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Dickinson Adult Dating Story
I knocked on the door to the hotel room. Dublin, Ireland, and I really wasn't sure of what I was about to do. Inside, I was nervous as hell. I couldn't believe I had come this far. I was shaking. Actually shaking.
I had met an older man online some months earlier. He was 48, married and experienced sexually with other men. I was 20, and very much a virgin when it came to being with a man.
I had found a fondness for dressing up a few years earlier, but it had taken me years to seriously think about going 'woman' for a man. The man I met in a chatroom was so kind and understanding, promising not to push me unless I asked. He admitted he was keen to meet me, keen to lick me, suck me and fuck me. I loved the attention, feeling so desired. He really turned me on. And when he told me he got turned on at the thought of me dressing in sexy lingerie I began to think more seriously about his offer to meet somewhere neutral.
We talked so often via email. About many things, but at least once in every email there was something sexy. We were really into each other.
During all this I began to explore my own body. I would love feeling something hard in my mouth, practicising giving a blow job. But what was really fantastic was getting down on all fours and then slowly sliding something (most usually a pen) into my ass. I had a tight hole. Really tight. I was often scared of what my lover would do to me if we met. But the feeling was so divine I knew I wanted it to be him.
I sent him the e-mail that changed everything. I told him, "I want to know what it would be like for us to make love. You as the man and me as the woman. That would be really special to me. I know I've said this all before. But I mean it. I want to feel you inside me. Your tongue and then your cock. Someday I am going to be naked in front of you while you are still clothed. I'll feel so embarrassed, open and turned-on at the same time."
He told me I was amazing and that everyday his feelings went deeper. I sent back something much similar.
Only a few weeks later and we were both in Dublin. He had booked into a hotel and asked me to meet him in his room. I doubted I would make it every step of the way. But then I knocked. My heart was pounding. Really pounding. When the door opened I thought I was going to fall over. There he was.
"Hi," he started, "you must be Princess." He was dressed well in a respectable shirt and good trousers. His shoes too looked like they would have cost a fortune.
I could hardly speak. He was a perfect gentleman and gestured me inside. I was extremely nervous and a little reluctant. I could barely move. He was so lovely and sweet, understanding my predicament. He took me by the hand and led me inside, slipping his other arm around me and gripping me tightly. I felt safe, sexy and scared in the same second. The door shut behind us and we were alone in his hotel room.
"Relax. Everything's ok."
But it was difficult for me. I was still shaking and unsure if I was making a mistake.
He had admitted before that my innocence turned him on. I had told him that I would rather be with someone experienced to take care of me.
We walked straight to the bed and sat. He reached forward and kissed my neck gently as he stroked my back. He asked if what he was doing was okay by me. I nodded, still nervous. He added that I really turned him on.
I kicked off my shoes as he ran his eyes over my body.
I was beginning to feel a lot better. I was still nervous. But I was feeling lusted after. And that was turning me on.
I had already confided seriously in him before we met that I wanted to be the one to get naked first. Completely naked. While he remained completely dressed. We both knew I would be nervous and he suggested that we strip together to calm me. But I insisted I had to do this. I wanted to enjoy feeling like a nervous wreck, losing my clothes.
Clothed in front of him I felt at a disadvantage. I could only imagine how I would feel naked. Powerless, I imagined. While he would appear so powerful before me. I would be a slave.
I stood up before him, doubts raging through my mind and nerves tingling from my toes to the top of my head. But the fires in his eyes were my determination.
I slipped my top off to reveal my bare chest. Slowly, I undid the button and zip on my trousers. Then I slid them down my legs. No longer was he undressing me with his eyes. My hands were conforming to every one of his fantasies. Underneath those trousers I was wearing a white pair of panties that I had brought with me. Also, there was a tight belt around my waist.
I had discovered on my own some weeks earlier while enjoying myself that, when naked, wearing only a belt around my waist was really erotic. For me, anyway. It gave me a weird kind of feeling. I was nude, but wearing something at the same time. It may have sounded strange to my love when I told him, but he never complained. And neither did I.
I kicked off the trousers and stood in front of him, wearing only my panties and belt. I couldn't believe I had come so far.
