Jockstrap Challenges

By Abra Cadabra

Published on Dec 4, 2014

Gay

last time at the JOCKSTRAP-CHALLENGES:

he forced my head on the ground and pushed a dildo in me. it vibrated loudly. I muffled my scream by pressing my lips together.

he pulled me up and sent me off towards the sun. nothing in sight. he got in his truck and drove off in the opposite direction until he was out of sight. I was in the middle of nowwhere.


the dildo was firmly in place. my eyes watered at the burning sensation. I noticed that my nipple rings had been exchanged for much bigger ones.

I was still desperate to cum, despite being in considerable anal pain. or perhaps because of it.

to my great relieve it was not long after that I spotted the next task-station closeby. a bucket of beer and piss with a cardboard:

hey fag! we really enjoyed the videos of you. who knew you could dance like this. or scream this loud. or take dick this hard. and beg for more. grade A faggotry. task five: find the road. be at the 50-miles mark. we'll pick you up at 6pm. be there, or get left behind.

I started to realize that this day - this experience - would come to a close and i'd have to go back to my old life. where I would face these boys every day in class. at that thought I came.

again, without a real orgasm. jizz dripped from my dick in slow streams onto my leg. I let it run down to my calves then lifted my leg and licked it up, together with the sweat and dirt already on there.

now I could think a bit more clearly. I had no clue where the road was. none. I walked back the way I came. if this was the way Master S had driven off to, it probably led me to the road.

I didn't find a road. but at least the sky was cloudy now, making a walk in the desert rather bearable.

after some time it became so cloudy I couldn't tell in which direction the sun was, so I didn't really know whether I was still on course or not.

just when I felt panic rising I heard a car approaching. it wasn't a truck I recognized, but as it came closer I saw the driver. Master B's massive scruffy son.

he left his car, wearing ripped old jeans and an open flannel that revealed his thick broad frame. "hey there cock whore, I was hoping i'd find you around. don't like sharing much."

he spit in my face. "what are you waiting for?"

he pulled down his pants and I went down on my knees. he must have been my youngest master yet, in his early thirties perhaps. I decided to call my youngest tormenter Master Y.

he shoved his dick in my mouth all the way, his coarse pubes scratching my face. it wasn't very long, but made me choke none the less. the thickness was as spectacular as I remembered it. he pumped for a while, making me cough up spit and mucus that ran down my chin.

I yelled as he reached behind me and ripped the dildo from my hole.

I thought he was going to fuck me immediately but instead he went back to his truck and presented me with a lot of rope.

after five minutes my ankles were tied to my balls, forcing me to crouch or rip my sack off. I hadn't felt the ball-kicking earlier because of the drugs, but now I noticed how sore my balls were. I didn't dare to move.

he laid me on my stomach, face in the dirt, and pushed inside of me. with only spit as lube. I yelled and sobbed right away. I kicked out but that only hurt my balls. I tried not to move, but he grabbed me collar and pulled up, painfully arching me back, chocking me as he fucked me.

the rope that stretched my balls tucked with every thrust. I thought he was going to rip my crotch apart. with his other hand he spanked my butt, making me twitch - which only lead to harder ball-sack tugging.

he tugged my nipple rings, punched and kicked my head and even gave my asscheeks an extended spanking, making my thank him for every hit under threat of harsher treatment.

when he finally stopped I could feel his hot seed shooting up my guts. he dropped me back in the dirt and undid the ropes.

"could've left you here all tied up. but I'm gonna do you the favor."

"th-ank y-you S-S-Sir." I cried.

"why you even still out here?"

"I h-have to get to the 50 miles mark sir. t-till 6."

"well you were goin the wrong way. t's over there. you'll have to be quick though." he pointed vaguely in a direction.

"thank y-you Sir."

"see you around, cock whore."

and with that he shoved the dildo back in, fixing it in place. he spat on me once more and drove off.

as I got up on shaky legs I noticed an even more burning sensation in my tormented asshole. I had gone through more pain then I had thought possible before yesterday, but this was unmistakable. he had put chilli on the dildo. that bastard.

standing up I noticed something else. he had untied me balls, but he had tied the ropes together, making my steps about one foot wide. fuck.

