From Boss to Slave

By davdar192

Published on Apr 15, 2021

Gay

This is an authoritarian story of a desperate man selling himself into slavery to rid himself of his debts and the humiliations he experiences as he accepts his fate.

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6 taps to my balls made me wake with a jump, I knew I had a lot to do before bringing my masters their coffee at 8am so I quickly got showered and started my work in the kitchen, cleaning and washing the surfaces, then tidying the sofa area before sweeping the floor and then wiping it over with a cloth and then polishing it.

I finished at 7:45, so I stood in front of the clock with my hands behind my back and waited until just before 8am, then I made the coffee and went upstairs with it and knocked on my masters door.

"Enter"

I walked into the room, they were both sat up in bed watching TV, I placed the coffee on each of their bedside tables and waited for further instruction with my head bowed and hands behind my back to the side of the TV.

I heard Master James speak.

"You did well today maggot dick, you worked hard to get the kitchen clean and tidy, but next time if you finish early you should be on your knees with your hands behind your head in front of the clock"

I felt quite proud, but how did he know that.

"Thank you Master James"

He patted the bed.

"Come and stand next to me and look at the TV"

I stood next to the bed, they had been watching me on the cameras as I cleaned. I watched my naked body working away, the picture was excellent quality.

I had never seen myself naked from these angles, only ever in a mirror. My ass looked good from behind, I had a good strong looking back, broad at the shoulders that tapered down to my slim waist. When I saw me from the front and side I could see I had a well developed chest and my flat stomach looked better than I thought. My physique looked great, but watching my little hairless dick jiggle about while I worked was embarrassing, I didn't realise it bounced about so much. Watching myself naked on TV made me more aware of my small size around the two of them and my current nakedness.

Master Edward picked up the remote and switched to a recording of my cleaning the bedroom from a couple of days earlier.

We watched as my naked body picked up the clothes, then I suddenly remembered sniffing their underwear, I watched in horror as I picked up one pair and sniffed it, then the other. Master Edward paused the video and zoomed in on my face, the underwear was covering my nose and mouth, it was excellent quality and I could see my expression, my eyes half closed as I inhaled the muskiness.

Master Edward looked at me, he seemed angry.

"Did I say you could smell our underwear?"

"No Master Edward"

He spoke to me as if I was a child.

"So why did you do it?"

I stuttered, there was no excuse I could think of, could I get away with saying I was checking whether it was clean or not, but they had been on the floor, I decided the truth would be best, I'd only dig a hole for myself.

"I wanted to smell you both Master Edward"

He was angry, and shouted at me.

"You do not get pleasure in any way without asking permission first, go downstairs and get the riding crop from the garage."

I didn't want to go, this was going to hurt, but I had no choice, I left the room and ran downstairs, got the riding crop and ran back upstairs and held out the crop to Master Edward, I felt exposed and humiliated already, standing waiting for the next instruction from him.

"Lie sideways across my legs, face down"

I did as instructed, the soft fabric of the bed felt so good on my body.

"Hands behind your head"

Master James leant forward and fastened my wrist cuffs to my collar so I couldn't move my arms. I heard the sound of the crop hit my buttock, He started hitting me in rapid succession, I was whimpering, but I took it, he was focusing on hitting one buttock, I counted twenty, then he stopped.

"OK James, your turn"

He handed the crop to Master James.

"Get up and come round this side"

I did as ordered and Master James gave me the same number to the other buttock, I tried not to squirm but I buried my face in the soft bedding trying to stifle my shouts.

"Get up"

I stood up and held my head down, I wanted to rub my burning buttocks, but my hands were still restrained behind my head.

"Thank you Master James and Master Edward"

"That's your first punishment, you need to learn, so we will have another lesson for you later"

My buttocks were stinging, I didn't know if I could take much more later.

"Stand facing the wall, legs spread, while we get dressed"

I did as instructed, I heard one of them taking a long thunderous pee, it seemed a waste, I wanted to be on my knees taking it. I realised then that their domination of me was moving to the next step. I could hear them in the dressing room getting dressed, neither of them had taken a shower.

