Hannah On The High Shelf

by Josephine Gonsalves

 

"Oh thank you"

"No trouble, my pleasure"

I had been stretching to pick up a packet of Indian rice, from the top shelf, of the super market, which was a street away from my apartment. I had been shopping here regularly now for the past year. I was here on a two year contract working for a multinational company. I had seen the woman on many occasions before this as she too shopped here regularly. But we had only managed to exchange a few pleasantries as we stood at the cash counter or in one of the aisles. The shelf was a little out of my reach, and she had noticed my predicament and helped. This was not the first time she had done it for me. She was taller than the average man and stood nearly six feet in her low heels. I was not short by Indian standards and stood 5 feet 7 inches in my socks.

Today, however she smiled and continued to chat with me. "You look like a Filipino or Thai"

"No I am from India"

"But you don't look like an Indian, I have visited India and the men there look different. Most Indian men have thick moustaches and a typical accent. You look like a south east Asian"

"I know that, but India is a large country and has many different types of peoples and cultures. My oriental features come from my mother. She was original from the north east, where the people have oriental features"

We chatted some more. She looked like a sports woman, with her straight square shoulders and upright posture, in her formal office wear of a dark suit and slit calf length skirt. Suddenly she smiled and asked me if I was free that week end. I was not expecting this and could hardly reply. "Oh nothing special, just a home cooked meal and 'get to know' stuff". I had always wanted to be asked out by a local woman, but now that I was asked was dumbstruck. "I am Ingrid and I shall be expecting you at seven, I will cook up something for your Asian tastebuds. You can bring along some wine. Here's my address and phone number". I could only say "I am Harish Joshi. You can call me Hari"

I was feeling great. I had been invited to a white woman's home. I had finally been asked to dinner by a local woman. I was finding it hard to fix up with the local women. The women at the single's bars all looked thru me or above me. And here I was being asked on a date. It did not matter that she was nearly 5 inches taller than me, or that she was in her late thirties. I had always felt attracted to tall, older women, but had only been out with younger and shorter women than me. My ex-wife and the girls I had dated before and after my marriage were shorter than me and the prostitutes I frequented after the break up of my marriage were also younger and shorter than me. Somehow I had always wanted to show off a macho hunky image to the opposite sex as far as relationships went. I prided myself on my macho traits and sexual ability inspite of my slim stature and soft features. I liked to be in charge and show them who was boss. I was the confident one while my Indian women friends felt nervous with me. My idea of sex like most Indian men was some sweet talk, a little kissing & petting and then wham, bam, thank you mam.

I was expecting much from this date and dressed carefully in slick dark trousers, white pressed shirt and a suede coat. I had purchased a bottle of medium priced wine for the evening. I was already fantasying a wild evening. I did have a pleasant face, smooth complexion and slim built. Other than that I was an ordinary Indian young man. Well white women were liberal and maybe she just wanted a little "Indian" spice or liked shorter men.

I was at her place a few minutes before seven. She greeted me at the door, dressed in a tight midnight blue, knee length skirt, and off white blouse. Her short hair was neatly combed back over her ears revealing shining dangling earrings. She towered over me. We shook hands as she led me inside. The touch of her hand on mine sent goose bumps up all over me. It had been some time since I was with a woman and her touch cart wheeled all my emotions. I was suddenly acutely aware of the situation and felt inadequate. She looked like an Amazon now in her high heels. This was completely unlike my usual self. I was a complete case of nerves that evening and could hardly remember anything of the earlier part, everything was in a blur. I was overwhelmed by her. Her scent, her voice, the way she moved and her confidence. I answered mostly in monosyllables ….great, thanks, delicious, it's ok….It was only later, after we had eaten, and were sitting on the couch sipping wine that I started relaxing. The music in the background was slow and romantic.

"Hari, I've noticed you have been nervous the whole evening"

"Yes ..I can hardly believe that I am here with you. You are so tall and I feel so….so…so "

"so what…. So inadequate, insecure….so small. Well it's only natural. You being the man and all ….. "

"You being taller than me is making me feel nervous"

"I gather all the girlfriends back home must be shorter than you. Well Its time to reach up for some goodies."

