Autobiographical Ramblings
- 2 years ago
- 16
- 0
Some Autobiographical Stuff From My Past... All Tr free porn video
This is part 2 of a 3 part story I once sent a good CD friend back in the UK. It is a brief part of some of Laura's first 'exploits' back in England and elsewhere. There are a couple of older pictures in my galleries that pertain to the encounter with Kate and Raven...
1997 was a big ‘coming out’ year for Laura. I was spending an increasing amount of time online meeting other people, chatting, taking some pretty awful photos with an old 1st generation Casio digital camera, and sending them to certain people. I also was practicing certain ‘techniques’ with a large dildo my wife and I used sometimes. In January, I met a local tranny online, and we arranged to meet up some time. I had been out dressed, mostly at the dead of night in the car, but a couple of times in the daytime, wearing shades to cover the makeup, and a sweatshirt to cover the outfit, and had even taken some pictures in remote locations. This too was a huge thrill.
I had found a secluded spot near where I lived. It was at the end of a trail through farmland, at the junction of a couple of very minor roads in the countryside a few miles away. My new friend and I arranged to meet there one evening when my wife was out.
I got dressed up. I remember exactly what I was wearing: Tan tights of my wifes’, a white lace bra and panties I had bought in M&S on the pretext it was for my wife, a long red cotton dress, also of my wifes’ that fit quite well, and a short black bob wig which my wife had for theatrical stuff. I spent a while putting on some makeup, I am sure there was a lot of black eyeliner, and with my heart in my mouth I drove up to the meeting place.
After a while, I saw headlights approaching, and a car pulled into the space in front of me. The interior light turned on, and I saw my friend inside. I got out of my car and went over, and she invited me in. Strangely, I cannot remember her name, but she had short blonde hair, a beige suede knee-length skirt, white blouse, tights and high heels too. We chatted for a bit and were both a little nervous. She suggested going for a walk together somewhere, so I locked my car and we drove down to the next village together and parked up next to the church. It was pretty deserted being East Yorkshire in January and late at night, but we took a stroll round the green, up past the pub and back to the church again. It was pretty heart stopping whenever a car came past, but we made it back OK and went to get back in the car.
As she held the door for me, I went to give her a peck on the cheek, and she turned her face to kiss my mouth. It was just a brief peck though, and we drove back to the secluded spot together. Once there we sat in the car and chatted some more. It was a pretty electric atmosphere, and after a bit I lifted the hem of my dress to uncover my panties, and smiled at her. She reached over and started to caress between my legs, and leaned across to kiss me. Our mouths opened, and her tongue pushed into my mouth. My heart was pounding, and my cock was starting to strain at the tights around it, so she pushed them down and reached her hand inside.
The feeling of her grasping me there was amazing, and I reached over as she started stroking me, and rubbed my hand up the inside of her thighs. At last I felt her hardness through the nylon, and I caressed the length of it, making it harder and harder, until I too slid my hand up her front and down inside the nylon to take it in my hand and slip it out. She gasped as I did this, and leaned her head back and closed her eyes. I bent down and finally did what I had been dreaming about for so long; I opened my mouth and gently took the end of between my lips. I ran my tongue around it, and the feeling was exquisite: warm and velvety, and so hard at the same time. I sucked gently and she moaned a little as she pushed down her tights to give me better access. It was quite cramped though, so I lifted my head and suggested we get out of the car. She agreed, and we both got out and went to the front of her car.
I steered her to the bonnet, and pushed her up against it, pressing myself to her as I did, kissing her deeply again. I could feel her hard against me, and I put my hands each side of the waist of her tights and eased them down a little. I then bent down and again took her in my mouth as she leaned back against the car. By then I was kneeling on the ground and started to suck her more deeply in. As I said I had been practicing some techniques on our dildo at home, and I had managed to almost ignore the gag reflex as I took the shaft deep. I tried it on her, and managed to take all of it into my throat with out gagging. The feeling was indescribable!
She was holding my head and pulling me into her, and we were just getting very heated when suddenly a set of headlights lit us up from the road to my right. We had not even noticed a car approaching, but it turned the corner and drove in the other direction. I don’t know if they had seen us, but that rather broke the spell, and we broke off what we had been doing. She got a little nervous then, and we soon decided to say goodbye and head for home.
I got back and got changed, and for the next couple of days I was in a state of euphoria. I knew I wanted more of the same!
