Start of a Rent Boy: Chapter 4

It was a few months before Paul arranged for me to meet the guy again and in between I'd serviced other clients regularly. Paul did mention that the guy had been in touch and they were trying to set something up but I didn't give it too much thought I was making nice money from the other customers without having to strain myself. My mind was occupied anyway with arrangements to move away to attend university so I knew that my time as one of Paul's "boys" was coming to an end although I had still promised him that I might be available in the holidays. Then out of the blue Paul phoned to see if I could make it the next night for "something special" involving the guy who got off by causing pain. I wasn't keen, I could still remember how painful the last time had been, but Paul was very persuasive, he said how it would be the last time anyway as I was moving away, so eventually I agreed. Even as I put the phone down I had doubts, I imagined my nipples burning and the dull ache in my groin holding that bloody weight!

As before, the guy was waiting dressed in the leather cloak boots and shorts when Paul opened the door and showed me in. I stripped automatically, Im not even sure we said hello, and waited watching him with some trepidation as he lay out the equipment he planned to use on me. I noticed this time he buckled the leather collar round my neck first and then strapped my wrists to each side of it. I opened my mouth without being asked as he approached me with the O-ring gag which forced my jaws open even more than I remembered making the hinge just below my ears ache with the effort. He picked up the hood, then paused laughing and reached for the nipple clips and the padlock. He played with my body teasing and watching my skin flinch as he described what he was going to do with them. He pulled and twisted my nipples, he said to make them erect, but I think he just enjoyed making me yelp with pain. He grasped round my ball sack pulling them down and then lifting me up onto tip toe and making me squeal in pain again. Of course all of this made my cock stand up and he smacked it from side to side, which made it even harder, saying, "look at you little pain slut, you are loving this aren't you?"

He fastened the leather hood over my head covering my eyes and started the old familiar routine with the whippy cane......swish....swish...... crack when I was not expecting it. My whole body was raw and I realised with some panic that this time he hadn't given me the clicker to signify if I couldn't take any more. He seemed to be working me over even more thoroughly than before and my whole body from my neck to my knees was a sea of tingling, fiery burning pain. I couldnt stand much more of this when suddenly he stopped and the circling and stroking me gently with the cane started teasing and arousing my nipples, my penis, my balls, my anus. I felt his hot breath on my chest and was prepared when I felt his teeth round my right nipple but I still shrieked as best I could with my jaws wide spead as he tugged this way and that almost lifting me off my feet! Snap! I yelped again as the clamp bit into my tender nipple then moaned as I felt the dull ache as he hung a weight from it.

He circled me again teasing and arousing with the cane then I felt his hot breath on my chest and the pain as he bit my other nipple. Snap, yelp, moan as he first clipped and then loaded this side too. He circled again this time as well as teasing my aroused body he lifted and let fall the weights hanging from my aching tits, laughing as I groaned each time the load came back on. He sawed the cane to and fro between my thighs and I recalled the pain when he had caned my balls last time. I gasped as his hand gripped them, squeezing, pulling, lifting so my legs bent then stretched on tip toe. He pulled and then I felt the cold padlock snap closed round them. He pulled and lifted for a moment and I guessed he was attaching a weight but he was teasing whispering in my ear was I ready for this. He suddenly let go and the full weight dropped onto the padlock almost tearing my balls from my body. I dropped to my knees to counter the searing pain but too late, even though this took the weight off as it hit the floor it could not take away the agony that seemed to pierce my groin and belly like a knife.

He circled again, chuckling and telling me what a naughty boy I was to drop to my knees without permission and how naughty boys had to be punished! I stood up when he commanded groaning as my throbbing balls took the strain. I expected to be fucked or made to suck him and when he just carried on circling I wondered if he had more pain in mind and racked my brain for how I could tell him enough was enough with no clicker to press. I heard his voice, muffled through the hood, saying to Paul, "shall we let the boy see what waits for him." Paul obviously agreed as I felt the hood being unlaced then pulled off. I blinked in the unaccustomed light and then as my eyes adjusted my jaw dropped, or at least it would have done if it hadn't already been wedged open as far as it would go. Standing in front of me smiling were two big black guys. They were naked except for white briefs, they were both tall, one more than the other, their bodies toned and glistening as though they'd been oiled. I knew Paul had some black guys from the local American Airbase on his books as some of his customers liked to be fucked rather than to fuck. I guessed these guys were two of those and I could guess who they were going to fuck!

