 |
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.
|
Reply privately, Reply in forum +quote
or View forums list | |
|
By *iny123 OP Man 38 weeks ago
Lincoln |
Another one
This happened twenty years ago.
My wife volunteered me to help out with the gardening for a friend of her mother's. I was in my mid forties, auntie Glen as my wife called was in her early sixties divorced and a real flirt.(I later found out she was in her late sixties). Within a few visits I ended up balls deep in her, she loved it. I used to go round on a Saturday morning to help her with her garden and a few odd jobs around her house, by after the first time we fucked I was visiting her a couple of nights a week on the way home from the pub. And my visits to the pub were now only for a pint or two , then back to Glens, often she be waiting for me in sexy undies stockings and heels and we'd be at it as soon as I walked through the door.
I was struggling to cope at times, I would have just spent and hour or two fucking Glen then when I got home the wife would want her share. One night she was so hot for it she had my cock in her mouth before I'd had a chance to wash it after fucking Glen, she commented on how good my cock tasted. Little did she know she was sucking auntie Glen's pussy juice off my cock before I fucked her. Lost count of the time she did that as I fucked Glen three times a week for about ten years |
Reply privately, Reply in forum +quote
or View forums list | |
|
By *iny123 OP Man 38 weeks ago
Lincoln |
And another
Confession 2:
I’d been messaging a CD who was local, tall, slim red head with a fairly large cock not convincing but also not just a man in a dress. We met a lot of times on and off over a number of years but here’s the story of our first meet…..
I pulled up outside a block of their apartment and text to say I’d arrived. I went up and as they opened the door just underwear, and heels - probably about 6”4 in heels and legs that went on forever. We started kissing and my hands went straight to the bulge, wow thick and long probably 8.5 inches. Couldn’t resist given how much the kissing turned me on so dropped to my knees and began sucking that gorgeous cock. After 5-10 mins we moved to the bedroom where they asked what I’d like to do so asked to be fucked. Took a while due to size and length and suddenly as the balls hit my arse I heard “that’s what 8” of tranny cock feels like” I was on all fours A’s hands on my hips it was a bit painful but also fucking fantastic. Long slow strokes pumping in and out of me, I was moaning in primal sexual ecstasy as A thrust her length into my tight hole once the rhythm was established I could feel my orgasm building and began pushing back as she thrust forward making me feel fuller than ever and the pressure on my prostate taking me to new heights, kissing my neck, pounding my hole until I hand to grab my cock and finish off all over the bed, A slipped out of me and stood over my face as I lay on my back stroking her cock faster and faster before unloading spurt after spurt of cum over me. We cleaned up, kissed and I left ticking off more desires as I go. |
Reply privately, Reply in forum +quote
or View forums list | |
» Add a new message to this topic
