8. Ian

CHAPTER 8

IAN

I finally persuade my grouchy patient to lug his delicious ass upstairs by promising him a blow job. Really, he's about to get something much, much better than that. But, much like everything else we've been through, I have to work him up to it.

"What is all this?" Henry asks as we enter his room. I've stripped the bed and covered it with a mattress protector and several oversized bath towels. There's one pillow that has been similarly protected, so the massage oil doesn't ruin anything. I drew the blinds and lit some candles to create a relaxing atmosphere.

"If you're going to get a massage, you might as well do it right," I say, pulling my shirt over my head.

He watches me with obvious lust, which is a huge step forward from just days ago. I've finally gotten him to admit he wants me, to tell me what he wants from me. Granted, most of that openness comes in the form of dirty talk.

"I want you to get on your knees and swallow my cock."

"I want you eat me out until I'm dizzy."

"Baby, I'm starving for your sweet cum."

Yeah, that's right, he called me baby . Once. By accident.

Still counts.

But between all the blowjobs and soapy shower handys and orgasms, there have also been moments of sweetness. Like texting me the moment he notices Mike's light shut off so I can sneak into his room and watch old action movies after we suck eachother off. Or slipping into the bathroom when I'm brushing my teeth just because he wants to kiss me. Hell, he almost got caught by Michael yesterday when he snuck into the bathroom while I was in the shower. He told me he "just wanted to get a good look." And then he ended up getting a lot more than a look when he had to quickly jump into the shower behind me, fully clothed, and duck behind the shower curtain because Michael decided to come in to fix his hair before a date. I had to tell Michael he'd caught me jerking off so he'd stop asking why I was acting so weird. Little did he know his dad had decided he'd like to sample my ass since he was eye level with it.

Not that he's ready to acknowledge us as a relationship of any sort. That would only happen in my dreams. But when he looks at me the way he is right now, I think I'd pretend to be anything he wanted just to stay exactly like this.

Closing the distance between us, I take his mouth in a kiss that I feel in my toes. Our tongue dance perfectly together, stoking a fire inside me. Henry lets me strip him, one piece of clothing at a time, and I touch, kiss, or caress every inch of his body along the way. Meanwhile, he unties the drawstring of my athletic pants with deft fingers, dipping in to palm my hard cock. I'm always hard for him, like a prepubescent teenager. But he's always hard for me, too. So it works out.

My pants drop to the ground, and I step out of them.

"It wasn't my intention to be naked for this," I tell him.

"Well then, you should consider wearing underwear."

"I wore a shirt for you. I think that's far enough."

He chuckles, and I push him toward the bed. "Lay down on your stomach, right over the towels."

He looks down at his massive erection. "How am I supposed to do that?"

"Don't worry, Daddy. I promise I'll take care of that for you."

His eyebrow twitches, but he doesn't bother telling me not to call him Daddy. We both know he likes it.

Henry climbs up on the bed, and I have to resist the urge to bite him on the ass. My eyes travel appreciatively over his body. I desperately want to mark him everywhere, most notably his soft lovehandles. I want to mark those by digging my fingers into them while I hold on for dear life and sink myself balls deep inside his ass. A shiver runs through my body. Damn.

Giving me one last grouchy look over his shoulder, Henry adjusts himself to lay sunny side down on the bed. I gently trail my fingers from his foot to his neck as I walk along the side of the bed closest to where he's lying. I have a bottle of massage oil resting in a bowl of warm water that I take out and dry off, holding it near his face for him to see and smell.

"CBD oil? Why am I not surprised?"

I laugh, figuring that's the reaction I'd get out of him.

"At least it doesn't smell like weed. Smells citrus?"

"Tangerine," I confirm. "Completely all natural."

I rattle off the few ingredients and dosage, but mostly just keeping his mind busy while I pour some of the oil on my hands and start to massage the back of his injured thigh. It's still pretty sore, although he tries to pretend it isn't and tough it out, so I start slow and gentle, gradually working up to a deeper massage.

I smile when he groans. "See? Once we get past the initial soreness, it feels good, right?" The massage, although truly meant to help his leg heal, quickly turns sensual. My fingers dig into the muscles of his thighs, running up and down, squeezing and kneading.

"Ian," Henry whines, face down on the pillow.

"Shhh, I've got you, I promise."

My hands move from his thigh, down his leg and foot. Then up the other leg until I'm massaging both thighs at once, kneading up to the bottom of his ass. Trying not to let my dick graze him, because I'm not trying to have him get frightened off, I climb up on the bed, massaging his ass cheeks and up to his lower back. I add more oil, pouring it directly on his skin, letting it trickle down his ass crack.

Gently running my fingers through the mess, I press against the outside of his hole with my lubed up fingers before moving back up to massage his back and shoulders. My dick lays against his back when I lean across him to gently suck his earlobe.

