Extra note of warning. This chapter includes a breath play scene. Don't try this at home. If you need / want additional warnings, this work is not for you, may you enjoy something else.
Shawn, The Disappointment
“Very disappointing, Shawn." Sir grunted with disdain.
The golden boy. The no-task-too-hard, dildo-too-big, pain-too-much guy. He was my role model and seemingly unattainable life goal. I aspired to be him.
But somehow, here we are. With Master’s shame and disdain turned to Shawn.
And yet again, it's probably my fault.
__
Let me catch you up with how we got here.
It started with me arriving early! I had learned my lesson, that one at least. My ass hurts. My back stung. My shoulders tingled. A lot of me was still reeling after my last encounter in this household. But I was still excited, horny, and straining in my cock cage, wanting more.
I was expecting to see Shawn, when I knocked at the apartment door. He would probably greet me with his usual standoffish, can’t-quite-tell-if-we’re-cool demeanor. I felt such a deep desire to gain his respect. But I’m not even sure if that’s possible. His experience and relationship with our Master was years in the making. I feel like I’m always going to be playing catch up.
After a longer than usual delay, the door cracks open and Shawn's sweaty face appears half a foot higher than I was expecting.
“Mark, you’re here early.” He noted, slightly exasperated.
“And you’re interrupting.” says, Sir, from out of view.
Shawn's face swoops away. I see barely a second of the sex slave, impaled on his Master's cock, being carried around like a piece of furniture. Sir’s eyes meet mine and beam annoyance.
“Arrive when you're called, not earlier and not later,” He growls back at me, and door slams shut.
I sat outside the apartment for a couple of minutes as sound was lewdly seeping through the door. Strangers shifted around me in the hallway and took notice. Shawn's moans and the ‘Slap, Slap, Slap’ of ass being fucked painted a pretty clear picture of what was happening. Any passing neighbor, super or food delivery worker knew I was there for the same dicking.
A couple of months or even weeks ago I would have been ashamed. But now I have accepted my identity. I'm a faggot. Who loves fucked up, obscene, kinky sex. And I don't really care who knows. I was liberated through honesty, and the shame faded away more and more.
The sound of fucking stop. A moment later, Shawn opens the door and motions for me to come in. As I rush in, I see our Master frowning without an ounce of sympathy.
"Get on the floor and stare at it," Sir commands, pointing down.
I look and see a small pool of cum on the floor of the entryway. Without hesitation, I'm prone, eyes fixated on the jizz.
"Now Shawn, lick it up," Sir directs.
Shawn falls to the ground and his tongue goes to work immediately, devouring every ounce of cum off the floor.
This is humiliating. Yet again, I'm not getting what I want. Only watching without any of the satisfaction. But I know this isn't about me, or even Shawn, it's about what gets my Master off.
"Slave, lead the boy in your exercise routine. I'm going to take a nap," Sir says as he wanders off into the bedroom, satisfied.
__
I’ve never worked out with Shawn before, but I was excited to start. We migrated to the home gym and playroom. There was a TV hanging on the wall, some free weights, a squat rack, a bench with barbells, two stationary bikes, and a couple of transparent crates with sex toys.
Shawn lubed up his ass, slathered even more lube on a large butt plug and drove it inside himself with a grunt and a push. I knew to do the same. I looked at the array of plugs and was about to ask which one to use. Shawn read my mind and responded.
“Pick something smaller, Mark. It may be hard for you to work out with a plug that’s too big.”
I was a little annoyed and a little embarrassed. Like I was being underestimated again. It probably came from a place of mentorship and care, but I didn’t feel that.
I picked a plug that was larger than I knew was comfortable, lubed it and my ass up, then tried to stick it inside. It took a minute. I pushed through the pain. As I struggled, I felt Shawn watching. I felt his judgment. But instead of saying anything critical. He just handed me a smaller option. I accepted the small plug and saw him smile. But I didn’t see criticism across his warm face, just empathy.
Shawn made his way to the stationary bikes and I joined him. We rode in silence for a couple of minutes, until he broke the ice.
“Master hasn’t told me much about you, what’s your story, Mark?”
