I was never close with my parents. They both worked a lot, and one of them seemed to always be out of town. But I never gave up; I was always trying to make up some excuse to talk to one of them or spend time with them. This led me to be a little needy as a kid, which I’m sure was a bit annoying.

As a result of my parents seeming to never be around, this never led to me having “the talk.” So when I started getting erections, I didn’t really know what to do. I just knew that I would get hard, and touching my cock felt good. I never felt shame about masturbating, but it definitely wasn’t something I was comfortable sharing. So I did it a lot. Being young and just figuring out my body led to a lot of masturbating. In the morning, after school, in the shower, in bed. Pretty much any time I had time to myself, which was a lot.

The combination of these two things led to a moment I will never forget.

I was pretty young. I was just starting to discover the wonders of jerking off. That morning, as I rushed to get ready to the bus and my parents rushed to get ready for work, they quickly mentioned that my mom would be going out of town for the weekend on another business trip. This was fine for me. My mom usually got home before my dad, so I would hang out with my friends longer.

After school, I walked home with my friends. We lived pretty close to each other so we would do that often. In the warmer months, we would also walk to school sometimes, but it was too cold now to walk in the morning. We went to my best friend’s house a few houses down from mine. We played video games and must have lost track of time because I suddenly felt my phone vibrate. The only people who had my number were my parents, so I started to panic. I pulled my phone out and saw that it was almost seven o’ clock. I flipped the phone opened and answered my dad’s call.

“Jason. You know you’re supposed to be home when I get here.”

“Yes, I know. I’m sorry. I’m at Avery’s house. I’ll be on my way back right now.”

“Ok. Hurry.”

“What was that?” Avery asked.

“I gotta go home now. Sorry dude.”

“Ah, no it’s cool. See you Monday man.”

“See ya.”

I grabbed my backpack and coat and made my way home. It was already dark and very cold outside. I rushed home trying to get out of the cold as soon as possible. As I opened the front door I heard Dad calling me from the living room.

“Jason?”

“Yeah,” I answered kicking off my shoes and coat.

“Good. There’s pizza in the kitchen.”

I walked in the living room, seeing him on the couch watching TV. He was wearing a housecoat with no shirt and just boxers underneath. I made my way to the kitchen, got a couple of slices of pizza, and can of Coke, and made my way back to my room.

When I got to my room, it was freezing. The heat was on, but for some reason, it wasn’t making its way to my room. I set my things down at my desk and checked the vents. They definitely weren’t working. I stepped out to the hall to check the thermostat, and sure enough, the heat was on. I shrugged it off and went back to my room, plugging in my space heater and booting up my computer. I logged into AOL chat and talked to my friends for the rest of the night, ignoring my homework. After everyone else left, I searched for porn and jacked off just before bed.

—

I went to bed and tried to sleep, but it was just too cold. Even with the space heater, it just wasn’t enough. I was wearing a light t-shirt and boxer briefs. I could have put on more clothes, but any more than that and I just feel suffocated. After a couple of hours, I gave up and left my room. First I went to the kitchen and got some water, then to the bathroom to piss. Finally, I sucked it up and knocked on my dad’s door.

“Hmm?” I heard him mumbled inside.

“Dad… I don’t think the heat is working in my room,” I said.

“What?” I heard him mumble again. So I opened the door.

“The heat’s not working in my room. It’s freezing.”

He sighed. “Come here,” he said, shifting over in bed and lifting the blankets on the other side. I slowly walked over and slid into the bed. Finally, it was nice and warm.

I curled up in the soft, warm bed and started dozing off. Until I felt a body against mine. Dad had shifted back over and pressed his stomach against my back. I could feel he was shirtless and pantsless as I felt his bare legs against mine. I stiffened for a second but then relaxed. This was the closest we’d ever been and I wasn’t going to ruin it now. I shifted back further into him.