My torturer laughed "you'd better treat them nicely if you want them to take it easy with you, why dont you kneel down and kiss them hello first!" He removed the O-ring gag, pushed me forward and I waddled, the weight swinging between my thighs, towards them, knelt with some relief as the load came off my balls, and looked at the bulging white briefs in front of my eyes. One of the black guys spoke "who you gonna take first boy, remember the one who goes second is likely to take it out on that tight little white ass!" My heart raced, I looked from one to the other, one seemed to thrust himself forward more so I pressed my lips against the bulging white briefs feeling what was inside move as I kissed the fabric. There was a sigh of appreciation, he moved back and the other stepped in front of me thrusting his hips forward. I kissed his bulge in turn and as I went to pull away his hand pressed my head firmly against him and I felt his cock grow against my trembling lips. I heard a chuckle from behind me and a voice said, "better see what you are getting, peel their briefs down".

The guy I was kissing took his hand away and I reached up to grip his waistband with my teeth and pull it down. It jammed but not before I had a glimpse of the hairy root of a massive shaft. I reached round his side needing to raise a little so the weight came on my balls again, I nipped his waist band and pulled that down till it wedged again. I moved to the other side my eyes bulging as they saw even more of the massive tool hidden inside his briefs which were now bulging as though they would burst. I gripped the other side of the waistband in my teeth and pulled down, this time the briefs slid well down his thigh and I was treated to the sight of a huge cock springing out horizontally. I gasped at the sight, it must have been 10 inches and thick too, I trembled at the thought of that splitting my little anus which had been fucked many times but never by anything that big! His mate took his place and I repeated the process removing his briefs with my teeth to see an even bigger cock spring out in front of my eyes. If the first was 10 inches this must have been 11 and even thicker and was clearly so heavy that it hung at about 45 degrees.

I felt a body behind me and the O-ring gag was pressed against my mouth. I opened dumbly as it was inserted to force my jaws open and hardly heard the cold voice saying "we dont want you to bite anything do we when that tight little ass is being stretched to breaking point!" The first black guy stepped up and shoved his cock in my mouth and I licked his knob reluctantly as it filled my mouth. He stepped back to let his mate take a turn, he was the one who need to lift his heavy cock to get it into my mouth and I sucked him a little less reluctantly. I had'nt sucked black cocks before but this wasnt too bad, they tasted much the same as white guys even to the same salty taste as the pre-cum oozed out. The first guy resumed and I sucked eagerly licking his knob and letting him shove as far as was comfortable which wasn't very far. His mate took over again and lifted his heavy cock to let me pleasure him too. Hey, this was okay, I could even do it while letting the weight rest on the floor so my balls werent aching so much!

The first guy took over again and after a few minutes where I enjoyed pleasuring him he put both hands behind my head and pushed slowly but firmly. The pain in my throat was unbearable, I would have screamed but my throat was blocked by his huge shaft. He pulled back slowly and I gasped with relief only to have the scream choked in my throat again as he pushed in even further than before. My eyes looked up at him pleadingly as he did this 3 or 4 more times then stepped back grinning to let his mate have a turn. He lifted his huge cock up and held my head pushing it slowly in, pausing while I pleasured him as best I could and looked up pleadingly into his eyes, then sliding slowly down my throat as he grunted with pleasure. They carried on taking turns till I thought I would pass out and my throat ached like I'd never experienced before. They turned to my torturer, "think the little boy's had enough , reckon he's ready to be fucked?" My torturer stood before me laughing "want it in the ass now?...........nod if you say Yes." I shook with fear but nodded, anything to stop that pain in my throat.

They laid me along the back of the settee, I'd been in this position before so one guy could fuck me from behind while another straddled the back of the settee so I could suck his cock, but they were normal size guys! I groaned through the gag as the weight on my balls caused them to throb and the ache stabbed again deep in my belly. My tits ached too as the weights on the nipple clamps dangled each side of the settee back. I could feel the cold gel on my ass as someone lubed me up. I tried to relax as I felt the fingers inside but my ass just clenched in terror. I heard Paul's calming voice, I'd forgotten he was there, "just relax, you'll be okay." The guy with the large cock straddled the back of the settee sliding along and holding up his heavy dong till it brushed my lips. "Suck it boy" he said "I wanna feel your throat as his cock splits that tight little white ass!" I heard a chuckle behind me and felt something hot against my poor little sphincter, the guy in front wriggled forward so his knob pushed into my mouth, I sucked hungrily to take my mnd off what was about to happen.

