Wednesday, 2:05 AM
“So, you want me to fuck you?”
A soft moan is all I get in response.
“Don't move, let me grab a few things.” With that said I go into the bathroom and grab condoms and lube. I figured I've prepped him enough about what's going to happen so I dispense with talking except to tell him to arch his ass up a bit and let me know if it hurts too much.
I don't think I have to remind you what a sight he gave me. I could almost ejaculate just looking at his hairy, rock-hard bubble butt. I wish I had a camera, I could jerk off to that image seven days a week! I start slowly with the lube, coating his hole and the fingers of my left hand. The first finger goes in with just the slightest flinch on his part. I try a second finger. This is a bit more tricky, he lets out a little gasp.
“You okay there?”
“Yeah, keep going.”
You don't have to ask me twice. I take my time, pushing them all the way in. I can feel his prostate now. He shivers a little every time I massage it.
“Caleb, you ready for a little more?”
He softly moans yes.
Since my dick is so big, I go for a third finger before we get to the main event. His hole is really tight, but after several minutes I manage to get all three fingers past the sphincter. It does, however, take some additional time for me to get them all the way down to his prostate.
With my fingers up his ass, I use my free hand (and teeth) to unwrap the condom and sheathe my tool. I liberally apply lube on my cock and more on his ass. (I love using hotel sheets, I'd hate to wash up the mess we're making.) Without saying a word I slowly pull out my fingers and stick the first inch or two of my cock in him.
“Guess what? The head of my cock is inside you.”
He turns his head to the side, smiles, and says, “I want more.”
With those instructions, I slowly ease myself into him. I'm guessing I have just over half of my dick in his ass. Even though he won't say so, I think this is about as much as he can take tonight. He really tenses up if I try to go any further. That's fine with me. I believe him when he says it's his first time. Also, I really meant it that I could cum just from the view. At this point I take my free hand and stroke the bottom half of my cock as I gently and slowly drill his ass with the other half. If I died right now that would be okay. I'm so damn close to cumming, but I don't want it to end. I want to savor the feeling (and the view of his lovely hairy ass.) I decide to lay on top of him.
The smell of his hair is wonderful. There's the slightest remnant of his shampoo mixed with the sweat from our activities. I move my head to the side and start to whisper in his ear.
“Caleb, this is amazing. You have no idea how hot you are and how turned on I am.”
“Ray, I want you to shoot.”
How can I say no to such a request? It takes only a minute or two of pulsating for the orgasm to start. I feel my balls tightening up. In fact, I almost my entire body tenses as my semen makes its way up and out of my cock.
At this point I let out a primal scream as my semen fills the inside of the condom.
After all of the pumping stops, the only sound in the room is my heavy breathing. Slowly I pull out and roll to the side of him. He turns on his side and faces me.
“Not bad for a first time?” he asks.
“Not bad? That was amazing. I hope you enjoyed it even half as much as I did!”
With that, I move my lips to his and softly kiss him. I could seriously fall asleep right now. But, even I have limits and with the sheets covered in lube and sweat, I need a shower.
Wednesday, 2:50 AM
“Hey Caleb, I'm ready for bed, but how about we shower off first?”
“You're tired? Well, I guess a shower would be cool as long as we do it together.” Ah, the joys of youth. This boy is a fountain of energy (among other things).
The shower is big enough for two, but not much more. That's not a problem because the second he gets in he's right up against me; his cock at full mast. I could have sworn that I sucked him dry less than two hours ago. Without saying a word I turn him around so my chest is against his back. Then I grab the soap and start to lather his chest and cock. With one hand I massage his smooth chest and the other hand goes to work on his dick. It really is huge, maybe the biggest I've ever seen. To do it justice I decide that I need both hands to work it. I almost wish we weren't in the shower, I really want to see how much pre-cum he produces. But, not being one to complain, I just stroke his cock and use my mouth to nibble on his ear.
He's not a big talker, but his moans are enough for me to know that I'm doing it right. I get the sense that he's getting really close. The only thing that would make this better is if he shot his load on my face. I take my hands off his cock and quickly turn off the water. I turn him around once again as I drop to my knees. This entire process takes just a few seconds and I'm back stroking and staring at his exceptional dick.
“I want your load all over my face.”
He just moans as his hips thrust back and forth. With just the slightest increase in his moans, a sweet and sizable load shoots from his dick and coats my nose, cheeks, lips and chin. Even though my cock is still tender from the fucking, I feel it start to swell as the cum slides down my face.
The kinky side in me comes out as I stand up and start to kiss him. Amazingly enough, he doesn't flinch. He actually starts licks around my lips, mopping up what he's done.
It's getting a bit cold, so I turn the water on and finally we are able to clean all of the cum, sweat, and lube off of our bodies.