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A very helpful charity worker

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About 20 years ago I was married to my first wife when we were invited to a fancy dress party. One of our friends thought it would be a laugh for the theme to be a role reversal event where the women would dress in male outfits and vice versa. I was not really up for it but the wife was and said we would go in the spirit of the night. We looked at our wardrobes and tried to see what of our clothes would fit the other, She was ok as most of my stuff could be worn by her with a belt and turn ups on the arms and legs. Her clothes were never going to fit and again I said we should forget it but she said we were going and we should find something from the local charity shops for me to wear. She told me to get size 16 / 18 clothes and the largest sizes of shoes. There was a few charity shops in the village and due to the area being quite well off there would be a good probability that we could find something. The following day we arranged to go shopping in the afternoon but she got called in to work and would not be with me, I felt like a right berk looking at the women's clothing and so conscious that people were looking at me as I trawled through them. After a couple of shops I went in the pub and had a cuple of pints thinking that I would relax and try again to find something (anything really). While i was in the pub an older gent came over to me and said "I saw you looking at the womens clothes in our shop, are you looking for omething particular"? I explained what we were up to and that the wife had bailed on me leaving me to sort it out. He said that the shop was closed for the afternoon but if I wanted he would let me in without any other customers so I could find what I needed without looking like a 'perv' making a joke out of it. He told me his name was David and that if I come back at about 3:00 he would let me in. I had a couple more pints and went down to his shop. He let me in and showed be to the rear of the shop where I could look through the racks of clothing. I was looking for the sizes my wife had told me and trying to find something that would cover most of me. David said that I could try them on out the back so I took them through and started to change. He called in to ask if I was ok and that he would 'help' me if I needed it. I was a little embarrassed but asked him to help me with a zip on a long ish dress, David came through and pulled the zip up as he did his fingers ran up my back and then they rested on he back of my neck as he joined the little hook and eye at the top. I dont know why but I got a tingle and goose bumps. Are you OK he asked? noticing how I moved and the bumps on my exposed arms. I began to blush and gave a gasped yes as I realised that the combination of drink, dress material and his fingers had made me slightly excited. I was trying not to show this but David said "Its all right, lots of men get excited when they wear womens clothes" but he was standing behind me looking at me in the morror and his mouth was so close to my ear that he made me blush even more. He gave me a pair of shoes and told me to slip them on and as I did I I could not balance easily. David instinctively reached out and held my hips to steady me and again I got a tingle as he held me. He smiled at me and straightened me up and was now in front of me. He looked me up and down and I became so self consious that I was standing in front of another man dressed as a woman. "Not quite there yet" he said as he looked at me and went over to a cupboard. As he walked back I could see he had something silky in his hand. "You will never pass muster as a lady in those boxers, change into these" he said handing me a pair of knickers. I stood there gobsmacked and going even more red as I looked at them. "Go on, don't be shy theres only you and me here" he said, Unbeleivably I took off my boxers and slipped into the red silky knickers. "We dont sell the lingerie in the shop but it is all cleaned and I pack most of it off as bulk material" he told me. I was now looking at myself in the mirror as David said "that;s better, no bulky lines and shapes underneath that dress now" as his hands smoothed over my hips and bum. It was at this point i realised that I had begun to get hard and David noticed it too. I almost jumped when his hand moved gently over my stiffening cock but he just pressed a little firmer and stroked me making me very hard. His other hand moved up the front of me and he rubbed my left nipple whilst pulling me towards him from behind. I then felt that he was rock hard and it made me so excited I nearly overbalanced having to steady myself by holding on the the cubicle walls. The motion of his hands as he stroked me sent another flush through my body and I really began to feel weak. David pulled me even closer and his lips began to caress my neck. I felt like I could not move as he worked my whole body with his hands and now lips. By now his very hard cock was being worked against my cheeks and I was actually grinding back against it. His tongue was now licking my neck as he said "how sexy I looked and that he wanted me". The next thing he did took me totally by surprise when he moved around in front of me and kissed me fully on the mouth. His tongue pushed hard against my lips and I just opened to let him kiss me deeply. I could feel my heart racing and my breath was so taken away, I did not think to stop him when he took my hand and guided it onto his hard cock rubbing it uop and down as if to show me what he wanted me to do. His strong 'assault' on my mouth continued as he pressed me against the cubicle wall and I just let him take me as I was beyond resisance now. He undone his trousers and then slid them off along with his briefs. I now had his bare hard cock in my hand stroking it. His hands moved down from my cheeks onto my shoulders as he pulled away from the oral invasion of my mouth and he told me "Suck it" as the pressure in his hands began to force me down. I did not know what to do now as this was really getting out of all proportons. I had not noticed his build and strength and he was now dominating me. My legs began to buckle due to both his pressure and my excitement and I found mysekf on my knees in front of his very big hard cock. "Suck me" he said again with more of a demanding manner. One hand was now behind my neck and I was being pulled towards his cock which was now brushing against my lips. I began to open my mouth and he took this as my compliance sliding the tip f his cock between my lips. Slowly I took his cock inch by inch and could taste the pre cum that had been oozing from it with his excitement. David was now telling me how good my mouth felt and how good I was going to be at cock sucking. I was however begining to enjoy sucking his cock and the excitement it was giving me. I started to stroke it as my mouth moved up and down his hard shaft and it was still like an 'out of body' experience as I sucked on his cock. Soon I was to find out just how excited I had made David when I felt both hands behind my head and the pulling sensation became more intense. David was now fucking my mouth and almost forcing his cock down my throat. I dont know how long he had been using my mouth but when he began to slow his fucking motion I realised all too late that he was about to cum. The first pump of cum hit the back of my throat and made me gag but he kept on pumping and told me to "swallow". There was not a lot I could do at this point and I swallowed much of what he had depsosited in my mouth. David held his cock in my mouth as it began to go limp before he eased out of my mouth. By now I was almost slumped on the floor and somewhat in shock of what I had just done. I gradually regained some composure and slipped the dress off and the knickers while David redressed humself. As I stood there totally naked he reached over and pulled me towards him. His lips met mine and again I opened for him to kiss me. "Will you come again you were so good, I would love to see you regularly" he asked. I stood there looking at him and nodding, know ing that my role reversal was going to be complete with him. I became a regular visitor to the charity shop and David showed me just how to behave in my new role.
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Written by sissychrissy

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