Overnight With Nate

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I hope that if you’ve learned anything from reading my stories, it’s that when I arrange for some playtime with a boy, I plan on taking my time. If the sex doesn’t last at least half an hour I’m not doing myself or my partner any favors. So when the opportunity arises, I love having a boy spend the night with me so that I can use him throughout.

One weeknight I had a boy, Nate, coming over for just such a visit. He was in town specifically for me, one night only. I unfortunately had to work early the next day, but this would be would be our only chance to meet up for some time. I’ve gone to work after not sleeping for two days straight. This would be a cakewalk, more than worth any drowsiness I was going to have the next day.

Nate arrived mid-evening. I was working on a few writing projects and needed to finish up, so I led him up to my room and got him comfortable. Which of course meant having him strip down to his jock for me to gawk at. Nate was tall with a thick forest of hair covering his body. As I wrapped up my writing work I kept finding myself distracted; looking over to him, half naked on the bed. I needed to finish.

And finish I did just a few minutes later, after which I launched myself onto my bed and on top of Nate. As my hands roamed his body I leaned my head towards his for a kiss. He moaned into my mouth as he felt my tongue slip inside and I grabbed his ass roughly in response. I could feel his already hard cock grinding against my rapidly inflating one.

Rubbing our jock-clad cocks together, we continued our kissing under the low lighting of my bedroom. I stroked my hand up and down his back and grabbed and squeezed his ass and thighs as I moved over them. Not one to just lay there, Nate also used his hands to feel and grope at my body. I felt him grip my cock tightly as I nipped at his lower lip and ground my cock into his hand forcefully.

With his ass held tightly in my hand, I inched my finger towards his crack. I stroked through the thick fur - gonna be real nice for when I’m rimming him later - seeking out his hole. When I found it, I gently ran my fingertip across it and Nate shuddered in my arms in response. I kept up my finger play with his hole, growing bolder and adding more pressure, more fingers. I prodded at his entrance with a little more force, wiggling my fingertip until it was gripped tightly by the ring of muscle. I punctuated my penetration by similarly moving my tongue inside his mouth, mirroring the motions I was making on his other hole.

In the final moments before I was ready to move on to something else, I brought my hand to Nate’s mouth and inserted the fingers that had been teasing his hole. Like a good boy he immediately began sucking on them, and I slowly moved them in and out of his mouth, playing with his tongue and getting them extra wet. Then when I was satisfied, I brought them back down to his ass, homing in on his hole and pressing further inside than just a fingertip. I finished my kissing as I slid my spit-slick fingers in and out of his welcoming ass. Time to see how it takes other things. I extracted my tongue, fingers, and the rest of my body from him and stood at the foot of the bed.

“On your stomach, boy,” I ordered Nate, grabbing one of his ankles and pulling to show how I wanted him.

“Yes sir,” he eagerly responded as he laid himself flat before me.

I moved back onto the bed, on my knees, between his spread legs. I gripped his butt tightly in both my hands, squeezing and kneading the flesh like soft dough. A nice big, fuzzy ass; just how I like them. Spreading him wide, I lowered my mouth to the cleft of his ass and licked a long stripe up to his back. Nate shuddered again and moaned into my bedsheets. I gave him a few more licks and was met with similar responses.

I dove in and feasted after that, attacking his sensitive rosebud with my tongue, lips, and teeth. I used my hands to hold his ass open and I sought to drive my tongue deep inside of him. I tongue fucked the tight ring of muscle I had early stretched with my fingers, bathing it in my saliva. I gave the spread cheeks a few good smacks for emphasis, the surprise causing Nate to push his ass back even further onto my tongue.

Admittedly, I lost track of time as I gorged myself on Nate’s ass. I had a point to prove. Last time we had spoken in person, we had both bragged about our respective talents when it comes to rimming. Now was my chance to show him just how capable of eating ass I was. I took my time but made sure I pulled out all the stops. I gave long, slow licks over his hole before blowing cool air on it and making him shudder. I spread his ass wide and probed my tongue as deep into him as I could go. I did everything I could think of to drive him crazy.

With a smack to his ass, I climbed back up the bed to lay next to him. Turning to face me, we kissed some more. I’m sure Nate could smell the musk of his ass on my face. I could. He was a really great kisser, but I was ready to fuck.

“On all fours,” I growled out between kisses.

