Working Away. TV

By Sammy Bird

Published on Apr 10, 2009

Transgender

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First ever attempt guys, so any feedback what-so-ever would be greatly appreciated on bird_sammy@hotmail.com

Working Away!

I have always been a fan of women's legs, right from the early years when I was much younger the sight of a shapely pair of legs captivated me. Place a pair of stockings on those legs and I found it difficult to look anywhere else, I couldn't concentrate and often found myself being caught out staring by the wearer of such finery. During my early teens I had to settle for a glimpse of my older brother's girlfriends every now and again, one or two of them being extremely good in the stocking wearing department. Eventually it came to the stage where his girlfriends began staying over, and that meant that they would bring changes of clothes with them. While the house was empty one afternoon I plucked up the courage to start looking through the bags she had brought with her. I could hardly contain myself when I pulled out numerous pairs of lacy knickers; bras's and even a Basque. Then came the moment I had been waiting for, two pairs of black stockings. My cock was now raging and the adrenaline running through me like mad, for some reason I just had to try these on to see how they felt against my skin. I stripped naked and slowly began to pull those stockings up my leg, one at a time savouring the feel of silky nylon. However I found that when I stood up, the stockings would quickly fall down my legs. This meant that I would have to also put on the Basque, as this was all I could find that had suspender straps attached. It was light blue in colour with a black lacy edge, and fitted me perfectly. Now with the stockings attached, I just had to finish off the ensemble with a pair of matching blue knickers. I stood in front of the mirror and was amazed at how sexy I looked, ok my head was out of proportion with the rest of my body, but the rest screamed fuck me. And the feel of those silky knickers on my cock was out of this world, I just had to play with it while watching myself in the mirror, being extremely careful not to get any of my man mess on the underwear and give myself away. I had to keep my little secret, as this was the beginning of a new me!

My little dressing up adventures continued when ever I had a chance with the girlfriend's clothes, but as I got older, I eventually met my future wife. To begin with she always had short skirts and pantyhose on, not quite the same as stockings, but very nice never the less. After marriage the short skirts disappeared as did any sort of nylon leg coverings. I tried my best to get her to wear them, even buying some really sexy sets of undies for her, all to no avail. Since my craving was still strong, I began wearing these gifts I had bought for my wife, but now I was getting braver and began wearing them under my man clothes, always in secret. My urges still grew stronger, and my dressing up games moved on to not only the undies, but fully dressed in my wife's sexiest outfits. This was very rare though as time on my own was not at a premium, until I began to work away from home. Which brings me to the real reason for writing this story.

I started working in the USA, I was away for 2 months at a time and spent most evenings on my own in my hotel room. I made sure I packed a few of my wife's clothes, along with some stockings, pantyhose and all the other accessories I had come to love wearing. Many nights of living as a woman on my own in a hotel went by, and I was enjoying the freedom, not having to worry about what time the wife was coming home, or if any other callers might knock at the door.

One particular Friday night, a few of us went for a night out in Cincinnati, and the beers flowed freely. I had worn my favourite pair of purple silk knickers with a black lace trim and bow on the front under my jeans as the thought of going a night without dressing just wasn't an option. In the early hours we arrived back at the hotel and went back to our rooms. Within a couple of minutes there was a knock on my door, it was Robert, one of my friends I had been out with that night. He had some beers with him and asked if I wanted a nightcap with him, so I let him in. We opened the beers and he blurted out straight away that he knew I was wearing knickers as he had seen the top of them poking out of my jeans and that if I didn't show him properly, then he would tell all the lads about it and make me a laughing stock. Partly down to fear and embarrassment I agreed and slowly removed my jeans, he made me lift my shirt up, and spin around to give him a really good look. He asked me if I enjoyed wearing women's clothes and if I had anymore with me. I tried to lie, but he started searching my room and soon found my outfits I had been wearing. I want to see you dressed up in all of these he said; again repeating that he would tell the others if I disagreed. I took the clothes he picked out into the bathroom and put them on, nervous as hell, no one had ever seen me dressed before. I pulled on the black seemed stockings (hold ups), beige mini skirt and brown satin halter top with strapless bra filled with some socks. After taking a deep breath, I walked out of the bathroom and into the bedroom area where Robert was sitting on the edge of the bed. Again I gave a little twirl to let him see all around me and my outfit. He said I looked very nice, which I could tell as his trousers were not hiding the fact he was enjoying the show at all. This coupled with the drinking we had been doing all night gave me a little tingle in my area as well. I walked over to him and offered him another beer, which he grabbed quickly took a large gulp. He went on to explain that he had been away from his wife for a long time, and hadn't had any sexual relief at all, and that while I was looking so good, I should be his wife. He took my hands and pulled me around in front of him, he started to stroke my stocking clad legs up and down, slowly gaining height on each upper stroke, until he was touching the soft skin showing just above my stocking tops. I shuddered as a spark ran up my spine, before he pulled me down onto my knees, facing him. He didn't need to say anything else, he just looked at me and I knew exactly what he wanted. I undid his trousers and edged them down along with his boxers. His cock sprang out and stood to attention, a good 7 inches and quite thick. This was the first time I had seen another mans cock, it was a beautiful sight surprisingly. I took it in my hands and stroked him gently, then leaning in I licked the entire length from balls to tip, stopping at the tip to tickle it with my tongue. I was actually enjoying myself now, the fear and embarrassment gone, I took him in my mouth, bobbing up and down nice and slow to begin with, tasting his manliness. With each down stroke I seemed to take more of him in, until I was almost all the way. I was sure he was loving it by the moans he was making, so I started to speed up, rubbing his balls at the same time. Suddenly he went very still and very quiet before releasing his cum into my throat, I was so in the moment I made sure I gobbled down every last drop, even licking his cock clean for him. He was very quick to pull up his trousers and leave without saying another word, leaving me to relieve myself, which didn't take long as I was horny as hell by then and still had his taste in my mouth.

Nothing was mentioned the next day at work, or has it ever been talked about again. Unfortunately I don't work for that company anymore, so those episodes are just a memory.

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