Sam's Suffering

by PainPley

17 Feb 2022 4753 readers Score 9.4 (62 votes) PDF Mobi ePub Txt


After several hours, I collapse on my side. Master grins and approaches me.

“You failed. And I was just about to set you free.”

“I’m shorry, Mashter!”

“You will be. But you will do better with time.”

Master sets the butt plug to its max setting. God, I hope its the max setting. My head rolls back as my ass muscles fire off uncontrollably. It’s uncomfortable, but I deserve it.

“Thank you, Mashter!”

“You’re welcome, Slave. Learn your lesson. You will not be cumming until next weekend at the earliest, is that understood.”

“Yesh, Mashter. Thank you, Mashter.”

“Excellent slave. Now, you will endure this torture while I get the next task ready.”

Master lifts my back onto my knees and leaves me for forty minutes to suffer alone. I breathe into it. Enjoying myself. This kind of treatment is what I enjoy, overwhelming sensations that last too long, but I have no choice but to take it. Sweat drips down my abs and back. I whimper uncontrollably. My cock hardens.

Master returns and frees my wrists from my ankles, binds my wrists behind my back and walks me to another room.

We arrive in a rather large home gym. It should have been clear from the details I’ve seen of the house but Master appears to be quite wealthy. It’s well stocked with tons of dumbbells, barbells, benches, machines, ellipticals and all.

“Sam, Master Tom and I value your body and expect you to keep your shape intact. I expect you know what to do in here to maintain this physique.

I nod.

Master removes my gag.

“In here, we will work out together. While you are always my slave, you will have more freedom inside this room. Two hours a day we will workout together like partners. However, if your physique diminishes, you will be tortured. Is that fair?

“Yes Master!”

Master Brad leans in to kiss me, reaching around me to pull out my buttplug roughly.

“Fuck!”I curse into his mouth.

“Cute slave boy. Make me proud.”

We work out together for the full two hours, he watches me, spots me, and I do the same with him. The dynamic feels almost partner like? It’s nice. A difference I needed to counter balance all the torture I enjoy receiving. I understand you can’t fully appreciate one without the other, and Master Brad seems to understand this as well.

It’s normally my chest day, so I focus on push ups, bench presses, and the like, working myself hard, motivated to keep my Master happy with my body. When we finish, he leads me to the showers.

I am stripped naked, my hands pulled behind my back. I hear a snap. Handcuffs. I am lead into the shower. Master turns on the warm water and pulls out a rod from the shower head.

“You’re about to experience something I’ve been thinking of doing to you since I saw your gorgeous ass getting brutalized by Tom’s machine.”

Master shoves the shower enema into my ass, letting it fill me up. It continues for a while, until I feel heavy and uncomfortable. I whimper.

“Master. This is a lot.”

“I want this, Slave. So you want it too.”

Master produces a bit gag from somewhere and fastens it tight between my teeth. All the meanwhile my ass continues to flood. He pulls the enema out and shoves his cock in me.

I whimper and bite down as Master grips my hips firmly and fucks the ever living shit out of me. The fullness in my guts is uncomfortable, but not painful. I still wish for it to end but remind myself that Master really wanted to do this to me. It’s for Master Brad. It makes my Master happy. Master orgasms inside me, his hips quaking as he does. It’s hot. I can feel his passion for this. Cum and water spill out of me as he pulls out. He plugs my ass and turns me to face him.

“That can come out when we’re clean, Sam.”

Master bathes me meticulously, getting under every crease of every muscle. Then he takes care of himself. My stomach hurts when finally Master frees my cunt and I’m allowed to let it all out.

Master dries me off and walks me to a nearby.

He opens it up and I’m treated to a large walk in closet. He lowers my gag and explains. “Sam, this is your closet. I spent this morning ordering multiple outfits for you to wear for me when necessary. Here on the left side are fetish items. Harnesses, jockstraps, gags, leather pants even if you earn them. On the right we have dressier clothes, which you will pick from for tonight. In the back are your boots. You will always be booted. Your Masters like you that way.