Not long after that, I was in a hotel in London for work, and had a night off. I packed a little bag of clothes and went down to the Philbeach Hotel in Earls Court that I had read so much about online. When I got there, I went down to a room where I could change, and then went up to the bar area. This was my first time dressed in public, and it is a bit of a blur as I had had a few drinks to muster up the courage to go out. I was chatting to quite a few people, and when it got close to closing time, I ended up meeting an Asian TV, who took me back to her place near the Kings Road. I was pretty merry though, and the night was a bit of a disappointment, although I did make her come. It was memorable for going out in public though, and a real thrill.
I did have another ‘episode’ a little later on when I was away working in Canada. I had a few days off in Vancouver, and found a website online which offered a dressing service. I called the number there, and spoke to Kate, who sounded very on the ball, and agreed to come to my hotel and bring clothes and makeup for me, for a fee of 200 bucks. I thought it would be money well spent, and she duly arrived.
She was dark haired and pleasant, and we hit it off pretty well. She was very talented at makeup, and did a great job with me. It was the first time anyone else had done this for me, and the transformation was amazing. She had a couple of wigs and some clothes, and she took a bunch of pictures when she had finished. I looked just like my sister. She had obviously taken a liking to me, and as she was putting the finishing touches to me, she kissed me. This led to a pretty steamy session, which was another first for me! Laura with a real girl! We chatted later, and she asked if she could bring her husband to see me the next day. She explained that he was a longtime tranny, and she had a pretty full-time occupation as his mistress/dominatrix. She showed me her website, mskate.com, and he featured fairly heavily dressed and with various other ‘girls’. She asked me if I would mind if she made us both up and took some pictures of us together for the site. Of course, I readily agreed! She also said she would not charge me anything for either night, but I did give her a hundred bucks I think for her trouble and expenses.
The next night I waited in for them, and sure enough, at the agreed time there was a knock on my door, and I let them in. Kate had her big bag of goodies with her, and her husband, Raven, said hi and almost immediately went into the bathroom to get ready. While he was doing this, Kate started on me once again, and soon Laura was transformed once again. I put on a short blond wig, some jewelry, a short black skirt, and white blouse, and meanwhile Raven came out to see what was going on. Once I was done, Kate started on Raven, and soon we were both dressed and made up. It was quite a feeling being there alone with them, knowing what might happen.
Kate told us to get on the bed together, and she pulled out a camera. Raven was fairly tall and slim, and transformed into a very sexy girl. We lay down next to each other on the bed, and Kate started to take pictures.
I don’t know what it is about a camera, but I do get very turned on having pictures taken, and now found out that this feeling was that much greater being with another tranny, especially when her wife was taking pictures of us. Kate started to get very dominant, which echoed her online persona as a dominatrix as well as providing her makeover service, and she ordered us to kiss one another. I looked at Raven, and we kissed each other and started to hug one another close, wrapping our legs around each others. Kate was taking pictures from all angles as we mashed our mouths together, and I could feel Raven’s cock getting hard against me. Kate then told me to take out her cock and kiss it, and I did just that. I reached over and slid my hand into her panties, hooking my fingers around the shaft and pulling it out. Raven lay back, and I bent down and took it into my mouth and started sucking.
Kate continued to take pictures, and we got into various positions, with me sucking her first, then changing so she could take me too. Eventually I could feel Raven starting to get close to orgasm, and I tasted a few drops of come. She was begging her ‘mistress’ to allow her to come, and Kate kept telling her not to until she gave her permission. I am sure I didn’t help matters, as I was doing everything I could to taste all of her come. Eventually, when Raven was at bursting point, Kate said yes, and Raven let go in my mouth, and I tasted an orgasm for the very first time.
What a feeling. I had not come, but I did not really care right then, I was so turned on by the whole thing that it didn’t matter. Kate told Raven to kneel on the bed, and she invited me to take her from behind. I was not ready for that however, and I told Kate I wanted to do the same to her. She smiled and bent forward and knelt next to Raven, and I took her from behind, coming all over her back after a short time. Raven watched the whole time.
Kate’s pictures eventually ended up on her website, where I was described as ‘Exxstacy”, and had a whole section devoted to our evening. It was a huge turn on to see these in public, so to speak, and I would see some of them now and again on various other sites for a number of years. Sadly, Kate’s websites are no more, and almost all of the pictures are gone from my files too. I do have one or two of us still though, if you like I can send them to you.
