Weekend With Jay, Part 2

Table of Contents

Part 1
Part 3


It wasn’t hard falling asleep after a night of sweaty and exhausting sex. And there are many, many benefits to having 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. And nothing helps you fall asleep like draining your balls.

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

Spitting into my hand, I slicked my cock up quickly and inched my hips closer to Jay’s. Pushing his ass aside with my knuckles, I aimed my cock at his hole and pushed in, finding very little resistance, as expected. I could hear Jay begin to stir as I bottomed out, wrapping an arm around his belly to hold him in place. I held myself in place, buried to the hilt, and flexed my cock a few times, feeling Jay stir 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 is far from the first time I’ve used him like this. I’m not even sure he’s fully awake. Not that it would matter. I pulled him tighter to my body as I continued to fuck his hole. Not going for anything fancy or involved, just a good old fashioned breeding and then it’s back to sleep.

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

I continued with the pace I set and used 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 tell-tale sounds of my previous load being squelched 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 well what a sloppy, cum-filled hole feels like.

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

As we lay there the only sounds in the dark room are of us catching our breaths. My cock was still balls deep inside of Jay’s hole, softening slowly as the last of my cum ekes out. I stroke Jay’s chest and belly and feel his hand cover mine in response. Pulling Jay to my chest one more time, I drifted off to sleep wordlessly, before my cock even had a 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 was 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. Eventually the urge to pee won out, and I extracted myself from 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 previou night’ activities. After shaking off the last few drops, I exited the bathroom and climbed back into bed. I wasn’t going to go back to sleep, but I was certainly gonna try to put my cock to bed.

I once again slicked my cock up with spit and pushed back into Jay’s hole for a third time. The poor boy was going to be sore after this weekend. More awake then 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 can 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 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 more slaps, all while continuing to pound his ass relentlessly. I felt his hole tighten its grip as he came dry 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. We all lay there for a moment to catch our breaths, Hank getting up first.

“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 just getting started.


Table of Contents

Part 1
Part 3