Master James released my arms from the collar and told me to turn around, I did as told and saw them both in gym gear. Master James had a black vest and thin tight shorts on, Master Edward was wearing a dull red vest and similar shorts. I could see their chest hair above the low neckline and the outline of their dicks against the thin fabric of the shorts. I started to feel my own dick getting get the now familiar feeling of being erect without getting hard. Master James walked out the door and turned to me on the way out.

"Come on, you're going to help with our work out, you can get some exercise too"

I followed them both downstairs and into the gym.

There was an exercise bike, a rowing machine and a treadmill in a row facing the mirrored wall, Master Edward got on the bike.

"Right, Khalid says a ten minute warmup on any of these, I'm having the bike, maggot dick, you can use the treadmill, I don't want your naked ass sweating on anything. I headed to the treadmill next to him and started it, I actually enjoyed running and would often run for an hour or even two, so this was good for me, Master James got on the rowing machine on the other side of me.

The treadmill started to speed up and I broke into a run, my pee pee started bouncing around, I was watching it in the mirror, I looked ridiculous, I'd never run naked before and didn't realise how much support shorts gave.

Master James was watching me and started to laugh, closely followed by Master Edward, I couldn't help myself as I joined them, my pee pee was bouncing about, from side to side with every step that I took, neither of them said anything, we were all just looking at my reflection, Master James looked at my face.

"One of us will have to try that naked sometime, I'd like to see how my dick swings when I run naked."

After ten minutes we finished the warm up, Master Edward took out his phone and looked at the workout Khalid had given them.

"It's all weights now working on upper body today, maggot dick, you can help us set up the weights and spot us, when we're finished you can do a HIIT session while we rest."

We went around the gym with me setting up their weights and spotting them, I had the chance to look at their muscles as they worked out they had such great bodies, much more muscular than me and hairier! I was enjoying looking at their hairy chests revealed by the vests and their manly hairy armpits when they lifted a weight high. I kept catching glimpses of myself in the mirrors with my red buttocks in the mirrors, I could still feel the sting.

Once they had finished they discussed a HIIT session for me, it consisted of.

12 Box jumps 14 burpees 30 Lunges 30 Sit ups 20 Star jumps 12 chin ups 20 Squats

They both took a seat on some nearby equipment to watch me while I prepared.

I started with the box jumps, I could hear a slapping sound every time I jumped on the box, I realised it was my pee pee hitting my belly. I hoped they wouldn't hear it, I was wrong, Master Edward got up and walked over to me.

"What's that little slapping sound"

Was there any point in lying.

"It's my pee pee hitting my belly Master Edward, sorry Sir"

He laughed but continued to watch me, I thought I was getting over the embarrassment of being naked around them, but it wasn't the case, as I went through the exercises, the burpees, and star jumps all created the same slapping effect. Exercising naked in front of them felt good, I was able to show off my body, it looked good in the mirrors, shiny with sweat.

After I'd done one set of each exercise I was hot sweaty and panting, Master James looked at me.

"Do the whole lot again"

I started with the box jumps, but I was getting tired and took a very short rest between the last few jumps, Master Edward came over to me, I saw he had the leather strap in his hand.

"Speed it up maggot, or you're going to feel this"

I hurried up, my buttocks were too tender to face it, but by the time I got to the chin ups, I was struggling to pull myself up and got a whack across the back of the thigh, it definitely helped with my motivation.

The third round of the exercises was even more difficult, I hated burpees anyway, but every push up, Master Edward gave me a slap across the buttock with the strap, I tried to be as enthusiastic as possible as I leapt about, Master James sat back, drinking a protein shake as I struggled.

The fourth round of exercise was even more difficult, almost every box jump started with a whack to my red burning buttocks, my thighs were burning from the squats and the punishment, but I finally finished, my whole body was hot, red and sweating, my buttocks and thighs were stinging.

Master Edward pulled me over to the chin up frame, pulled my arms up and fastened them over it and fastened my legs to each side, so I was stood standing looking at my naked reflection with my legs spread, my red sweaty body, my pee pee looked as if it was trying to hide itself.

"We're going for a shower now" Master James announced.

"You can wait here"

I had no choice, I looked at my reflection I was still breathing heavy, it had been a good workout, my first one naked, and it had been hard work, my sweat started to cool under the air-conditioning, I was pleased when they both walked back in twenty minutes later.