All this while, I was getting more and more preoccupied with being Laura, and the more I was sure my wife Vicky knew about me, and just did not say anything. She worked a lot in the theatre at home, and had many gay friends there, so I knew she was open-minded to a lot of that kind of thing. Throughout that spring, I resolved that I was going to tell her when the time felt right, and in April, after we had both had a few drinks, I was lying in bed next to her, and finally told her that I enjoyed dressing up in female clothing, and had an “alter ego” called Laura.
She was quiet at first, and obviously a bit overwhelmed, but it gradually sank in as I told her more about it. Thankfully, she confessed she had been worried that my preoccupation was because I might have been seeing another woman, but I pointed out that the ‘other woman’ was actually me. I explained as best I could what I was feeling and that I was not going to change sex on her or anything, but that I just enjoyed dressing up. I think that things seemed to fall into place then for her, and she was very bemused, but not hostile in any way. She eventually asked me what I wanted to do about the whole thing, and I replied that now I was out in the open, I would love to shave properly. To her great credit, she even helped me shave my whole body right then!
Over the next few days, I opened up more to her, I told her about my experiences with the other ‘girls’, and even showed her the pictures of me and Raven that Kate had taken. She was a little taken aback obviously, but commented that Laura obviously knew what she was doing, and looked pretty good at it!
During the next few weeks, I got dressed a few times when she was at home, and she was very supportive of me. I became more open with it, and she even went with me to the shops, choosing stuff for me, and sometimes going out and buying things for me. We even went out together sometimes to the clubs where we lived, and Laura got to meet a lot of her friends too. I made a lot of local friends, and also used to drive over to Sheffield occasionally to a place called “Les Femmes” which was a tranny night held in a pub there every month. At first I would go in normal clothes and stay with a TV friend there and get ready at her place, but eventually I would just get dressed at home and drive there as Laura, and get a room in a tranny friendly hotel for the night.
That year was a whirl of new experiences for me, I made a very good tranny friend who lived locally, and we used to go out a lot together dressed; Leeds was a popular hang out, and I loved going to clubs and going straight to the front of the line and being let in before everyone else; real VIP treatment! We went to spend a Harmony Weekend in Scarborough later in the year, and shared a hotel room for the duration. We went to a straight pub together, caused a lot of looks, and out to a club together where we were the hit of the night, and an off-duty copper tried his hardest to pull me! Then we stopped in at a late night café, and got chatted up by a few biker types. All very exciting.
TBC…
1997 was a big ‘coming out’ year for Laura. I was spending an increasing amount of time online meeting other people, chatting, taking some pretty awful photos with an old 1st generation Casio digital camera, and sending them to certain people. I also was practicing certain ‘techniques’ with a large dildo my wife and I used sometimes. In January, I met a local tranny online, and we arranged to meet up some time. I had been out dressed, mostly at the dead of night in the car, but a couple of times in the daytime, wearing shades to cover the makeup, and a sweatshirt to cover the outfit, and had even taken some pictures in remote locations. This too was a huge thrill.
I had found a secluded spot near where I lived. It was at the end of a trail through farmland, at the junction of a couple of very minor roads in the countryside a few miles away. My new friend and I arranged to meet there one evening when my wife was out.
I got dressed up. I remember exactly what I was wearing: Tan tights of my wifes’, a white lace bra and panties I had bought in M&S on the pretext it was for my wife, a long red cotton dress, also of my wifes’ that fit quite well, and a short black bob wig which my wife had for theatrical stuff. I spent a while putting on some makeup, I am sure there was a lot of black eyeliner, and with my heart in my mouth I drove up to the meeting place.
After a while, I saw headlights approaching, and a car pulled into the space in front of me. The interior light turned on, and I saw my friend inside. I got out of my car and went over, and she invited me in. Strangely, I cannot remember her name, but she had short blonde hair, a beige suede knee-length skirt, white blouse, tights and high heels too. We chatted for a bit and were both a little nervous. She suggested going for a walk together somewhere, so I locked my car and we drove down to the next village together and parked up next to the church. It was pretty deserted being East Yorkshire in January and late at night, but we took a stroll round the green, up past the pub and back to the church again. It was pretty heart stopping whenever a car came past, but we made it back OK and went to get back in the car.
