Bringing Kyle Down a Peg or Two

By JT

Published on Sep 16, 2023

Gay

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"You smell like a fucking outhouse. What have you been doing you little whore?" Kyle just pushed past John without acknowledging him. He made it to the bathroom, cleaned up the best he could, and then headed back upstairs to his desk.

I was thankful that I walked to lunch as I was pretty tipsy and glad I didn't have to leave my car and call a ride share. I checked my messages as I walked and there were a few from Brad. "JFC that is a big cock." "What the hell happened?" I responded with a brief summary of the day's events. Brad responded "SMH, what AM I going to do with the boy?" I told him that I'm sure he would figure something out and to keep me posted!

Brad was not happy. He knew that Kyle was on final warning and there was no way they could live on Brad's salary alone. Brad stewed around the house all afternoon. Kyle came home around 545pm. "Hey babe, how was your day?" Kyle just mumbled "Fine." Brad responded "uneventful?" Kyle responded yes.

Brad went up to their bedroom and pulled out the chastity cage. "Hey Kyle, come up here for a second." Kyle climbed the stairs and walked into their bedroom and saw the chastity cage on the nightstand. Brad said "your day was uneventful? Are you sure?" Kyle started to stutter.

Brad pulled out his phone and showed Kyle the two pics of him and Max. "Care to share what this is all about?" "Um Brad, well, I, ummm, I guess...ummm." "You guess what Kyle? Tell me now." Kyle then proceeded to give him a condensed version of the events from the past few days, of course leaving out the part that he had a physical confrontation with Max. "That fucking Jeff had to stick his nose in again..." Brad slapped Kyle hard across the face. "Hey, you don't talk smack about Jeff. He has been good to you and need I remind you that you are still employed thanks to him?" Kyle knew Brad was right and just looked down at the floor. "I should call Jeff now and tell him what you said about him and let him come over and punish you." "Sorry Brad, please don't do that." "Well Kyle, actions result in consequences and with that, Brad pushed Kyle onto the bed, literally ripped Kyle's pants off, reached for the chastity cage and slapped it over Kyle's cock and balls. "Come on Brad, I'm sorry."

"Sorry won't cut it this time. 10 days," "No Brad, 10 days is too long." "ok, 14 days. shall we discuss this some more?" "No Sir." And for good measure, Jeff is getting the key and I will let him decide if after two full weeks, you've learned your lesson.

With that, Brad stormed out of the house with the key in his pocket. He called me and asked if he could stop by for a quick visit. "Sure buddy, you know you're welcome anytime." Brad showed up 5 minutes later and gave me a play by play on what had transpired and handed me the key to the chastity cage. Listening to the story, I was getting hard and Brad saw it. He grabbed my crotch, looked me in the eyes and asked me if I needed to drop a load. The smile on my face told him my answer. He dropped to his knees and gave me some good head, paying a lot of attention to my balls, which he knew I liked. I blasted a fairly sizable load in his mouth and he finished and stood up and kissed me.

"Thanks as always bud. I gotta run." And with that, he left.

A week later, my doorbell rang. It was a delivery, and lo and behold, the driver was Max. Max recognized me and flashed his pearly white smile. "Jeff! This is a surprise. I don't normally do residential deliveries but the usual driver is out sick today so I am helping out." I invited him in for something to drink. "Want a beer?" "Man, would I ever, but I still have a lot of deliveries to make." I convinced him to have some iced tea. "That was a hot scene last week, eh?" "Fuck yes it was, I have never had such great oral service. It was especially nice not having to hold back!"

"Kyle has been trained properly but there's always room for improvement!

Have you given any more thought to using his ass?" Max responded "oh yeah, I've fantasized about it." "Well, let's make your fantasies come true. You know where I live now, come over after work tomorrow and I will have Kyle come over." Max got a grin on his face. "For real?" "You bet, you call the shots, just don't break him!" We both laughed. He agreed and said he could be here by 615pm. "Perfect. I will work out the details." Max gave me his number and said that he'd be looking forward to it.

I called Brad and laid out the plan. Brad loved the idea and said he would be expecting pics or a video. "Of course buddy. and you know I'm a man of my word." I then texted Kyle a pic of the chastity cage key along with "Want to work off your penance and get unlocked?" He replied almost immediately "Yes SIR." I then told him to be at my garage at 630pm tomorrow sharp. Kyle assumed that he would be servicing just me, but you know what happens when you assume!

I then texted Max and confirmed for tomorrow and told him to go to my garage. Max replied with a pig emoji!

