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When her cock head brushed against my hole, I stiffened. Anarah laid her body on my back and wrapped her arms around me, her cock head still pressed against my hole. “Relax, baby,” she whispered in my ear. My sphincter stretched and the head popped through. I let out a scream and Anarah shushed me. “Quiet, baby. We don’t want to wake the neighbors.” “It hurts,” I whispered. “I know, honey. It’s ok. It’ll start to feel good in a minute. Trust me.” Anarah was still lying on my back, impaling me on her engorged cock. We stayed like that for a few minutes. She ran her fingers through my hair and whispered reasuringly, “You can do it. See, I’m already in.” “All the way?” I asked. “To the balls,” she said. “Feel.” I reached back between my legs and felt Anarah’s balls pressed against my ass. “Wow,” I muttered incredulously.

Anarah stood up, still burried deep inside of me, and squeezed my ass cheeks. She pressed her hips hard against my ass, forcing her cock Anarahn deeper into my bowels. I let out another moan, this one of pure desire rather than pain. Anarah knew it. She slowly pulled her cock all the way out of my ass, then slowly slid the head passed my ring and sank into me until her hips were again pressed tight against my ass cheeks.

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See how he rolls that phat ass around Vanessa and shoves his meaty dick deep inside of her.

Vanessa started kissing the guy once the booth door was shut. He was so nervous that he was visibly shaking. Vanessa pulled off her pants and sweatshirt, making sure that she put her pants in a place that she could see them. She undid her bra, letting her beautifully constructed tits free. She pushed them into the man’s face. He kissed and licked them. Vanessa pulled off her panties, revealing her cock.

The man continued to lick Vanessa’s tits as he played with Vanessa’s cock. It was soft, and after Robert sucking Vanessa dry three times this morning, was likely to stay that way, but the man in the booth didn’t seem to mind.

Vanessa reached down and undid the man’s pants. She reached into his pants and grabbed his cock. The man’s hands started to shake uncontrollably. He started to moan and sob. Vanessa thought the whole thing was very weird, but she kept stroking the man’s cock.

“Oh God,” the man said, and his cock exploded with come. Vanessa wasn’t expecting the man to come so quickly, so she hadn’t even pulled down his pants and underwear. The ejaculate soaked the man’s underwear and pants.

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After a few minutes She tells me to get on my hands and knees and face the wall and stay that way. I do as She commands and feel a warm substance on my asshole. I start shaking a little but don’t look back. I then hear Her go downstairs and return a few minutes later hearing Velcro as She enters. I then feel what I was dreading… the head of a HUGE dick pushing on my ass.

I moan lightly as this has happened before when Mistress one day had a fantasy of having a cock. I then screamed in pain as I feel Her shove it fully into my ass and it feels like I’m being ripped in half.

She then starts slamming me hard and fast and I slowly feel the pain subsiding and I moan as it actually starts feeling good. I soon fell Her hand go under me and squeezing my balls hard. I gasp in pain and start whimpering as I beg Her to stop. She does and I soon feel I’m on the edge and I plead loudly, “Mistress may I be allowed to cum please? I’m right on the edge pleeassse. ”

She then stops fucking me and kneels in front of me. I look up in shock as I hear Her say, “Suck it and I will let you cum slave.” I reach and flick the head lightly and I see the metal bar attached to Her clit. I flick it harder and see Her moan in ecstasy. I smile evilly and start working the cock deep in my mouth and to my own surprise I can deep throat it.

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We sat there staring despondently at the ground. We had searched through all our bags and pockets and had nothing like the money we needed to pay for the hot sex sessions we had each enjoyed with the hot, hung Dutch whore. The guy, the pimp, who had previously been all smiles and friendly encouragement, very quickly changed in demeanour when he discovered we had not the money to pay. He became quite threatening and aggressive and we four became increasingly fearful of what might happen to us.

Just at that moment, Saskia, the statuesque black shemale whore who had given us all a new experience that afternoon, came to our rescue. Or rather, she came to the rescue of the other three guys with her suggestion. My life, by contrast, was about to become a whole lot more complicated.

Hearing the commotion caused by her pimp, Saskia came back down the stairs dressed once more in her short robe. Knowing what I now knew, I could even see the delicious head of her thick black meat just poking out below the hem of the short silk robe. Seeing that tiny glimpse brought back memories of all I had just done, the way I had taken my first cock in my mouth and loved it, loved it so much that I had creamed in my own pants. The thought filled me with a mix of pleasure and shame. I had been so turned on by the experience, even the memory of it was like nothing I had ever felt before, but I was really afraid that my friends would find out about my eager cocksucking. Well, there was nothing I could really do about that fear, it was about to become a reality.

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“Get on your knees so I can finish your outfit you Tranny slut.” I dropped to my knees and he walked up right in front of me. He towered over me with me on my knees, but right at eye level was his crotch.

I could see a good sized bulge in his pants, and knew that he was turned on. All of a sudden I realized he was looking down on me. He had caught me staring at his cock. Without saying anything he just reached down and pulled down his zipper, and took out his cock.

It was huge, at least 9 inches long and 2 inches thick. I reached out and gingerly touched it. I slowly leaned in and kissed the head. before I could stop myself I had opened my mouth and was greedily eating his cock.

It was so big that I could only get 3 or 4 inches in. He seemed to have other plans though. Grabbing the back of my head he started pushing his cock in deeper and deeper. I gagged when it hit my throat but he kept pushing it in. I thought my throat was going to rip open it hurt so much, but finally I felt his balls slap against my chin.

I tried to pull away but he held my head there cutting off my breathing. I started to panic and all of fantasies quickly gave way to fear. Just as I thought I was going to black out he started to pull back. Soon he was pumping in and out of my mouth just like it was a pussy.

