Disclaimer: This is purely a work of fiction. Any resemblance to actual people or events is coincidental. If graphic sexual material offends you, please leave now. Feedback is welcomed.
I relaxed my body and closed my eyes, still relishing the lingering aftertaste of the drunken man's semen. My hands were still cuffed together and the collar around my neck was leashed to a dumpster. I could only guess at the time, but I knew it was late. The hum of the solitary fluorescent light behind the convenience store kept me company, and I began to doze off. I was feeling good because I thought that the challenge the Milkman set for me was completed. I thought about how pleased he would be with me.
Little did I know, the challenge had not even started. In fact, it wasn't really a challenge at all. It was a trial. I couldn't pass or fail, the option was not a luxury I was given.
Anyway, I was alone for quite some time and I was nodding in and out of a light sleep. Then I heard a shuffling nearby and I opened my eyes. I thought I caught movement out in the darkness beyond the reach of the light, so I strained my eyes to see and my heart picked up its pace. Then, as I watched, several dark figures materialized and were slowly moving along a perimeter around me. I felt like I was being stalked by a pack of wild animals and I was genuinely terrified. I didn't know what these people were going to do to me.
Then suddenly the light went out and everything was plunged into blackness and the mob of threatening strangers closed in around me like cockroaches. I panicked, and began fumbling with my collar and leash, desperately trying to free myself. That's when the first one lunged at me and struck me with his body weight so that I fell backwards against the dumpster behind me. Another one was instantly on top of me and twisted me around to face the dumpster, and I could see that yet another man was standing on the trash receptacle. He grabbed my head and forced it down onto the plastic lid while one of the men behind me yanked down my loose shorts, then kicked my feet outwards, effectively spreading my legs in my bent-over position and displaying my tight young boy hole.
They did all this with precision and perfect synchronization, but they never said a word. The only sounds they made were grunting and heavy breathing. I, on the other hand, was writhing and squirming like a worm on a hook, trying to get away from these ruthless men. If I hadn't been so terrified, I probably would have realized that resisting them was pointless. They were going to get what they wanted from me and I could do nothing to stop them.
The man standing behind me gripped my meaty rump, spread it open, and I felt a glob of saliva land on my ass and slowly drip down my crack. Whoever the man was, he was graciously providing a bit of lubrication before he fucked me. "Please don't", I begged with no real expectation that they would listen, "I'll do anything you want". Then with a wave of dread I felt pressure on my back door and I tried to deny him access but his rock-hard dick easily overpowered me and sunk into my teenage ass. I squealed like a whiny brat. He began pumping in and out, shoving my small, skinny body against the cold steel of the dumpster. The man sitting on the dumpster who had been forcing my head down now decided he had waited long enough. He sat down and hoisted my head up by the hair. Then, with one meaty hand clasped around my throat, he lowered my face down over his rigid organ as if he was putting on a condom. He didn't wait for me to start working my mouth up and down his shaft as most men expected. Instead, he began thrusting his hips up to meet my face over and over again. To him, my mouth was nothing more than another asshole to be invaded and abused. His crotch reeked of stale sweat and his cock was salty and disgusting but I barely even noticed as a result of the man behind me mercilessly tearing in my poor little bottom. As this was happening, all the other men swarmed around me, grabbing at me, smacking any exposed skin, and tearing my clothes to shreds.
It was only a couple of minutes before the tempo of my anal assailant changed. First is sped up and I shut my eyes tight to deal with the pain, then he slowed way down and began injecting his warm semen straight into my asshole. As he came, he grunted like a character in a bad caveman movie and with each ragged gasp I could feel his cock spew a shot of gooey cum. After he was spent, he rested for a short moment, then withdrew his powerful tool, leaving my hole wide and gaping. Most of his jizz flowed out of me and ran in a stream down my right leg and it pained me to think of that precious fluid being wasted.
But then my thoughts were snapped back to the here and now by a new cock that slid into my vacant orifice. He fucked me in much the same way the last man did, without any talk or play. However, the man helping himself to my sloppy little mouth had exhausted himself, and allowed me the honor of doing the work for him. I began by wrapping my fingers around the base of his fat cock and stroking it a couple of times. He grunted quietly, enjoying my soft hands. Then I stuck my tongue out and, beginning at the underside of his nutsack, licked all the way up to the head of his cock. He let out a loud, sustained groan. I took the mushroom-shaped tip into my mouth and sucked it in as I beat him off with my hand. This drove him crazy and made him want my whole mouth, so he put his hands on the back of my head and forced it down into his lap. He held my head there and I noticed the man behind me was now blowing his wad inside my butt and roaring loudly as he did so. But my focus was fixed on this man whose bone was buried in my throat.
