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My first time

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By *atureguy1965 OP   Man
3 weeks ago

radstock

In my mid forties I was spending time away from home in a bedsit in Exeter. Partly through boredom I started to cross dress in the evenings. I bought a body on black dress, heels, wig, holdups and experimented a bit with lipstick. Initially it was for my own benefit but I’d did get me wondering what it would feel like bringing treated like a woman by a man, not something I had really considered before. I became more and more intrigued with the idea and started chatting with a few guys online. I settled on a married guy who seemed nice. We chatted for a while until he suggested we meet as his wife was going to be away for a few days. I was incredibly nervous but excited. A few days later, I put my fem clothes into a bag and drove a couple of miles across the city. I phone him from outside and parked a few houses away as instructed to avoid arousing the the neighbours suspicions and knocked on the door of a large detached house.

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By *atureguy1965 OP   Man
3 weeks ago

radstock

He opened the door and invited me in. He was as described; late thirties, about 6,2’, solidly built and attractive. I could tell he was as nervous as I was. He suggested I changed in the bathroom. I got undressed and slid into my female attire. My heart was beating fast as I opened the door and tottered into the living room where he was waiting, sitting in a chair. I walked towards him nervously. We were both a bit unsure but he motioned me closer and told me to kneel in front of him. I did so and he undid his belt and slipped his trousers down. I had never been so close to another’s man’s cock. It was semi errect. I felt a rush of excitement as I reached out and began to stroke it before putting it in my mouth. It was one of the most erotic experiences of my life. I could taste his precum as I licked the head and shaft. He lay back groaning with pleasure. This was every bit as good as I had imagined.

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By *TRAPON BOSSTV/TS
3 weeks ago

Waterford Ireland

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By *obert111222Man
3 weeks ago

Glenrothes

Great start x

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By *arethwallaceMan
3 weeks ago

portsmouth

Mmmm so good what a start xx

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By *atureguy1965 OP   Man
3 weeks ago

radstock

I continued to lick, suck and wink him, enjoying the novelty of a hard cock in my mouth and hand, the taste and aroma. I could feel my own cock, hard as rock, straining against my little black knickers, bulging through my dress. He pulled back and whispered he wanted to fuck me. At this point I was in a headspace where I would have said yes to anything. I was instructed to get on my hands and knees. I can remember thinking how luxurious the carpet felt. He pulled my dress up, exposing my knickers then pulled these down as I missed in anticipation of what was to cum. I could hear him slip on a condom then felt a mild shock as he massaged cold lube around my hole. Every nerve end was jangling. I so wanted to feel his cock deep inside me. Then I felt the head of his cock pushing against my hole, sadly he did not manage penetration as I was so tight and he kept losing his full hardness. I removed the condom and began sucking him again. Being on my knees sucking whilst he was standing was even more erotic. After a short while ha gasped he was going to cum. “Cum on my face”, I pleaded. He pulled his cock from my mouth and began wanking it, until suddenly I was shocked as his warm cum covered my face dripping down my chin as he sat back, spent. I lay back in a state of extras, enjoying being covered in cum. He handed me a tissue, we hurriedly dressed and I departed with few words. It was a great experience but I knew I wanted more. To feel cock inside me, to be kissed, to do as I was told, to please. I had other experiences, some good, some not do good.

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By *laretv42TV/TS
3 weeks ago

BRIDGEND

Once you have made a man cum you need to please lots more

The need will never go away and you will please more cocks than a lot of women xx

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By *ettskiMan
3 weeks ago

hornchurch

Hot

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By *amieforfun1973TV/TS
2 weeks ago

bognor regis

Great story, I’d love to hear more

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By *asonbelfastMan
2 weeks ago

