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Weekend away with a married man

"Crossdresser being made to feel like a woman"

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I had just finished putting the finishing touches to my make up, applying the lip gloss to my red lips. I looked at myself in the mirror, for a 40 something crossdresser i looked just passable, lets hope he likes me as well. I put my case in the boot of the car, I was nervous as this was my first weekend away with my boyfriend, the word still makes me smile. It felt weird knowing I was going to be someone’s female partner for the weekend, I was nervous but at the same time I was excited to be used as a woman well. The drive to his was uneventful thank god, I was teasing who ever dared to look into my car, as i had my stocking tops and suspenders on show as the hem of my dress was positioned a little high on my highs. The reaction ranged from lustful looks from men, to disgust from women. I was too busy to worry about their thoughts, I had only one thing on my mind and that was spending the weekend with him. Every now and them the butt plug that was making sure i was ready for him later, nudged my prostate sending a ripple of enjoyment up my hard cock. Finally the hour and a half drive was over, I was grateful the car didn’t need topping up, or I needed to use the toilet as I don’t think I was that passable. I found his house and pulled up outside on the driveway, he opened the door just as I switched the car engine off and slipped on my heels. As I got my case from the boot of the car, I made sure he got a glimpse of my lace topped stockings. Judging by the look on his face, he liked what he saw, also the bulge in his trousers gave the game away. Once inside i barely managed to put my case down, before we jumped on each other. Feeling his arms pulling me closer to him as we kissed, I loved the feeling of being close to him it made me feel safe, it made me feel more feminine as well somehow. It didn’t take long to feel one of his hands slide down my back, over my bum tracing the line of the suspender as it was keeping the stockings in place. Slowly the hand lifted the hem of my dress, then gently found its way up my thigh and lightly caress my bum. While this was happening my hands were not idle either, I was running my hands over his broad shoulders, down his back, feeling his bum as well and bringing him closer to me, so I could feel his hard cock pressing into me. We finally pulled ourselves away from our very steamy embrace, I needed the toilet and to freshen up my smeared lipstick. I did my final check in the toilet mirror, before going into the lounge to start the weekend together. I sat down opposite him as we made small talk, the whole time flashing my stockings and knickers to him. Eventually he could resist it no more, he stood up to come to me and i couldn’t resist slipping on my knees, my hands running up his thighs towards his hard cock, it was standing proud making a tent in the front of his trousers. I was going to tease him, but was too turned on. I couldn’t stop myself from getting his cock out, kissing the head of it. The feeling of his warm smooth cock on my lips, was better than I had imagined. His hands held my head as I slowly kissed and licked the tip of his cock, it didn’t take long before I had to have him in my mouth. The feeling of his hard veiny cock sliding in and out of my mouth made me feel so sexy, judging by the sounds he was making I was doing the right thing. He stopped me after a while as I was getting him close, I helped him out of his clothes he had a nice body. He was not ripped, but he looked after himself. He then turned his attention to me, kissing and licking my ear as he unzipped the back of my dress. He lips ventured down my neck and along my shoulder as he lowered my dress, he took a step back and admiring me in my lingerie. I had chosen black lace topped stockings, black lace suspender belt, black Basque and black thong. My black should length wig suited me perfectly, with my patent black high heel shoes finished my look. I daintily steeped out of my dress and turned towards him, his eyes took in my D cups, my basque and my cock trying to escape from the confines of my thong. It was his turned to get on his knees and enjoy my cock, his lips and mouth felt gorgeous sliding up and down my cock. I had to stop him as he was getting me close to cumming, as I wanted to save that for when he is fucking me. I got him to sit down on the sofa, so could crawl between his legs, looking him in the eyes as I put my lips around his cock. I teased him by running my lips just over the tip of his cock, occasionally flicking my tongue over it. Slowly running my lips over the head, taking a bit more of his cock into my mouth each time I sucked him into me. I could not believe how much I could take of him inside my mouth, till my nose was buried in his pubes, i managed to flick his balls with my tongue as I was sucking on his cock. I had to stop as I wanted to feel his hard cock inside my bum, I got on my knees and applied lube to his cock and my bum. I leaned forward as he got behind me, the feeling of his hard cock at the entrance to my bum made me want him even more. Thank god he was experienced, as he slowly inserted his cock into me. The feeling of his cock opening me up slowly as he entered me, it made me feel so sexy. Then he hit that point that stings a little, he waited till I recovered before venturing further into me. It seems like ages till I felt his hips pressing into my bum cheeks, but it was a couple of minutes. I couldn’t resist putting my hand between his legs and massaging his balls, he slid his hands onto my hips as he slowly slid out of me. Don’t ask me why, but I find someone holding me by the hips or shoulders when being fucked really makes me feel slutty. He kept the slow till i got used to his cock inside me, he has a nice 8 inch cock which has a nice girth to it. It felt amazing inside of me, hopefully I will get the chance to feel it a lot over the weekend. I signalled to him that I was ready for him to speed up, he didn’t disappoint as his cock thrusted into me much harder. He was pounding me quite nicely, the feeling of his hips banging into me felt amazing. After avlong time of him ploughing into me, I decided to try something I had read about. I got him to lie on the floor and me sit on his cock facing him, it was so sexy watching his face as i slid up and down his cock. It didn’t take long before I got a strange tingling sensation, it started out slow but grew and grew. I had no idea what was happening to me, but I kept on sliding up and down his cock. The next thing I know, I was having the strongest orgasm i had ever experienced. I just collapsed on his cock as it it me, my cock started twitching, the first load hit him on the face, the next chin and chest till it oozed from my softening cock and onto him. He couldn’t believe what just happened, but was more turned than ever, he got me off him and bent me over as he fucked me hard. He kept plowing into me for a good 10 minutes before he thrust hard into me as he came. I felt his cock swell up inside me as he filled my bum with his cum. As he went soft and slid out of me, his cum started to ooze out as well. I felt his warm cum run out of my enlarged hole, down my legs and end up on the floor. That was the first of many that weekend, it was the beginning of me becoming someone’s girlfriend.
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Written by Anonymous

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