Transexual Whore

bylittle sebastian©

I 've never had the guts to do it, but this is what I jerk of to, dreaming of becoming a little whore.

I was sitting in the living room, watching movies with hookers that were fucked in all imaginable ways, and I was slowly playing with my dick! My excitement was so big that I decided to make one of my wildest fantasies to come true: to spend a night as a hooker!

My dick went stiffer to the idea; I went to the bathroom, and shaved my legs, balls, ass and my whole upper body. I took special precaution shaving every last piece of hair so that I had a nice soft and smooth skin. I used a lotion that my wife used after shaving, and the results were fantastic. Nice soft skin and the smell completely feminine. I stuck my but on the tap, and managed to get some hot water inside, which I pushed out emptying my bowels and cleaning my ass completely. I slowly inserted my index finger inside my butt, and it felt like heaven! Clean, soft, so smooth and smelling so female, so nice!

I got out of the bath and went straight to my personal collection of panties and lingerie which I keep well hidden in the garage. I usually sniff and even taste them getting the natural odor and taste inside my mouth, while I masturbate with my dick. But this time it was so different. I chose the most soiled one's I had, a white laced g-string I pulled it up until it disappeared inside my butt crack. My dick and balls were squeezed firmly against my belly. The laced string was rubbing against my asshole quite annoyingly as I tried to walk and frankly it felt pretty uncomfortable, but I didn't care at all.

I put on a pair of long black stockings with their garter belt, and above of these a black mini skirt from the laundry I also took some higher heel shoes and put them on. I looked my ass in the mirror, and tried to imagine that it was a lady's ass. It looked very good, and I pulled the skirt up as far as I could, making sure that a glimpse of my white panties could be seen as I walked. My dick almost exploded while I was looking in the mirror my firm ass and panties, under the skirt! I have long legs, with a round firm butt, and the sight of my shaved ass-crack with the white lace protruding right in the middle of it made me horny as hell.

I put on a dark black wig, a bra, and I was ready to hit the road! My heart was beating like crazy from the anxiety, but I was determined to make it real this time! So I took the car and stopped at a famous street where men could find transsexual prostitutes. I parked my car near by, found a good spot and waited there, pretending to be speaking to my cell phone.

Soon enough a car approached, and a young boy inside asked me about the price. He was looking pretty embraced but he just wouldn't take his eyes off my thighs and skirt. I was flattered, and I responded that I wanted 100 bucks. Actually, I wasn't going for the money, but since I had to pretend that I was a prostitute for real, I played my role. He said ok, and pushed the door open. I got inside, and told him to drive to a hotel. I was sitting next to my first customer, full with excitement, and I decided to behave as the prostitute of my dreams!

I slightly opened my legs, and pushed my skirt up, revealing the garters and the upper part of my stockings, giving him a view of my panties. He was driving and looking between my legs, trying to get the best view he could of my panties. I was feeling so great, so desirable, so much in control! My dick was getting bigger and bigger, and I tried to think of something else than the situation, so that I could make this just perfect.

We arrived at the hotel, and got up to the room. I locked the door beside me, and ordered him to get undressed. He got all of his clothes of and he lied down in bed. He had a thin and rather small hairless dick, with good sized balls, and he was already semi erect. I approached him, and pulled my skirt up, turning around, giving him a good view of my string, buried deep inside my ass, just under my skirt.

"Is this what you want?" I said in a soft voice, as I slowly moved my fingers under the panties, caressing tenderly my ass.

His dick got hard, and I got even hornier with the sense of authority I had over this young boy. I got over him, as I was, completely dressed, with my ass above his head, and my head just above his dick, in a sixty nine position. I slowly opened my mouth and got his dick inside. I started moving my head up and down, while I was sucking his stiff dick with lust. My hand got over his balls, and I softly squeezed them as I deep throated his dick at the same time. I was giving him the blowjob of my life, when I decided to add a little spice to it.

I lowered my ass on his face, and with my hand I parted my panties, giving him access to my asshole. I moaned like a proper lady, and commanded him: "Lick me there, come on, I need to feel you there! Lick me boy, make me moist and ready for you! Suck my soft pussy!"