Master James walked over to me, I could see he had something in his hands, I realised it was a pair of sports briefs. He held them out and put them over my head, they were wet with sweat and they stunk of his musky balls, I remembered he hadn't showered before the workout.

"How do you like that maggot dick, my nice sweaty briefs on your head, you can get a nice sniff of my balls now."

He rubbed the crotch into my face, I could smell his sweaty balls from the damp fabric, I could feel a phantom erection happening, I tried not to take an obvious deep breath to get the most of his scent. Master Edward stepped forward with his 'gift' for me, and did the same. I had both of their ball sweat in my face and it felt amazing.

I couldn't see what was happening but I felt a finger massaging lube around my ass, then a butt plug was inserted, a few seconds later I left a low vibration start, the control beads also started sending waves of vibration through my dick, balls and prostate.

I heard them both walk out of the room leaving me naked with their sweaty underwear on my head and the vibrating butt plug in my ass, the intensity of vibrations was slowly changing, making me desperate to jerk off, I writhed around, I was desperate to cum, this was torture.

I must have been there all morning, breathing in their musky scent, sighing, groaning, shouting for them to come and release me, begging and desperate to cum.

Finally they both came back in looking quite excited, Master James pulled the briefs off my head.

I saw there was precum dripping from my soft pee pee.

"Hey maggot dick, we've got a great new upgrade for your control beads"

He held his phone next to my balls.

"Tell me when you feel three rapid taps"

I looked down at my dick and saw his phone with a bar slowly filling with green, as it filled I felt the three taps.

"I felt them Master James"

He Smiled, Master Edward looked at me.

"Let's try this out then"

Master James looked at his phone and slid his thumb up, I felt a strange warm buzzing pulsating sensation in my perineum and base of my dick, there was a slight tingle as I felt my pee pee start to grow, I looked in the mirror and saw I had an actual erection, it felt good to be hard even after only a few days of being soft.

My Masters were watching it, Master Edward slid his thumb down his phone, my erection drooped.

"Wow, this is brilliant, we have total control"

I saw him slide his thumb up the phone, the feeling intensified and I was rock hard, my dick pointing upwards. I was desperate to play with it after the morning I had endured, Master Edward slid his thumb right down his phone and my erection melted away and my dick went back to it's cold look.

What did this mean for me, a release from chastity or just more frustration and humiliation.

Master James, released my legs, then released my hands.

"Put your hands behind your head."

I did as instructed while he fastened the wrist cuffs to the back of my collar.

"Follow us into the kitchen"

I followed them and they sat together on one of the sofas, I felt excited, was I finally going to be able to cum, I didn't care if I had to jerk off in front of them, I was desperate.

"Stand there maggot dick, legs spread, let's see how this works"

Master James took out his phone, I looked down at my pee pee as I felt the strange sensation again and I started to harden instantly, my dick quickly reached full erection it was twitching with my heartbeat, but it looked smaller than usual, probably because I had got used to their massive dicks.

Suddenly the erection went, I'd never known myself to lose a hard on so quick, Master Edward laughed.

"That is amazing, I swiped my phone and it just went, we have complete control, we could make him walk around all day with a hard on."

Master James looked at his phone.

"Not quite all day, it says the app will keep him erect for two hours, then it will make him go soft for ten minutes before hardening him again, apparently it's for safety, he will still have the same feeling if he touches it though, so he still cant jerk off, it says that's going to be fixed in the next release"

Was this worse than before, I could get erect now, but only under their control and I still couldn't make myself cum!

I saw Master James slide his finger up his phone and my erection came back again, all I could do was stand there with my hands restrained behind my head with an erection while my two previous employees looked at me, I wanted to cover it up and hide it, but I had no option. Master James stood up and squatted down in front of me for a closer look at my hard pee pee.

"Wow, that is a little dick he's got, I thought he might have been more of a grower, I think it's less than half the size of mine!"

He smiled as he wrapped his hand around my hard dick, it felt so good for a second, then the erection disappeared and my dick shrivelled up, back to it's post swim in cold water position.

Master James' eyes opened wide.

"Whoa, that's amazing"

He pulled his hand away and the erection returned as hard as it had been before.

"I think it's safe to release his hands"

Master James unlocked my hands from behind my head, I stayed in position.

