Start of a Rent Boy: Chapter 3

As you can imagine I was very apprehensive about meeting my torturer again. I serviced several other ""normal" clients before Paul cajoled me into submitting to him again. Its funny, by now I saw it as "normal" to meet a guy I didnt know, strip, and let him do what he wanted with my body. I even put up with some mild pain without thinking twice about it, quite a few of the guys liked to tweak my nipples or squeeze my balls and I became practised at moaning and feigning pain to help get them off. That one guy though was an expert in pain and there was no fooling him. I shuddered each time I thought of what he'd done with me. Paul was insistent though, I could do with the money and encourgaed by his presence and assurance that he would stop me being "damaged" I agreed to see him again.

As before he was there when I arrived but this time he'd already changed into the leather shorts and boots and was also wearing a black leather cape. I stripped as ordered already shaking with fear but reassured by Paul's words of encoragement. The guy picked up a leather hood and pulled it over my head buckling it under my chin and lacing it tight down the back. It covered my eyes but left my nose and chin free. I opened my mouth as instructed and felt something wedging my jaws open wide which was then fixed round my head to so that I couldnt shift it or close my mouth. Finally my hands were cuffed but this time up at the back of my neck giving me the clicker as before in my hand. His hands gently stroked my body teasing my nipples, fondling my cock and cupping my balls tenderly in his large hands. I shivered at the tought of what he might do but couldnt stop my cock rising at his expert touch.

He proceeded as before swishing the cane several times before, when I was least expecting it, whipping it sharply across some part of my naked body. After what seemed like an hour of this every part of me, from my thighs up to my chest and shoulders was buring and raw from his attentions. He stroked the cane up and down teasing those parts which were tenderest and I guessed showed up red or already bruised blue or black. "Good boy" he said soothingly, "shall we see if you can last a little longer this time?" He teased my nipples tweaking and pulling them till I gasped. I felt his hot breath on my chest then a burning pain in my right nipple as he nipped it firmly between his teeth. My groan turned into a squeal of pain as he straightened and I lifted on tip toe to try to stop him pulling my tender flesh. With my jaws held wide open the squeal merely sounded like a loud aaaaaaaaaaaaaaaaaah. My nipple slipped out from between his teeth and I sank back gratefully although the tingling as feeling returned to my tortured titty reminded me of the excruciating pain I had just felt. I felt his hot breath again and he repeated the process on my left nipple till I thought I would wet myself with the pain. He did it 3 or 4 more times laughing each time as I moaned while the blood coursed back through my sore nips. He pulled them again, not painfully this time, almost erotically and I could imagine him admiring them. "Hmmm, Paul said you had tits like a girl, suckle them and you'll do anything!" As he said it his mouth closed on my right breast sucking it into his mouth. I felt him sucking harder and harder as I gasped in pain till he suddenly stopped and I heard a sharp snap and felt a cruel pain as he clipped something onto my hot nipple. He repeated for the left side leaving me gasping and breathless. I heard him chuckle, "lets just hang a few hundred grams on there to start with shall we?" I moaned as first the left, then the right were similarly loaded and the burning pain in my nipples was augmented by the drawing aching in my tits.

I stood sagging and trying, unsuccessfully, to think of something other than that awful throbbing ache. I could sense him walking round my, trailing the cane over all the painful spots. He stopped infront of me I could tell from the sound of his breath. I felt the cane go between my legs, he moved it from side to side smacking lightly on my thighs "apart!" he aid. I obeyed planting my feet apart and bracing myself for what might come next. I felt his hands fondling me then the coldness of the padlock and heard the snap as he locked it around my balls. "You carried a kilo last time so we'll start there shall we?" I groaned as I felt the weight be clipped on and the tearing sensation in my scrotum spread as a drawing aching pain to my groin. I stood hyperventilating to try to bear the pain.