We laid there spooning for a while. I could swear I felt his cock pressing against me… but maybe it was just the remote or something he left in the bed. But then I felt his hand: wandering down my side, then across my hips, then sliding into my tight boxer briefs. He grabbed my soft cock and started stroking it softly. It felt really good having someone else touching me, that I didn’t even bother thinking of who it was. I relaxed more and sighed which he seemed to take as permission to take a firmer grasp on my hardening cock.

Soon he was jacking off my hard cock and grinding his own against my ass. I moaned, just enjoying the sensation, as I got closer and closer to orgasm.

“Mmm… I’m gonna cummm” I moaned.

He started jacking me off faster and faster until I could take it anymore.

“Oh fuck!” I moaned and came all over the bed in front of me.

“Good boy…” I heard him whisper in my ear as I came.

I gave a heavy sigh. “That was-“ but I didn’t get to finish my thought as Dad sat up behind me pushing the blankets off of us and turned me onto my stomach. Confused I said nothing as he pulled my underwear down and raised my hips so my ass was in the air.

“Dad, what’re you-mmmmmm” I moaned loudly as I felt something soft and wet on my hole. I turned around to see his face buried in my ass. I sighed and moaned as he licked my hole all around, spreading my cheeks so his tongue dipped inside a bit. Then I felt something even weirder as he pushed a finger inside.

“Hey!” I protested.

“Sshh, it’ll feel good. Trust me,” he said as we began fingering my ass while licking around it. And he was right. It did feel good. Amazing, actually. Soon he pushed in a second and forced in a third finger. The third hurt a bit but soon felt just as amazing as before.

“Mmmmm…. Daddyyyy…” I moaned softly as he fingered and licked my virgin ass. But then he stopped a pulled away. I whimpered and turned around to look at him.

In the dark room, I could just barely see him sliding down his boxers. He spat in his hand and slicked it over his huge, hard cock. I was a little scared for that thing to be inside me. He started sliding his cock along my crack.

“Do you want it?” he asked.

“Is it… gonna fit?” I asked nervously.

“We’re gonna make it,” he said and started pressing the head against my hole. It didn’t feel like it was. But soon I felt a pop as the head entered.

I yelped and gripped the pillow in front of me. “Oh… daddy it hurts…”

“It’ll feel better soon,” he said as he slowly slid more inside me.

Inch by inch his huge cock stretched me. I gripped and bit the pillow tighter as I felt it in every bit of surface area. Finally, I felt his hips touch my ass and he was all the way inside. He stayed there for a few seconds before pulling back out and sliding all the way back in.

“Oh my GOD!” I screamed into the pillow as he started fucking me. Not fast, but not slowly either.

“Oh, good boy,” he groaned as he picked up speed. As he fucked me faster and harder, I started getting used to it and it started feeling better and better.

“Oh my god, Daddy. Fuuuuck,” I moaned into the pillow. He took this as permission to start pounding into me, giving my ass no mercy. He groaned and grunted and moaned and screamed.

Then he leaned down and pressed his body into mine. Grinding into my ass in circles.

“Ooohhh fuck” I moaned. “Daddyyy”

“Yes, Jason… take Daddy’s cock. Oh, you’re such a good boy. Mmm.”

Soon he started fucking me faster again, his thighs slapping against my ass. Then he groaned again in my ear.

“Oh yes, Jason! Take Daddy’s cock! Oh, take Daddy’s cum. Oh yes!” Then I felt a warmth starting to fill my ass as he slowed down, grunting a few more times.

He stayed still for a couple of minutes. I felt his softening inside me before he finally pulled out and got off of me. I turned around to see him pulling his boxers back on.

“See if the guest room is warmer than your room,” he said.

“Um… OK,” I said. I sat up, feeling a bit of his cum leaking out of my ass as I put my underwear back on.

I got out of bed and looked at him as he got back in. Then I left his room, closing the door behind me and made my way to the guest room.

It was warmer than mine. So I climbed in the bed, curled up and went to sleep.

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