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When we had both finished cumming, I was finally able to clean up and return to my masculine clothes. Edgar, the pimp, let me keep all of the money but for his cut, he said that I had done so well and made him so much money that afternoon that I didn’t need to pay anything for the time me and my friends had spent with Saskia. He also said that there would always be a job here if I ever wanted it and let me go on my way.

I rejoined Josh, Olly and Harry. All of them both embarrassed and grateful about what I had done to let us go on our way. Although Olly made a few jabs about me being queer or a whore, for the most part they all stayed quiet about what had happened and tried to act around me as if nothing had changed between us.

After all that had gone on, I was kind of pleased to be leaving Amsterdam behind the next day. It felt that we could leave behind all that we had done there and move on with our trip and our lives without thinking about what we had done in that tranny brothel. Our next stop was Paris and we were all very much looking forward to spending our time amongst that beautiful city, and the beautiful French girls.

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I felt my body tense up and thus my arse clench even tighter on my horny first client’s eager dick. That seemed to be enough to do for him and I could feel him filling me up with his warm seed, causing a glow of warmth to expand right through my body. As he leaked his sticky juices inside me, he continued to stroke my own hardness, until I couldn’t take it any longer.

I had had orgasms before, when jerking myself off or in my pants like earlier with Saskia, but this one was different. This time, it felt like my whole body was on fire. There was no part of me that wasn’t taken over by pure pleasure and all this spread right from the cock in my arse to my overactive mind. My cock twitched and shot out a thick load of cum to match that which was inside my arse.

And that was that, I was no longer a virgin. I had had full penetrative sex for the first time, although not quite in the way I had ever expected. Unexpected it may have been, but unpleasant it certainly wasn’t. I had never felt more alive than I had that night dressed as a cheap hooker with a dick buried in my arse. I couldn’t wait for the opportunity to do something like that again and, fortunately for me, I wouldn’t have to wait much at all.

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Siren was patient. She, too, could wait, it appeared, and did not seem to want to rush their lovemaking any more than he did. As he jabbed his cock against the anus within her cleavage, she smiled, looking back at him over her left shoulder and wriggling her buttocks teasingly, invitingly, her blue eyes crescent with good humor.

Charlie jabbed at her asshole with his cock a few more times. Then, he paused, taking a tube of anal lube from the nightstand beside the bed. He slathered the cream on both his erect member and its target, Siren’s asshole, feeling how small and tight the opening was. Even after he’d widened it, and the passage of his prick was eased with the lubricant he was applying, the opening to her bowels would fit him snugly, he thought, increasing the pleasure of the sensations their coupling would afford them both.

Taking his rigid erection in his fist, Charlie pointed the massive organ into the deep cleavage of Siren’s arched buttocks, guiding his member toward its dimpled target. As his rubbery glans pressed against her asshole, his cock met the stout resistance of her sphincter. His progress was halted, almost at the moment he’d begun, his prick bunching back against itself. He gripped his penis closer to its tip, and resolutely pressed forward with his hips, driving an inch or two of his dick through her anus.

Siren lowered her head, gasping as she felt the thick, hard column force its way past the portal to her bowels. She held her breath, waiting, and Charlie, his other hand spread flat upon the small of her back, both to steady himself and to keep her still, fed inch after inch of his long, rigid cock into her ass, filling her with the organ’s thick shaft. Her head dropped lower, her shoulders sagging, and she released her pent-up breath in a long sigh that ended in a low moan, whether of discomfort or arousal–or both–Charlie could not say.

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“I always knew there was something queer about you,” Olly laughed.

“Come on guys, let’s take this seriously for a minute,” Josh butted in, “Now, I don’t know what queer shit Tom’s been up to, but if it’s something that can help us out then maybe we should listen.”

“Fair enough,” Harry agreed, turning to me, “What have you done, man?”

“I sucked her cock,” I admitted, blushing, “I just kind of thought that was what I should do. I thought you had too….”

“Fag,” snorted Olly.

“So, Saskia, you think that Tom can make our money back this way?” Josh asked, “By, er, sucking cock, right?”

“I think that he will make a very good whore, yes,” she replied, “The money will come very easy and then we will let you go ok.”

I guess I didn’t have much choice. We turned to talk it over but I could see in the eyes of the other three that they were all pushing for me to do it. Of course they were, it would get them out of this tight spot, provide them with all the money they needed to get away and they wouldn’t have to do anything themselves, just sit and wait while I humiliated myself. I had already given them enough material to mock me mercilessly for the rest of the trip when I admitted I was a cocksucker.

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In no time, I got Kelly stiff as a rock. Next, we really got the party started. I pulled a condom from a nearby table while Herman threw me a tube of lube. I put the condom on Kelly’s member after lubing it up. Then I rolled onto my back and gave her the go-ahead. Kelly smiled, and positioned herself before me. Raising my legs into the air, she angled herself and pressed her member against my backdoor. With a swift thrust, she pushed her way into me. I grimaced as Kelly penetrated me. She wasn’t exactly tiny, folks. Kelly held my legs in the air as she began pounding my ass. As she fucked me.

Kelly fucked me hard, really pounding her way into me. I enjoyed every minute of it. We fucked like this for a while, then switched positions. She got on all fours and told me to fuck her. Looking at her big black butt, I didn’t need to be told twice. I put on a condom, and greased her up before pressing my member against her backdoor. With a swift thrust, I went inside. Kelly screamed as I penetrated her. I asked her if she was okay. She told me to keep going and not stop no matter what. Man was I glad to hear that! I gripped Kelly’s wide hips tightly and slammed my penis into her ass. She screamed like a banshee, furiously stroking her member while I gave her big butt the pounding of the century.

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