“Oh, that makes sense. I’m not really that interesting.”
“You know that self-deprecation isn’t cute, right?” Shawn shot back.
“If I asked, I’m interested enough,” he continued.
I was thrown off. But his retort worked. I started to open up.
We talked for a bit about my life. About my long term vanilla relationship and partner. About my work, my friends, my family. As I spoke, I realized I hadn’t really tried to find out much about Shawn. We hadn’t had many moments to talk, but I felt like a narcissist. I wanted to be like Shawn, but I hadn’t actually tried to know him. I was about to ask him about himself, but he stopped pedaling on the bike and got up.
“Ok, time for some squats, Mark.”
I hadn’t realized how long we were peddling. I had almost forgotten about the plug up my ass. It was there, pressing against my prostate. Giving me that full feeling. But that feeling was becoming normal. Something I was going to expect and desire. Like I was missing something without it. He was right to tell me to pick something a bit smaller.
We moved over to the squat rack, slid on some weights and were about to start. But before we did, Shawn grabbed some nipple clamps from the toy box. With a wince he quickly applied them to himself. Just as quickly, Shawn clipped a pair of clamps onto my tits. He didn’t do it gingerly. They bit down fast and I yelped. I saw him chuckle a bit. My nipples have always been very sensitive, and the clamps weren't going to be easy to ignore.
We loaded up the squat rack with some weights. More than I usually do, but probably less than what Shawn is used to. I lined up for my first go at the squat rack, grabbed the bar, and lowered myself. The clamps swung and shifted with every movement. As I was beginning to rise, Shawn lobbed his next question.
“What limits have you and Master discussed?”
I assumed he already knew, or that they had discussed it. But I'm realizing that our Master shares less with him than I thought.
“The usual hard limits. Permanent damage, illegal stuff, hard drugs. Everything else is basically either a soft limit or fair game.” I responded pretty proudly.
We swapped on the squat rack and I felt the clamps again. My dick strained against my cage as I watched Shawn glide through his set.
“That’s pretty open ended. And you know he has a lot of interests…” Shawn said with a tinge of skepticism.
Shawn moved through his set deliberately. Pausing on every descent without much of a wince. My eyes traveled to the lock that ran through his prince albert piercing and secured his cock within his small metal cage. Then I tried to refine my earlier answer.
“Ok, for soft limits we have piercings and tattoos. I'd like to talk about those two first. Also breath control scenes, they fucking terrify me. Then for needles, I’m fine with it as long as it’s sanitary. Those contacts that make you blind. Fire stuff. Choking. Anything with ABDL. Knives. Public humiliation. Kidnapping scenes. Car sex. Theater sex. Most public sex. Fisti..” I had more to say in my list of soft limits, but Shawn interrupted.
“That's a really long list, Mark.”
We swapped again on the rack. My nipples were burning.
“Mark, There's nothing wrong with just playing. Occasionally enjoying a bondage scene in your otherwise vanilla life.” His words cut me harder than he intended.
“But that's not what I want, I want this. I don't just want to be a tourist. I want to be like you, Shawn.” I said without fully thinking. Too focused on the squats, the clamps and the plug in my ass.
There was silence as I finished my set. We swapped again. Shawn broke the silence.
“I don't think you understand what that means, Mark.”
Intentional or not. I felt crushed. I thought for a second, but that didn't make my response anymore rational, just more emotional.
“Do you hate me?” I finally asked what I'd been wondering for a while. The more I think about it, the less it makes sense to me why I asked him that.
We swapped for my final set on the rack.
“Of course not. I'm just scared for you Mark. I don't know if you're ready for this.”
I didn't have a response, and he didn't follow up either. I finished my set, he finished his. Before we could move on to something else, our Master entered.
__
Without a word, our Master walked over to Shawn, put his hand on Shawn’s shoulder. Shawn dropped to his knees and got to work on sucking Master’s cock. It was so natural. Silently moving into position. Both know their roles without needing anything else.
“Give me that remote, boy.” Master commanded, pointing to the remote with one hand, and the other holding Shawn's head in place.