"Hands down and hold them behind your back"

I did as instructed, I was desperate to hide my embarrassment from them as they both sat down looking at me with a hard on. I looked down at my pee pee sticking out from my body, it was so hard I could see it twitching with my heartbeat again, I really wanted to jerk it off and cum.

Master Edward grabbed Master James' knee, he had a big smile on his face.

"It's Sunday afternoon, we should take him for a walk to the park to show him off, loads of people take their slaves for a walk on a Sunday afternoon, I've seen them there sometimes when I go for a run"

I really didn't want to be displayed naked around clothed people, but I had no choice, hopefully they would remove the erection before we left the house.

"Come on maggot dick, you can get us changed before we go out"

He thankfully switched off my erection and we all went upstairs so I could get them changed into shorts and t-shirts, Master James kindly found an old pair of sneakers for me to wear for the outside walk.

We went back downstairs and were about to go out the front door, Master James picked up the chain and fastened it to my collar.

"I'm putting this collar on for effect, if you get out of range of our phones, the control beads will start punishing you, so don't think about trying to escape. Will you hold your hands behind your back, or do I need to restrain them?"

"I'll hold them behind my back Master James"

It wouldn't make any difference to me, but I prefer not to be restrained.

Master James handed my chain to Master Edward and led the way out of the door.

"One last thing before we go"

Master Edward took out his phone and set my erection, This was going to be so humiliating walking to the park with a hard dick displayed to anyone who walked by, I couldn't do this.

"Please Masters, I beg you, please don't make me do this"

I was desperate not to be paraded around naked with an erection, it was bad enough soft, but when my dick was looking small and soft it wasn't quite as humiliating as being small and hard. They both just looked at me.

I got down on my knees.

"Please Masters, please, don't make me do this, I can't take any more humiliation"

I was already feeling completely humiliated, on my knees with an erection begging these two not to take me outside.

Master Edward pulled the chain up.

"Get up, we paid a lot of money for you and you will make us proud, stop being so pathetic, you are our slave and have to obey us now, so forget about your embarrassment, nobody cares about a slave being naked. If you don't want a good beating, get on with it and walk proud with that dick on full display"

I stood up, I knew the beating would happen and I would still be forced to go outside, then I would have bright red buttocks which would be worse, they were already still a bit red from earlier. I held my head high and tried to forget I was naked with a hard on as I was led outside and down the road.

Cars were passing us, we passed a few people on the way to the park, I felt everyone's eyes looking at my erection, but I kept my head up and my hands behind my back, I could feel my dick bobbing about as I walked.

It was only a twenty minute walk to the park, I had heard of this park, it covered a huge area, there were sports pitches, open spaces, small wooded areas and even a small animal sanctuary.

As we got closer I could see quite a lot of people on the wide pathway leading in, cars were not allowed, only bicycles and horses as far as I was aware.

We walked through the gate and I was relieved to see I wasn't the only naked slave in here, there were quite a few others being led around by their owners on the wide pathways, I felt slightly more comfortable.

I heard a jingling of bells come up from behind us, I didn't dare move without permission so I continued to walk looking forward as a traditional rickshaw passed us, I saw the naked buttocks of a slave as he ran past us pulling it, I had a horrible sick feeling run through me.

Master Edward nudged Master James, he was excited.

"We need to get maggot dick one of those, that would be awesome, I wonder if we can hire one now."

My heart sank, they just seemed to be able to find constant ways to humiliate me more.

We continued in the direction that the rickshaw had gone. eventually we came across a whole line of rickshaws outside a small building, there were also three slaves stood outside, with their collars and chains locked to some loops, Master James and Master Edward chained me up and went inside.

People were milling around, they were checking us out, I wanted to ask the other three what it was like and if they had done this already, but with all the free people around I was scared to speak, I was also embarrassed as I was the only one fully displaying an erect dick, the others looked the same size as me but were soft and also had pubic hair.

I was stood waiting for about ten minutes, the other slaves were collected by their masters and another couple joined me during the time I was there, none of us spoke.

Master Edward and Master James appeared from the building with another man, he was carrying a harness of some sort which had bells on it and a whip, they went to the rickshaw at the front, it was red with a soft cover to shade them from the sun.