"Guess so, most of the women here are tall"

"You must be quite a heart breaker back home" she teased me.

"Not really …. And not for some time"

"Why, don't you have someone back home, some nice like girl?

"Well it's….a little difficult to explain……"

"Hey, you are not gay?

"No…oh no….not gay at all"

"I was worried for a moment there…..well you do have some girlish features"

"Really, I don't think so …. But if you say so cause of my smooth skin and face, then it maybe so"

"Come to think of it, you have a lot of feminine features. I have seen you in the supermarket and down by the river before and thought you were gay. You know the way you talk and carry your self is also a little feminine"

All the while she was touching me and running her fingers up and down my fore arms. Her touch was soft and all of a sudden I was waiting for her to do more. I was waiting for her to take the lead. Her hands slipped to my crotch and fleetingly felt my growing hard on "You sure are not gay" she teased me. "Well I am sure, I don't have any gay feelings or friends and for that matter. I am a hot blooded man thru and thru" I said a little irritated. "But a lot of men have some gay experience, in school or college or they have some feminine traits, you know". She continued teasing me. "Some men like tall women, some like to be dominated by their girlfriends in bed, some like to dominated in a slavish way, doing household work and cooking. Some like to read feminine magazines and stories. Some like to bullied and beaten. Some like high heel shoes…..and some wear feminine clothes in private". "Wear feminine clothes, I've heard about these men, but that's ridiculous. Most men will not be seen dead in a skirt or dress. Besides what possible pleasure can a man get from wearing feminine clothes". "Hari, I see you are quite naïve in these sexual matters. How can you tell if you have not worn any feminine clothes. Or have you? I think that female clothes are very sensuous and I bet if you were to wear something soft and silky you too would agree". "I don't see where we are heading with this type of talk. Me I'd be happy to follow the 'regulation formula', What's on your mind" While we were talking her open toed high heeled feet were right alongside mine playing with my trouser hem. The toes were painted red and looked attractive. She aligned them along side mine and said "Look we have the same size feet. Don't you think women's high heeled shoes are attractive? I agreed that they were attractive. "Would you like to try them? I think my heels will fit you very well". I was wondering what she was getting at. What harm was there in playing along. I nodded in agreement. Before I knew it, she had bent down and pulled off my shoes and socks and hiked my trousers a little up. She slipped off her shoes and put them on my feet. Surprisingly they fit me very well. "I was right, they do fit you well and look pretty on your feet. It's a pity your toes are not polished or they would look sexy. You do have feminine feet, just straighten up your legs and see for yourself" I straightened out my legs and moved my ankles. My feet did look feminine in lady's high heeled shoes. Her shoes felt nice…..like nothing I had worn before. I was feeling a thrill start in my groin. "Well I really don't know about my feet being feminine, its just that the shoes are pretty and that's why my feet look feminine" I lied. I did not know that wearing women's shoes would excite me. "I think you should try walking in them". She said as she pulled me to my feet. I stood up and found that after a few hesitant steps, I was able to walk in them. I played along and her and tried mimicking the models on the catwalk. She laughed and said "My, my you do catch on quick. Your bottoms are sticking out nicely, round and pert. If you allow me to dress you in one of my skirts, your behind would most certainly look feminine. With a little make up and padding, I bet you will look like a woman if you wear a skirt or dress. Come on lets see what we can do for you". Holding me by the arm she led me to her bedroom. I was caught in the turn of events. Here I was a guy who had not even worn female trousers or anything remotely feminine, agreeing to get dressed in a skirt and blouse and whatever else she was planning to put me in. She opened her closet and bureau, quickly selected some items from them, and spread them on the bed. I was already excited by her touch and the new sensation of wearing her heels. Suddenly the idea of wearing her skirt or whatever else she wanted me to wear, was exciting. I followed willingly. My male self was telling me that I was not acting right, but another part of me was feeling excited and wanted to go along.

