“Ring the bell at EXACTLY 7:00 PM. But you leave the house without a watch or phone. Make sure you’re on time. And make sure you have a cockstrap tied tightly around your dick and balls. I want your dick pointing forward and your balls sensitive.”
I had figured it out, and it was about a 16-minute walk. I left on time, the cockstrap tied tight. With every step, I felt it squeezing my balls and my half-hard dick rubbing against the inside of my pants. This would be my first meeting with Boss Brute. So far, we had only chatted a bit, but tonight I would get to know him and his filthy fantasies. For me, it’s the first time being someone’s submissive. But I know Boss Brute is used to humiliating and using subs like me for his pleasure.
Here it is. An old house on a completely ordinary street in a residential neighborhood. My heart pounds in my throat as I ring the bell. I hear some shuffling inside, and then the door opens. There he stands before me, Boss Brute. On his bald head, he wears a horny but mean grin. A reddish beard confirms his masculinity. He’s wearing a tight shirt, clearly showing how muscular he is. His left arm is covered in tattoos. Under his shirt, he has on tight jeans and combat boots.
He looks at his watch, and his grin widens.
“Three minutes past seven,” I hear him say. “I’ll tell you what’s going to happen. For every minute you’re early or late, you get five slaps to your balls. Those slaps will happen again the next time, and every time after that. But we add extra slaps each time. If you’re two minutes early tomorrow? You’ll get fifteen slaps for today, plus ten more for tomorrow. The day after? It starts with twenty-five slaps anyway, plus whatever slaps you earn for being early or late again. Understood?”
I swallow hard and nod.
“Come inside now and strip quickly. I want to see that dick and those balls.”
I walk in and undress fast, hearing the door close behind me.
“Stand in front of me now. You’re getting fifteen hits to your balls. And I want you to take them like a man, even though you’re barely one. I’m going to hit you just hard enough that you don’t collapse. I want you to stay standing upright. And if you flinch even a little or make a sound, I’ll give you a hit so hard that you WILL collapse, understood?”
I nod. I see Boss Brute clench his right hand into a fist. He jabs it into my balls. Not too hard, but slightly painful and very uncomfortable.
“One… two… three…”
Boss Brute counts the hits while my balls grow a bit more sore with each strike, and I feel a dull, aching pain in my lower abdomen. I do my best to keep my back straight and stay silent.
“Thirteen… fourteen… and the mercy blow… fifteen. Now, thank me for this punishment before we continue.”
“Thanks,” I stammer, feeling the burning in my balls and stomach. I see Boss Brute step toward me and grip my balls hard in his hand.
“Thanks, WHAT?” Boss Brute says.
“Thanks, Boss,” I say, after which he tightens his grip briefly before letting go.
“You held up well for a first time, sub. I’ll explain the rules to you now.”
As Boss Brute says this, he walks over to my pile of clothes in the corner of the room. He unzips his pants, and I see a large, thick dick emerge. He relaxes, and I see a thick stream of yellow piss shoot out of his pants, right over my clothes.
“This stays here for now. If you try hard enough tonight, I might give you a set of clean clothes. Or if you please me long enough, it might be so late that hardly anyone is on the streets. Then I’ll send you home in your stinking piss-soaked clothes. But that’s for later. First, we’re going to do some other things. Follow me.”
I follow Boss Brute into the next room. A sling hangs from the ceiling. Hooks line the walls. And I see several racks filled with gear. Boss Brute points to a shelf halfway up, displaying twenty dildos in increasing sizes. The largest dildo is massive, as thick as a fist.
“I’m going to train your ass. See that biggest dildo? You’re going to take that in your ass. In fact, you’re going to beg for it. But not yet. We start with the smallest dildo. See it? That pathetic little worm on the left? Since this is your first time and you’re inexperienced, we’ll start with that. And every time you’re here, we’ll go one size up. Until eventually, you take that fist-thick dildo up your ass until you see stars. But don’t get too excited. Because if I feel like fucking you, I will. And you’ve seen my dick; it’s a lot bigger than that little worm over there.”
I swallow hard at the thought of that fist-thick dildo being rammed into my ass. How will that ever happen?
“Now, the rest of the rules. In here, you’re my slave. You follow my orders, and if I’m not satisfied, you get punished. And trust me, I’ll find reasons to punish you. If an order goes too far for you, you can refuse it, but I’d be very careful with that. Because you’ll get a punishment and at least two new orders in return. Now, to make things fun, we’re going to start with a game.”
I feel Boss Brute suddenly tie a blindfold around my face from behind. Then I hear a door and footsteps.
“I’ve invited three friends who are eager to unload a few loads of cum. That means four dicks, and we’re going to play a memory game. Each dick is tied to two numbers. Soon, you’ll call out a number between 1 and 8. The dick that matches it goes in your mouth. Deep. Then you hold up a number of fingers for a second number, since you can’t talk with a dick in your throat. If you get it wrong, the second dick goes deep in your ass. Both guys get to give you a quick punishment: a slap, a hard pinch on your nipple, spit on you, or maybe even something with piss. Then you try again until you get two numbers right. Once you do, the others leave the room, and the blindfold comes off. Your reward is getting thoroughly worked over by the man you guessed correctly. And when he’s done, the blindfold goes back on, and we continue. The last two men you guess will use you together at the same time, slut, and I promise you’ll feel it. You won’t know which way is up, and we’ll completely cover and fill you with cum. What do you say to that?”
“Boss, what an honor that you’re giving me the pleasure of four dicks. I’ll do my best to guess,” I say, swallowing hard. “I’ll do my best.”
“That’s good, horny sub. Let’s get started. What’s your first number?”
