First time sex with a shemale from a webcam meeting.

My first sexual experience with the shemale I booked after meeting her on live webcams , such an amazing experience , and something I plan to repeat .  It was too horny not to share .  So you will get all the details of my night, so that I can enlighten you with how it went, but also so I have something to refer to , to forever remind me of that night .  And what a night it was . Something that I would have never contemplated a few years ago , and now it’s a reality .  They say when you turn your fantasy into a reality , then you no longer fantasise about it , as you got what you wanted and therefor the air of mystery is gone.  Well I can tell you categorically this is not true for my case.  I got what I wanted, I made the fantasy a reality , and now I fantasise about it more than ever , and can’t stop thinking about it and planning my next shemale sex experience!

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Once she lead me inside, we we got comfortable with each other, she offered me a drink . I needed to calm my nerves. It was my first time with a shemale , definitely my first time having sex with one, and my first time paying for any sexual encounter in real life. Of course I Have paid for numerous sexual interaction online, and webcam sex is something I’m quite a dab hand now, haha, even if I do say so myself . It was my love of webcam sex, and the intensity of the interaction, which got me here . Not to mention my growing desire for t girls . I can’t get enough of them . I love everything about shemales, and think it’s so fucking hot that in this day and age, I can meet one , and actually get down and dirty with one I’ve already met before on webcam . It has definitely made the whole experience a lot less daunting, and without webcam sites, I don’t think I would have ever plucked up the courage to do this in real life, which would have been a shame, as this really was an experience of a life time. After we had got the small talk out the way , it didn’t last long, though she was not a clock watcher at all . She let me lead things at my pace, but has I had warned her online when we had been chatting in the weeks prior, I would likely be nervous, and need her to initiate and guide us . I already knew what she looked like naked, as I had seen her naked many times on webcam , what was weird was, seeing her in the flesh , and fully dressed in a really sexy and glam outfit, was actually even hotter, than having seen her naked body in the past on webcam . She really is a stunning lady , with curves in all the right places, and the longest legs , to die for.

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She also has a huge t girl cock , which obviously , I wasn’t complaining about haha . We started by her pushing me backwards on the bed I was already sat right on the edge of , I had removed my shoes on the way in , as instructed to by her , she straddled me as I lay back on the bed . He thick thighs either side of my torso , and her long legs out behind her…. her body seemed so strong above mine, and yet at the same time so feminine. This for me is the perfect combination for a T girl . She pulled her straps down on her black dress… uncovering her beautiful shoulders, and exposing her huge Tgirl tits . Of course they were the same big tits I had seen bouncing for me on camera, time and time over in shows we’d had together, but seeing them above me now, even in a bra, made he quiver , I almost came right then , and she knew it . ”easy now” … she laughed , as she undid her bra , and threw it to one side ….. her tits freed and now towering above my face, I reached up and pulled her towards me, pushing her nipple into my mouth and sucking on that beautiful big tit . She let out a gentle moan , and moved herself to the side of me ….. this time allowing and guiding me to pull her dress down , and revealing her stockings and suspender belt under her black lacy thong. The black lace was something I had actually requested ahead of time, or at least joked about with her when we’d been on the camsite , that I would like to one day see her in lace, so I was touched to see she’d made the effort. Pulling down her panties, but leaving on her stockings , as she’d strategically placed her panties above her suspender belt for easy access to removing them , and I so loved seeing her stocking legs , I left them on and uncovered her huge cock , which was already starting to grow . I looked up at her, and she was smiling, and nodded … ‘looks like you know what you’re doing” she teased. I got shy , and almost backed away at her teasing, but she refused to let me recoil , and instead guided her cock to my face, and slipped it in between my lips. Needless to say , it was the first time I’ve ever had a cock in my mouth , and I couldn’t believe how good it felt . I felt empowered to have followed my shemale fetish , but at the same time, I also felt weak , slutty , desperately to be filled by that big cock in all ways possible . I felt her cock growing in my mouth , and I could almost not take it ….. I started to lick it, suck it , sliding my head back and forth of over her cock , sucking it just the way I knew I’d like to be sucked, taking it like a whore for her , she grabbed hold of my head, and started to what felt like, fuck my face , she rived my head up and down on her cock , my eyes were almost bulging out of my head, and I looked up to her for reassurance, as my eyes caught hers, I felt her cock swell even bigger, and knew how much she liked watching me having my face pounded .

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I reached down and grabbed my own now rock hard dick and started to jerk it like crazy , I wasn’t having to concentrate on sucking her, as she was basically using my head and face as a fuck toy, almost treating my head like a pocket pussy or fleshlight to fuck her big cock with …… I felt her cock start to bulge in my mouth , and although it was the first time I’d ever sucked a cock , and this was an entirely new experience for me, I knew she must be getting close to cumming ….. I desperately wanted to cum with her , but was finding it hard to hold off, I looked up at her, desperation in my eyes, drool now hanging off my chin and seeping onto my knees and jerking hand on my cock , she started to rock her body towards my face, she told me she was close, though she didn’t need to , I could tell how close she was, but her words made me start to feel my own cock on edge , ready to squirt into my hand , like a pathetic cock sucker , with a mouth full of shemale cock …. ‘Take it like my cock sucking whore’ she muttered , and with that I blew my load , she knew and smiled, and less than a second later, I felt her cock exploding in my mouth , squirts and squirts of shemale cum trickling down my throat . I of course licked up and swallowed every last drop as she removed her cock from my mouth . Wow . I couldn’t believe how good it felt . I never expected my first experience to be that amazing, and of course now I’m hooked for life. When I’m not choosing who to spend a night with , I’m choosing who to have some webcam fun with . I think I’m going to be a lifer for big shemale cocks . my first time however, was the hottest experience I’ve ever had, and I’ll be forever chasing that high like a crack head after their first. Nothing could come close to how I felt the first time she slid her big dick in my mouth . It’s a feeling and memory I keep in my wank bank forever.

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Will I be going again for a round two with this sexy girl , no guesses there, I think it’s pretty obvious , I’m hooked , and I’ll be going for a lot more sex sessions, and perhaps even book two together at some point, though I will need to book up some confidence for that , so will probably try it out online first , that’s the joy of online, I can book some real time with two trans girls together, and see how we get on , and if it works doing a three way webcam sex session, then I’m sure I will be much more desperate to try it in real life, the exact same way my previous sex sessions went from online to real .   It’s just an amazing tool for me to bridge the gap , and online feels just so fucking real, that it really does break down my inhibitions, but in a way I can manage , I don’t think I’ll ever stop getting off to these girls online, even once I start with more real time experiences, but rather , I will keep both activities in my life, reserved independently for how I’m feeling.  It’s such a nice back up to have anyway , so I’m definitely not complaining.

And when I’m not feeling the shemale scene as much , there’s always my other fetish , Lesbians fucking  , combined with my love of sports cars.