Page 10 of Daddy’s Rules

Pumping a small squirt of lube into the palm of his hand, on the tips of his fingers, he pressed it against my ass and inserted them inside, two fingers, gently curving into me, and even though I knew it was only half of his finger, it felt like he was deep inside me. Two fingers turned to three with a cone-line squeeze. He watched my face constantly, and I was trying my best to breathe through it. It wasn’t painful, just new.

“Good boy, opening up for Daddy like that,” he said.

“I wanna make sure Daddy can fit,” I said, actively trying not to reflexively clench my hole.

The training wheels were off, and I was about to be on a bike ride, the type with one of those hard seats that kinda felt good after going over a couple of bumps in the ground. Daddy was just like that. His cock stretched me out at first, pushing my hole wider with his pulsations. I moaned and my hands grabbed at the poles the cuffs were attached to.

The slow ease stopped when he told me I’d taken just over half of him, and he pulled out slowly, taking another pump of lube right across his dick like a hotdog condiment. He thrust, then moved in and out as I moaned freely, fearing I could pull those bars right off the bed frame with the pleasure coursing through me.

“There you go,” he said. “Almost there.” He pulled both my legs up to his chest and continued to fuck until in his words, I’d taken all of Daddy’s big dick. There was no more of him to go inside me now, otherwise he might’ve ripped right through me. “I’m gonna go harder now.”

“Yes,” I said, nodding. “Yes, Daddy.” Correcting myself.

As he fucked me, my dick and balls were rocked. He used both of his hands to grab my legs, so my dick was neglected but still ready to cum. Daddy’s dick pressed and throbbed against my prostate like an anal massager, and now, I think he was waiting for me to explore. I begged him to keep going, harder, faster, I even wanted deeper, but only so I knew what he’d feel like completely pressed up inside me. It was the first time in so long that I’d felt another person give my body so much personal attention. And all because he found me lonely.

“You can’t control it,” he said, letting go of my legs. They fell to his side, and he was softly fucking me still, in and out, then leaning in as he went in deep again, the friction of his warm hairy body itching against my cock. And he was right, I couldn’t control it, but I wasn’t going to waste an orgasm so early. I needed him to keep fucking me, to keep plowing me like a work horse through a field. I needed him to stay as deep inside me as he could. I needed his dick to come out of me like a wrinkled finger left under water for too long. I needed to keep this going for as long as my dick would let me.

It came with a fizzle and a pop throughout my entire body, starting in my cheeks, down my chest, and back up through my arms, which became limp, resting in the cuffs. I came and clenched my hole tight around his hot throbbing cock, and he smiled, dipping his head and immediately sucking a nipple while playing with the other. My cum was warm on my stomach and spread around by Daddy Max’s rubbing and thrusting.

“You’re a messy boy,” he said, kissing up my neck until he was at my mouth. Then he licked up my lips, nose, and forehead, resting his lips there. He stopped thrusting, his entire body as stiff as a board, and with his chin on the bridge of my nose, he pressed slightly as he strained into a deep groan. He was coming inside me—inside the condom, but it was in me.

Daddy lay on me for another moment, his head on my shoulder, kissing little pecks at my neck. He was gentle as our bodies became cool again, and his dick came out of my ass, leaving me clenching as if trying to hold the memory of him inside me—he’d definitely made an impression. Maybe I could fill it up with silicone to replicate him before the sensation left me once again in his words, lost.

“Stay right there,” he said, now lifting his entire weight off me. My comfort blanket. A sudden coolness in the air settled on me. “Not like you can move. I can uncuff you, but I’d really like to clean you first.”

I nodded, looking at him and the full condom sagging off the end of his cock. He pulled it with an elastic twang and tied it shut. “I’d like that.” There was still cum on me, glossy in the reflection of the overhead light. His body didn’t show it, but he’d got some of me on him.

Daddy Max went into the en suite for only a couple of seconds, but I was so excited by what had happened that I was all giggly and grinning when he walked back in with a blue washcloth, already wiping his dick down. If I had the energy left, I would’ve been hard again watching him pull back his foreskin from that pink head. I gulped hard on my own saliva, blessed to have witnessed a powerful man like him be so vulnerable in front of me.

“Your turn,” he said. “Now, no squirming.”

He wiped me down with the warm washcloth, making sure to take his time and carefully stroke down the side of my ribs, across my belly, down to my dick, before cleaning my ass of all the lube that had been making my cheeks feel like I couldn’t clench—everything became loose.

Once I was clean, he took the cuffs off.

We sat beside each other on the bed, our naked bodies touching, sticking to each other.

He pulled my hand into his, then kissed it. “That was really special,” he said. “Thank you.”

“I should really thank you,” I said. “You—did most of the work.”

“Not at all. I felt the way you were gripping. It was . . . eager.” He kissed my hand again. “Do you—”

I stared at him, just as a gurgle came from my stomach. “Sorry, I—” I’d only lined my stomach earlier tonight, some fancy bread from work to soak up the alcohol, mostly.

“I was going to ask if you wanted to grab something to eat,” he said.

“They serve food here?” I asked. Now that I’d been fucked, my body was game to fill the rest of my holes. “I could go for chicken tendies right now, or like a good mac and cheese, or like even just a stack of pancakes.” My stomach grumbled again.

Max wrapped an arm around my waist, and his hand traveled up the side as if to try and feel the rumble. “Not here,” he said. “I know this great diner around the corner. They do everything; you could probably get all of that.”

Now I felt it. The excitement. The idea that this was now a date. Maybe in reverse, but it was still a date. Sex first, then food, and probably never seeing each other again after that. But I was content with this being a one-night thing, I’d made peace with it right before he started fucking me—thankfully able to savor every moment and inch of him inside me.

“Is that a yes?” he asked. “Remember, I like it when people say what’s on their mind. Honesty.”

“Yes, please, and—and I can take the onesie and teddy with me, right?” I looked back at where I’d been lying, remembering the way he’d stuffed them against me. It was hot. “Please?”

“I already told you, they’re yours,” he said, kissing my neck while my head was turned. “And you can order whatever you want, my treat, for being a good boy.” His whisper tickled up my skin to the point I was letting out a light moan only he could hear. “Let me get you dressed again, and next time, we’ll try make sure you get more time in your onesie.”