“Yes Master!” I smile.

“You seem to like what you see here.”

“I very do, thank you Master Brad!”

“You’re my slave, but I also see you as a partner. I will take care of you just as you will do whatever it takes to make me happy.”

“I appreciate that, Master.”

“We are going to dinner. You have suffered all day and I want to give you a taste of what you might receive if you satisfy your Masters. Please pick something nice, I recognize you dress very well and trust you to find something dashing.”

I selected a lavender dress shirt, white pants, a gray tie and matching shoes and belt. As I went to change, Master extended his hand to my chest, signaling me to pause.

“Sam, although we are going to have a sweeter night, you are always my slave. Understand?”

“Yes, Master.” I look down.

“As such, I will have some fun with you.”

Master produces a decent sized butt plug from his pocket.

“You will wear this any time we leave the house, Sam. It will fill your ass and be a constant reminder that your ass is mine. Are we clear?”

“Absolutely, Master. Thank you!” I take the plug and slide it between my cheeks. It’s not the largest one I’ve worn but it certainly is a pretty serious toy.

Master and I get dressed for dinner together. He checks me out and feels me up.

“Beatiful young slave boy and a handsome boyfriend. You know that?” Master Brad grips me by my ass and pulls me in for a kiss.

“Thank you, Master. You look incredible as well.”

Master is dressed in his own suit and tie. Darker colors than mine. More reserved. It produces an air of strength and I feel our clothes communicate our roles pretty well I must say. I’m the colorful toy to be experimented with, he knows what he wants and enforces it.


We arrive at a nice sushi restaurant, very clean, very light, and I am seated across from Master. He orders several things, I do not protest. I like most things and I’m grateful for the treat.

“So, Sam,” Master inquires, “Do you regret our arrangement yet?”

“No, not at all, Master.” I reply.

“Out and about, in boyfriend mode, just call me Brad.”

“Okay….Brad.” It feels wrong. But it makes sense to do things this way. I continue. “I am having a lot of fun being challenged. My life has been kind of at a standstill for a few years. I feel maybe my slavery at home is a preferable slavery than what I feel at work.”

“What do you do, Sam?” Master Brad sips a Diet Coke.

“I work for a company financing cars. Pretty mundane. Pay is fine, but it’s not very fulfilling?”

“Hm. What do you WANT to do, Sam?”

I think for a moment. “Dunno. I wanted to be a singer when I was young.”

“Really? You have a good voice?” Master Brad receives our order from the waiter and distributes sushi between the two of us.

“Yeah. Honestly, I’m pretty good.” I dig into my sushi.

“Hmm. I’ll remember that.” Master reaches into his pocket clicks something, a grin on his face, I notice.

WHIRRRRR.

I drop my chopsticks. My insides vibrate. Strongly. Surprisingly strong. I whimper.

“Quiet, Sam. This is our little secret.”

WHIRRRRRRR.

It intensifies further. It seems, like its more than just vibrating. It extends inside of me, stretching my hole. Master is teasing me. I could cum from this if the situation wasn’t so public and maybe illegal?

The waiter returns.

“How is everything? Need anything?” The waiter asks me.

“Nnnnghhh. Yeah, all good.” It’s impossible to remain calm. Where did Master get this toy? My insides are being hammered!

“You okay, Sir? You look to be in pain.”

“Yeah….just a bit of a stomach cramp. NGHHHH!”

“Do you need the restroom?”

“No! I’m….I’m alright.”

The toy shuts off. I calm down, wiping the beads of sweat from my forehead.

“Okaaaay.” The waiter leaves us.

I turn to Master Brad. “That was cruel.”

“No. That was fucking gorgeous.”

WHIRRRRR.

Master continues torture my cunt. In public. It is set t max setting. At least, I hope it’s Max. It’s not pleasurable, just intense, but I like it. I’m just…embarassed. Other patrons take notice and look at me squirm.

Master Brad sips his drink and enjoys my suffering.