I just wanted to go home, I was dreading this, it was going to be horrible.

Master James walked over to me and unlocked my chain and pulled me towards the others waiting by the rickshaw.

The Rickshaw man held up the harness and put it over my head.

"Lift your arms up and put them through these holes"

I did as instructed, it was like the top part of a vest, straps went over my shoulders and under my arms, there were another couple of straps across the chest, there were some bells on the shoulder straps, I guessed these were to warn people of our approach.

I noticed a small group of people gathering around as I was prepared, I was still displaying my erection, the group where talking softly about me but I couldn't hear them, at least I was partly shielded by my Masters and the rickshaw man.

He held a rein which he attached to either side of the harness from behind, then he moved me into position each side of the poles that I would soon be holding to pull the rickshaw along with.

"Pick up the poles"

I bent down to pick them up, the way the rickshaw was balanced made them very light, he locked my wrist cuffs to the poles so I couldn't move them and stepped back.

"Kneel down and hold the poles on the ground"

I got on my knees and bent down so the poles touched the ground, I couldn't believe I was naked on my knees with a hard on in a public place. The rickshaw man looked to my Masters.

"OK Gentlemen, you can get in now."

They both got in and sat down.

"OK Slave, stand now"

I stood up and was surprised at how the balance still worked, the poles lifted easily off the ground as I stood, the rickshaw man handed my Masters the whip and the reins. I was now exposed to the group of people watching us, my erect dick and my balls visible to everyone.

"OK, the controls are easy you can either shout orders or pull left or right to turn him, to make him go faster a quick whip to the buttocks will help"

He gave a quick demonstration in the air, I jumped, my dick bounced, there was a small clap from the group. I heard Master James say "walk on"

He was speaking to me as if I was an animal, I started to walk forward everyone could see my pee pee bobbing.

"Faster"

I sped up my walk, I was just thinking please don't make me run when I heard the order.

"Jog"

I didn't want to feel the whip but I hesitated a bit too long and felt to crack to my already red buttock, I started to jog through the people. the bells were jingling and my erect pee pee was bouncing about, people turned to look at us passing when they heard the bells. I felt super embarrassed but a small part of me felt proud as a slave that my Masters were displaying me like this.

As I ran through the park I would feel the reins on the harness pull me to the left or right, so it was easy to know where to go. I saw some other slaves pulling rickshaws too, some had erections and were running very upright, lifting their knees high, I decided to copy their style, it looked much better.

The tracks around the park were mostly flat, but eventually we came to a small hill, as we went up the incline the rickshaw gradually became very heavy, I started to slow, then I felt the whip to my buttock and heard Master Edward.

"Hurry up, stop being so lazy, put your back into it"

I put all my effort in and leant forward, I could see my legs straining as I slowed to a walking pace, my dick was pointing upwards as I struggled to pull the now very heavy rickshaw up the hill. The people walking up the hill were now also struggling with the hill, I was drenched in sweat, I felt another crack of the whip to my buttocks, I was getting angry with them, I was trying my hardest to pull them.

"Come on, stop being so lazy maggot dick"

I strained harder, then felt another crack of the whip, then I cracked.

"For fucks sake, stop it, I'm doing my best"

I suddenly realised what I had said out loud, I heard gasps from the people walking beside us, they all knew this was a slave who was about to get a severe punishment. I heard Master Edward shout.

"STOP!"

I stopped immediately, as did the people walking by, they knew they were going to get some entertainment now, so did I! I felt both my masters get off the rickshaw, the weight imbalance nearly bought me to my knees, thankfully my body was already tensed in anticipation of what was about to happen.

Both my Masters stood in front of me, they looked very angry, I had just embarrassed them in public, I knew they now had to show me and the people watching who was in charge. I could see from the corner of my eye that more people had gathered for a break while climbing the hill.

Master Edward unlocked my wrist cuffs from the rickshaw poles.

"Turn around and bend over"

I did as instructed, exposing my ass and balls to the gathering crowd, my dick was still erect, so at least they wouldn't be able to see that. Master Edward locks my wrist cuffs to my ankle cuffs.

"Count and apologise on each caning maggot dick"

I felt a whack across my already red buttocks.