"Trust me," I whisper.He turns his head enough for me to see him nod.

I make my way back down his body, focusing once again on his delectable ass. I knead the flesh, spreading his cheeks apart and running my thumbs up and down his crack. After dripping a bit more oil on my fingers, I rub them all around his hole, pressing in the slightest bit, pushing the lubricant inside.

"Roll over now," I tell him, hovering over him and kissing him lightly once he does. Then I lay next to him on my side, slowly stroking his cock with my lubed-up hand. "The CBD will help your muscles relax so you can take my fingers," I tell him gently, and he actually takes it pretty well. With this much prep, it's probably pretty obvious what I'm about to attempt. "If it's too much, tell me to stop or slow down." He nods against my lips, and I can tell he's nervous, just like the first time I rimmed him by the hot tub. But he doesn't try to move away. Instead, he bends his knees so I can get access from the position we're in. "I'm going to make it so good for you, Daddy."

Directing him to keep stroking his cock, I trail my fingers down, circling his hole with slightly increasing pressure, until the tip of my pointer finger barely breaches. Slowly, I press in farther, to the first knuckle, massaging back and forth gently until he seems to relax into the pressure. When I remove my finger, he actually flexes his hips like he's chasing it.

"Why did you stop?" he asks breathlessly.

"Just getting more lube," I assure him, and I work some more of the oil into his asshole little by little, until I'm a full finger deep inside him. I muffle a groan against his ribs. "Your virgin ass is so tight." The words slip out before I can think better of them, and Henry clenches. His ass tightens around my finger, which just makes me groan more, and my cock jerks, leaving sticky, wet pre-cum all over his hip. I roll my hips into him, rubbing my length against him. He seems to relax when he sees how affected I am by him and relaxes again. I resume massaging my finger in and out of his ass before teasing a second finger.

"Breathe," I instruct him, watching his face as I push the second finger inside. He breathes out and then groans as the second digit pushes past the tight ring of muscle. "Bear down for me," I tell him. "Like you're trying to push me out." He does, and the muscles relax further, the motion sucking my fingers further into his ass. "That's it. Just like that. That's how you get the muscles to relax. Your instinct is to clench up, but you have to bear down instead." I feel his ass ripple around me as he tries it again, and I push both fingers all the way in.

"So good," I praise him, and he leans down to kiss me while I fuck him gently with my fingers. "How does it feel?" I ask him.

"Different," he says, his voice low and thready.

"You ready for the next part?"

His eyes widen a little, and I chuckle. "No, not that. You're not ready to take my cock yet." I pull myself up to my knees, situating myself so I can see everything. "God, I love watching my fingers disappear inside your tight ass," I say huskily, looking away only to watch his face as I flex my fingers.

Henry hisses in a breath.

"Oh yeah, there it is."

The pads of my fingers brush over the soft, smooth mound of his prostate and he bucks. I massage him from the inside, going as wild as he is for the way he's moaning. He's not even touching his dick, he's just gripping the towel beneath him, writhing against my hand. His moans are low and guttural, and I have the primal urge to rut into him like a fucking animal. His climax comes fast, and he shouts as if surprised by it, but I also know how intense it can be. I reach for his cock, stroking his orgasm from him, still massaging his prostate. He keeps coming, his dick jerking and pulsing even after the fountain of cum has stopped aside from the milky white fluid that drips from the end.

"Ian," he cries. "Fuuuucckk!" He roars as a fresh wave of cum spurts from his cock in spectacular fashion.

"Holy fuck," I exclaim, reaching with my free hand to jerk my cock because I'm about to come whether I touch it or not. I barely get two strokes in before I'm coming all over his cock, balls, and ass.

Once I catch my breath, I gently pull my fingers from him and wipe them on the towel beneath us before collapsing next to him. He turns to face me, pulling me against his body and kissing me fiercely. Our bodies come together, spreading our combined release between us. Eventually we manage to come down, laying face to face, staring at each other in awe in between light kisses and awkward chuckles.

"I hate to break it to you, Daddy. But you're a born bottom."

He looks a little unsure of himself, like he’s rethinking his entire identity and not just his sexual preferences. He almost looks embarrassed, and I’m quick to correct that nonsense. "That was?—"

"The fucking hottest thing I've ever seen in my life," I finish for him. "I didn't think that really happened. You're like a fucking unicorn sex god."

Henry barks out a laugh. "What?"

"Baby, you just came once from my fingers in your ass alone, and then fucking erupted a second time when I milked your prostate."

"And that's a good thing?"

"It was so hot, I fucking came. Did it feel like a good thing?"

"Well, I mean, yeah, it was pretty… Okay, it was the most intense orgasm I've ever had."

I bite my lip and move my mouth to the shell of his ear. "Just wait until you're coming with my cock buried in your ass," I whisper.

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