I could sense him walking round me surveying his handiwork, trailing the cane over my body, flicking the weights hanging from my raw nipples, making the weight hanging from my balls sway. It hurt but I could cope with this, but what will he do next? I didnt have long to wait, I felt him finger my ass and planted my legs further apart to let him enter me if he wished, after all I'd done that before and it was better than any more torture. I felt the familiar cold as gel was applied and worked well inside me. I murmured appreciation, as well as I could with my jaws clamped wide open, to let him know I was enjoying this. Was that second finger added? I pressed back on him finding it uncomfortable now but no worse. Yes it was a second finger as I recognised the sensation of being stretched to make my tight hole accept a cock. He worked his fingers round and I knew I was relaxing there at least in spite of the dull pain in my tits and balls. He pulled his fingers out and I felt a cool hand on my tummy then something against my well lubed sphincter. There was sharp pain as something was pushed hard inside me at the same time the hand on my tummy stopped me moving away. I gasped as it was pushed harder and I felt my ass strecthing to take something huge. I tried to twist away but hands held me tight, my mind raced, there was more than one, Paul must be helping him! I tried to resist but there were arms round me and the hand on my midriff stopped me getting away. Then a hand grabbed the padlock round my balls and pulled me back onto whatever was being shoved up my ass, I tried to shriek through the wide open gag but was helpless to stop the assault on my poor rectum. With a final plop, whatever was being rammed into me seemed to reach a neck of some kind and stop. It hurt like hell and my belly felt like I needed a shit real bad. The hand released the weights to hang from my balls again and I groaned as the load fell on my aching scrotum again.

"Good boy, " I heard the soothing voice again "you'll be relieved to know thats the end of the pain........kneel". I did as ordered and recognised the familiar feel and taste of a cock being thrust into my mouth thro the gag. It only took a few thrusts and he shot his load, I almost gagged but managed to retain my control and drank deeply. I breathed a sigh of relief, I'd made it, I was sore, I ached but Id lasted okay. He told me to stand and I laboured to my feet reminded by the pain of the weights on my throbbing balls and tits. He led me across the room as I waddled where he pulled me the weight swinging between my thighs. He made me lie down and I recognised from the cold floor we must be in the shower room. Oh god no, was he going to do what I expected?

I lay on the floor heart racing and heard the familair soft voice. "You just have one more test to pass and win the money, ok?" I nodded wondering if I could do it. there was a pause and I felt his hot body straddling my chest and his weight as he leaned forward over my face pushing his cock into my open mouth. "Now be a good boy and swallow". The stream of hot piss started and stopped when my mouth was full. It was bitter and I screwed up my nose but managed to do as he'd ordered. He started again but stopped as before as my mouth was full. He knew what he was doing! I lost count how many times he did this before he was empty but eventually he helped me to my feet feeling rather sick and very embarassed. He led me back into the lounge where he undid my cuffs, removed the gag and the hood leaving me blinking in the light.

Paul and the guy were standing smiling at me. I looked down and grabbed the clips on my nipples opening them and gasping as the feeling rushed back. The guy rubbed my tummy, "feeling full" he said laughing. I realised that with his pee and the huge thing still up my ass I did feel distinctly uncomfortable. He lifted the weights round my balls and let them down slowly making me groan again. I'd almost forgotten that! "Please, let me have the key" I said looking down at the large shiny padlock from which the weight dangled. "Bend over first" he grinned nodding towards the settee. I bent over holding the weights with one hand and enjoying the reduction of the ache in my balls. He came up behind me and teased a little then tugged on the protruding end and showed me a large butt plug at the same time shoving his cock up my aching anus. I hardly felt him go in , this was easy, Id taken larger and after the plug his cock barely touched the sides. "Hands on the seat" he said pumping my ass hard so his hips slapped against my buttocks. I reached over the back of the settee and groaned as the weight came on my throbbing balls again. His pumping was making the weight swing to and fro and that dragging, drawing ache that spread up into my groin and belly returned.

I realised that he was so loose in my still stretched ass that, since he'd cum once already in my mouth, he wasn't going to shoot his load any time soon. His pounding increased to a frenzy making the weight swing more and the pain intensify. I reached back over to try to grab it and take the strain off my scrotum but he slapped my hand and threatened that if I disobeyed he would double the weight! Oh god this was hurting when would he cum! It seemed like hours but I guess it was only 10 minutes or so but that seemed like an eternity when I really though my balls were going to be torn off. His hands steadied himself on my hips as his pounding reached fever pitch and with a great shout he was obviously there. He collapsed over my back and I felt the full weight of his hot sweaty body as he lay there gasping for breath.