My First Experience With A Shemale – Part 2

I was horny I was excited and I plunged myself upon her. I was trying to force my dick into her but she was really tight. After a few attempts, I was able to enter her. She stood up and said that I am being nervous. To which I replied that she is very tight.

In a lustful voice, she replied, “What to do if I am?” to which I replied, “It’s good, let’s try again.” It wasn’t just me who was horny at the moment. I could hear her panting, her moaning, her requests to fuck me. I tried again, I couldn’t and asked her to help me put it in.

But despite both our attempts it will not go into her ass. So she took some more spit and wet her hole I tried again but her ass won’t yield. I have been involved in anal play and anal masturbation as soon as I reached puberty. I knew how to make a butt yield.

So I rubbed a finger between her ass cheeks and slowly shoved it in while saying, “It should be done gently and nicely.” I started fingering her anus to which she started moaning with pleasure. I could hear her muttering, “Yes yes fuck me, it feels good, keep doing it.” This aroused me even more.

Her anus must have been pre-lubed by her because I could feel it was wet. The saliva must have been just for the orifice. There must have been a lube of some sort in it. My finger in her ass felt so nice to me. It was warm and tight inside and it was so soft to touch the walls. Also it was throbbing inside.

After some time I tried again to enter. I think I made it but couldn’t complete the task. Also I noticed that the struggle to fuck her was making me soft. I started stroking my penis while rubbing my finger in her ass crack. I soon started to notice an aroma arising.

I don’t remember when I bent over. I spread aside one half and put my tongue in her ass crack. How do I describe her reaction? She was ecstatically moaning and I sunk my tongue even deeper into her crack. I was salivating like a hungry dog. I could feel my saliva wet her crack drenching it.

The smell that my nose was encountering must have been a mixture of both our salivas, some of the condom’s lube, and a lot of her sweat. It was arousing, I could taste something tangy her ass was pressing against my cheeks so tightly. My cheeks were sinking into my mouth.

It was something I had never done and it felt so good. I was rimming a man dressed as a woman who was moaning and panting with every stroke of my tongue. It was enough. I now want to fuck her, fuck this ass. I was so lusty so passionate.

I withdrew my face from her ass and instantaneously inserted my middle finger into her anus. Bending over her I asked if she likes it. She says yes. I compliment her tightness to which she asks me to fuck her. Her kameez had a deep cut on the back revealing her shoulder blades.

I kissed her there a few times caressing her thighs her butt. I again attempted to penetrate but to no avail. Fuck it, I knew what was pleasuring her and also pleasuring me. It was my mouth and her ass. So I go down on my knees grab hold of her ass, spread it, and start eating it out.

Her moans were killing the silence, asking me to do more. So I spread her ass wide, open my mouth wide, and target the tip of my tongue at the sweet spot.
All this must have been an experience she never had. She was enjoying every bit of it and so was I.

She was thrusting her butt into my face. Her soft skin was rubbing against my face. all this while I was stroking my cock nearing orgasm when I stopped. Now she wanted my dick and for that we initiated an effort. This time my dick will pass through her sphincter up her ass. She moaned as I entered.

She extended her arm back and pressed against my butt saying, “Don’t let it come out.” I started thrusting her. It was so tight and warm inside, her asshole squeezing against my shaft. I took hold of the tree and started to thrust wildly keeping my calm not to climax early.

She was bent in front of me moaning, “Fuck me, yes, fuck me, please harder fuck me.” I kept on to her words and kept thrusting I could feel her anus tighten around me. I kept going for some time and felt like an orgasm building, I held on to it for a little more while.

I pulled up my polo shirt and her ass was touching against my belly. I couldn’t hold on so I bent over her kissing her back as I orgasmed. While I was cumming I kept thrusting until everything came to calm. It was my first full-blown intercourse and it was with a crossdresser male, a shemale.

But not even a bit it felt awkward. It was better than having sex with a woman. Whatever you may call her, I refer to her as a ‘she’ because she was every bit feminine in pleasuring me. I was every bit a lusty male top pleasuring her throughout.

At the end of it she removed the rubber asked if I was satisfied. I think I will go again to try others and get kinky with them. She was a thick body type. I will look for slimmer ones for a change.

I hope you enjoyed reading my experience and that it helped you with cumming buckets. If you are a transgender reading this and have found anything offensive please let go. And to other readers, I will say that trans people even while selling their bodies are very much human. We should treat them with respect.

Always use a condom for your sexual pleasures and never force raw sex on anyone. Health is important, we all have one life, enjoy but with responsibility.