"Dance for me, Princess"
I was reluctant, but he insisted. He tapped the growing bulge in his trousers as he spoke.
As I danced I grew more confident and noticed he was getting more turned on with every second and every twirl. I was still wearing the belt and the panties, although I had pulled the panties yet tighter around the crack of my ass as if I was wearing a thong. He was starting to moan sensually to my teasing. I smiled as one of my fingers played with one of nipples and slipped the finger of another hand inside my panties.
He was struggling to control himself. He wanted to fuck me there and then over the bed. I loved every second of his desire. I loved testing him too. I felt a little guilty towards the extent of my teasing. But it had to be done. We had to build up the trust between us.
We had agreed before meeting that I would wear the belt. It would be the source of an unspoken code between us. Only when I had completely removed it was I giving my consent for him to touch me. There were two reasons. Number 1, I was all too aware that I might find myself too scared to let him touch me. He agreed, not wishing - he insisted - to go too far and lose my friendship more importantly than anything. Number 2, it gave me the pleasure of teasing him senseless.
I pulled my panties down slowly at the front to reveal part of my cock. When I caught him staring I playfully turned around and eased my ass slowly towards him. This was the biggest test so far. I reared myself closer and closer towards him until I could feel his breath at the bottom of my spine. The air of his lungs grew deeper and deeper. I could only imagine the extremes to which I was torturing him. He wanted me bad and there I was before him.
I slid my panties across my cheeks slightly to give him a quick glimpse of my hole.
His breath on my back sent me soaring. But he resisted. He knew the punishment if he touched me. I would walk out and that would be it. But if he obeyed the rules there was the chance that I would take off that belt and go further. I still didn't know for sure one way or the other where I was going to go.
I moved forward from him and danced again at a distance where the pressure was not so extreme. He sighed and breathed. His cock was killing him visibly through those trousers. There was no rule against him taking it out and touching it himself. But he had said to me before that he would rather I would be the one to bring his cock into the game. I loved the way he thought.
I slid the panties down my ass slowly until they were round my thighs and my entire ass was on show for him. He groaned with pleasure. I let the panties fall to my ankles, kicked them off and suddenly I realised I was naked.
I turned round. He appeared so powerful before me. I was naked. He was fully clothed. My nerves were killing me. How had I come so far? I began to wonder if I should go for it. Should I lose the belt, I asked myself? He looked so desperate for me. I almost felt obliged. I decided I would reward him.
I turned around again so that I had my back to him. I undid the belt. He didn't move until I had completely removed it from my body and thrown it across the room.
His instantaneous reaction caught me by surprise as he leaped up from the bed and buried a deep anal kiss between my cheeks. I almost thought I was going to explode right there and then as his skill and lust took over. I had fantasised about what it would feel like to have him down there so often and finally I was experiencing it. It was heavenly.
After a full minute of probing my ass with his tongue, he pulled out and spanked my ass gently. He laughed and nodded towards the bathroom. I assumed he was going to take me into the shower and make love to me, as he had so often told me this was one of his biggest fantasies about me.
But I was wrong. He told me that he had a present in the bathroom for me.
"You do?" I asked.
"Well, presents to be precise. Go ahead."
I disappeared into the bathroom and let the door shut behind me. Laid out neatly was the sexiest blue corset I had ever seen, similarly designed blue panties, black stockings and six inch black stiletto heels. I immediately dressed up in them as quickly as I could. I felt amazing, sexier than I had ever felt on my own. He was only in the adjoining bedroom of the hotel room, waiting for me to finish dressing for him.
I found make-up and applied a little shadow to my eyes and lipstick to give me a sexy red kiss for his cock.
I looked in the mirror. I had never felt so sensational in all my life. I doubted I had ever looked as feminine or as sexy. Then I found the big hooped earrings he had left me. I put them on and realised they suited me when I looked in the mirror one final time.
I opened the door from the bathroom and walked like a lady in the heels to stand in front of my lover. He was stunned.
"You look incredible, Princess."
With my belt gone, I was his sex slave. Still nervous, but more confident than ever, I couldn't wait to find out where he was going to take me.
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