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Turning to a Tranny

"Frustration opened up another world to me"

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I was married at 23 to an older lady (33) who had been divorced with 2 kids. I'd had plenty of fun before meeting her and she was a sexy as hell brunette who was a tight size 10 and always up for sex. Life was great and always fun until last year when she started the menopause and went totally off sex. A couple of handjobs in 6 months was all I got from her and she wouldn't let me touch her. I'd never cheated on her and never wanted to but I was starting to have thoughts. My stepdaughter is gay and pretty much always has been. We get on great and she's at university up north. I was in her city on a business trip and arranged to meet for lunch. She was working in an LGBTQ+ bar part time and we met there having a great catch up. Some of her friends were there and it was a great time. The bar manager Sandra was also there, a tall, blonde with big boobs who was obviously transsexual and I found myself really turned on by her. She was wearing tight black leather trousers which I love and had a beautiful round ass. She was quite friendly towards me too and said she'd heard lots about me and I was too young and handsome to be a dad. My cock was stirring in my trousers now and we caught a few glances of each other over the time I was there. I was supposed to bring a top for my stepdaughter but had left it at the hotel. I said I'd get a taxi back and take it back in it but Sandra said don't be silly I'll give you a lift back and take it back with me. My heart was racing as I said my goodbyes to my stepdaughter and her friends. Sandra had a small car and her arm was bushing against my leg as she changed gear. It was a charged atmosphere in the car and Sandra asked me if I had met many trannys, I hadn't. I said do you mind me asking if your boobs are real, she told me that's for me to know and you to find out, well that had my cock doing somersaults. She knew my wife was menopausal and said that must be tough, squeezing my leg. I said it was very frustrating. We got back to the hotel and Sandra came in with me, I wanted to grab her and kiss her in the lift but other people were in it too. We went into the room and Sandra went into the toilet. I got the top for her to take back and my phone rang, it was my wife and I spoke to her for a few minutes. She asked if had Sandra gone and I knew she'd obviously been talking to my stepdaughter, I said she had and was panicking incase she flushed the toilet. We spoke for a few minutes before I said I had to go, all was fine. Sandra flushed and came out holding a porn mag I'd bought and forgot was in there. Well well she said, lying to your wife and wanking to dirty magazines, blonde ones too and your wife a brunette. I stuttered to speak but she came up right in front of my face (I'm 6ft) I leaned to kiss her but she wouldn't let me saying I was a naughty boy. She told me to control myself or she'd leave and grabbed my now raging hard on saying you straight boys are all the same. She took it out and dropped to her knees. I looked down as she took it in her mouth, it felt like velvet and I moaned in ecstasy. She took it out and stroked it saying was she a good cocksucker, I told her the best and she sucked it all the way down the shaft, I was in heaven. She asked me if I was going to cum down her throat and I said yes if I can. She said no problem but it'll cost you, what I said, you'll see I was told as she sucked me deep again. I said I couldn't last much longer and she sucked like a demon and started to play with my ass. She stopped, sucked her middle finger and slid it up my hole, I didn't know what to feel but she said come on spunk for me as she locked onto my cock again. I came in seconds firing a flood of cum down her throat, she took it all without flinching. I felt dizzy and had to sit on the bed after she finally let me out of her mouth. She leaned up and kissed me forcing my tongue down my throat, it tasted salty. She stood up and undid her trousers, her big cock was hard and in front of me. She told me to suck it, I did without even thinking about it. I looked up at her as she pulled my hair back calling me a dirty straight boy, I was memorised by her. After a minute or so she told me to stop and put it back in her trousers, I was confused. She told me she had to go back to work but don't worry she'd be back later and we were going to fuck. She told me to shower and to shave my arse as she was going to fuck me like a bitch. I could only say yes and with that she left. Like to hear more folks?
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Written by Dan

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