It all happened the night I decided to check out some bargains at Mustafa Center for the Chinese New Year. What resulted was certainly not what I bargained for.
I made a short cut through Rowel Road, and was pleasantly surprised to see the pavement of the shop houses crowded with ladies. "What can be here?" I thought, as I made my way along the pavement. To my amazement, it's not only crowded with ladies, but beautiful ladies, each dressed to kill with clothing to accentuate their impressive figures. I decided to take the pavement as a bonus as it can lead to Mustafa Center anyway.
Close up, they are sweet and smiled as you, pursing their lips as to strike a conversation. As you walk pass, they might say hi, or place an inviting hand upon your shoulder. I realize it must have something to do with the oldest profession in the world. Halfway through, I detected that their voice does sound a tad low, and rather manly. They are pretty transvestites and transsexuals indeed.
One of them stopped me to strike a conversation. She seems feminine enough, and was all over me in a second. As her hand strayed over my groin, I could feel a hard-on that I could not explain. I was never attracted to guys. However, she convinced me enough that I am in need of her service. Just a blowjob with condom on, shouldn't heard and I'll just try it once to get the experience, I thought.
She led me by hand up into one of the rooms, and was quickly stripped bereft of her attire. That was the first time I am seeing a transvestite naked in person, and it was surprisingly erotic. She proceeds to take off my pants, put a condom on my tool, and gave me a skillful cock sucking. In fact she was so good that I was uncontrollably moaning a little, which normally doesn't happen to me during blowjobs.
I touched her fake breasts and they seem slightly harder than the real ones I have encountered. Her penis intrigued me, and so I asked if they do get aroused and erected. She replied that it could, if I would help. It must be the fantastic blowjob she was doing that made me horny out of my mind that I agreed to. She sat down on the bed as I tried licking and sucking her cock. She took off my shirt during the process. It was like eating lollipop, there was some indescribable fun in it. After much coaxing, her lady dick began to swell and erect. That's when she led me onto the bed, and we performed a 69 together. She sucked and licked my balls, and reciprocated too. I was on a high when she slowly inserted a moistened finger up my anus. My anus was clamped tight, but when her finger did get through, I gave an 'Oh..." uncontrollably. It sexual feeling felt really intense with that, and my dick swelled to proportions never seen before.
That's when she said I should try fucking her, and she was speaking exactly my mind. I was beyond the point of no return. She lubed herself up and posed in a doggy position, beckoning for me to ride. "Slowly" she advised, as I pushed my manhood up her rectum. It was tighter than a vagina, but it is as warm. The feeling was extraordinary; and she seems able to contract her rectal muscles to give a massaging feeling to my dick. She was moaning softly, as I was going softly and carefully. Then as I was deeper, I suddenly seem to hit a dead end. I feedback to her, and she say it's a 90 degree bend. She says I should just try to push my penis along it slowly and firmly. I reapplied more lubricant and proceeded as instructed, and it worked finally, rounding the left bend and achieving full penetration. She seems so joyous as I pushed pass the obstacle, whimpering with a smile on her face.
I started quickening my strokes as time goes by, and it became a really intense fuck. I never knew anal was so good. I wonder how she feels, being the receiver, and I asked her. Playfully, she replied, "It's really great. You should try to. I'll be gentle and a good teacher."
She really seemed put to a high by the idea. I was really pondering when she disengaged herself from below me, and led me into a doggy position. I was protesting, "Wait lah. Let me think first. I am not sure." She ignored them and proceeded to lube up my ass and her finger. Then for the second time, she pushed her finger into my anus. I couldn't help but let out a little groan. She was playful and made cute faces at me as she pushed her middle finger up and down my rectum. "How is it?" she asked. "This is not bad." I replied in between soft groans. After a while, my anus does not feel as tight and she even put two fingers into it, making sure that it's well loosened.
Her dick was a little limp again, and she placed it in front of my mouth. I took the cue and gave it a good suck and it was a good 6.5 inches when I was done. Then she positioned herself behind me as I have a huge sense of anxiousness. Inside, my heart was pumping as I have not done this before, and certainly was not planning for this when I set off from my home that night.
"Relax your asshole, dear." She said as she coaxed me lovingly, patting my back and waist. Then she applied copious amount of lube on my hole. She placed the tip of her dick at the rosebud entrance and I could feel a little tickle. She pushed slowly and firmly. Very slowly, maybe at 1 cm per minute. I could feel the pressure against my anus, and it lasted quite a while before suddenly the head of the penis seems to push past the rectal ring. "Ooooooo" I called out reflexively. It was an incredible feeling, The feeling of something inside you was such a pleasure that my legs were slightly wavering beneath me. "How do you feel? Ok?" She asked. "Yes. Good." I replied. She giggled happily. "Just relax, then you will not feel so tight."
After waiting for 2 minutes for me to get used to the feeling, she started pushing the penis further up, all the while giving me intense pleasure. At about 2 to 3 inches in, the pleasure intensified as her dick brushed against my prostate. I have a sudden urge to urinate, and to shit. Yet, there's an intense feeling similar to an orgasm. I was moaning uncontrollably like a girl, and she knew I was indeed enjoying myself. And she began to fuck me without inhibitions. Partly she sensed that I have learned how to relax my ass muscles. "You are a quick learner." She praised.