As she held the door for me, I went to give her a peck on the cheek, and she turned her face to kiss my mouth. It was just a brief peck though, and we drove back to the secluded spot together. Once there we sat in the car and chatted some more. It was a pretty electric atmosphere, and after a bit I lifted the hem of my dress to uncover my panties, and smiled at her. She reached over and started to caress between my legs, and leaned across to kiss me. Our mouths opened, and her tongue pushed into my mouth. My heart was pounding, and my cock was starting to strain at the tights around it, so she pushed them down and reached her hand inside.
The feeling of her grasping me there was amazing, and I reached over as she started stroking me, and rubbed my hand up the inside of her thighs. At last I felt her hardness through the nylon, and I caressed the length of it, making it harder and harder, until I too slid my hand up her front and down inside the nylon to take it in my hand and slip it out. She gasped as I did this, and leaned her head back and closed her eyes. I bent down and finally did what I had been dreaming about for so long; I opened my mouth and gently took the end of between my lips. I ran my tongue around it, and the feeling was exquisite: warm and velvety, and so hard at the same time. I sucked gently and she moaned a little as she pushed down her tights to give me better access. It was quite cramped though, so I lifted my head and suggested we get out of the car. She agreed, and we both got out and went to the front of her car.
I steered her to the bonnet, and pushed her up against it, pressing myself to her as I did, kissing her deeply again. I could feel her hard against me, and I put my hands each side of the waist of her tights and eased them down a little. I then bent down and again took her in my mouth as she leaned back against the car. By then I was kneeling on the ground and started to suck her more deeply in. As I said I had been practicing some techniques on our dildo at home, and I had managed to almost ignore the gag reflex as I took the shaft deep. I tried it on her, and managed to take all of it into my throat with out gagging. The feeling was indescribable!
She was holding my head and pulling me into her, and we were just getting very heated when suddenly a set of headlights lit us up from the road to my right. We had not even noticed a car approaching, but it turned the corner and drove in the other direction. I don’t know if they had seen us, but that rather broke the spell, and we broke off what we had been doing. She got a little nervous then, and we soon decided to say goodbye and head for home.
I got back and got changed, and for the next couple of days I was in a state of euphoria. I knew I wanted more of the same!
Not long after that, I was in a hotel in London for work, and had a night off. I packed a little bag of clothes and went down to the Philbeach Hotel in Earls Court that I had read so much about online. When I got there, I went down to a room where I could change, and then went up to the bar area. This was my first time dressed in public, and it is a bit of a blur as I had had a few drinks to muster up the courage to go out. I was chatting to quite a few people, and when it got close to closing time, I ended up meeting an Asian TV, who took me back to her place near the Kings Road. I was pretty merry though, and the night was a bit of a disappointment, although I did make her come. It was memorable for going out in public though, and a real thrill.
I did have another ‘episode’ a little later on when I was away working in Canada. I had a few days off in Vancouver, and found a website online which offered a dressing service. I called the number there, and spoke to Kate, who sounded very on the ball, and agreed to come to my hotel and bring clothes and makeup for me, for a fee of 200 bucks. I thought it would be money well spent, and she duly arrived.
She was dark haired and pleasant, and we hit it off pretty well. She was very talented at makeup, and did a great job with me. It was the first time anyone else had done this for me, and the transformation was amazing. She had a couple of wigs and some clothes, and she took a bunch of pictures when she had finished. I looked just like my sister. She had obviously taken a liking to me, and as she was putting the finishing touches to me, she kissed me. This led to a pretty steamy session, which was another first for me! Laura with a real girl! We chatted later, and she asked if she could bring her husband to see me the next day. She explained that he was a longtime tranny, and she had a pretty full-time occupation as his mistress/dominatrix. She showed me her website, mskate.com, and he featured fairly heavily dressed and with various other ‘girls’. She asked me if I would mind if she made us both up and took some pictures of us together for the site. Of course, I readily agreed! She also said she would not charge me anything for either night, but I did give her a hundred bucks I think for her trouble and expenses.
The next night I waited in for them, and sure enough, at the agreed time there was a knock on my door, and I let them in. Kate had her big bag of goodies with her, and her husband, Raven, said hi and almost immediately went into the bathroom to get ready. While he was doing this, Kate started on me once again, and soon Laura was transformed once again. I put on a short blond wig, some jewelry, a short black skirt, and white blouse, and meanwhile Raven came out to see what was going on. Once I was done, Kate started on Raven, and soon we were both dressed and made up. It was quite a feeling being there alone with them, knowing what might happen.
Kate told us to get on the bed together, and she pulled out a camera. Raven was fairly tall and slim, and transformed into a very sexy girl. We lay down next to each other on the bed, and Kate started to take pictures.