"One, sorry Master Edward"

I had counted to ten, my buttocks were on fire, I wanted to beg him to stop, but I knew it was pointless and I would only anger him more, I tried to keep my voice steady and loud, but I was struggling. after each whack I was bending my knees trying to get away from the pain, I could see my balls and dick bouncing between my legs.

At twenty, he stopped.

"James, it's your turn now"

I started at one again, the pain was intense, the humiliation was just as bad, I could see everyone's feet between my legs as they watched my exposed buttocks take a beating. Finally Master James got to twenty and finally stopped, he unlocked my wrists from my ankles.

"Stand up and turn around"

I turned to face them and the group of spectators, they started applauding my Masters, once the applause had died down, I heard a man at the front of the group.

"These slaves love a good punishment, look at his hard little dick, he really enjoyed that"

There was laughter, I was angry and humiliated again, my buttocks were burning.

Master James told me to kneel, I did as instructed while he fastened the wrist cuffs back on the poles, then they both got back in the rickshaw, the crowd dissipated.

"Walk on"

I struggled to start but put all my strength into it as I climbed the hill, once at the top, Master James ordered me to stop.

"Lets just admire this view for a few minutes"

I was grateful for the rest, suddenly I felt my erection disappear, both their phones buzzed behind me, Master James must have looked at his.

"Ah, that's handy, it's his ten minute erection break"

I looked down as my pee pee shrivelled up and my foreskin puckered around it.

"Come on maggot, let's get back to the rickshaw place"

I herd a crack of the whip and started running back down the hill, my erection returned a few minutes later, I continued to run until we got to the rickshaw building, I pulled up outside and stopped.

The rickshaw man came out of the building, he stood in front of me, but addressed my masters.

"How was your test drive gentlemen?"

Master Edward spoke first.

"It was great, he had a bit of a problem on the hill so we had to stop for a quick punishment, but other than that it was great, we'll take it"

My heart sank, this was obviously going to be a regular thing for me.

They quickly paid by card, while I waited outside, still erect, I stared ahead not making eye contact with anyone passing by or looking at me.

When they returned to the rickshaw and got in Master James ordered me to go home, I started jogging in that direction, thankfully it only took a few minutes, I pulled into the gates and went up to the front door, where I knelt so they could dismount.

They both got out of the rickshaw and Master Edward unlocked me, then opened the garage door.

"Take the rickshaw into the garage and remove the harness and shoes, then meet us in the kitchen"

I did as instructed and found a space in the garage, then went to the kitchen where they were preparing their own meal today.

Master James walked over to me.

"You disappointed us today maggot, losing your temper in public was not very good, you've been punished with the cane, and that's enough pain for now, but don't even think about it again"

"Yes Sir, I'm sorry"

Master James poured some 'slavefit' into a bowl and mixed it up the normal way and handed it to me, I was hungry and drank it down.

Once I had finished it he ordered me to put my hands behind my head and he locked my cuffs to the back of my collar, he pushed the butt plug from the morning back in my hole, this time without lube.

I felt the low vibration start, my pee pee was still hard, but then the beads by my prostate started the warm pulsating feeling again.

"Spread your legs maggot dick and stand by the TV, you can have this sort of punishment for now."

I did as instructed, I was so close to cumming, it was unbearable, precum started to leak from my hard dick and run down to my balls.

They prepared their meal, they sat at the table and ate it, the whole time I was stood, desperate to cum. Once they had finished eating the sat down and watched TV, I was still being edged by the butt plug. My balls were aching, the cum was building up, but I had no release. I had been stood for three hours, my arms were hurting but my balls were aching more, I enjoyed being edged, but not for this long.

Finally Master James stood up.

"Turn around"

I did as ordered, he pulled the butt plug out without warning and released my wrists, I saw Master Edward slide his finger down his phone and my erection disappeared.

"Get to bed maggot, I'll set your alarm for six, you can bring us coffee, then sort out our clothes for work"

I walked off with my head down, my balls were aching, but I knew there would be no release for me.

I went to bed feeling incredibly horny, but there was nothing I could do about it, I lay on my side to sleep, my buttocks still stung from the beatings earlier in the day and my balls were full of cum.

to be continued.....

Thank you so much for all the comments I've had on this, If you have any feedback, just let me know on the email at the top of the story.

Next: Chapter 9


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