He stuck his tongue against my anus, and started to lick me, getting a good taste of my ass and my ex girlfriends pussy. His dick went rock hard as I stuck my middle finger deep inside his firm asshole. He was gladly accepting it more and more, and he suddenly exploded in my mouth, giving me a thick load of cum, which I immediately swallowed, while at the same time I was squeezing his prostate, milking him inside my mouth. I sucked him dry, and swallowed every last bit of his cum, just like my wife was doing with my own. I let go of his dick as it was now very small, and sat over his face, rubbing my ass up and down, back and front against his mouth, really enjoying the feeling of getting my asshole sucked.

I got up and removed my skirt and panties, revealing the full length of erect penis, hidden inside the lingerie, but I was still wearing my garter belt and stockings and my high heel shoes. I was going to be dressed like a lady for the rest of the night.

My ass was soft with his saliva, ready to be fucked, but his dick was still a limb. I tried to give him another blowjob, but with no success. His orgasm was so big, that it would take a lot of time before he could get it up again. I was very frustrated as I was urgently needed a good fuck back there and my dick was hurting me pretty badly.

"Let me help you with that" he said, to my amazement, grabbing my erect dick, and getting it in his open mouth. He was trying to give me a blow job, and I was starting to enjoy the feeling of his inexperienced mouth on my dick.

"You know, I want to become a little bit of a lady myself" he said. He got up, and got at all fours on the bed. "Please be gentle" he continued. "It's my first time, but I really liked the feeling of your finger inside my ass just a minute ago", he admitted.

I got beside him, and started to suck his virgin asshole. As soon as it was soft enough, I placed my dick against him, and gently pushed myself inside. He was completely relaxed, and I managed to get my fully erected thick dick, inside his hot ass, up to its full length. I started fucking him in mad lust, obviously hurting him, but he wouldn't move. He stood still, while his ass was on complete fire, and I was dominating him as if he was the cheap hooker.

He started to moan, and with his hand he reached for my balls. He started rubbing his balls against mine, and I became so horny, that my dick started shooting its load deep inside his busted asshole. I collapsed on top of him, and he sucked dry my dirty penis.

We lied down for half an hour or so, and then he got up, gave me 200 dollars for the extra care, and left the hotel. I got up and went straight for a hot shower. I was more than anxious to get my self cleaned up, and ready for my next client. The night had just begun and I was determined to make the most out of it!

I was still feeling quite horny with the thought of my first experience, and I was determined to make my second even better. I washed thoroughly my dick, balls, and ass, and I was back in my sexy outfit at no time. In a few minutes, I was back to the place that my first client had picked me up, waiting for another client. I was walking up and down, moving my ass left and right, just like prostitutes did in all those films I have been watching. My high heels ere making this very uncomfortable, but frankly I didn't care at all.

My white panties, were rubbing against my ass crack and walking was more than a nice torture for me. Soon enough a sports car approached, open the window and I heard a voice :

"Come inside please"

"I'm expensive honey", I replied, turning my ass to his face, trying to play it hard!

"I think I can afford you, if are as good in bed, as you look in those sexy clothes" he replied.

"I am sexier than that baby" I said, and I opened the door and got inside.

He was a youngster, very thin, very well dressed, and seemed pretty scared with the whole situation.

This time, I kept my legs together, pulling down and arranging my mini skirts in an effort to hide the view of my white panties, from his hungry eyes. This seemed so feminine, so perfect for the moment! I was a lady, and I had to behave! So I was going to play it shy, and I was going to behave myself, in the most feminine and submissive way I could, so that I could finally get a piece of hot firm stiff dick inside my horny and soft hole!

I got a small mirror out of my bag, and pretended to be fixing my lipstick and makeup as he was driving.

"Do you mind going to my place?" he asked with the clear fear of imminent rejection drawn on his face.

"Well, I do" I said, trying to be a bich!

"Well you know, at my place, I fell much better there^Å"

"Its about time you get over your fears honey, drive me to a hotel, unless you want to take me back where you got me" I told him in a strict and bitchy way!

"Well, ok, I really like you and I will do whatever it takes to get you in bed" he said, making me almost cum with his words!

