9. Mack

Chapter 9

The drive back to Caleb's place was both fast and excruciatingly slow. As if we were traveling in slow motion, I could hear every breath he took, feel every pulse of his fingers beside mine. Almost anticipating every glance he stole in my direction as we silently drove back to his house.

I pulled up in front of the door, leaving my car in the same place as when I had arrived, and Caleb didn't wait for me to open the door and help him out. His seatbelt was released and he was standing at the side of my car, waiting for me almost before I had the engine turned off.

"Slow down, boy. There's no rush." That was only half true because I had started leaking midway through dinner and was in desperate need of being emptied. Not to mention, my heavy balls had their own desperate need to be emptied too.

He bounced on his toes, almost giddy. "I can't wait all night. I'm already feeling it too much, Daddy."

I rounded my car and slipped my arm behind his back. "Feeling what too much?"

He rushed up the steps to his front door and used the keypad to unlock it and push it open. "Little. I just want to…" He looked back at me and bit his lower lip. "Be Little for a while. Is that okay?"

"Of course." I sucked in a deep breath, hoping I didn't screw this up for us. I'd done quite a bit of research in the past twenty-four hours and thought I had a pretty good handle on what age regression looked like, but I also knew that every person was unique and the way that manifested in Caleb could be very different than anything I was expecting. "How can I help?"

Caleb shrugged but began pulling at the sweater he was still wearing from dinner, yanking at the collar as if it were too tight and stretching out the front. "I dunno."

Instead of worrying about what Little Caleb might be trying to tell me, I just focused on being a good Daddy to him regardless of his mental state. I had a feeling, it was just about the same either way. "Let's get you out of these stuffy clothes."

Caleb's shoulders dropped in relief and he nodded, clearly happy that I had come to the conclusion on my own. "Okay, Daddy."

I held on to his hand and walked up the stairs with him trailing behind me. Once we got to the landing, I looked in both directions and saw French doors that were wide open at the end of the hall. "Is that your room at the end?"

"Yep." He didn't make a move, just standing there as he waited for me to give him his next instructions.

"Then let's go find something more comfy for you."

The look in his eyes was not something I could easily describe. It was like he was daring me to take charge, but maybe a bit nervous about what it would mean if I did. Or maybe that was just me projecting my own feelings because that was exactly what kept me rooted in place for a few more moments before dragging him toward his room.

There was a large dresser against one wall and an open closet. I walked Caleb to the dresser and looked down at him.

He just shook his head and gave me a shy grin.

"The closet?"

He nodded once. He was definitely making me work for this.

But I'd told him I wasn't afraid of hard work where he was concerned, so I wasn't about to ask for help in this area. I had to trust that if I went in the wrong direction, Caleb would let me know.

We walked into the closet, and Caleb stood next to a built-in chest of drawers.

"Is this where your comfy clothes are, sweetheart?" I pulled open the top drawer and saw wooden dividers separating ankle socks, colorful briefs, and animal-printed diapers.

My breath hitched as I considered my next move. Going straight to diapers felt like something we should have talked about prior to that moment, so I reached inside and picked a pair of briefs with race cars covering them. "How about these?"

He smirked. "Perfect, Daddy."

Caleb leaned against the wall of his closet, waiting for me to continue.

I placed the briefs on the top surface and opened the second drawer. Several stacks of cotton pajamas were neatly folded, and I noticed a race car print that matched the underwear. It was a two-piece set, and I considered skipping it to try out one of the single-piece footed pajamas, but reconsidered. We were basically on our first date. I needed to save something for our second date. I lifted up the shirt and short set and showed them to Caleb. "These look comfy."

"They are. I love them."

I peeked in the third drawer and found T-shirts and sweatpants, but decided to save those for another day. Turning back to Caleb, I inhaled deeply and braced myself. "Are you ready to get changed?"

He nodded his head, then held up his arms.

I took the hint and lifted his shirt up by sliding my hands along his sides, gathering the fabric as I trailed up to his armpits and then pulled it completely over his head and arms.

As much as I wanted to see him naked, I did my best not to take advantage of his trust in me, so I reached for the pajama shirt and carefully placed it on him then pulled it down to his waistband.

My hands moved to the buckle of his jeans, and I caught his gaze, silently asking for permission.

Caleb subtly nodded and bit his lip, waiting for me to get the show on the road.

My lungs were frozen in place as I released his jeans and carefully pulled them down along with his boxer briefs. When I realized he was still wearing his shoes, I lifted a foot and slipped off one shoe and then the other.

My head was right in line with his hard cock, and if I leaned forward just an inch, it would have poked me in the head. But I tried to ignore it as I finished undressing him and then reached for the briefs for him to step into.

Caleb didn't hesitate or show any sort of modesty as he dropped each of his feet into the leg holes and pushed off the wall so I could pull them all the way up. I did my best to be as clinical as possible as I positioned his cock against his belly and tucked him into the underwear.