She wasted no time as she stripped me slowly and seductively of my male clothes. I stood there naked in high heels, with my dick at full attention. This was not lost on her and her fingers touched my dick fleetingly, every now and then, sending me wild with anticipation. Her hands and fingers kept up their touching and petting and I was too excited to protest. In fact I was like clay in her hands. She had to only touch my arm and I had it stretched out or touch my leg and I had it lifted, as she dressed me. I don't how long it took or much of the other details, but I found myself being dressed slowly and seductively. In a little while she had me wear a bra and panty. Oh at first it felt strange, very different from a vest and briefs. The bra felt tight across my mid back and the panty was constraining, but very soft and silky. The fine slip came on next. I did know that a slip felt soft and cool to touch, but wearing it made me feel soft. My body felt soft under it. The blouse and calf length skirt followed. She buttoned the blouse and tucked it neatly into the waistband of the skirt. She had selected the clothes correctly. Although she was a head taller than me the clothes fit me well. She took a brush and touched up my hair, in a feminine style. Finally she did up my face. She put a thin necklace around my neck and earrings on my ears. When she was happy with her handiwork she turned me around so that I was able to see myself in the mirror.

I was not ready for the image that stared before me. I did look like a woman, albeit a stylish young woman at that. She came up behind me. Although I was in heels now, yet I was shorter than her. She put her arms around me and hugged me from behind. We looked like a lesbian couple. Then her hands slowly started their finger play and my body was responding to her touch like it wanted her to keep on caressing me forever. Her lips were all over my neck and cheeks. She turned me around to face her and soon we were kissing passionately, her tongue dancing about in my mouth nearly choking me. I was soon short of breath and feeling heady. I put my hands around her neck for support and was soon clinging to her, my body glued to hers. I don't know how long we kissed like that. I had not been kissed like that before. It was so intense. I don't know if it was the clothes or the fact that we were kissing like two women, that was more exciting. We were still kissing, when I felt her arms go around and under me lifting me off my feet. Now I was really beyond caring and was just happy with what she was doing to me. I disengaged my lips with effort from hers and burrowed my face in the curve between her neck and shoulder. I don't know how long she stood there with me in her arms, but I felt her move slowly to the bed. She lay me gently on my back and lay besides me. Once again she started kissing and petting me only this time her hands were going further and faster. The rhythm of her breath too had quickened. Her hands now teased my inner thighs and squeezed my buttocks. I felt her fingers open the bra and start teasing my nipples. Soon her lips were on them sucking. All the while she was cooing softly, "Hari baby, baby, my sweet baby" My eyes were open but my brain was too occupied with these new sensations to picture what I was seeing. I lay on my back enjoying her ministrations knowing that I was going to experience a very different sexual intercourse.

I felt her hands push up my skirt and hold my dick. She stroked it a few times and guided it slowly inside her as she lay on top of me. Slowly she started bucking me and then she quickened the pace until I heard her gasp and her breath come in quick short burst. She had had an orgasm but in a little while she once again started bucking me and I was ready to come. She felt it too and quickened her pace till we came together. She lay on top of me as we slowly came down from our climaxed states. I realized that I had been taken like a woman, by her. She was the one who was did the pumping as I lay willingly under her. "Baby that was great" she said, "You have a nice and well endowed dick" I was happy that she had complimented me on something manly. "So how did you like being the bottom girl".

"That was very exciting and fulfilling. I don't know what came over me, but I did feel great. I have not had such good sex before. It was like nothing I had before. Somehow your talk of me being gay and wearing woman's clothes must have ignited some hidden passion within me. I really was not aware that I could be aroused by wearing female clothes. I felt like a woman"

"Oh my sweet baby, well I can let you be my man or my woman.". She grabbed my dick and started teasing and playing with it so that it became hard again. She guided it inside her and when I was inside her she locked her legs around me and rolled me so that I was on top of her. "Well ride me baby, I am all yours" I pumped hard and soon was coming again. When I was spent she released her legs from around me so that I lay besides her. I was now completely exhausted but acutely aware that I had been dressed all the time as a woman. She put her arms around me drew the comforter around us and we drifted off to sleep.