Behaving so badly and still having him begging to have sex with me! I was in heaven!

I leaned towards him, giving him a soft kiss on his cheek, next to his mouth, living him a small red mark from my lipstick.

"Thank you baby" I said, and sat back in my seat, arranging my skirt again, slightly touching the inner part of my thighs.

As soon as we arrived at the hotel room, I ordered him to lie get his clothes of, and lie down in bed, because I needed to freshen up a little! I got myself in the bathroom, where I carefully rearranged my lipstick and make up, and took another glimpse in the mirror of myself in my sexy clothes.

I promptly returned in the room and sat on the bed on my knees, next to him. I took a moment to examine his figure. He was pretty flimsy, almost hairless, with an average sized dick, with huge balls, hanging between his legs. I started kissing him in his belly, slowly moving to my target. I opened my mouth taking all of his soft manhood inside. I started giving him a blowjob, sucking every last inch of his cock, caressing his huge balls and belly with my hands.

I could feel him growing bigger and stronger inside my mouth, and I pushed a finger inside his ass. He gladly accepted it with a moan, and he moved his ass towards me so he could get more of my finger inside. I started finger fucking his firm ass, while I could feel some tasty drops of his hot precum dribbling inside my mouth.

His dick was at a full erection, when I stopped blowing him and started kissing him thrusting my tongue in his mouth, letting him taste his own precum.

"I need you" I exclaimed, pulling my skirts up, giving him view of my panties.

"Eat my pussy babe" I continued, lying on my belly, spreading my ass cheeks apart, waiting for him. He responded, sliding my panties apart with his hands, getting his head between my ass cheeks, sliding his tongue up my soft asshole! I pulled my cheeks apart as far as I could; giving him the best view of my most intimate part. He started rimming my asshole in lust, grabbing my huge dick outside of my panties. Soon my ass loosened completely and he could see inside me. I was feeling his tongue in and out of me, and I was moving my ass towards his head, just like ad if it was a pussy.

I got at all fours, still dresses like a cheap prostitute, wearing my high heels shoes, my skirts and my panties! He got beside me and dominated my all loose asshole easily. I was moaning with pleasure, making female sounds, moving my ass against his rhythm, trying to get the most of him inside my ass.

What a great feeling, having a youngster fucking your hot ass! I could feel his manhood completely inside, his heavy balls rubbing against mine, and his breath got deeper and deeper, until he grabbed me from my waist, and exploded his thick load of cum, deep inside my hot man-pussy! I could feel him getting softer and smaller and as he retracted, there was sweet cum dribbling outside my non virgin sphincter.

I got up, and his cum was all over my socks, panties, balls and everywhere on me, making me feel so cheap and dirty. I hadn't cum yet and I would really like to do so, but I decided to keep it strictly female this time, and not to push it and give him a proper fuck in his firm butt myself.

I was as horny as hell, my ass was still open and I could definitely feel that it had just been penetrated. My feelings were so strange. My dick was throbbing with excitement; precum was dripping from my dick and my ass was full with the cum of my lover. Inside me there was the product of the lust and pleasure I had given to this boy, and I was feeling pretty proud for it. It was as a reward. I guess this is what women feel when they have their vaginas filled up with semen.

I thanked him for the wonderful time, although it wasn't quite up to what I expected, and decided to keep my creamy load, built up in my balls, for my next customer. As soon as he left, I was in the bathroom, trying to clean up the mess from my clothes, but not from the inner part of my ass, which would become a surprise gift to my next client, and I was back in the street on my usual spot.

My panties were all soaked with cum oozing out from my penetrated asshole, and I was trying to stop it from dribbling out, by squeezing my ass cheeks together. I was so concentrated in doing so, that I almost missed my third client that was staring at my thighs from his car.

As soon as I noticed him, I pretended to deliberately ignore him, until he behaved like a real man. He was around 27 years old, a bit fat, but not bad looking. He was staring at my high heels, and at my legs through my stockings, concentrating his attention on my firm round butt.

"How much is it?" he said

"I think way too much for you" I replied, slightly opening my long legs, making sure that he could grab a view of my soiled white panties, but immediately arranging my skirt, so that it seemed like an accident.