Once the most immediate temptation was covered again, I was able to refocus on getting him into his shorts before I stood up right in front of him. I pressed my chest against his, sandwiching him between me and the wall as I slid my hands up his arms and over his shoulders until they were cupped at his neck. "How does that feel, sweetheart?"

"Much better. Thank you, Daddy." Caleb placed his hands over my abs and slid up my shirt until he was cupping my pecs. "Do I get my warm milk now?"

I almost couldn't breathe, the weight of his words and his trust and his need all creating a need within me that I'd never experienced before. "Yes, Little Doc. You've earned it."

I took his hand again and stepped out of the closet. "On your bed?"

He just nodded and seemed to melt against my side. Fuck, the boy was too much. Everything.

When we approached the side of his bed, I pulled back the covers and helped him get settled in the middle as I stepped out of my shoes. I'd watched enough videos to know there were several positions that we could do this in, but Caleb probably had a preference, so I left it up to him. "I'm gonna need you to tell me how this will be most comfortable for you."

"Sit here, Daddy." He moved the pillows up against the headboard, so they would provide some lumbar support as I sat upright in his bed.

After I was settled, Caleb grabbed the pillows on the other side of the bed and rested them over my lap before twisting his body so he was facing me with one elbow on the other side of my lap.

My heart was racing and a million warning bells were sounding in my head as I pulled my shirt off and piled it on his nightstand.

Caleb's eyes fluttered closed, and he rubbed his nose between my chest muscles, inhaling deeply. "I love this smell." He glanced up and met my gaze. "So much."

With all the courage I could muster, I slid one arm between his neck and shoulder to support his head and placed my other on his hip, grounding him to me. "Whenever you're ready, sweetheart. Show me how much you like Daddy milk.

Caleb closed his eyes again, and as if on instinct, immediately pressed his lips over my far nipple, teasing the tip with his tongue and making it harden as a shiver ran down my spine.

Ignoring the goosebumps that now covered most of my body, he opened his lips wide and sucked my nipple into his mouth, immediately latching on and pulling deeply for that first gulp.

My cock had been hard all night, but from the moment his mouth touched my chest, I began leaking from the head of my dick, too. Pre-come oozed, and I wanted to reach inside my pants to take care of it, but I couldn't look away from Caleb.

The way his mouth moved in the rhythmic motion of sucking and swallowing was both sweet and erotic. His cock was also hard and tenting his shorts, but I wasn't sure if he was comfortable being touched while he was Little, so I ignored everything below our waists and focused on the gorgeous boy in my lap, thirsty for my milk and making me feel so fucking good.

The hand that had been resting on his hip slid up his side, gently kneading his back and shoulders before I combed my fingers through his hair.

Caleb rocked his hips, and his hand disappeared underneath his shorts, answering the question that had just been on my mind a moment before. He seemed to be palming his cock, pressing it against his own body to give it just enough friction for relief without actually reaching climax.

At least, not yet.

"That feels so good, Caleb." I slid my hand back down to his hip and kneaded the globe of his ass, not getting close to anything intimate, but ensuring he knew how much I wanted him.

A moment later, Caleb released my nipple and scooted a few inches lower on my lap to take the other one into his mouth, planning to empty my right side as thoroughly as he had done on my left.

"Fuck, Little boy. You look so good down there."

His hand began moving quickly, jacking himself as he sucked even faster.

I was afraid he would choke with how quickly he was draining me, but this was not his first rodeo. When he sucked and held my tender skin in his mouth as he came in his shorts, I wanted to roar with lust and need. I'd never felt so much sensation throughout my entire body. Every nerve ending was on fire in the most satisfying way from the rhythmic suckling motion before he pulled completely off and rested his cheek over my covered cock.

"You taste so good, Daddy." His eyes drifted shut in a milk-drunk haze. "Best I've ever had."

I smiled, knowing that I probably tasted about the same as everyone else, but it was still nice to hear. "Thank you for doing that, sweetheart. I feel so much better." I pressed against my pectoral muscle and nothing dripped out of my nipple. "Like I'm finally empty for the first time in a while."

He turned his head so his mouth was over the outline of my cock under my pants. His teeth dragged against my softening shaft, immediately waking it back up until it was pressing painfully against the fabric.

"Careful, boy."

Caleb closed his mouth over the base of my dick and applied pressure until I instinctively bucked up. "Can I taste you here too?"

A little voice in the back of my mind was telling me to slow down, take a beat to make sure he was still in a good place with everything that was happening, but when he dragged his mouth up to the tip like I was a goddamn cob of corn, I shut down that voice and let my other head take control. "You may."

Seconds later, my dick was popping through the fly of my boxers and straight into Caleb's eager mouth. He closed his lips over the top and his tongue swirled around it, lapping up the sticky drops that had been gathering for a while and working to capture it all. He was like a vampire, sucking out my essence.

And I was happy to offer it. More than I knew I could be and terrified of what that actually meant.