Max arrived a few minutes early at 610pm. I was smoking a cigar and he said "Damn that smells good." "Here's one for you stud." He lit up and we both were chatting and smoking. I heard Kyle's car pull up at 629pm. I told Max to go and stand in the corner where Kyle wouldn't immediately see him. Kyle walked in and saw me and said "Hello SIR." "Boy, you're on time, which is a good start. You ready to work for that key." "Yes SIR." Max had his cigar in his mouth and walked towards Kyle. Kyle jumped and looked scared. "not happy to see me BITCH?" Kyle mumbled something incomprehensible. "Pull off the shorts." Kyle slowly did and Max saw the chastity cage and started guffawing. "that is priceless BITCH!" Kyle turned red. I said "Kyle is being punished for his bad behavior towards you last week. His original sentence was 14 days but seeing that I am in a good mood, and since I hold the only key, I decided if he makes some more amends to you, and does a good job, that I would consider unlocking him when he's done." Max responded "Works for me. Ready to play hide the snake, boy?!"

Kyle was scared to death. Max pushed him over the workbench and told him to reach back and "spreadum". Kyle did and Max gathered up a big gob of cigar spit and spit it on Kyle's hole. I said "I also love spit as lube but we're going to need more than just spit if this is going to work."

Max just nodded. I handed the slick lube bottle to Kyle and told him it was up to him to do the prep. Shakily, he grabbed the bottle and put several squirts in his ass. He then turned to Max and started to slather up his pole. Max said "get a good feel of that cock BOY, that's going up your ass." Kyle winced at the suggestion. I just stood there smiling.

"Ok Kyle, I'm not sure if you are a gambling man, but here goes. Your mission, should you choose to accept it...and you do have options. You can walk out of here right now but you stay locked for 2 months." (I knew that he would not walk out!) "If you're a good boy and don't scream and especially if I don't have to gag your pie hole, you will get unlocked tonight. If you do scream or yell, for each outburst you get an additional week added to your sentence. You have 5 seconds to make a decision, FIVE, FOUR, THREE..." Kyle blurted out "I won't scream." "I guess we shall see!" and I winked at Max. Again he flashed that awesome smile. DAMN, not my usual type, but Max is a total stud, a real man's man.

I decided to let Max take over like I promised him. His cock was lubed up and he was sliding it up and down the crack of Kyle's ass. Kyle was trembling. "You like that BBC BOY." "Yes." Max slapped the back of his head "Yes WHAT?" "Yes, SIR." Max responded "that's better BITCH, I am your superior and you will respect me at all times." Max then pushed the head of his monster dick into Kyle's ass. Kyle was about to scream but then remembered the deal. He stifled the scream but was visibly in a whole lot of pain. Max pulled out. "I don't think it's gonna fit. I should just go and Jeff can keep you locked up for 2 months."

"Please SIR, just make it fit. Give me that cock, PLEASE." Max said "ok, we'll try one more time." he added some more lube and he again pushed the head into Kyle's hole. With the gigantic cigar in his mouth, Max grabbed Kyle's hips and pushed in some more. Kyle gasped. Max inched in a little more...and then pulled back. Then a little more and then pulled back. Little by little, he was indeed playing hide the snake! After several minutes, Max had about 8-9" imbedded in Kyle's ass.

I decided to get into the action and went around to Kyle's mouth and said "OPEN." I was so turned on, I knew I wouldn't last. "Damn Jeff, this cracker has a helluva pussy, but it is so god damn tight." "Maybe I can help." I pulled out of Kyle's mouth walked around to where Max was and told him to pull out for a minute. Max thought I was going to fuck Kyle, but I started vigorously jacking my cock and exploded all over the boy's hole. "There's some extra lube for you Max." Max was all smiles. "You are TOO much. I love it!" and on that note Max went into the hilt in Kyle's tight hole, pushing my cum deep inside the boy's bowels. Kyle was about to scream but actually covered his own mouth. He wanted that chastity cage off.

Max fucked him like a dog in heat until he was ready to cum. He started groaning and said "take my black gold you fucking faggot." And he shot an enormous load into Kyle's ass. He calmed down and pulled out. I said "Kyle, where are your manners?" "Thank you SIR, please let me clean you up." Max looked a little confused until Kyle got up and dropped to his knees and started cleaning off Max's cock with his mouth. "GOD DAMN you certainly do have this bitch trained right!"

I turned to Kyle and said "leave that load in your hole until you get home. I would put the butt plug in you, but I'm still waiting for that back." "Yes SIR." I told him a deal is a deal and reached into my pocket, retrieved the key and unlocked his cock and balls. "Thank you SIR. I mean thank you SIRS." "Get the hell out of here." And he was gone in a flash.