"Please, he told me, I really need you, both ways" he continued.

Hmmmm, both ways, so he wants to get my dick up his ass as well, not bad, I thought, but I decided to play it a bitch again and have him to beg for it.

"I don't know... I am a girl after all" I replied innocently, relaxing my voice slightly.

"Ok, lets have it your way then" he said.

"Only if you act like a gentleman" I responded instantly, looking at the door, clearly demanding from him, to get it open for me.

He got the hint and he got down of the car, opened the door for me, and waited until I got inside. I sat down flashing "accidentally" again my white panties at him, arranging my short skirt trying to hide my intimate "female accessories" from his thirsty eyes.

Soon we were on our own, at a room, in the hotel. We got his clothes off, and sat on the bed with his legs spread apart. He had a rather small, thin dick, with hairy thick balls. I kneeled before him, and immediately, took action. I almost swallowed his dick, and started to suck him, while I was moving my head, back and forth. I was playing with my tongue with the head of his dick, and he was caressing my hair, and back.

It didn't take long, before his penis was completely erect, and ready to dominate and give pleasure to the female that made him hard. I let go of his dick, and moved towards his asshole. I started sucking his hole, without touching his dick. He led back on the bed, and spread his legs wide apart giving me full access to his anus. I sucked his hole, thoroughly, and even inserted my tongue inside him. He was horny as hell, moving his ass in circles, rubbing his asshole all over my mouth.

I decided not to fuck him, at this time, and make him beg for it later on. So I behaved like a pure prostitute, and I got over him, spread my legs apart, and lowered myself on his dick. I pushed my dirty panties on the side of my ass, and I guided his hard dick inside my hole.

My ass was well lubed with the semen of my previous client, and he easily penetrated me. As soon as his head was inside me, I parted my cheeks with my hands, and let go my full weight, until I got his entire stiff dick inside my soft and hot ass. He stood still, and watched me fucking my self on his dick. He was hard as steel, and soon enough, my ass was on fire! I was moving up and down, riding his dick with last, moaning deeply, like a hooker, in lust, completely swallowing his erection with my man-pussy.

I reached for his balls. They were so tight, so full with sperms, and I wanted to get them inside me. I wanted him to cum for me, for my sexy outfit, my sexy voice and my hot, tight and sexy asshole, that was getting his dick inside, trying to milk him dry. I was getting a hard dick inside me, dressed up like a female, getting fucked, getting dominated, worshipping each and every inch of his hard dick, inside my most private part. I was in heaven! I was getting my ass fucked as hard and as quick I could, feeling the warmth of his penis inside me, in my every thrust, feeling the emptiness of my butt in every retraction. I was getting fucked and really loving every second of it.

I was ready to explode, I leaned forward and tongue-kissed my lover. He was sitting there enjoying the fuck, and when I thrusted my tongue in his mouth, I felt his dick spasming, and cumming huge amounts of hot semen inside me. I waited until every last drop of cum was inside me, then I go my self up, and sat on his face. He opened his mouth and started licking my burning pussy that was gaping wide open. I pushed my bowels and emptied all of his cum, mixed with the cum of the previous client inside his mouth, and I heard him swallow every last drop that came out of me she-pussy.

My dick was stiff, and my balls were burning! I removed my panties and ordered him to put them on. He happily did so. He was kind of fat, but he managed to put them on without destroying them. Now he was going to get was he was asking for. He stood up, and bended forward, giving me a view of my panties on his ass. I guided my hard dick inside his hot asshole, and he gladly accepted it. The penetration was very easy, and he knew exactly what to do! He stood there gladly accepting my hard penis inside, and I started fucking and pumping him in a mad rhythm.

Soon enough his dick let go of a second load on the floor, and as soon as I saw him cum, I released my hot, thick white stuff deep inside his intestines, in the orgasm of my life! I was cumming and cumming until I finished and I reluctantly drew myself out of him. His hole was wide open, glistening with my cum. He thanked me for the extra care, got himself cleaned in the bathroom and left, leaving me a nice amount of money next to the bed on top of my panties.

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