Soon, she could get 4 inches up and down my rectum, and I was feeling every inch of it. She could quicken her pace a bit now, and it felt even better! Then, the unexpected happened. She hit the 90 degrees rectal bend within me. I could feel some discomfort, and wanted her to stop. But she encouraged me to take all her dick, and say if I just relax and trust her, she can round the bend. She took out her penis and put more lube. She squeezed some into my now gaping ass hole. "Try to relax, I'll go slowly." She tucked her penis into the hole, and soon was at the bend. "Relax." she cooed. Slowly, and very slowly this time, as if it took infinity, she pushed through the bend. It was another intense feeling, and I gasped shrilly as it happened. Now I truly feel stuffed, and the dick felt deep inside me. I don't know why it happened, but whenever the penis is past the bend, my moan will be of higher pitch.
After 10 minutes of slow fucking, she is able to put her entire dick up my ass, balls slapping against my scrotum. I was having a ball of time, wailing, moaning, groan, all of them reflexively and that amazes me. It certainly feels different to be fucked, and the feeling is more intense. Also, it is more surprising as it the fucker controls the tempo and thrusts, and you don't know when the next thrust will come.
She gradually quickened her paced and was saying dirty things to me. Also always checking that I am all right. Soon, she was really fucking me hard and fast like a man fucking a woman's vagina, slamming away with gusto. It was an incredible feeling, and I kept screaming. After some time, she finally stopped, and took out her penis. I collapsed onto the bed, dripped with sweat, and still huffing and slightly moaning. I thought that was it, but she flipped me over so that I was on my back and draped my feet over her shoulders. She fucked me in the missionary position, and as she entered me in that way, I could feel a slight flicker of orgasm coming within my groin. It seems that the prostate gets rubbed more in this position and the feeling is like a normal orgasm, only more intense and last longer! Finally I was moaning for help and that I was about to cum and eject, all this without my dick being handled or touched. Hearing this, she stopped and grabbed my dick along it's underside, pressing hard, preventing an orgasm. I tried to rub the penis against her hand, but she stopped me, holding my hip to stop any movement. After a while, the near orgasm subsided and boy was I exhausted. "Not so fast." She whined.
Suddenly, I felt a need to pass motion and I ran into the toilet in the room. She was out there laughing away. I cleared my bowels, which included some sticky clear liquid secreted naturally by my rectum or prostate. I went back into the room and collapse onto the bed, huffing. She lay onto me and said, "Why? This is so fun. Come on, not finish yet. You lousy."
I expressed my gratitude to her giving a ball of a time, but I am really exhausted and maybe we should end the night. She unwillingly agreed and motions me to fuck her missionary style. It was a difficult position but I got a hang of it after a while, and was my turn to do the hard fucking after a while. It was incredible too, to feel the ass squeezing on your cock, and a male voice moaning to your strokes. After some good fuck, she suddenly said, "Stop."
She jumped out of the bed, opened a drawer and got out a soft dildo, about 7 inches long. She wanted to use it on me, and I was missing the feeling of something in my ass already and wanted to try it again, so I agreed. She got me to lay on my back on the bed, and lift my legs. She lubed my ass and pushed the dildo in. It was bigger but softer than her lady prick, and the feeling of being full is more intense. I can feel pre-cum dribbling out of my penis into my condom. She took about 10 minutes of slow hard work to put all 7 inches in and I was wailing at that time, tossing my face from side to side and rolling my eyes into their sockets. This was the most intense sexual feeling I ever had. It seems to produce a kind of anal and prostate orgasm that beats normal penile orgasm hands down.
There was a knob below the dildo and she turned it. It began to vibrate inside my ass. "AwwwwOwwwwOhhhhh..." I was moaning like a girl, but I can't help it. It was what I wanted and need to do at that time.
She left the vibrator inside my ass, and proceed to position herself on top of me. There I was, laying on my back, vibrator vibrating in my ass, and she on top of me coaxing my penis into a hard-on. She then squatted over me and started to slowly ass-fuck my penis. It must have been the dildo in my ass, because my penis felt full of feeling and more sensitive than usual as she slid up and down on top of me. The feeling is so great that I will moan as she goes up, or comes down. She did a good share of moaning as well. Soon, the feeling was too intense and build up to eruptive proportions. It was really an extreme orgasm, as I ejaculated slowly from her strokes, each squirt causing my whole body to tremble and my voice to howl.
Finally when I am emptied, the dildo felt like a nuisance inside me and I immediately pulled it out. Heaving a sigh of relieve when it's head popped out. There was more of those prostate or rectal juice dribbling down my leg when it did.
I was really tired and felt really fucked up, which was true. All I could do was to lay on the bed, huffing and she laying over me, giving me a good sayang as if knew what I just went through.
Later we showered together and I was still in a daze from what I have done, disbelievingly. We went down the stairs and I could see that she can't wait to share the story with her friends. So I tried to make a getaway as quickly as possible. But then, I can't seem to walk properly, and quickly hobbled away as she waved.
*All characters and scenarios in this story is purely fiction. And the characters certainly observed safe sex, wearing a fictional condom at all times.