The next morning I awoke to find myself dressed in women's clothing with my skirt and blouse all disheveled and my makeup all smudged. As I looked at myself I felt my dick harden. I realized that I had allowed myself to be dressed in women's clothing and it was exciting me. Ingrid was awake and she smiled at me. "Hannah…..you are Hannah now. Come my lover lets shower and I will show you your feminine side. I think it's more exciting than your male one"

And so it was that she slowly got me wearing feminine clothes every week end. Most of her clothes were large for me, so we started buying skirts and dresses, in my size for me. I was happy to be her Hannah. I had not known such happiness before. After dressing me up and transforming me into Hannah, she would make love to me like I had never experienced before. A few weeks after our first time she gave me the key to her apartment, saying I could come whenever I wanted. She now had me dressed as soon as I was inside her apartment. I was using hair remover on my entire body and had pierced my ears. I had purchased a couple of ladies wigs and padded bras. She was happy that I was enjoying being feminized. I now could wear a bra, stockings, petticoats and slips and most of the female clothes on my own. I could also do my own make up. On week ends I was 'Hannah', while the rest of the week I was Harish. I was wondering how long it would last when she popped the 'big one'.

"Hannah" she said as I lay in her arms, "I know I am happy with you, Are you happy with me" "yes, yes I am truly happy" I said happily. "I want us to be together. Will you marry me" she asked softly. I was beyond caring and blurted out "yes dear Ingrid, I want so much to marry you and be both your guy and girl". Earlier that evening we had purchased a formal gown. She had dressed in a formal skirt suit and we had slow danced and enjoyed each other so much that I wanted it to last forever. When she had carried me to bed as she always did I had felt so feminine I wanted to cry for joy. She had sensed it too and had been very gentle with me. We had made love and had come twice when she said she had never been so happy with anyone before.

Karina was Ingrid's close friend and was of the same height and built as me. Ingrid had confided to her about us and had asked her to help with the wedding preparations. So using Karina as a model we had been able to pick out a bridal dress that would fit both of us. It was a quiet mid day affair. At the ceremony I wore a black tux and she wore the white bridal gown, long veil and all the trimmings of a bride. We smiled and put up a great front for the few invited guest and her family. Karina smiled knowingly at us. She knew that once in the privacy of our apartment it would be me wearing the bridal finery and Ingrid wearing a rented tux, who would carry me over the threshold to bed. I could hardly wait to get home. Here I was a guy, who was impatient to become a bride. Ingrid was also anticipating the night with relish. Tonight she was going to take my virginity. She had purchased a strap on and was going to make love to me with it for the first time

Once home we wasted no time as we undressed and made love as a normal couple. Me, as the groom and she as my bride. In the evening after a rest we set about exchanging roles. There were some alterations to be made to both set of clothes and we set about it. Ingrid had invited Karina and a few of her close friends for a few drinks and a light dinner. Karina helped me with the alterations and wearing the bridal dress and finery. Ingrid now stood tall as my groom and I felt secure in her arms as we greeted our guest. Karina and the others took pictures of us as we danced, but the best part was when Ingrid lifted me in her arms and carried me posing for pictures. When all our guests had left, Ingrid needed no urging to act out her part as my husband as she carried me to bed and started undressing me slowly. I had been made love to by her for so long now but tonight she was extra caring and gentle. I was her wife now, in the privacy of our bedroom. She was going to get her 'grooms gift' of taking my virginity. I was prepared and waiting. I had reached for the top shelf and had come short only to find Ingrid lift me higher. What a far cry from the macho guy I once prided myself to be. If my ex wife and former girlfriends could see me now, they would be in for a surprise… Harish the MCP was so much nicer and fun to be with as Hannah …… and made such a pretty and docile bride. Our wedding pictures would prove it.

  

  

  

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