“Yes, Sir”
I quickly handed it to him and awaited his next order. He started a Yoga video on the TV with different poses for balance. He then tossed the remote back at me and directed me further.
“Go grab the bag of nipple weights from the toy box, boy.”
I followed his command and handed the bag of weights to him. He dug through it and picked out two hooks with little magnetic weights attached to them. He separated the weights so each hook held one weight. Then he attached the first one to the metal chain connecting to the clamps on his nipples. Gravity became my Master’s assistant. The weight fell and tugged on my nipple with more force than I expected. He applied the second weight and I moaned quietly in pain. He smiled and looked ahead at the TV.
“Monkey see, monkey do.” Sir said with mischievous chuckles.
I turned around and saw the instructor posing with her arms outstretched to the side. One foot was planted on the ground, her other foot resting at her thigh forming a “P” shape. Before I could get into position, Master slapped my ass and gave me his condition.
“If you fall, or both your feet touch the ground, it’s his ass.” Master threatened while pointing at Shawn. Shawn kept sucking and throating our Master’s dick the whole time. Entirely focused.
I start posing, I'm already sweaty from earlier. My tits are screaming with the added weight. But I'm surprised that it's easy enough at first. I've got better balance than I expected.
Suddenly, I heard and then felt the click of another weight being applied to my nipples. I gasped and wobbled, but caught my balance.
“Not bad, boy.” Master responds.
Then the instructor moves her hands together over her head, forming a prayer pose. I shifted a bit, maintained my balance, but I didn't fall. As I moved my hands above my hands to copy the pose, I started praying another weight doesn't arrive. But prayers were ignored.
Another weight arrives and I yelp a bit. I wobble more. My lifted foot leaves my side and the top of the “P” is broken. But I’m able to correct myself! I adjust to the pain and shift my balance to recover. I haven't fallen. And my foot remains planted.
“I'm almost impressed.” Master says, I know he's smirking.
Then Master stands directly in front of me and opens the clamps.
I yell as pain fills my nipples like fire.
I jump and land back on one foot.
My second foot nears the ground but it doesn't touch it. I've caught myself. I slowly adjust. And make it back to the original position.
“Ok, now I am impressed.” Master says proudly.
I've never heard that tone directed at me before.
“I was going to keep this up for a while, but switching gears. Catch your breath for a bit boys. Then shower up and meet me in the bedroom.”
__
After a brief rest, Shawn and I jump in the shower together. It's not very spacious, we scrub each other quickly and quietly. The mood is heightened after our last conversation. I feel like I should apologize. But I'm not sure what to say. I started to speak, and Shawn stopped me.
“Later.” Shawn states quietly.
It felt like an order. And I didn't argue. I didn't know how to navigate whatever relationship we had at that point.
Immature. Stupid. I've screwed up again and I just wish I knew how to stop.
Shawn cuts off the water. We dry off. I follow him into the bedroom where Master has ropes laid out on the bed.
“Shawn, tie him up. Spread eagle.” Sir commands casually.
I lay down and Shawn gets to work. He's meticulous with his knots. He makes sure that my arms and legs are secured, without the ropes being too uncomfortable. Sir is always rougher. Our Master would tug me around. Not giving me time to adjust. He moves my body like he owns it. Which he does.
I was secured, vulnerable, and anticipating what was next. This is my favorite part, to be honest. Where he's got all the control and I've got none. Sir tosses some tape and a gag to Shawn. He inserts the gag and tapes my mouth shut. He does a few rotations around the lower back of my head to keep it all in place.
As Shawn is finishing up the gag, I feel a tug at my balls. Sir, is winding a rope around them. He's stretching and tying and I'm trying to keep my composure. We're just in the setup phase and I'm already feeling pain. That concern passes as he finishes his work and connects the rope tugging my balls to the end of the bed. He pulled hard. A lot harder than I like, as he finished up his last knot. But it's not about what I want now. It's always about what he wants.
