last time at the JOCKSTRAP-CHALLENGES:
"who the fuck are you?" yelled a rough voice behind me.
a tall, bald man in his forties starred me down. he wore huge work boots and an oil stained overall that exposed a firm chest and barely visible abs, all covered with a thick layer of short black hair.
I stood there. hands behind my back, nipple-clamps, collared, erect and leaking.
the man laughed a deep roaring laughter. "don't worry about it, boy. your friends were here before. they told me about the game you were playing."
I was so relieved I could have fallen to my knees right then. this could have taken a much worse turn.
"your friends thought the scrapyard was abandoned, but I still work here. sent them away, said i'd point you their way if you show up."
"th-thank you Sir."
"ah, good kid. they told me you were a puny fag, but you're actually even more pathetic then I thought."
that startled me. people often told me I 'looked like twelve'. not that i was that much older. the devices i wore may not have given me the most respectable aura.
the burly man stepped closer, towering over my small body. "you look like you could use a drink before I send you off."
"um, thank you sir. that would be great."
"follow me, boy. your friends told me to make sure you get to them with a plug up your ass, but there's no need for that while you're here."
he went behind me, ripped the duct tape from my crack and pulled the plug out with it. then he kept pushing me forward to his shack. I thought he'd ask me in but instead he said "on your knees boy."
"w-what?"
"you heard me, boy. on your knees, wait here." he went inside as I went down.
the yard owner returned with a sixpack of beer. he opened one and drank it in one go, throwing the empty can behind him.
he opened another one, stepped in front of me and forced my mouth open. barely any beer made it into my mouth as he poured it over me.
my dick was harder than it had ever been. but the big guy wasn't done. he took off the top of his overall, revealing his body, steeled from a life of hard labor. he pushed the clothing down further and his semi hard-on popped out. "open up boy."
the man pissed all over me. I had drunken piss that day already so I opened wide without hesitation. he missed most of the time on purpose.
the smell of my sweat, the piss and the beer mixed with the man's sweaty odor as he closed the little distance left between us. my mouth was still open, making it difficult to swallow the piss that had reached it's target.
the man's dick was about 7 inches, very thick and very veiny. his pubes looked to have been cropped some time ago. he shoved the dick head in and I tasted my first cock.
with the taste of piss and beer still lingering I couldn't say what it tasted like, but it filled my mouth very much. slowly me pushed in more and more until I had about 2 inches in my mouth. I could handle that much.
he grunted and moaned for a while, spitting me in the face between thrusts. then he pulled out, slapped me hard enough to topple me, steadied me by grabbing my collar and pushed back in. he repeated this several times. at that point i was in tears.
"you want me to stop, fag boy?"
the slapping hurt a lot and the sun was almost setting so I said "yes Sir, please stop."
"stop what boy?"
"um. stop f-fucking my face Sir."
"alright, fine."
he stepped back, helped me up and took off my nipple clamps. the pain that surged through me as the feeling returned to my tortured nipples made me cry out.
the man grabbed my collar and I understood why he had removed the clamps as I was being pushed on a low table, stomach down.
I heard him take off the rest of his overall and all of the sudden I had his boot on my head, pressing me onto the table's cool surface. he spit on my asshole and my heart beat accelerated. my hips were at the table's edge, causing my dick to slam against the underside. he pushed one finger in - bigger than the plug had been. I expected him to go in and out, but he was wiggling it, opening my hole. he pulled away the boot, pouring another can of beer over me.
as he put the boot back on my face he squirted something on my hole and from the sound of it also on his dick. I could only hope it was something that worked well as lube.
two fingers now, working my hole open. I was leaking precum hard. I heard the clicking of a phone camera from various angles after he pulled out again.
three fingers. it hurt. it felt like he was cutting me open. I whimpered but didn't dare to speak.
at first I thought the three fingers were back but this time it was dick. I lost my virginity.
he didn't push in far but he went fast from the start. it was like getting stabbed. I started crying, sobbing uncontrollably. he pulled out, spitting more sips of beer on me. i focused on relaxing my sphincter. as he went back in this time, it was easier. more camera snaps.
as the last rays of sun light vanished he pushed in a bit further, always giving me more, just a bit faster than would have been comfortable. as I grew accustomed to the feeling, the deep rubbing in my guts turned from a painful violation to enjoyable sex.