Belfast

First time is always special

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By *atureguy1965 OP   Man
2 weeks ago

radstock

My second encounter with a man was strange, disappointing at the time but a learning experience and a first. I had been talking to a guy online for a while. He wanted me to wear a dress he would bring and tie me up. With hindsight, I left myself vulnerable but at the time it seemed okay. By this time I was living in my own place alone and this was my first meet there. I dressed in holdups, 4 inch heels, a bodycon dress with an high neck annd mesh longvsleeves and wig. I had added some breast forms to my outfit too. In the hour before he was due to arrive I douched and slid a lined dildo slowly into my arse to prepare for what I hoped would be a hard cock for the first time later. On time, my phone rang as he was outside the door. I quickly let him in and he followed me up the stairs. It felt hot thinking he was checking out my arse and slim legs as he climbed. I led him into the back bedroom. Again he was shy and mumbled about me wearing the dress he had bought. It was a fairly shapeless brown woven dress that came to just below the knee. I slipped off my dress as he started at my body and replaced it with his. Perhaps his wife’s I wondered. He produced some silk ties and as agreed, bound my rusts to the headboard. Excitedly, I watched as he pulled down his trousers to reveal his already hard cock. He then pulled a blindfold from his pocket and put it on me. This was a whole new experience that heightened my senses as I slipped off into a different place. I felt his head cock push at my lips and opened up as he inserted it into my willing mouth. After barely thirty seconds he said , “You know what’s coming” I wasn’t sure whether this was a question or a statement or indeed what was coming. A groan, his cock twitched and his hot cum flooded into my mouth as he kept his cock deep inside it. It was a shock and I was forced to swallow his entire load. He was then very apologetic at how quickly he had come and left swiftly afterwards. I was left the disappointment of the brevity and one sided nature of the meet, not to mention the weirdness but also a sense of deep arousal at being used and tasting cum for the first time.

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By *rishTedMan
2 weeks ago

Manchester

Great stories.

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By *atureguy1965 OP   Man
2 weeks ago

radstock

My meets so far, whilst incredibly erotic had left me wanting more, to feel someone inside me. The next guy I met fulfilled that desire plus some levels of depravity I didn’t know I had. We had been talking online for a couple of weeks. He was married, early forties and lived a mile or so away. We had discussed a few kinks and his was water sports. I explained I was unsure if I would but wouldn’t rule it out. Early one afternoon, we were both working from home. I had taken the opportunity to dress which meant not much work was getting done at my end. I had my usual outfit on of high heels, holdups, body on short dress and auburn blond wig with breast forms adding the finishing touch. He suggested coming round for an hour or so. Being dressed and playing with myself with a dildo had put me in the mood for company. Twenty minutes later I answered the door to a handsome Frenchman standing 6’4’’. We went upstairs and sat on the edge of the bed. He began to stroke my legs. I could feel the hardness of his cock through his trousers. I knelt down between his legs and unbuckled his belt, slipped down his trousers and pants and took his now fully erect cock in my mouth. He lay back on the bed groaning softly. I joined him on the bed and set to work pleasuring his stomach. ,nipples, balls and cock, enjoying the taste of his precum. Reaching for a condom from his wallet, he instructed me to get on my back propped my arse up slightly with a pillow. I shut my eyes and felt his cock press against my hole. I felt like it wouldn’t happen, there was pain then suddenly he was deep inside me. It felt wonderful as he gently began thrusting. I was in a different space, a state of complete sexual ecstasy. I felt his strong arms flip me over. I got onto all fours and felt him enter me again. After a while, I am not sure how much time passed he whispered we were going to the bathroom. In a daze, I pulled down my dress, led him in and he motioned me into the large walk in shower. A hand on my head forced me to my knees and he seemed to tower above me. With a hand on the back of my head he pulled my only to willing mouth onto his cock. “I am going to piss on you now,” He whispered. At that moment I would have done anything. He pulled his cock from my mouth and I waited. It took 20 or 30 seconds until I felt the hot liquid hit my face and then my neck and torso. I held his cock and directed the stream from my face to my body. I felt such a filthy slut. He finished and pulled my mouth onto his cock once again. It was not long before he pulled away and covered my face with his hot cum which dripped down onto my sodden dress and stockings. I sat back onto the wet shower base in an almost trance like state of acute arousal. He thanked me, then dressed and left. I just lay there for probably 20 minutes feeling totally blissed out in my soaking wet, cum covered dress.

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