I could tell he was the ring leader of this band. He was like the king sitting magnanimously on his throne and allowing his men a taste of the spoils of his conquest. I knew he was the alpha male, and that made me obsessed with his pleasure and satisfaction. I wanted this filthy repulsive man to use me until every perverted lustful craving was sated, until every last drop of sperm was sucked from his cock.
There was another man fucking me up the ass now, and his equipment was a little bigger than the last two, and I began squealing like a pig as his flesh sword stretched my little hole wider. He was more animated than the last two men, and as he rode me bareback, he leaned forward, put both his hands on my head, and shoved my head down into his boss's crotch, impaling me on the powerful man's thick meat. I stomach surged, trying to regurgitate its contents, but the cock plugged my throat and allowed nothing to come up. The man to my rear laid into my butthole with everything he had. Through gritted teeth he snarled as he fucked me with the ferocity of an insane person and it was clear he was getting ready to bust his gigantic nut. He was still holding my head firmly down over the alpha man's hard dick.
Then he stopped thrusting as he began his orgasm. He had his cock buried balls deep inside me and, still grabbing my hair, leaned backwards, pulling my face out of his boss's lap and forcing my back to arch uncomfortably backwards. Then he began to ejaculate hard deep into my rectum and I could feel his cock flex with each shot and pretty soon my back entrance was loaded with warm, slimy sperm.
As he came, another man took his opportunity to position himself in front, between me and the alpha male whose cock I had been sucking. He was rudely caressing my naked chest and stomach, waiting anxiously for his turn with me. As soon as the man who had just finished in my ass pulled out, this new man staked his claim to me. He held me like a wrestler and performed some move that had me on the ground so fast I didn't know what was happening. All I knew was that I was now on my hands and knees on the pavement and he was under me with his legs wrapped tightly around my torso and head locked in his right armpit. There was no hope of escaping from this pin and my unprotected ass was presented to the group of men and extremely vulnerable to penetration.
Just then, I felt a cock slide into my ass. It gently worked its way in until I felt the man's hips touch my butt cheeks, then he stayed still, enjoying the feeling of my lubricated ass gripping his erection. The man under me released his headlock and began fumbling with his own dick. To my horror, he placed it just under the other man's cock and began pushing against my asshole! I had never dreamed that I would be able to accommodate two men's cocks in my ass a the same time, but sure enough, my little boy cunt succumbed to the man as it always seems to do, and he slowly worked his way inside. I winced from the pain and tried not to scream but they were stretching my hole as tight as a drum.
Just as the two rapists began to pump in and out, I realized that the ringleader was standing in front of me, expecting me to continue sucking his cock. I was grateful to be allowed to pleasure this man again, and also for something to take my mind off the pain. I straightened up a bit and took the barrel of his loaded weapon into my mouth and lovingly began sliding my hand up and down the length of his shaft. He didn't care for my sentimental blowjob or the doe eyes looking up at him in admiration, so he held my head and began to fuck my skull like it was a pussy. I moaned with delight that he was getting the pleasure from me that I knew he deserved.
After a few minutes of the three men fucking my totally subjugated body, I felt the two in my asshole begin to climax. They both shot their loads in perfect synchronization and their throbbing cocks deposited a collective load of cum in me that I will never forget. When they had both emptied themselves completely, they rested for a moment and let their dicks soften a bit. The one sodomizing me doggy style pulled out first, then lifted me off the other man. The cum poured out of me like a fountain that flowed down my leg and pooled on the asphalt.
Then the leader stepped close to me and I felt his heavy, stinking breathe on my face. By instinct, I dropped slowly to my knees and looked up at him, imploring with my eyes that he use me as his cum dumpster. The rest of the gang gathered around to watch as their leader performed the final despicable act of domination and humiliation. He jerked off slowly with an evil, hateful look in his eyes, clearly savoring this moment. I opened my mouth and stuck my tongue out a little to show him that I accepted his ultimate authority and will accept his masculine seed. He took his time, sliding the dark skin up and down his rigid cock at a relaxed and even pace.
Finally, I saw his balls begin to tighten and I knew my reward was coming. He sped up a little bit, then stopped and held firm onto the base of this cock and I sat up and opened my mouth wider to catch his entire load. The first shot fired out like a cannon and smacked the roof of my mouth, then the rest flowed out in torrents, cascading down onto my tongue. He pumped his cock until he had no more cum left, and I took the head into my mouth and sucked the last drops off the end. Then I sat back and, with my face looking up, showed him how much semen he'd just dropped. All the men seemed to take that as an invitation to spit in my mouth, and I sat there obediently, allowing them to shower me with their contempt. It was almost like they were all shooting their cum on my face, and I loved letting them do it. When they were all done, I closed my mouth and swallowed the salty mixture of jizz and saliva. Then, just as silently as they'd arrived, they vanished into the darkness of the night and I was left alone again, with nothing but my shame and humiliation to keep me company.