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I meet with a man called Rob for sex every so often. I suck his cock then he spanks me and then he fucks me. He is good at spanking and fucks me hard and we both enjoy it. It's no strings sex and we like it like that. For foreplay I happily lick his balls as well as sucking his cock. One day he asked me to kiss his arse. I licked and kissed his cheeks but then he held them apart and told me to kiss his arsehole. I didn't really want to do it, but the sissy side of me said I should do anything a man wants. So I put my lips against it and kissed. I felt ashamed for doing it, but al… Read more

I went dogging again last Friday. I went to Stones Bank Road for a couple of hours at midday. I was dressed in a black, crotchless bodystocking, no knickers, short, black faux leather dress and black leather trench coat. I wore my knee boots. I had my long, blonde wig on and my very large tits. I parked and saw there were a few cars there. I got out of the car and walked into the woods. I found a nice spot and waited. It wasn't long before I was approached by a man. Without a word he put his hand up my short dress and groped me. "No knickers. Slut." He was wearing jogging bottoms and too… Read more

I was going to be in Northumbria for a weekend, so I arranged to meet someone I had been chatting with on xhamster. He was also a crossdresser and suggested we meet at a layby he knew where there were some woods nearby to have fun in. We would have some fun and then he would take control of me to offer me to anyone else who was there. We were supposed to meet at 2pm and I got to the place a few minutes early. I was dressed in a purple basque, black stockings, skimpy black knickers, leather miniskirt, white blouse, and knee boots. I wore my long dark wig and large breast forms. There were se… Read more

After the agreement I made with my wife I soon arranged to meet with a man I had been chatting with that I met here on xhamster. We arranged to meet at a supermarket café. I wasn't cross-dressed but I was wearing tights and knickers under my jeans. We got on well and agreed to meet for sex at his house the next day. As we were leaving he suggested I follow him in my car. He drove out of the car park and to a disused cinema just across the way. I followed him down a quiet side road and we parked there. He got out of his car and sat in my passenger seat. He asked if I wanted to suck his cock… Read more

When I was young I went to a village school. I idolised my first teacher. Let's call her Jayne Carstairs which is similar to her real name. She was blonde and pretty. I suppose she was in her late thirties. By chance I met an old friend last year and we sat and chatted in a pub over a few drinks. I happened to mention the teacher. "Did you know she was the village slut?" he laughed. I thought he was joking at first but he told me it was quite true and it was well known in the village. She had an affair with the shopkeeper although he was old enough to be her father. She often went to see hi… Read more

I was usually very careful about hiding my crossdressing clothes from my wife but I got careless. One day I put a pair of knickers in the laundry basket instead of washing them myself. I found them in my normal underwear drawer. My wife had washed them and put them way for me. It was obvious that she knew they were mine. I could have pretended that it hadn't happened, but I decided to talk to her about it. That evening I thanked her for washing my knickers. She looked at me and smiled. I told her that I liked crossdressing, that I found it relaxing. I told her that I still loved her very much… Read more

The True Story There's a wood near my house. The path up to it is quite steep so it isn't used very much. I had gone up there early one morning last summer to take some photos and video clips. I have a camera on a tripod and use a self timer to take the photos. I have a long trench coat that I wear if I need to cover up. I was happily taking photos and had removed the trench coat so I was just wearing a pink basque, black fishnet stockings and knee high boots. I had my red wig on and bright red lipstick. I was really into it and it is so quiet up there that I wasn't looking round. Then I hear… Read more

I am still not sure why I put on a pair of my wife's knickers when I had not crossdressed for such a long time, but I enjoyed it very much. After being married so many years our sex life had faded away. I had always looked at pornography throughout our marriage, firstly men's magazines and then on the internet. I liked wearing the knickers a lot but I felt uncomfortable about wearing my wife's. So I bought some of my own and kept them hidden from her. I bought tights as well and stockings and suspender belts. Then I bought a dress on eBay in an auction. It was a teal colour and was clingy and… Read more

Like many others I began crossdressing when I was young. At first I put on a pair of my mum's tights (pantyhose). I don't know why I did it and it wasn't a sexual thing but it felt nice and I did it as often as I could. I then began wearing her knickers and then her bra which I stuffed with handkerchiefs to give myself a bust. Her shoes didn't fit me so I didn't bother with them. For some reason I never bothered with my sister's clothes except for an old bikini which she didn't like. She threw it away and I recovered it and hid it. Sometimes I would wear it under my pyjamas at night. As I got… Read more