I moaned and squealed, trying to lessen the pain in my ass, but the chilli seemed determined to hurt even more after a rough fuck. my dick dribbled pre-cum again. it occurred to me that Master Y may have lied to me, but it wasn't like I had a better option.

the clouds were almost black now. I felt rather cold. then it started to rain. the one time I was trapped in the desert it rained. even nature wanted to torture me.

it wasn't rain, it was a cloud break. I shivered under the attacking streams of water as the sky itself was pissing on me. it stopped only minutes later, leaving me shivering cold under a slowly clearing cloud layer.

the pain in my ass was not subsiding - actually it was joined by rising pain in my nipples, but with my steps limited I had to hop fast.

I stumbled twice, landing in puddles of cold mud.

once the sun was out again, the mud dried and I began to sweat once more. I was completely exhausted. a part of me simply wanted to fall asleep here and never wake up. what would they even do with me? was there a third day in store for me? would they come if I didn't make it? they still knew where I was. the collar told them. or was that just another mind trick?

perhaps I should just give up. perhaps I should-

the road. I could see the road. and there was a 40 miles mark just ahead.

I let myself sink on my sore butt, heart pounding. I might still make it. for a futile minute I tried to cut the rope between my ankles on a sharp rock, but without the use of my hands it was just not doable.

and so I marched on for ten more miles. I didn't actually know what time it was but I was overjoyed to find a piece of cardboard.

hey fag! congrats, if you made it this far. we'll pick you up when classes are over. you should be ashamed for missing today. but I guess a cocksucker this skilled doesn't need an education. last task: when you see us coming from the north, we better find you in face down position.

I had made it. I cried tears of relieve.

after an eternity I heard a car coming. quickly I went face down, without turning around. the car drove by.

I looked up. it wasn't them. someone had just seen me like this. even though I knew there were videos of my begging to be fucked harder, this still embarrassed me.

but minutes later they finally came for me. Joshua's voice from above was the sweetest sound I could imagine.

"look who we've got here."

he took off my collar. I felt so light I thought I might fly away. "our fag has made it. quite a journey, wasn't it?"

he took off my handcuffs. I wanted to kiss him for that. or suck him off. "I'm so happy you found some new friends in the desert. did you have fun?"

he kicked me. i said with a croaky voice "yes Sir. lots of fun Sir."

I was freed of all roped and the dildo (the burning had dulled over time). if it wasn't for Joshua's boot on my head that he used to keep me down, I would have been totally free.

"i've checked that there's enough money in your wallet for the bus. the station is twenty miles further down."

he dropped something beside me. "can't say i'm not looking out for you, fag. good luck. see you around school tomorrow."

the boys hopped back in the truck with all their stuff and left me naked in the dirt.

when they were gone I saw a very small piece of cardboard. before I picked it up I looked for my clothes.

my sneakers where there, without socks. my shirt had been cut into a very, very low stringer tank top. then there were the pants I had worn on the day of my kidnapping. they were cut at the crotch to turn them into the shortest shorts possible. any shorter and they would have been a belt.

in the pockets were my phone and my wallet.

after spending two days relatively naked, I was more embarrassed at the scant clothing then my nakedness. while putting everything on, I realized that what was left of my shirt wouldn't cover any of my tattoos or piercings. the thought made my dick twitch and ooze more precum. right, they hadn't removed the chastity device.

I picked up the cardboard.

hey fag! we're supposed to give you these. and as promised here's your price for making it through.

attached were two cards. the first had the address of the scrapyard on it. it said "hope you're well, fuckpig. come by on the weekends. if you're a really, really good boy I might take off that cock cage. in a month or so."

one month in chastity? should I just try to remove it on my own? no, Master S might not want me back if I defied him. did I even want to see him again? yes, definitely.

the second card told me the address of the bar. it said "if you ever want to dance like that again, come by." it also gave me the link to the videos if I wanted to watch myself. which I wanted.

then there was the price I had won. pinned to the cardboard was a jockstrap. Joshua's jockstrap. the one I had sniffed. the one that had started it all. I couldn't help but laugh.

I took a deep sniff and put the thing on, before pulling up the remains of my pants. slightly disappointed they hadn't left me anymore piss, I made my way to the bus station, my tattoos for everyone to see. i carried them with pride. ready to start my new life as a cock sucking, cunt faced, fuckpig.

i wondered what the team would do if Joshua caught me sniffing his cleats next week...


i hope you enjoyed reading it as i enjoyed writing it. feedback welcome.


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