I moved behind him on the bed on my knees. Nate spread his thighs and arched his back, chest flat to the bed and clutching a pillow. I spanked and kneaded his ass, staring at the spit-slick hole in the center. I shuffled forward and smacked my cock against his hole a few times, each time eliciting a shudder from the boy laid prone before me. I spat into my hand and slicked my cock from tip to base, and pushed in.

Nate’s back arched even more as I entered his ass, and I felt little resistance as I bottomed out. We both groaned aloud as I pulled his hips toward me, making sure I got every inch inside. Practiced but tight, like any good slutty boy should be. I pulled back and snapped my hips back forward and Nate pushed back to meet me on every stroke.

We hit a good rhythm almost instantly, Nate meeting my thrusts forward as I manhandled his ass. Every few minutes I would press forward as far as I could, making sure my boy felt his ass being supremely stretched by my girth. He took every inch with a smile and a moan.

Eventually, I started to pick up the pace. Between his ass being stretched and his prostate being pounded, Nate could no longer meet my thrusts and so steadied himself and allowed me to go to town. With both my hands on his hips, I started angling my cock at more of a downward angle, slamming against Nate’s prostate even further.

I heard the sounds of moans and groans being muffled by my pillows, which only drove me to fuck harder. I planted a hand on the small of Nate’s back, forcing his legs to spread just a little bit wider, and used the leverage to my advantage. I could hear the slap slap slap of his ass as I ruthlessly pounded into him, chasing my orgasm. This was going to be a big one.

I slammed into him as the first shot of cum erupts, coating his walls with my seed. I growled out loud as the rest of my load followed, and Nate moaned with every volley unleashed. I laid over his back as I cooled down, one hand on the wall above the headboard to support some of our weight. Once I caught my breath, I rolled the both of us to our sides and wrapped my arms around him, letting us both bask in the afterglow. I felt his ass still milking my cock and smiled.

Later in the evening, closer to bedtime, I was ready for round two. Nate was on the bed, still in his jock, waiting for me to join him. I wrapped up my nighttime routine and slid into bed next to him. We started kissing right away and my hand instinctively went to his ass. I gave it a good squeeze before delving between his cheeks, seeking his hole. It was wet with my earlier load, and I pressed a finger inside without any resistance.

Nate moaned into my mouth as I toyed with his hole, slipping my fingers in and out as we kissed. He was squirming, grinding his jock-clad cock against mine, begging me without words to take him. I had no plans to draw this round out. I removed my hand, grabbed his hip, and rolled him to his side, facing away.

I spit in my hand, wet my cock, and shoved home. Even easier than the first time, his first breeding helping to lubricate the way. The smell of cum wafted to my nose as my turgid dick forced some of it out, becoming even stronger as I pulled my cock back to begin thrusting. I drove my hips forward repeatedly, once again filling the room with the sound of skin slapping against skin.

Nate writhed against me as I fucked my second load of the night into him. I stroked a hand over his stomach and chest, back and forth. I reached up and grabbed his nipples, squeezing and pulling them while I filled his ass. Nate just continued to moan, reaching his own hand back to encourage me, allowing me to play with his body however I saw fit.

As I picked the pace up, I wrapped my arm around his waist and held him tightly in place. My strokes got longer and more rapid until it felt like I was long dicking and jackhammering him at the same time. Throughout it all, Nate took my abuse like the good boy that he is. I bit into his shoulder as I slammed my cock home one final time as cum erupted from my cock, filling him for the second time that evening.

As we caught our breaths once more, I pulled up the bedsheets near our feet to cover us. I kissed and licked at Nate’s shoulder and neck, my cock slowly softening within his ass. I wrapped my arm around him once again and squeezed him close, drifting off as my cock slowly slipped out of his well bred hole.

I slept like rock, a well-sated rock. Nate and I slept curled closely all night, my hard cock grinding up against his ass frequently. When morning finally broke and it was time to say goodbye, I made sure to make use of Nate one last time before leaving. Instead of his ass, he dropped to his knees before me, swallowing me down in an instant.

I knew from experience and our mutual friends just how talented he was at this, and he did not disappoint. He swallowed my cock to the hilt without blinking an eye and began working his throat as it wrapped around me. He pulled his head back and repeated this and five minutes later was greedily swallowing down my third load.

With both of us fully satisfied and Nate having taken my load in both his holes, we cleaned up and said our goodbyes. I walked Nate to the door, making sure I kissed him senseless and getting one last grope of that fantastic ass. We would absolutely be doing this again.

I wondered how many times I could breed him in one night if I really tried…


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