Max stayed for a bit and we decompressed. "Sorry if I offended you with the faggot comments." "Don't be silly buddy, while I am gay, Kyle is a faggot...and he needs to be continually reminded of it." Max grinned and smoked the last of his cigar before he said he had to leave. 'Great session Max and if you ever need to piss while making deliveries, don't hesitate to stop by Kyle's desk!" It took him a minute,but then he smiled.

I went in the house, poured myself a glass of wine and went to the computer where I pulled up the footage. I sent it to Brad as promised.

I also emailed it to Clyde. Subject line: Making Amends - Part 2.

Brad texted me a few hours later "Yum! tastiest cum I've ever had!" I replied "black gold as Max calls it LOL." "Damn Jeff, you give the best presents!". Brad shared that Kyle could barely walk but he's happy to be unlocked.

The next morning, Clyde texted. "fucking amazing. Truly". I replied, "I do my best!"

Kyle went to work the next morning walking slowly and visibly in pain. Clyde popped his head out of his office. "You alright Kyle? What happened?" Kyle responded "you don't want to know." Clyde responded "but I do know boy. I've seen the video!" Kyle turned red and proceeded to his desk. Clyde laughed and went back into his office and closed the door.

Mid afternoon, Max showed up to deliver the daily packages. Kyle didn't notice him and Max walked up behind Kyle who was seated at his desk. Max leaned close to Kyle's ear and whispered. "How's that pussy, faggot?"

Kyle turned quickly around and said "oh, Hi." Max said "meet me in the bathroom on 7 in five minutes." Kyle slowly rose from his desk and headed to the stairs. Max lightly tapped on Clyde's door and then opened it. "Hey Mr Morris." "Hey Max, and you can call me Clyde." "Just making the daily delivery Clyde and I need to take a leak. Jeff suggested I have Kyle help me out with that, but I wanted to clear it through you first."

Clyde laughed. "You don't need my permission, but I do appreciate you asking. Go for it, but do me a favor and take a pic of that and send it to me." "Sure thing boss."

Max made his way to the 7th floor. It was a gender neutral bathroom with only a urinal and a stall so it had a lock on the door. Max went in and looked under the stall and saw only one set of feet. Max closed and locked the door. "Front and center BITCH." Kyle slowly emerged from the stall. "Daddy's got to piss, get down on your knees." Kyle did and Max whipped his slightly hard monster out of his uniform pants. "OPEN." Kyle knew to not move his mouth as he did not want Max getting any harder than he already was as he was just too exhausted to try and accommodate that huge cock in his mouth or ass. Max started pissing and Kyle immediately started to drink. Max pulled out his camera and said 'look up at me bitch." Kyle did and Max took several pics, one he actually pulled out of Kyle's mouth while pissing and you could see the flow going right into Kyle's mouth. "You are a sick faggot drinking a man's piss. What the hell is wrong with you?" and Max started laughing uncontrollably. Max finished and said "Later bitch." and zipped up and walked out leaving Kyle to compose himself and clean up.

Max got back to his truck and texted the pics to Clyde. Clyde then emailed them to me subject line: Making Amends - Part 3!

Kyle cleaned up as well as he could short of trying to wash his hair and clothes in the bathroom sink. He hoped no one would notice the smell. He proceeded to the stairway and started to make his way back to the 9th floor. Once again he ran into John. "you smell like piss again." Kyle just looked at him and started to continue his climb. John grabbed his arm and said "not so fast you little whore. Come with me." He pulled Kyle by his nipple until they reached the 7th floor and then released it. "Follow me and do not say a word." Kyle was too scared to object. John walked into the restroom with Kyle directly behind him. He let the door close and then locked it. "If you're going to be a whore at work, then I want in. Get on your fucking knees." Kyle dropped to his knees and John pulled out his cock and started pissing on Kyle. Kyle couldn't risk his hair and clothes smelling of piss even more than they already did so he opened his mouth and started swallowing as fast as he could. John took out his phone and took a pic. "You're a thirsty little pig. You hungry too?" Kyle looked up a little confused but John finished his piss but held the back of Kyle's head. Kyle felt John's cock getting hard. Kyle thought to himself that there was no way he could tolerate getting fucked again so he really put in 100% effort trying to satisfy John orally. "You ARE hungry." John took a fist full of Kyle's hair and pulled him in so John's cock went all the way down. He started fucking Kyle's throat.

"Eat that 4 day load." and John spasmed into Kyle's throat and mouth.

'You're done bitch. You need to be more discreet whoring around this building. I'll be watching you. If I catch you again, I will whip your ass. Got it?" "Yes SIR."

An hour later I received another email from Clyde with John's pic.

Subject line: BUSTED! - Part 1. I just shook my head and thought to myself what a tool. If he just learned to control his anger, he wouldn't be put into any predicaments like these!

Next: Chapter 15


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