I tried to arch my back as my anus was stretched wider than ever before, wider even than with that huge butt plug, but the guy on the settee held my head and pulled it down so his cock slid into my mouth past the ring gag. The guy fucking me checked slightly and I heard my torturers voice ask "nod your head to beg for that big black cock up that tight little white ass" I nodded. I heard another voice "take the gag off so the slut can beg properly". The gag was removed, "you heard" said the voice. P...please f..fuck me" I stammered. "The exact words" said the voice. I racked my brains to remember. "P...please...I...I want that big..b..black cock up m..my tight little white a..ass!" "Louder" said the voice. "PLEASE, I WANT THAT BIG BLACK COCK UP MY TIGHT LITTLE WHITE ASS" I yelled.

The gag was roughly rammed back into my mouth quickly followed by the guy on the settees cock. I felt the guy behind me grip my hips firmly and I braced myself for what I knew was coming. The two must have been communicating over my body as they both pushed slowly but steadily into me. I thought they would never stop, I let out a snort of pain through my nose as it was buried in the pubic hair of the guy in my mouth while the guy behind me kept sliding in until his hips were pressing on my ass. His cock seemed to reach somewhere up behind my belly button while his mates knob was somewhere in my chest. They pulled out till my screaming ass closed and I could breathe again then slowly pushed in till it seemed like their cocks were touching somewhere behind my throbbing tits.

I think I must have passed out from the pain as the next thing I recall is coming to lying along the settee back but with nothing in either my mouth or my ass. My muzzy head heard the words "my turn now" and I realised they were just changing places. I arched my back again as I felt a huge cock presented to my torn ass hole. I made no protest as the other one was presented to my open mouth. I barely had time to register that it was the big one now sliding into my poor anus when I think I passed out again.

I came to lying on the floor sobbing, just conscious enough to realise the clips had been taken off my nipples and the weight, though not the padlock, removed from my balls. Hands were chafing life back into my burning nipples and throbbing tits. Other hands were massaging my aching balls. I whimpered piteously as the sensation returned and realised my cock was throbbing too. Oh god had I maintained an erection all this time? There was a burning searing pain where my anus used to be and my throat was aching like the worst throat infection Id ever had. My mouth tasted awful and I dreaded to think how many men had cum in there. I was helped to my feet, my hands still buckled up by my ears and the O-ring gag still firmly in place, and led stumbling to the shower room. "Kneel boy" my torturer said "not much more now"

I knelt wearily looking round at the 4 guys who grouped round me in a semi circle. "Kneel up and head back, you know what's coming" he said. I obeyed. "Me first I'm busting" said the biggest black guy. I turned my head to him and received a stream of hot yellow pee in my mouth, it tasted bitter and acrid. He squeezed his cock to turn it off. "Me next" said a voice and I turned to that to receive another scalding stream. So it went on, pausing only if I seemed to be failing to swallow as they ordered, until I had received the last drips from the last guy. At this point some of them were aroused enough to want to cum again so they wanked into my mouth while I swallowed as ordered. The ones watching were aroused by this so in the end they all shot what loads they had left into my mouth in fact I think a couple may have done it more than once.

"Would you like to pee yourself" asked Paul as he removed the O-ring gag , reminding me that my bladder was almost bursting. "Please" I said, expecting that they would want me to pee in front of them. I should have known better, they made me lie on my back while they held my cock up so I sprayed my belly chest and face. They undid my collar and released my hands and watched as I washed myself clean. I could hardly speak from the pain in my throat and each time I took a step was agony from my torn anus. They got dressed leaving me naked, still with the padlock round my balls and still with a throbbing erection. "Would you like to cum yourself" my torturer asked. I nodded.

He told me to lie on my back on the floor in the middle of the lounge while they sat around me. He attached along chain to the padlock and told me to start wanking which I did eagerly as I deperately needed to shoot my load to relieve my aching balls. I'd hardly started when he yanked the chain and yelled "stop". I grabbed the chain to stop the pain in my tender testicles and he told me if I did that again he would not remove the padlock and would throw away the key. I lay back and started to wank again when they said. I guess he stopped me 20 or 30 times before he allowed me to finally shoot my load. Paul wiped up my spunk from my belly and chest, still striped with red weals some already turning bluey black as the bruises came out. I knew what he wanted and licked every drop from his fingers wondering if this was the last time I would be naked and used in his presence.