An Interesting Morning

By moc.rehtona@96drog

Published on May 13, 2001

Transgender

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I was nervous as I approached her house. For most of the day I had been worrying about whether or not I would go through with it all, and even at this late stage I was unsure of myself. The house was in a fairly nice part of Dublin, and the front of it was hidden by a variety of trees and bushes sprawling over a large and well-maintained garden. I had debated with myself over whether or not I should bring a bottle of wine, or some other gift, and then eventually decided against it. It didn't seem appropriate, although by now I was shaking so much that a drink would have been perfect for calming my nerves. I had been fantasising for weeks about how this was all going to turn out after Jenny had first emailed me. She had got in touch to thank me for turning her on so much with my previous story. Unlike the other emails from people who had enjoyed the story though, Jenny had gone into detail of what she had done to herself as she read it, and went as far as telling me the things she wanted to do to me. I read her email at work, and had to go to the toilet to relieve myself as soon as I had read it. It was awkward walking through the office with my cock as hard as a brick, but I had no option. I would have come there and then if I hadn't, and it wouldn't have been a pretty sight! After I got her first email we began sending fairly lurid details of what we wanted to do to each other, and it was only a matter of time before we met up. Which is what led me to where I was now. I'd worked up the hours for a flexi day from work, and decided to use them productively, without letting my girlfriend know what I was up to. Much as I loved her, she wouldn't understand what I was up to.

She opened the door to me, and I was both thrilled and relieved to see that Jenny was as attractive as she had told me in her emails. She was wearing a short, green summer dress, with tights (or maybe stockings!) underneath, and her red hair was down over her shoulders. She looked well toned and also stood as tall as me in a pair of heels, and I had always had a thing for tall women. We exchanged greetings and as we kissed, I inhaled her perfume. Its' unusual scent filled my nostrils and sent a warm tingle right through me. She took my hand and led me through to her front room.

I sat down as she poured us both a glass of wine, and she sat closely beside me.

Her leg rubbed suggestively against mine, as she whispered gently into my ear "I can tell you're nervous Gordon, but I'm going to make sure you have an absolutely wonderful time today. I'm going to open you're eyes for you today, as well as a few other things!" She squeezed my thigh as she said this, and then gently kissed my neck. I was hard as a rock at this point, and my cock was beginning to push noticeably through the front of my trousers. Jenny looked down at this and smiled, then ran her hand gently up my thigh letting it brush quickly over my now painfully constricted manhood. "Under a bit of pressure there are we?" she breathed huskily, as she unzipped my trousers and released me from the front of my shorts. I sprung to life in front of her, and she took me quickly in her hand. She leaned further forward and kissed me full on the lips, our tongues beginning to explore each other's mouths, and her hand began slowly pulling me off. I couldn't believe how much my attitude had changed in only a matter of minutes of meeting Jenny. I had been so uptight about meeting her and trying something I had only previously fantasised and written about, and here I was kissing her and feeling her warm gentle hand stroke my fully erect penis. (Almost all) my inhibitions disappeared there and then and I began kissing her with the fury and passion I had been bottling up for years. I knew what I wanted now, and it was there in front of me, ready, willing and more than able. I let my own hands wander to her legs, and began pushing her dress up around her waist. I was immediately gratified to realise she was wearing stockings, and I could feel her warm flesh above them. Jenny stopped kissing me and slid down, pulling my trousers down around my ankles. As she did this, I kept my grip on her dress and pulled it up over her head. She wriggled herself free, and took me in her mouth, at first taking just the head and then slowly lowering her mouth over my entire penis. The warmth of her mouth engulfed me and I gasped at the sensation of it. My hands gripped her hair as she bobbed her head up and down on me and I could see she was dressed entirely in black lingerie. I unclipped her bra and then ran my hands over her strong, broad shoulders. I felt myself cumming, and immediately tried to stop, but the pleasure was too much, the sensation of her lips caressing and sucking me deep into her throat. I shot my load deep into her mouth, and my entire body shuddered with ecstasy.

Jenny pulled herself back up toward me, and kissed me full on the mouth. I could taste my own seed mixed in with her saliva, and the flavour, one which I would have thought would have turned me off, seemed to bring out some kind of animal instinct in me. I kissed her back, deeply exploring the taste and letting it consume me. I was a bit embarrassed about the fact that I was barely in the door and had already cum, and Jenny seemed to sense this. "Don't you worry Gordon" she told me, "writing about it is one thing, but the real thing is much more exciting. We've both got a lot more excitement ahead of us today, and in a few moments you're going to get the chance to give me the same pleasure as you've just had." As she sat back to tell me this, I could see her now exposed breasts. They were small, but perfectly formed, and her nipples were pointing with the sexual excitement she was obviously feeling. I leaned forward and took one in my mouth, but Jenny stood up and held out her hand for me. She led me up the stairs, and I knew what was about to come. My excitement was building again, and my cock was beginning to grow with the thought of it.

Once in the bedroom, I took off my shirt, and stood completely naked before Jenny. She lay before me on the bed, naked except for a pair of panties, and her stockings, and her legs dangling toward the floor. I knelt on the floor in front of her and ran my hands gently up her legs one at a time. Each time, as I reached the top of her thigh, I pulled the stocking back down, caressing her as I went. I looked up and saw exactly what I'd been hoping to see. This was my moment, and I knew it was do or die. I'd been pretending too long, and it was time to get the experience to go with the words. I slid her panties down, and there in front of me was a sight I had been picturing and fearing for a long, long time. Jenny's penis was semi erect and was a lot bigger than I'd imagined. She looked up briefly as she heard my sharp intake of breath, and then she gripped my head with both hands. She was a lot stronger than I expected, but I didn't need any help anyway. I was concerned about whether or not I could give her a blow job as good as she had given me, but there was only one way to find out. I gently took the head of her cock in my mouth, and ran my tongue around it. I was thrilled when she grew harder almost immediately with my caresses, and I took another inch of her into me. Her hands were pushing me further and further down and I was beginning to gag, so to stop me choking I took the base of her member in my hand and began pulling it in the same rhythm as my sucking. Her hips began to grind, and I looked up to see her breasts bobbing back and forth in time. Her eyes were closed and she was shaking her head from side to side, all the time still pulling hard on my hair and trying to push herself entirely into my mouth. I was trying hard to concentrate on pleasuring her, when suddenly she pulled me up onto the bed, flipped me over and knelt across me. Her eyes were wild with passion, and she pinned my arms up above my head and slid her penis fully into my mouth. The full eight inches went in, and I gagged halfway down. She didn't stop though, and she started fucking my mouth harder and harder, her balls bouncing off my chin, and her clean-shaven groin pushing repeatedly against my nose. She came suddenly, and quite violently, her juices filling my mouth. I had to swallow as she had kept her cock pushed back into my throat when she came, and I would have choked otherwise but I didn't care because I knew then that I had broken my cherry, and my life was not going to be the same from that point onward. I had sucked another cock and I had tasted semen for the first time in my life, and it was a bigger thrill than I had ever imagined. And better than that, my day with Jenny had only just begun, as she then moved around the bed, pushed me on to my stomach, and started to push her tongue into my arse then gently coaxing my manhood back between my legs and into her mouth. Oh yes, the day really was just beginning!

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