Sir produces some nipple clamps. They're back again! I'm ready. I can take it. But then I see him attached something foreign to the metal chain holding them together. He secures them simultaneously to my nipples. I squeal a bit louder. He takes a second to smile with that evil smirk and flips a switch on the device attached to the clamps. They start vibrating. I wasn't prepared and tried to adjust to the low grade burning I felt on each tit. I felt my face heating up as I groaned.
While I'm reeling, Sir tosses something to Shawn. I see Shawn look at Sir in surprise. I think I see a moment of hesitation, from Shawn. But before I can evaluate it, Shawn is placing a diving mask on my face.
Initially there's confusion.
Silence in the room.
Followed by alarm.
I had done some light breath play before, but I wasn't tied up like this.
It also didn't last very long before.
Glove over mouth. Hand over mouth. And it was brief. I hadn't done this before.
I was scared.
I started struggling, I pulled up against the restraints. I couldn't get very far.
I felt the lack of air. I tried breathing through the tape and gag. I tried blowing through it.
I kept trying, no air.
I tried to signal that I had no air. I tried to show I needed to breathe.
I tried, no air.
My mind started racing. Did I fuck up. What if they mess up and wait too long. What if this is intentional? What if I'm about to die. Why did Shawn hesitate? I didn't say goodbye to my partner. Am I about to die?
I rise up and yell through the gag, no air.
I turn both sides where I think they're both watching me. I yell again.
No air.
I'm pleading through the gag.
No air.
I have one focus, breathe.
No Air.
Why won't they stop?
NO Air.
Please stop.
NO AIR.
Help.
NO AIR.
sir.
—
AIR.
The cap is removed. I take in the biggest gasp of air I ever have taken. I breathe out and the cap is back.
No.
I didn't get enough air.
He didn't give me enough air.
I hear Sir walking out of the room.
No.. what? Is he leaving? I need air. I need air.
I don't have enough. Why did he leave?
Why did Shawn hesitate?
I need more air.
Did he really leave?
Is he coming back?
I don't want this.
I can't do this.
I can't breathe.
I need air.
Shawn.
Sir.
The swimming cap opens again and I breathe. I hear Shawn try to quiet me. I'm confused. I keep panting. Why is Shawn ‘Shushing’ me?
“Very disappointing, Shawn.” Sir said quietly.
Shawn almost jumped. Sir was right behind him. Sir removes the mask completely. He looks at me calmly. There's a look of pity and sadness.
“You did great today, boy. You took everything I sent your way. You showed me how serious you are about what we're building together. How serious you are about submitting to me.”
ENDING A: MERCY
Sir turns to Shawn. Shame covers Shawn's face.
“Do you remember our first time with breath play?” Sir said quietly to Shawn.
“Yes, Sir,” Shawn murmured while avoiding Sir’s gaze.
“This wasn’t Mark’s first time.” Sir, continued.
Shawn’s shame shifted to shock and then more shame.
“Mark and I have done this before. Without you. And I did talk with him before about this.” Sir continued.
“Sir, I’m sorry, I didn’t realize…” Shawn is shifting, trying to find his composure.
“I explained to you, as I did with Mark, when your brain is deprived of oxygen, involuntary panic always...” Sir explains but Shawn interrupts.
“Sir, I thought he wasn’t ready. I thought this was past his limit.” Shawn stutters out.
“You are not responsible for him. I am. You are not his Master. I am. And you are not a Dom. Tell me what you are, Shawn.” Sir growled, resenting the interruption.
“I’m a slave, Sir. Your slave, Sir.” Shawn responded, defeated.
Our Master starts removing the ropes binding me. His entire mood had shifted. He removed the clamps. The tie around my balls. The tape. The gag. We were all silent.
“Do you both still want this?” Master asked us both.
“Yes, Sir.” Shawn and I responded in unison. There was no hesitation.
“Then I need you both to trust me.” Sir responded.
My fear and panic from the breath play had subsided. What had replaced it was a concern for Shawn and my Master. Was I screwing up their relationship now?
No. Trust. Sir said I did great. He said I needed to trust him. So I’m going to trust him.
I shifted to the left side of the bed. Shawn moved to the right. And our Master settled in the middle. His arms wrapped around us both. I knew resolution wouldn’t find us as quickly as sleep. But I knew it would find us eventually. And I closed my eyes.