I don’t know what it is about a camera, but I do get very turned on having pictures taken, and now found out that this feeling was that much greater being with another tranny, especially when her wife was taking pictures of us. Kate started to get very dominant, which echoed her online persona as a dominatrix as well as providing her makeover service, and she ordered us to kiss one another. I looked at Raven, and we kissed each other and started to hug one another close, wrapping our legs around each others. Kate was taking pictures from all angles as we mashed our mouths together, and I could feel Raven’s cock getting hard against me. Kate then told me to take out her cock and kiss it, and I did just that. I reached over and slid my hand into her panties, hooking my fingers around the shaft and pulling it out. Raven lay back, and I bent down and took it into my mouth and started sucking.
Kate continued to take pictures, and we got into various positions, with me sucking her first, then changing so she could take me too. Eventually I could feel Raven starting to get close to orgasm, and I tasted a few drops of come. She was begging her ‘mistress’ to allow her to come, and Kate kept telling her not to until she gave her permission. I am sure I didn’t help matters, as I was doing everything I could to taste all of her come. Eventually, when Raven was at bursting point, Kate said yes, and Raven let go in my mouth, and I tasted an orgasm for the very first time.
What a feeling. I had not come, but I did not really care right then, I was so turned on by the whole thing that it didn’t matter. Kate told Raven to kneel on the bed, and she invited me to take her from behind. I was not ready for that however, and I told Kate I wanted to do the same to her. She smiled and bent forward and knelt next to Raven, and I took her from behind, coming all over her back after a short time. Raven watched the whole time.
Kate’s pictures eventually ended up on her website, where I was described as ‘Exxstacy”, and had a whole section devoted to our evening. It was a huge turn on to see these in public, so to speak, and I would see some of them now and again on various other sites for a number of years. Sadly, Kate’s websites are no more, and almost all of the pictures are gone from my files too. I do have one or two of us still though, if you like I can send them to you.
All this while, I was getting more and more preoccupied with being Laura, and the more I was sure my wife Vicky knew about me, and just did not say anything. She worked a lot in the theatre at home, and had many gay friends there, so I knew she was open-minded to a lot of that kind of thing. Throughout that spring, I resolved that I was going to tell her when the time felt right, and in April, after we had both had a few drinks, I was lying in bed next to her, and finally told her that I enjoyed dressing up in female clothing, and had an “alter ego” called Laura.
She was quiet at first, and obviously a bit overwhelmed, but it gradually sank in as I told her more about it. Thankfully, she confessed she had been worried that my preoccupation was because I might have been seeing another woman, but I pointed out that the ‘other woman’ was actually me. I explained as best I could what I was feeling and that I was not going to change sex on her or anything, but that I just enjoyed dressing up. I think that things seemed to fall into place then for her, and she was very bemused, but not hostile in any way. She eventually asked me what I wanted to do about the whole thing, and I replied that now I was out in the open, I would love to shave properly. To her great credit, she even helped me shave my whole body right then!
Over the next few days, I opened up more to her, I told her about my experiences with the other ‘girls’, and even showed her the pictures of me and Raven that Kate had taken. She was a little taken aback obviously, but commented that Laura obviously knew what she was doing, and looked pretty good at it!
During the next few weeks, I got dressed a few times when she was at home, and she was very supportive of me. I became more open with it, and she even went with me to the shops, choosing stuff for me, and sometimes going out and buying things for me. We even went out together sometimes to the clubs where we lived, and Laura got to meet a lot of her friends too. I made a lot of local friends, and also used to drive over to Sheffield occasionally to a place called “Les Femmes” which was a tranny night held in a pub there every month. At first I would go in normal clothes and stay with a TV friend there and get ready at her place, but eventually I would just get dressed at home and drive there as Laura, and get a room in a tranny friendly hotel for the night.
That year was a whirl of new experiences for me, I made a very good tranny friend who lived locally, and we used to go out a lot together dressed; Leeds was a popular hang out, and I loved going to clubs and going straight to the front of the line and being let in before everyone else; real VIP treatment! We went to spend a Harmony Weekend in Scarborough later in the year, and shared a hotel room for the duration. We went to a straight pub together, caused a lot of looks, and out to a club together where we were the hit of the night, and an off-duty copper tried his hardest to pull me! Then we stopped in at a late night café, and got chatted up by a few biker types. All very exciting.
TBC…
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