“Oh yes. I can’t very well take care of a boy without giving him rules. And what good are rules if there are no punishments for breaking them?” I explain, watching with satisfaction as his pupils dilate and his cheeks turn rosy. Is his cock hard thinking about my hand reddening his ass? Mine certainly is.
“What kinds of rules?” he asks.
“Again, it depends on the boy. It’s something we could discuss, assuming you’re interested in this sort of arrangement?”
He sits back, dropping his attention to his plate, but not taking another bite of food. “It sounds…” he trails off, squirming in his seat. I wait for him to finish the sentence until it becomes clear he’s going to need a little more help.
“How about this, you take some time to think about it. If you decide you’re still interested in coming home with me, then we can start slowly. I want you to do some research of your own. And, most importantly, I want you to understand that in a dynamic like I’m describing, I might be your Daddy, but you’d be the one truly in charge.”
He cocks his head, trying to understand what I’m saying. I don’t blame him. It’s what most people miss about any type of dominant/submissive relationship. “How?” he asks.
“I told you: I’m a caretaker, Pretty Boy. Nothing turns me on or makes me happier than knowing my boy is well cared for and happy. This is all about what you want and need. And you’ll have a safeword, of course, so even if we decide to play a little rough, you’ll still always know you can make it stop at any time.”
A shiver runs through him, his breathing getting faster as he shifts in his seat again.
“Think about it,” I say again, and he nods.
“Okay,” he agrees, sounding a touch breathless, a fresh blush coloring his cheeks before he drops his eyes. I’m dying to know what’s running through his mind right now. If he was my boy, I’d press him to tell me. Maybe a small taste of what it means to belong to me will help in making his decision.
“Be a good boy and tell me what you’re thinking right now.” I let my voice drop into that deep, commanding tenor that never fails to trip submissive tenancies. He reacts exactly how I hoped, blushing and breathing a little heavier, a relaxed expression washing over his face because I’ve told him exactly what he has to do to be my good boy, and he’s probably been desperate for that longer than he realizes.
“I was thinkin’ about…” he pauses to wet his lips, fidgeting with his silverware and then meeting my eyes. “How it would feel to walk around with a sore backside after a spanking, just the two of us knowing about it.”
My cock jerks, and I catch myself leaning forward. “That’s just the start of the ways I’ll make you mine, Pretty Boy,” I promise him. This time he barely winces at the pet name, and I count that as a win. I can only guess at the bad association, but I’m making it my mission to help him reclaim it and erase all of the scars caused by thoughtless, cruel people in his life.
I think I’ve given him enough to think about for one night, so I steer the conversation back into more banal topics for the rest of dinner. Sterling devours everything on his plate with enthusiasm.
“This is so good. The only fish I ever had before was fried,” he says with a chuckle. “Maybe if I’d learned to fish and cook it myself, I coulda been eating somethin’ this good all along.”
“You’d have had a hell of a time catching ahi around here,” I tease, and he chuckles. The sound is so light and airy, it fills me up inside.
“Fair enough, but I coulda caught a catfish. Though, I s’pose that’d be best fried anyhow.”
I make a mental note that if he decides to take me up on my offer and leave with me, I’ll take him fishing on the boat I keep docked in Florida sometime.
When dinner is finished, I lead him back to the car hand in hand, the same way we walked in. He seems more relaxed this time, leaning into me and not bothering to spare a glance at the hostess as we pass.
The drive back takes over an hour, but it still doesn’t feel nearly long enough. I pull into his driveway and turn off the car. Sterling tenses in his seat, darting a nervous glance at me as he grabs the door handle but doesn’t open it.
“Did you…um …you wanna come in?”
I chuckle, reaching over and carding my fingers through his hair to push it back off of his face. “Relax, little rabbit, I’m just walking you to your door.”
“Little rabbit? Thought I was Pretty Boy,” he huffs a little at the nickname.
“You are. But right now you look like a frightened bunny, so I thought it fit.”
He scoffs, his fingers tightening on the door handle, but still not opening it. “I’m not afraid,” he insists. “I should probably get the whole virginity thing out of the way anyhow. You should come in.” He sounds more certain this time at least, but it’s still not going to happen.
Without responding, I unbuckle and climb out of the car. I swear, I hear a nervous little gasp from him before I shut the door behind myself. I chuckle as I make my way around the front of the car to open his door.
His hand trembles slightly in mine as I lead him up the cracked and dusty walkway to his front door. He unlocks the door and looks back at me with surprise when I tug him to a stop before he can step inside.
“It would be an honor to share any of your firsts, Sterling, and once you make your decision, I fully intend to worship every inch of your body.” His breath catches at my proclamation. “But for tonight, how about we take things slow.”
“Slow?” He swallows hard, tilting his head up enough to meet my eyes.
I nod, stepping close enough to tuck his smaller body against mine, forcing him to tilt his head back even farther. I can feel his wild heart beat against the lower part of my rib cage where his chest presses against me. “Have you ever been kissed, little rabbit?” I ask, stroking my thumb over his bottom lip.
He gives a sharp shake of his head, pressing himself closer and rising up on his tiptoes seemingly unconsciously.
“Tell me you want a kiss, and it’s yours,” I murmur, too mesmerized by his mouth to stop staring at it.
“Please…Daddy.” Sterling bunches the front of my shirt in his fists, wrinkling the fabric and causing one of the buttons to come undone. But all I can hear is the word Daddy falling from his lips.
I groan, my cock hardening against his belly, his own answering arousal pressed against my thigh. Slipping a hand behind his neck, I drag him to me so I can claim his mouth. He lets out a little whimper as our lips meet, his whole body relaxing into mine in an instant. Sterling’s mouth is soft and sweet and pliant, letting me lead the kiss. I coax his lips to part and slip my tongue into the hot depths of his mouth, the moans he feeds me vibrating around my tongue.
As much as I want to sweep him into my arms and carry him inside to continue the kiss, I force myself to pull back. He gasps, tightening his hold on my shirt and popping a few more buttons.
“Go inside, and go to sleep now, Pretty Boy,” I whisper, pressing another, softer kiss to his damp lips. He finally releases his grip on my shirt and sinks down onto the flat of his feet. I reach into my pocket and pull out a business card that has my cell number on it. “And when you make up your mind, you can call or text me. I’ll give you space for a couple of days to make a decision, but call me any time.”