"come on fuckpig, smile for the camera. show some teeth. yeah, that's it. you like it, don't you? now, let's get started for real."
he went faster.
the table rocked, creaking loudly. darkness settled around us. he turned on the flash on his phone, taking more pictures. my sobbing had given way to grunting. we moaned into the dark, he considerably louder than me.
he used my collar to choke me, slapped my face from side to side when he didn't have his boot on it and shoved his hand under me to twist my nipples. everything to make me scream.
finally he pulled out and I thought he had cum, but he grabbed my collar and pulled me off the table. his load landed mostly in my hair but some made it onto my chest.
"fuck, was aiming for the face." he laughed. "wait here."
he walked to his shack, turning on the front light. I was blinded by the lights until he returned. first he put the nipple clamps back on, which was painful on it's own. I could still feel his thrusts inside me, working on my guts. the smell of semen joined the sweat, beer and piss.
"so slut hole boy, i'll send you on your way, but I'm afraid the little plug won't be enough for you hungry fag cunt anymore. damn, you must take dick every day. lucky you, I have company over ever so often and I got just the right thing."
the dildo he showed me was much bigger then the plug. but not as big as the man's dick. that shouldn't be so hard for me to take now.
"your friends told me you had tabasco sauce on there. I don't have any. instead i've got this chilli pepper extract. so much hotter."
he used work gloves to apply a thick layer of the substance to the dildo, while I could only stare in shock.
he shoved the dildo inside me. it was pain. simple, blinding pain. I yelped, tried to get out of his grip. "Sir please, no! fuck! please Sir pleeeeeease!"
he laughed and finished a much more solid duct tape job. the chilli pain made me sweat as heavily as the sun did earlier. "and a final little surprise. just for you."
he taped a small box to my collar and fixed wires running from it to my clamps. then he put a metal cockring over my boner and balls, snapping it in place. another wire led from the collar box to the ring.
"I'm sure your friends will like this little gift as much as you do."
the box was a battery. I had thought the chilli pain could not be trumped. I had been wrong. the battery sent shocks to my nipples and my cockring at random. I twitched and squirmed with every one.
the beefy man was very entertained by my struggle.
"walk to the tree a bit further north. right next to the road. no other tree anywhere near there. you can't miss it."
he slapped my ass, went inside and turned off the outer light.
I was a sweating bundle of pain and horniness. but I made my way back onto the road. twitching and writhing as I was, I basically danced my way there.
I decided to walk right on the road so I wouldn't stumble over any stones in the dark. I wondered if I should even try to get there. it was way past sundown. as I thought about going back inside the yard, the doors of the huge fence closed via some remote controlled mechanisms. it was impossible for me to go back. there wasn't even a bell to ring.
other than with the plug before, the cilli pain was not subsiding at all. the electroshocks were just rare enough to catch me by surprise every time. but eventually I made it there. the tree. and there was a cardboard. written again with the other pen in a more hastely style - suggesting it had been unplaned. it was difficult to make out, but it was still early in the night and the moon was out.
hey fag! we saw you were gonna be occupied for a while. so...change of plans. we didn't wanna wait around in the night, until you had finished off the guy. task four B: find task five one mile away (hint: it's either along the road or to the sides) ps: hope you're still plugged
I wasn't getting rid of the pain any time soon. fuck. at least they had left me another bottle of piss. opening it between my knees while shocks made me twitch ever so often was difficult. my bladder was full again so I pissed myself while drinking. simple as that. i had reached my life's low-point.
I had to make a decision. walking the wrong way could cost me an hour easily. I had to walk carefully in the dark and if I went wrong i'd have to walk back the same way.
it was logical to walk along the road first as it would be the easiest.
and so I walked. until a few minutes later headlights lit me up from behind. were the guys comin back for me? had the scrapyard owner found mercy with me?
the truck stopped in front of me, blinding me. two figures exited - too thick to be high school jocks.
