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Sleep-humping?
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Iā€™ve written a couple of stories about this guy before, he was short, super ripped and had the most enormous flaccid dick Iā€™ve ever been with. He and I used to hang out and only a few of our close friends knew we were fucking, although I think several more suspected it. Over the course of a little over a year, we went from being each otherā€™s first ever tops to regularly playing, to an exclusive arrangement of almost-dating aside from the fact that we wouldnā€™t have been able to ā€œbring a boy homeā€ to either of our homophobic parents, so we would fuck in secret. Any time one of us would have a free house, the other would be around there, usually for a long weekend, usually dicking each other down until neither of us could sit down anymore.

One weekend, after heā€™d hosted a party with a few close friends, his female childhood best friend I were the last to leave. She asked if she could crash there and he gave her a look as he put a hand around my waist and held me close. She nodded ā€œokay, gotchaā€ and set up downstairs on the couch as he and I went upstairs to his room. He explained that she knew we were hooking up, and that weā€™d just have to be a little quiet. ā€œShe also knows thatā€™ll be difficult, she and I had our first time together and so she knows about all thisā€ he said, pressing his semi-hard bulge into the side of my butt. I loved how big he felt, and gasped a little as I felt it. ā€œIā€™ve wanted your hole all nightā€ he said and his strong hand returned to my waist, shivers running down my spine to my loosening hole as he kissed me.

We made it into his bed and our clothes were gone faster than I could believe. We quickly found ourselves choking on each other in 69, but his much shorter torso meant that was a little uncomfortable after a minute, so I rolled over and arched my back as he spread my cheeks and began to eat me out. I was really glad to be bottoming because I was a little bit exhausted but unbelievably turned on. Soon enough, I looked over at his wardrobe mirror and saw him stand up on his knees, the silhouette of his hard monster dick swinging as it approached me. Before long he was putting long, deep strokes in me, groping my cheeks, slamming into my hips, his big swinging balls slapping and we heard a groan from downstairs and a thump against the ceiling, a cue to quieten things down. I suppressed my moans and, with pornstar-like control, he threw me down on my back and blasted a massive load all over my chest, as if on command. He then sucked and stroked me to completion, we washed off and spooned to sleep.

A few hours later, I woke up to feel his grip on my hip tighten, and his hips grinding against my butt. I was still tired and as I opened my eyes, it was obviously still dark outside. His breathing quickened, he was murmuring but not really making any sense. His cock was still soft and foreskin not retracted but he would show about 7 inches on a warm night like this, and I felt his shaft on my perineum and low-hanging balls on my inner thigh, god this boy was so big. I pushed a little back against him and he grunted, humping a little harder and faster, his softie gradually thickening between my legs. I reached back and fondled his gigantic balls, they were warm and hairless. It seemed he was enjoying this, even in his sleep, and he rolled over on top of me, prone-bone style, as I felt his glans peek out, soaked in pre-cum. After unsuccessfully trying to wake him up I reached over and grabbed our lube, and tried to manoeuvre his pile-driving cock to its apparent goal.

After about two minutes of wriggling under this smaller but much stronger man, I had him back inside me. He felt so rock-hard by now, really stretching me out even more than before, but seemingly still asleep. Before too long, he finished, uncharacteristically quickly for him, and rolled back over to continue his sleep.

In the morning, his friend gave a slightly tongue-in-cheek, slightly-pissed-off remark about how we couldnā€™t even wait until she was gone in the morning for round two, which I had to later explain as it was met with confusion. He actually did this two or three times with me, and occasionally would sleep talk or walk as well, but a part of me wonders if it was an act or if he genuinely did try to fuck me in his sleep.

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1 month ago