Dom's Little Black Book: Weekend With Jay, Part 2 (Patreon)

It wasn’t hard falling asleep after a night of sweaty and exhausting sex. And I’ve learned over the years that there are many, many benefits to keeping a boy in your bed overnight. For example, if you happen to wake up in the middle of the night - as frequently as I do - you have a nice, warm, still-wet-with-your-cum hole to use right next to you. And nothing helps you fall asleep faster than draining your balls.

So naturally, when I woke up around 4 a.m. and was unable to get back to sleep, I decided to make the best of the situation. Jay was still fast asleep, the little spoon to my big one. My cock was already hard and pressed against his ass, and I ground my hips forward firmly, but still gentle enough not to wake Jay.

Spitting into my hand, I slicked my cock up quickly and inched closer to Jay. My cock still in hand, I pushed his ass aside with my knuckles, aimed at his hole, and pushed in. I find very little resistance, which is what I expected. As I bottomed out, Jay began to stir, and I wrapped an arm around his belly to hold him in place. I buried myself inside of him to the hilt and held it there, flexing my cock a few times and feeling Jay wake up more and more each time he felt my cock expand inside him.

As I thrust into his hole, I could hear Jay’s moans being muffled into the bedding. This was far from the first time I’d used him like this. I wasn’t even sure he was fully awake yet. Not that it would matter to him. I pulled him tightly to my body as I continued to fuck his hole. I wasn’t going for anything fancy or too involved, just a good old-fashioned breeding and then hopefully back to sleep.

“Daddyyyy…” Jay whined, still half asleep but wanting more.

I continued with the pace I set, using the hand on his belly to reach up and play with his nipples, gently tweaking and squeezing. My cock felt warm and wet, and not only do I hear the sounds of my previous load squelching in his hole, I can smell it. Jay always makes sure to be very aware of his diet when he’s expecting to see me, so I wasn’t worried about a mess. I know very well what a sloppy, cum-filled hole feels like.

I bit into Jay’s shoulder, worrying the flesh with my teeth as I neared my orgasm. The knowledge that I was going to be loading up this boy again and again this weekend was what finally set me off. I squeezed Jay’s body with my arm, not allowing him even an inch of movement as I shot volley after volley of cum deep into his ass. I continued thrusting as my balls were drained into the wonderful feeling of tightness wrapped around my cock.

Afterwards, we lay there, the catching of our breaths the only sound in the dark room. My cock was still buried inside of Jay, softening slowly as the last of my cum eked out. I stroked Jay’s chest and belly and felt his hand cover mine in response. Pulling him to my chest one more time, I wordlessly drifted off to sleep before my cock even had the chance to slip out of his hole.

Thanks to my blackout curtains, the scene in the morning was much the same as the night before. I snuggled into Jay’s back as I weighed getting out of bed to pee. It was still pretty early, but I could hear one of my roommates tinkering around the house downstairs. Eventually the urge to pee won out, and I extracted myself from Jay and the bed to head to the bathroom.

It took a little longer to get my morning wood to comply with my request. While aiming down, I was pleased to confirm a lack of a mess on my cock from the previous night’ activities. After shaking off the last few drops of piss, I exited the bathroom and climbed back into bed. I wasn’t going to go back to sleep, but I was certainly gonna put my cock to work.

I once again slicked my cock up with spit and pushed back into Jay’s hole for a third time in twelve hours. The poor boy was going to be so sore after this weekend. More awake than I was last night, I quickly got to work pounding Jay’s hole. Not one to complain about being woken up this way, Jay was soon pressing his ass back in time with my thrusts.

On my way back into the room, I purposefully neglected to shut my bedroom door. Of my roommates, the one who was home now was something of a voyeur. With my frequent and loud sexual escapades happening under the same roof, he has enjoyed living vicariously through me and my sexual encounters. So, knowing how vocal Jay could get during a fuck, I wanted to let him know he was free to come up and watch what was going on.

It was just after fucking Jay’s through first anal orgasm that I heard the tell-tale sounds of feet coming up the stairs. Looking at the doorway, I saw my roommate, Hank, poke his head around the corner. Smiling at him, I gave Jay’s ass a nice slap as I continued to pound it, not missing a beat. Returning my smile, Hank leaned against the doorframe, reaching down to grope himself through his shorts.

I fucked Jay through another orgasm as he groaned loudly. I continued to fuck him with the same steady pace I had been all night, happy to put on a show. I love having an audience, and with vocal boys like Jay, I really feel like I get to show off some of my skills. I looked over and smirked at the still silent Hank as he played with himself, eyes glued to Jay as we fucked. I knew that look. I jerked my head, motioning for him to come in. The more the merrier, I always say.

Jay must have had his eyes closed, because it wasn’t until he felt the weight of someone sitting on my bed that he realized Hank was in the room. Wordlessly, Hank leaned over and swallowed Jay’s cock to the hilt as I fucked his sloppy ass for the third time this weekend. All Jay could do was moan and cry out as we both used his body for our own purposes.

Hank rolled onto his side without letting the cock escape his mouth. Pulling his own cock out, he jerked himself off as he continued to swallow Jay’s dick. Wanting to drive up Jay’s sensory overload, I gave his ass a few spanks, all while continuing to relentlessly drive into his ass. I could feel his hole tighten its grip as he came dry once again.

Hank blew his load before I did, coating his hand and belly while still sucking on Jay’s cock. I followed him a few minutes later, shooting my third load into Jay’s well-used hole. Jay finished himself not long after that, Hank swallowing down his cumshot. After laying together for a moment to catch our breaths, Hank was the first to get up.

“Man, I really needed that. That’s a good boy you got there,” he thanked me as he left to clean himself up.

I think we all needed that. And the weekend was still just getting started.