"yo he was right, the kid is still here." said one figure.
"I know, I see it, you idiot." said the other.
"yo kid, fag bitch. you need a ride?"
I didn't know what to say? why did they say I was still here. it meant someone must have sent them. maybe the game was finally over.
"yes Sir. I could very m- (electroshock) hng! very much use a ride S- (electroshock) hrg! Sir."
"you're about to take the ride of your life boy. we're friends with that guy." the figure pointed toward his back, probably meaning the scrapyard owner. "and he sent us the pics. and gave us the number of your friends. good boys. know to have some fun. now get face down."
this seemed like an easy way out so I accepted my fate. the men approached me pulling the dildo out (great relieve) and ripping the battery with the wires off (equally great relieve). they even uncuffed my hands and ankles. it felt wonderful even though my shoulders were extreamly sore.
they blindfolded me, so I had only a fague idea what they looked like since my eyes had not accomodated to the car's headlights.
the man behind me pumped me full of lube - as to not get chilli on his dick I guess - and started fucking me roughly. it was actually quite nice. after the pain from the dildo, the fuck was almost comforting. then the guy in front pulled my head up by my head and fucked my face, rubbing his dickhead on my tongue. also not to bad. this time I could taste the dick properly.
on the asphalt on all fours i took it in both ends.
smack! I screamed with my mouth full of dick as the cane came down on my back. smack smack smack!
that was why they had unbound my hands. to get my back free for a caning. and my ass. and my legs.
I was quickly sobbing again, trying to escape their grip. I was gagging strongly on the dick now, but the guy in front only went deeper until I was almost puking - almost. the guy in the back fucked so deep and hard I felt like I was being repeatedly punched in the guts. from the inside.
they pulled out simultaneously after some signal I couldn't see. they went around me switching places. I didn't dare to move, just tried catching my breath.
the fucking resumed, the guy in front - formally guy in the back - pushed in too deep. I puked. not much, but it was deeply unpleasant. without stopping the caning, the duo shoved me to a spot a few feet away and resumed. now the guy in front had no boundaries and shoved it in until his pubes tickled my nose with every thrust. to my surprise I could actually take it - with a lot of gagging. a feeling of pride overcame me despite the great unpleasentness.
tears streamed down my sweaty face. more from the dick-gagging than the pain. but definitely also from the pain. mucus and spit steadily dropped from my chin.
my dick had been semi hard because of the cock ring but now it stood tall and proud again twitching with every stroke of the cane. as long as the guys didn't hit the exact same stop twice it was actually bearable.
I held myself up on my arms, sometimes desperately shoving the guy in front away, when the dick was in deep enough to cut off my breath. not that he cared.
the guy in the back still fucked me, but not as hard as the one before. and I could have taken it. I knew I could. if my mouth could take this punishment, so could my asshole.
so I bent my knees up a bit and rocked my hips. he got the signal and went to town harder, until I was basically thrown back and forth. the guy in front pulled out and came over my nose, mouth and chin, letting it drip onto the street from there. I savored the salty taste of the slime. they guy in the back came soon after, shooting the first load in my ass and the rest onto my back, from where it ran down my legs.
a few more cane strokes later they packed up. one of the pushed his limp dick in my mouth and pissed. I was thankful to get rid of the puke taste so I made sure to swallow every drop.
my hands were cuffed again, the dildo was shoved back in (the chilli now wiped from it) and new duct tape fixed in place. at least they took the battery with them.
they did however turn the dildo on. I hadn't even known it was a vibrating one, but boy, did it vibrate.
the blindfold came off, with me still on my knees.
"by the way, cunt slut. I'm supposed to tell you it's to the left. good luck, you little perv."
they drove off, leaving me in darkness. the sound of my dildo rocking my guts extremely loud against the night's silence.
next part going up soon. stay tuned. feedback appreciated.