Start of a Rent Boy: Chapter 2

After that I "serviced" guys at Paul's most weeks, sometimes more often if I could find an excuse for my mum. To start with Paul sold me as a "virgin boy" but rapidly I became well known to his customers so he had to sell me as a "young but fully experienced boy". I discovered the likes and dislikes of each of his regulars. Some wanted oral but most wanted to fuck me. Most were quick but some made it last. Some, like the first guy who became a regular, liked to spank me. One who I dreaded was really into pain. As well as spanking me he loved to twist my nipples till I cried. After the first time with him I didn't want to see him again but Paul persuaded me he would pay well for his pleasures so I went along with it.

He was waiting when I got there and he insisted straight way that I stripped in front of him. Paul was there so I felt reasonably secure even when he went round behind me and I felt handcuffs snapped on my wrists. I was feeling pretty anxious by now especially when he slapped a piece of wide sticking plaster across my mouth so I couldnt make a sound. I looked at Paul to see if it was okay but he just nodded to go along with it. The guy put a kind of clicker in my right hand and told me to click it to show I understood. I did as he asked. Then he told me that if I couldnt cope I should click it and he would stop but he wouldnt pay me a penny, click if I understood. I clicked again but by this time shaking with fear. The guy looked at Paul and nodded and Paul left the room. I almost panicked!

He walked round me a few times and must have picked up as he did so a long whippy cane. He stroked it against my buttocks making me tremble in anticipation, he stroked my nipples with it, walked round some more trailing it gently down my back, stroked my cock with it, stroked my buttocks again till I was glistening with sweat. He laughed at my shaking with fear then put the cane down and picked up another piece of sticking plaster which he pressed firmly over my eyes. His voice whispered sadisticaly in my ear, now you will have to imagine where the cane will land next!

I heard it swish loudly and each time flinched expecting it to land on me. He must have done this 10 times and I'd started to relax thinking he wouldnt do it when the next swish was accompanied by a searing pain across my buttocks as he brought it down on them with stinging force. My body went rigid as I fell to my knees with the shock screaming into the tape on my mouth. I felt the cane go between my thighs and press up against my balls. "Stand up" the cold voice said "if you do that again I will whip your cock and balls even if you press that clicker, do you understand". I nodded.

I could tell he was walking round me again as the swishing kept coming from different positions. Thwack...........again the stinging pain this time across my chest right on my left nipple! I yelped into the gag. Again and again it happened .....long periods of swishing and no pain then a searing blow when I least expected it. My buttocks, my thighs, my nipples my back, I could tell from the burning I felt that he was measuring out each blow onto some new tender flesh.

I felt his hands stroke my cock tenderly and heard his vioce again for the first time since he started to whip me. "You've done well, I'll let you choose how I punish you next". There was another long pause as I sensed him walking round me examining his handiwork. "Would you like weights hung from your nipples"...I groaned thro the gag as I felt him pinch both nipples and pull firmly down till I thought he'd tear them off, then as I started to drop to my knees he pulled up steadily till I was on tip toe. I shook my head vigorously and heard him chuckle. " So then", he said "we'll see what kind of weight you can carry from those sweet little balls, legs wide apart!"

I put my feet apart my heart racing. I felt something cold round my scrotum and heard a snap is it was locked shut. I felt something hanging cold and hard between my thighs, that didnt seem too bad. His voice whispered, "lets see how you get on with one kilo first". I felt his hands between my thighs then a sickening ache as it felt like my balls were being torn off, I screamed through the gag. I dropped to my knees gasping with relief as the weight hit the floor and relieved the strain on my stretched scrotum. "You remember what I said I would do if you did that again" I nodded as I felt the cane stroke my erect member. "Do you want the cane on your cock or your balls first I wonder...........stand up". I felt him pinch my nipples and pullup till I was moaning thro the gag. I clumsily clambered to my feet the weight pulling again on my throbbing balls. He pulled me right up on tip toe as I whimpered piteously and tried to beg him through the tape on my mouth to stop. My hand was trembling and wondering whether to click my submission but I really needed that fee.

