How could I ever take it in my mouth? Bit its closeness and Alice's sexy appearance, my daydreams, and my built up horniness had me ready to try it. I licked my lips as Alice leaned forward and the head pressed against my lips. Automatically I opened them and let it slide in until it filled my mouth completely. Alice sensed when to stop so that I wouldn't choke, then began moving her hips so it moved in and out of my mouth. It was like my daydream becoming reality. I liked the feel of it stuffing my mouth and sliding on my lips and tongue. It was like sucking on Alice's tongue only it was so much bigger. Alice was having a ball as she fucked my mouth. But then she withdrew it and sat back for a minute, thinking about what she was going to do to me next.

While she sat there, she unstrapped it, turned it around, pulled her panties off, placed it between her legs, and slowly pushed it into her wetness until it nearly disappeared in her and made her moan from the pleasure. She made me watch as she pleasured herself and I wanted to be free and pushing myself into her. What agony to feel so helpless yet so stimulated. Again she stopped what she was doing as she now decided what to do next. She untied the straps on my ankles and kneeled between my legs. She lifted my legs so one was on each of her shoulders. Then she strapped on the dildo again. From where it was now aimed, I realized what she was going to do. Fear of the unknown can be a terrible thing but she calmed me with her assurances that she wouldn't hurt me and only wanted us both to experience another new way to feel erotic pleasures.

She reached for a tube of something, opened it, spread some on the dildo and some on my bottom. Then she thrust forward toward my uplifted bottom and pushed it against the opening, gently at first, until at last it slipped in. She saw the quick pain show on my face when it penetrated me and stopped moving until I nodded for her to continue. Again she thrust forward, this time sliding it in far enough to have her body tight against mine. She moved it slowly in and out and my pain began giving way to other feelings of pleasure as the artificial cock excited the many nerve endings that had never been used this way before. After several minutes of this now exquisite thrill, she completely withdrew the cock even though I protested.

Again she strapped my ankles down and now she teased my throbbing cock within my panties with her tongue. Then she pulled my panties down and began licking and sucking and made me hard as a rock. She climbed on top of me and lowered herself onto my hardness. As I felt it slip into her I almost came right away. But she sensed this and kept still until I regained some control. Then she moved up and down like a wild woman until I was screaming that I was coming and her moans showed her to be coming with me. After resting for a few moments, she untied me and laid down beside me and just held me. Never had I ever had such an erotic, sensual experience and told her so and thanked her for introducing me to so many new thrills from the feminine, sexy dressing to the amazing erotic things we did while dressed.

So now Jean has developed into a sexual being and has been exposed to many new thrills. Now I very much enjoy wearing feminine things. I dream even more of having sex while dressed as a woman, now that Alice has shown me how exciting it can be. I even dream of having sex with another man who is dressed as a sexy woman. I know that I don't want to become a woman but I want to keep wearing feminine things when I feel like it and I want to express the sexy feelings I have so much when I am dressed as Jean. Now Alice and I are discussing what we else we should do to make my daydreams (and Alice's too) into reality since they excite us both so much.