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First TV encounter
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By (user no longer on site) OP
over a year ago
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I was on an old website a few years ago and wasn't having much luck. I was a bit curious around this time and I was in a chat room just passing the time. A few guys had spoken to me but this wasn't for me because I was intrigued by cocks I didn't physically fancy males. I had just discovered transsexuals and some of them were better looking than some girls I had known but with the added bonus of a cock. So I was attracted to the female look but also liked the thought of cock. In the chat room there were a few cross dressers who weren't overly convincing but there was one TV who looked quite good in their pics. They made an effort to wear nice things and the make up was well done. I thought maybe I could strike up a chat and just see how things went. I sent a PM that was just a greeting and then I waited. The name she used was Jenny. Jenny replied and it was quite simple intro stuff to begin. Then Jenny asked if I was straight? I said yes I was but I was getting curious around TV and TS. She asked if I had ever done anything with one. I replied that I hadn't. I think this kind of excited Jenny, knowing I was a newbie. We chatted a bit and got on well. Jenny said she was off soon but we could swap Kik and continue chatting there. I agreed and off she went. Now to turn attention to kik and see what would be...
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By (user no longer on site) OP
over a year ago
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So we were now chatting on kik. Jenny was in her late twenties/ early thirties. She wasn't thin but she wasn't fat, curvy and that allowed her to have some boobs of her own. Not huge but certainly there and passable. She had a blonde wig and her make up was usually quite full but decent. We swapped pics but I never saw the cock. That was a secret she kept from me and that made me even more intrigued. I liked that element of leaving something to the imagination. We discussed many things over the next few weeks and months. Every time I thought about meeting I would get cold feet and was unsure if I wanted it. But I did want it and I just wasn't sure how it would work. She lived quite far into Cornwall and out the time I wasn't driving and couldn't accom. She drove but couldn't accom. She talked about having my first TV experience and saying how I'd love it. She described how it's like having a female but with the bonus of a great bj and somebody who knows what it's like to handle a cock. This was an interesting concept to me. We were getting on well and things were getting flirty. Jenny wanted to meet and was trying to think how it could work. She lived in Cornwall and I was in Plymouth. Because she drove she suggested that she could drive to the outskirts of Plymouth and do an outdoor meet. It would need to be late and outskirts because she would be coming dressed. This would work so I agreed. No more hesitancy, just get out and do it. We set the date for a a few days time on a Friday night. I would get a bus out to the moors and she would pick me up. The last bus to Yelverton was around 9:30, it would get me there at around 10 and as it was autumn time it would be the cover of darkness. Friday came and I was on the bus. A few minutes until I arrived where Jenny would be waiting in her car... |
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By (user no longer on site) OP
over a year ago
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As the bus drove along the quiet country road there was only 3 of us on the bus. I began to get nervous again but knew I had come so far now and I had to just do it. The bus approached Yelverton which had a small car park by some public toilets. Jenny said she will be waiting in a car in that car park. I looked out of the window and there were only 2 cars. I pushed the bell to get off. As I got off so did one of the only other two passengers. This made me hesitant for some reason but this passed as the passenger headed off in the opposite direction. The bus pulled away and now I was standing on the side of the road. It was close to 10pm and there was nobody around and no cars on the road. This was a very quiet area just outside Plymouth. Perfect for some quiet uninterrupted fun. I walked towards the car park which was not far at all. The first car appeared empty and as if it was there for a while. The second car seemed to have somebody in the drivers seat. I walked slowly around and the lights flashed. It wa Jenny, this was it. I looked around to make sure nobody was around or watching. I opened the passenger door and quickly got in. Jenny had on a tiny skirt and some stockings. Her legs were lovely. On her top half she had a jacket on though, to disguise the fact she was a TV whilst travelling. She had very little make up on but the darkness still made her look feminine. She had on the blonde wig. We got the pleasantries out of the way and she tried to ease my obvious nerves by telling me to relax and just have fun. She rubbed my leg and