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  1. #1
    Junior Member
    Join Date
    Jul 2016
    Posts
    3

    Default First shemale experience

    
I've always seen myself as a very heterosexual guy. I have only ever been interested in woman and I've never even been slightly attracted to men. However, at a young age I first stumbled upon tranny porn and from then on it had always been something that confused and excited me.
    I always though this desire and the fact I was aroused by these girls embarrassing and still have never talked to anyone about this.

    However, this arounsel continued to grow and I knew it would be something thrilling for me to try out for real. I would look online for real girls, contacting girls trying to arrange a real experience and the possibility of a real meet turned me on crazy amounts. Many times I came close but never had the courage to go through with a meet and would cancel at the last moment. Eventually one day when I was 21 I first mustered the courage.

    I was living in Central Sydney and had been sitting around the house bored and horny. I had a day to myself and started to search on Craigslist for adds and finally found a local tgirl who wanted to meet, she was Asian and looked good in her photos, big tits and a very feminine figure. After exchanging a few messages of what we wanted I decided I had pussied out too many times and this was going to happen. She was only a 15 minute walk away and I set straight out the door. The whole way there I sported and maintained a huge erection. I was incredibly nervous as well as turned on but finally made it outside the apartment block. I almost backed out several times again and was still unsure if I wanted this. Stood outside I flipped a coin, heads I would leave, tails I would go in. I flung the coin into the air and slapped it down onto the top of my hand. I moved the hand slowly away...it was tails.

    As I walked into the apartment block I must have looked extremely shifty, I was red in the face and felt as if people in the lobby knew why I was here. Nevertheless, I made it into the lift and up several levels to her floor. I shakily approached her apartment door and it was left slightly open on the latch just as she said it would be. I let myself in as instructed, walked through the corridor to the bedroom. I opened the door and found her sitting in the edge of her bed awaiting my arrival.

    She was less feminine than in her photos but was curvy, about 5'10 tall and she wore a leather corset, had heels and long black hair. I walked in and froze taking in her appearance, she sat there looking back at me. As she had instructed in an email before, I stripped off my clothes and stood before her in my boxers, my rock hard boner sticking straight up protruding through. She stared at me and then down at my body for a good while inspecting me. She signalled me to turn around so she could inspect the rest of me.

    Next she smiled and said in a soft voice "take them off". I obliged her and removed my boxers exposing my throbbing cock. She beckoned me closer and I then sat on the bed with her and she started to kiss me deeply. I was still shacking and wondering what I had gotten myself into, it felt wrong but I was still extremely horny. Still unsure whever I liked it, I was fully aware this was not a genetic girl and I wondered what friends and family would think of me for doing this.

    She told me to stand again, once again displaying my nude body before her. Again, she stared at my swollen cock which was now oozing precum and smiled before starting to play with me. She started to give me a handjob before then putting my cock in her mouth, it felt amazing. She took it deep in her mouth and meanwhile my hands started to explore her body. I began fondling her big fake breasts, exploring her curves, running hands along her smooth legs, finally up toward her little black panties.
    I had never touched about cock before and was intrigued but as I got close she stopped me, grabbing my hand. She stared in my eyes, "Wanna fuck me" she whispered in a soft voice. I nodded quickly. She got on all fours, bent over on the bed her ass high in the air and I stood up and walked behind her.

    My heart pounding, i stared at her ass, it was big and looked very inviting next to her tight corset. I pulled down her panties, exposing the soft Asian skin of her big ass. It looked great and I began to run my hands all over it enjoying her. I pulled apart her cheeks and began to run my tongue over them and finally dove into her hole. She let out a moan and I was enjoying herself a lot, as was I.

    I'd never envisioned this actually happening and now my tongue started to enter her hole, penetrating her. It was the first time I had licked an asshole and I liked it, I didn't taste bad and made me feel incredibly dirty and horny.

    Meanwhile I could catch a glimpse of her balls between her legs but they where still partially covered by her panties which had only been pulled down around her cheeks. I was excited and alarmed by this sight but also very aroused.

    However, I didn't get any closer and I gave her little hole my full attention, still buried lapping, kissing and sucking. After a couple more minutes I lubes up her hole and my fingers and was now teasing her running circles around her warm pussy. I started to work in a finger, then two, pumping in and out. She was quite tight and was kitting out little moans, I was ready to fuck her.

    I rolled on a condom and lubed my dick. I pressed my throbbing cock against her hole and was met with resistance. Eventually she gave way and I began to slide my dick into her but it was a little too fast. "Go slow!" she warned, so I eased in and started at a slow pace. I was fully in her and it felt great, seriously tight and warm. Gradually, I started to fuck her harder and harder, grabbing her curvey hips, and she liked it, both of us becoming increasing noisy. I started to pound her really hard and slapped her ass repeatedly.
    It felt great and after several minutes I began to climax and I let out a groan and came inside her ass.

    I stared at her hole as I removed the condom. It was over quickly but I was very excited. I sat on the bed and she instructed me to lay down on my back. She got up and swung a leg over my body and she sat on my chest looking into my eyes. Her bulge in her little panties now just now just inches from my face. My mind was racing about the possibilities and what I should do.

    She started to give me another hand job and I stared intently at her crotch. I was temped to pull down those panties but had just came and was nervous and hesitant about going any further with a tgirl; what I had already done was a big deal. She then stopped, looked at me aware my mind was racing and asked "would you like to suck me" and I paused. After a moments consideration I declined, still unsure in my own mind and she finished me off again with an oily handjob. After I came she gave me a towel, I cleaned up the cum, I got dressed, thanked her and left.

    After that I went through a range of emotions, shock about what had just happened, excitement that I had actually gone through with this but I also felt very dirty which was sexy. However, I felt slightly ashamed of what had just happened.

    Since this meeting I concluded it was best a one time thing. However, the meet was extremely erotic and exciting and when horny I commonly have fantasies of taking it further and sucking or even being fucked. I'm still unsure about whever this is something that should happen but years after this I still often browse online intent on another experience.

    Recently, I've been talking to another girl who looks very feminine, 5,4 tall, long brunet hair and very pretty. She wants to meet and I'm hard now thinking about the possibility of meeting her but unsure. She says she likes to be top and I'm considering a meet and doing what I failed to do in this story. Would love some comments of what you all think.
    




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  2. #2
    Member Rookie Poster
    Join Date
    Sep 2012
    Posts
    32

    Default Re: First shemale experience

    I was and am on your boat. The difference I have sucked on a dick. We think it's a big deal. It's not. It's actually kinda nice. I really enjoyed it. I've done it twice. Once it was small not as fun. But my first time she had a decent size. Even made me gag a bit. I wanna do it again with an even bigger cock. Try it. I said no to being top but I fantasize about it all the time. Do it.



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