The day of the sleepover arrived, and I had everything set up at my place for Ben to arrive. I also had to do the fine act of concealing my sexual excitement while being completely normal. I’d say I did a good job of that. I genuinely wanted to chat with Ben again cause we had sooo much to catch up on. And that we did, while eating pizza and playing some board and card games. Like last time, it was quickly approaching midnight, and I suggested we call it for the night. Ben agreed, and we went off to get ready for bed. Also like last time, Ben only wore his gym shorts to bed, leaving his slightly hairy chest out for me to see, with those nipples that I was ready to pounce on and suck. But I still needed to act cool and not get a boner while Ben was still awake, so I brushed those thoughts aside for now. We got into bed and chatted away for a while. Then, he started slurring his words. Until complete silence filled the room, save for his smooth rhythmic breathing and mine. I waited for a while before rubbing his chest. No response. I then touched one of his cheeks. Nothing. Rubbed his hair, and my best friend kept sleeping peacefully. This was it. Ben was all mine. Again.
I grabbed his hand and put it on his package, making him clasp it with his limp fingers. Then, slowly, I motioned his hand back and forth. Yes, I was making my best friend jerk himself off in his sleep. And yes, I was as stiff as a rock by this point. I did this for a while, until I couldn’t resist and had to touch his package with my own hand. It felt warm, feeling the shape of his balls and cock through his gym shorts. While I did this with one hand, I decided to grab his left hand and make him touch my package. It felt so good. I then put his hand inside my shorts so he could feel my cock and balls, without even being aware of it. Ben was completely out of it. This continued for a while, and my dick kept pulsing from the sheer hotness of it all.
Now, time to work towards my goal. If I was gonna make Ben cum, I need to give him an experience of pure arousal without him ever knowing about it. So I pulled down his shorts, slowly to make sure he wouldn’t suddenly wake up. He is a deep sleeper, but you gotta take precautions either way. As I slid his shorts down his legs, I got a wonderful view of his flaccid dick and those juicy balls. I was gonna have fun tonight, that’s for sure. After taking off his shorts, I spread his legs wide and got a nice cross- view of my sleeping best friend. I started kissing his thighs, going up until I reached his groin. Then, I put that beautiful dick in my mouth. Holy heavens, what a taste! From last time, I knew that I’d have to do more than sucking to get him hard in his state, so I started rubbing one of his nipples while taking that piece of meat in my mouth. And just like last time, that seemed to do the trick! Feeling his cock grow harder and harder in my mouth almost made me cum on the spot. Ben was none the wiser, though his mouth did open up a little bit, probably from the arousal I was giving him. Sweet dreams, I thought. I decided I was going to be bolder, so I left his cock for a bit, and went up to kiss him on the lips. He didn’t stir, so I kept kissing those plump, juicy lips and rubbing his hair. After a while, I went back to business, alternating between jerking him off and sucking him.
Then, I felt his cock getting a bit thicker. This is it, I thought. Soon enough, his hard pecker pulsed and shot out a creamy load. Ben came in his sleep! I looked at him and his mouth was still open in pleasure. Nice. I licked up his delicious cum, and even grabbed some and rubbed it on his nipples and lips. Not leaving anything to chance, I immediately pulled his shorts back up and went to the washroom to jerk myself to completion. When I came back in the room, deep sleeping Ben was snoozing away.
The next morning, we had breakfast and decided to binge a couple of shows. I didn’t notice anything off about the way he was acting around me, so I’m sure he was asleep the entire time he was mine. He later went home, and I was left to keep fantasizing about what had just occurred the night before. After the first sleepover, I had made it my mission to get Ben to cum for me while he was asleep. And now, with this second sleepover, I achieved that. I wonder if Ben had a dream that it was his girlfriend jerking and sucking him off? If he did, better for me! Will there be a third sleepover? Only time will tell. But if there is, what should I try differently? Maybe stick my dick in his mouth and make him eat my cum? That sounds like a plan.
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
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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