ENDING B: NO MERCY
Sir slaps me across the face. I’m still disoriented by the relief from the breath play and the words of compassion from a moment ago. Sir removes the gag and tape from my mouth.
“Ask for another.” Sir demanded.
“Another please, Sir.” I cough out.
Sir slaps me again. I start to realize why it’s happening.
“Ask for another.”
“Another please, Sir.”
Sir slaps me again. It’s controlled. Deliberate. And it fucking hurts.
I see Shawn look away. He knows I’m experiencing this because of his choice. His disappointment. His failure. Regardless of Sir’s words, I felt I drove Shawn to make that mistake. Because of my weakness.
“Don’t turn away from this.” Sir barks, grabbing Shawn’s chin and turning his gaze on me.
“Ask for another.” Sir says to me quietly, without taking his eyes off Shawn.
“Another please, Sir.” I follow his direction, without hesitation.
He slaps me again. He tells me to request another. He slaps me again. The cycle continues as tears fall. As Shawn stares at me with guilt. As Sir directs us both.
It’s instructive. I want it to end. But I want to please Sir. But it continues
Eventually, Once my eyes are red, my face is wet with tears and sweat, and I’m sniffling and whimpering, then Sir stops.
Then Sir places the gag back in my mouth. I’m confused and unprepared.
Sir then grabs a key from the nightstand and undoes Shawn's cock cage.
He then turns Shawn around starts fucking him without abandon in front of me. Shawn’s cock bounces around, entirely erect, slapping me more often than not in the face. Precum smears across my brow and cheeks.
Shawn is moaning and Sir begins teasing his nipples as he rides his round, muscled ass. I wish it was me receiving that cock. I wish I was enjoying Sir’s fingers on my nipples instead of these severe clamps which vibrated without reprieve.
“Cum before I do. And spray it on his face.” Sir demanded of Shawn.
Shawn’s self control continues to astonish me. He grabs his dick, and within a stroke or two. Starts blasting my face with jizz. I close my eyes, but feel rope after rope of cum plastering me.
I hear Sir then moan loudly and I know Shawn’s ass is being filled with our Master’s cum. Another load denied to me.
A moment passes and Sir utters more instructions to Shawn.
“Shawn, squat over him and empty that load I just gave you on his face.”
I feel Shawn standing on the bed and squatting over my head. My eyes still closed from his earlier load. Seconds later, I feel Sir’s load dripping from Shawn’s well used ass. It dribbled onto my face, mixing with my tears and Shawn’s cum from earlier. I know my face is a mess. Once all of Sir’s sperm is released on my face. Sir directs Shawn again.
“Now lick it up, slave.”
Shawn greedily licks and cleans my face.
I hate this.
To have yearned to enjoy Sir cum. To have it on my face. Just to feel Shawn devouring it while my mouth is gagged.
Once Shawn has cleaned my face with his tongue, Sir commands him to release me from the restraints, then remove the gag and the clamps.
I’m sore. I’m tired. Sir looks at me. I know he is in complete control. He’s not angry. He’s not upset. I can tell he’s proud of me. Then he hands me a pillow. He gets up and walks to the sliding glass door that opens to the bedroom balcony. He slides it open and the warm night air slips into the room.
“Shawn, you're sleeping in bed with me tonight. Mark, you're sleeping on the balcony.” Sir commanded.
I rise up with the pillow in hand and move to the balcony. Once I’m outside, Sir looks at me with an intensity I haven’t seen from him before. He grabs both sides of my head and gives me a tremendous kiss. He invades my mouth with determination, and I don’t resist in the slightest. He pulls away, and while my eyes are still closed and I’m reacting from his lips and tongue. I hear him slide the door closed.
I lay on the ground and place my head on the pillow. I look into the bedroom and I see Shawn’s eyes. Sir is cuddling with him. But I know how Shawn is feeling. The embrace doesn’t warm him. Our eyes stay locked. And his gaze follows me, as I fall asleep.
NEXT TIME: The Hypno Orgy