He let go my burning nipples and I felt him put his hand between my thighs to hold my testicles. Thank god, that had taken the strain from my balls and eased the pain. I felt the cane stroking my cock teasingly and his voice whispered "would you like it there?" I shook my head. There was a sigh of regret and then I felt the cane sawing against my testicles as they lay in his hand "there then?" I shook my head again. I heard him chuckle, "aaaah so you can't choose...........Ill give you a little taste of both." His hand twisted my balls round and pulled them up so my cock was underneath. It hurt but not so much as the weightI could cope with this. I heard the cane swishing again and braced myself. One, two, three, four, was he just pretending......Swish whack.............the pain was indescribable, surging through my balls. If I hadn't been gagged I would have thrown up. My legs felt wobbly I would have collapsed but his strong hand held me up by my balls massaging them slowly as the awful pain subsided.

"Good boy" he whispered "now for that pretty little cock." I felt him shift his grip so my cock was free to spring up again. I moaned into the tape as I felt his push the skin back on my shaft so it exposed my cock head. He pushed hard, hurting a little, until I could tell from the cool sensation that my knob was bare. Swish, swish, swish, oh god he wouldnt surely, swish whack.........I screamed into the gag hearing my voice resonate in my head as he brought the whippy cane down unerringly on my exposed vulnerable glans. I felt myself going faint and would have fallen again but for his firm grip round my still throbbing balls. Aaaaaaaaaaaaah.........I felt some relief as he rubbed a wet cooling finger over my tender knob. I heard him chuckling as I struggled to regain my composure still gripping the clicker but determined not to use it.

"Good boy" he said again as my breathing returned to normal "not much more before I fuck you". He let go my balls letting them suddenly take the full load of the weight hanging from them. The pain shot up into my belly as I shrieked into the gag. I dropped to my knees but the pain continued even as I felt the strain ease as the weight hit the floor. I doubled over my head on the carpet clicking the thing in my hand like crazy.

I felt him lift me up and flinched as he ripped off the tape over my eyes and my mouth. I blinked in the light then looked down and saw for the first time the red weals across my chest. I looked futher and saw the huge reddening lump across my cock head where the cane had landed last. "What a pity", he said "you were doing so well too." I sobbed in pain and blurted out how I was sorry I'd failed him. I looked at him and saw he was naked except for black leather shorts and boots. "Ill tell you what" he said "suck me and then if you can climb up on that chair with the weight round your balls I will pay you half the fee"

I looked at the chair and nodded, sure I could do it. He pushed his leather shorts down and I saw for the first time his small but now stiff member. He stepped towrds me and I sucked hungrily making sure I stayed kneeling so there was no weight on my aching balls. He fucked my mouth mercilessly... "Swallow" he said, "every last drop like you enjoy it!" I needed no encouragement and very quickly I felt the spurt and tasted the familiar salty tang. I swllowed looking up into his cold grey eyes and made sure I sucked every last drop from his already limp member.

He stepped back smiling and folding his arms. I climbed painfully to my feet groaning as my balls took the weight hanging from what I could see now was a padlock round my scrotum.I took slow steps wincing with each one as I made my way slowly to the chair. I almost chickened out when I got there as the ache in my balls and lower abdomen was excruciating. He put his hand encouragingly on my arm to steady me as I gingerly lifted my right foot to the seat of the chair. "Oh god it hurts" I moaned. "Come on, you can do it" he goaded. I took a deep breath, gritted my teeth and straightened my right leg stepping up and lifting the left beside it and giving a groan of anguish at the pain as I heaved up.

"Good boy" he chuckled "now straighten up to earn half your fee". I straightened up and closed my eyes groaning with the pain. I felt him pinch hard on my nipples again, lifting, twisting I squealed no..no...please. His teeth bit my left nipple, hard, I was moaning and begging..no...no more....please. I heard him laughing again and realised the chair was wobbling.....he was making it wobble.......I was faling...oh god no. Instinctively I tried to put my hands out to save myself forgetting they were still cuffed behind my back. I tried to step down, to flex my knees the break my fall but AAAAAAAAAAAAAAAAAAAAAAAAAAAAAA AARRRRRRRRRRRRRRRRRRRRRGGGGGGGGGHHHHHHHHH!!

I fell to my knees sobbing at the searing pain in my balls as he stood laughing over me.

"Poor boy didnt quite make it" he said as Paul came in to see what had happened. "Still, he did well so Ill pay him half. Next time lets see if he can earn the whole fee".