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By *iny123 OP Man
38 weeks ago
Lincoln |
Confession 1:
My first time fucked by a shemale.
For years I had fantasies of being fucked, don’t find men attractive at all but the idea of sucking cock and being fucked was a major turn on. I had some meets via sex sites and sucked a few cocks but trying anal never worked as was too painful, one man I met a few times was much older and was the first to cum in my mouth letting me swallow his load. He wore lingerie but wasn’t even what I’d consider a crossdresser. He tried to fuck me a few times and said some people never manage it so I moved on.(I’ll send detailed confession of my meets with him later)
Few years later I’d discovered shemale porn and loved viewing men beings by gorgeous women who also had cocks so I decided it was time, I browsed shemales and found one in Manchester and booked in.
She was gorgeous, great tits and a moderate cock which was hopefully going to take my virginity….i arrived and immediately it was all about exploring each other, no mention of money just stripping each other and kissing and touching, I was in heaven and rock hard. I sucked her cock as she fucked my throat before long it was time. She fingered me, lubed me up and got beside me and slide in, she seemed to fancy me but aware likely just doing her job, she slowly slid into me, sore at first but once I felt the pop and she was in balls deep it feel nice, a bit strange like I needed a number two but she then started to slowly slide into and out of me building the pace, talking dirty to me and before I knew it we were fucking like animals then her moans grew and she filled the condom and I came all over too. She smiled and wrapped her arms around me kissing me deeply, after a bit of pillow talk and touching and kissing she asked if I could go again to which I said yes. This time she lay me on my back legs up and held my ankles as she slid back in, easier this time and she power fucked me, the feeling was something I’d mever felt, her cock ploughed into me making me want to cum with out touching my cock, her face was so of pure lust and she told me how she was going to fill me arse with her load - uttering heaven having this beautiful busty shemale fucking me I started to stroke my cock, she removed my hand and started wanking me while fucking me, kissing on and off I came all over my self as she kept pounding me before she filled another condom. She pulled out licked up my cum and again we lay on the bed chatting and kissing like we were a couple who’d known each other ages. Since learnt not all shemales are like this but for my first time this was unreal, 2 hours after I’d entered I was ready to leave much longer than I’d booked and only as I dressed did she mention money. Walked out a changed man in a good way.
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