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My deep sleeping best friend, Ben

by NocturnalManZ


I have a best friend that for the purposes of this story, I’ll call Ben. Ben is straight and has a girlfriend, but he sometimes sends me mixed signals. He’s sent me kissing face emojis, has talked about his crotch to me, and has told me that he’s had wet dreams. I know, this can be normal stuff friends talk about, but to my bi ears, it just makes me fantasize about having sex with him. Though, as I’ve stated, he’s straight, so I wouldn’t think there’d be much chance of that.

Something Ben has also told me about before is that he’s a deep sleeper. Like, you could shake him with all your might and he still wouldn’t wake up. Not only that, but that he could go to sleep on command. That’s right, he just settles down in bed, and if he thinks it’s time to go to sleep, he’ll be knocked out like a light and not wake up until the morning.

So with this information, I decided to invite him over for some pizza and movies at my place, and that he could stay the night so we could have breakfast in the morning and continue binging shows. He gladly accepted, and my plan was falling into place.

The day of the sleepover, he came during the evening. We ordered pizza and watched some movies. We stayed up until around midnight. I then suggested that it was time to hit the hay, and he agreed. My mind was already swirling knowing full well what I was about to do to my best friend. But my second brain in my pants urged me forward, and we went to my bedroom, where I told him we’d be sharing my bed.

We got ready for bed, and he told me that he would normally sleep naked at home. He joked about getting naked in my bed, and I joked that I wouldn’t mind (truth be told I was being serious), but he ended up leaving his shorts on, with his slightly hairy chest exposed. He didn’t have any defined abs, but his stomach was pretty smooth, and had a nice set of nipples that I could lick right on the spot.

We got into bed, and just shot the breeze for a little bit. I noticed that his speech was slurring, and then he stopped talking mid-sentence. His eyes were closed. Did he fall asleep? I moved his chest with my hand. He opened his eyes. I told him that I was just testing to see if he had actually gone into deep sleep, as he told me he does. He laughed and started speaking, but his speech slurred again, and then he stopped talking once more. Again, I moved his chest, but my best friend didn’t open his eyes. This was it. Ben was all mine.

I started to rub his chest and his nipples. I started getting hard, my cock begging to be let out of it’s abode in my pajama shorts. I kept it in just in case Ben suddenly woke up. I then grabbed his arm and held it up in the air, then let it drop next to me. Ben snoozed away. I then got a horny idea. I picked up his hand, and placed his palm on my package, clasped it closed, and made my friend give me a nice rub without him knowing. I was absolutely turned on at this point, and there was no going back. After about a minute of this, I put his hand back by his side, and looked at the treasure I sought the most: his package. His shorts didn’t show much of an outline of his package. I nervously placed my hand on his crotch, and felt his balls and his flaccid pecker. It was smaller than I thought, I always envisioned Ben with a big dick both flaccid and hard. Oh well, that doesn’t change a thing. I rubbed him for a bit, and then got a bit braver. I held onto the waistband of his shorts, and stuck my hand in there. This was it. I got to touch my best friend’s cock and balls, and it felt so good. Even though he was still pretty knocked out at this point, I did not want to leave anything to chance, so I decided to leave his shorts on. But I did want to at least try and give Ben a good ol’ handy. So through his shorts, I started rhythmically jerking his cock back and forth. That didn’t seem to be doing anything, so I got an idea. While jerking him, I would lick and fondle one of his nipples. And it worked! I guess the extra stimulation was all that it took, because his dick started rising to attention, tenting up his shorts. I kept vigorously jerking him off. I checked on his face, and his mouth had opened a bit. He was enjoying it! I wonder if he was dreaming that it was his girlfriend doing naughty things to him.

And then, I stopped. I think if I had continued, I could’ve made him cum in his shorts. But I did not feel like taking such a huge risk. So I sucked his nipples a bit more, gave him a kiss on the lips, and rubbed his hair. He moved around a bit, but then was peacefully still once more. I didn’t finish myself off, and I ended up falling into a nice sleep of my own.

The next morning, we woke up and had breakfast. He didn’t mention anything about last night, and I didn’t ask him anything as well. I assumed he had a VERY pleasant dream. That for a while in the night, Ben had been mine, that I could do to him as I very well pleased, that I brought him pleasure and he wasn’t aware of it, it was a feeling I had never felt before. I’ve tried to set up more sleepovers, but with how busy our lives have become, our plans keep falling apart. But who knows, maybe there will be a next time. And if there is, I know what I want my goal to be: make Ben cum.


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2 Gay Erotic Stories from NocturnalManZ

Deep Sleeping Ben: Part 2

After my first hot sleepover with my best friend Ben, where I jerked him off (no cum) while he slept, I kept fantasizing about that night and how I wanted an encore, this time getting Ben off. As life would have it, we were both extremely busy and stopped talking for a while. Then one day, Ben sends me a text. “Hey bestie! I know it’s been a while since we’ve talked. I’ve just been so

My deep sleeping best friend, Ben

I have a best friend that for the purposes of this story, I’ll call Ben. Ben is straight and has a girlfriend, but he sometimes sends me mixed signals. He’s sent me kissing face emojis, has talked about his crotch to me, and has told me that he’s had wet dreams. I know, this can be normal stuff friends talk about, but to my bi ears, it just makes me fantasize about having sex with him.

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