said let's go somewhere more discrete. We drove off and headed further into the moors. It got more secluded as we went further and we found a spot that went down a very small road and had a hidden gap in a hedge that went into a small closed in field surrounded by hedges. There were no buildings around and certainly no other traffic to be heard. She parked in the far corner of the field away from the opening. The hedges were thick and offered great cover. The engine and the lights switched off and the moonlight only gave off a shimmer of pale light. Jenny took off the jacket and threw it in the back. On the top half she just had a loose vest. She slipped her arms out of the straps and revealed some natural small tits. She asked if I liked how she looked. The strain in my jeans gave her the answer. She rubbed my cock and it was rock hard. She lifted up her skirt and she had on a pair of tiny pants. Her cock was semi hard but looked quite small. I stroked her legs and began to kiss her. Her tongue was straight in my mouth and we were kissing hard and passionate. I moved my hand to her cock and rubbed it. It was twitching and was small. I loved it. I then put my hand further up and fondled her boobs. My nerves had disappeared and I was as horny as fuck. This was a great start and I was fully into it. I wanted more and I knew I had to move things on fast... |
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By (user no longer on site) OP
over a year ago
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As we continued to kiss and fumble under the soft moonlight I wanted more. Jenny had unzipped my jeans and released my stiff prick. She broke from the kiss to suck on my cock. She licked it and teased it to start with before taking my entire shaft deep. This was an insane BJ and one of the best I'd ever had. Jenny was an expert for sure and she loved gagging on me deep and fast. The next thing I wanted was her peachy ass. It was hard to see it so far due to us both being sat in seats. I needed to take this outside. I opened the door and felt the cold autumnal air rush in as she continued slurping on my cock. I stopped her and I exited the car. I watched Jenny and saw her slip off her pants before she got out of the car on her side. Her tits were still out and the cool air has made them harden. Her skirt was short and riding up. We both moved to the front of the car and kissed once more. She unbuttoned my jeans and pulled them down with my boxers they were down around my ankles now. My cock was throbbing and dying to fuck Jenny's hole. She moved away from me and pulled her skirt right up over her. She then bent over the bonnet and her curvy ass cheeks looked sumptuous. She spread her legs and her hole was in view. Before I fucked it I crouched down and gave it a good rimming to lube her up. Jenny groaned with delight. I fondled her balls as I licked her ass. She was spread wide over the bonnet and I knew now I was going to slip inside. I quickly whipped on a johnny and pushed my tip up against her opening. Jenny was very tight surprisingly and my cock had to patiently ease and wiggle its way in. As it did push through Jenny moaned and tensed slightly. I continued to ease in and made sure my whole length was inside. Once it was I gave her a few seconds to adapt before I gently began to move in and out. Her ass was so tight and this experience was so hot that I knew I wouldn't last long. She soon was used to my size so I started getting harder and faster. Jenny was audibly enjoying herself and her feminine pleasure tones made me extra horny. Jenny had one hand on the bonnet and the other underneath herself, playing with her cock. I told her I was close to exploding and she pushed me off and quickly knelt in front of me. She pulled off the condom and took my bell end in her mouth. She gripped my shaft and wanked it ferociously. Her tongue was working my helmet and it was only seconds before i started to twitch and the cum began to pump, it was a huge explosion but Jenny dealt with it well and didn't spill a drop. What a thrill! She stood up and kissed me with the taste of spunk still hot in her mouth. She adjusted her skirt and went back into the car. I could see there was some mess on the front of the car and bonnet and Jenny had clearly finished herself off too which I found erotic. We were both pleased. I pulled up my pants and joined her in the car. We were both content and Jenny winked at and asked if I enjoyed my first TV experience. I thought about what had just happened and I definitely had a great time. I replied that I loved it and she was great. We both smiled and Jenny said she needed to hear back. As we left the hidden covering 2 cars drove past and they beeped and flashed their lights. I didn't know if they had seen anything, probably not but it was still exciting to think they could have watched. Jenny dropped me back to the edge of Plymouth where we kissed once more and said our goodbyes. Jenny said she was up for a repeat if I was. I had scratched and itch and enjoyed myself but wasn't sure what was next. In the coming days I would think about it and once horny knew I needed another fix...
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