While Josh Was Sleeping

by Chuck Miller

19 Apr 2022 8524 readers Score 9.2 (156 votes) PDF Mobi ePub Txt


My meeting at Davis Square in Somerville got over early. I had some time to kill and didn’t really feel like going back home to my empty apartment. Things haven’t been going so great for me since Michael and I broke up six months ago. I was still struggling with our breakup and could really use a night out and someone to talk to. And to be honest I could use a good fuck, or any fuck for that matter. I remembered that my friend Tom lives between Davis and Porter Square so I figured I would contact him and we can grab a beer and catch up. Tom was a great guy, very handsome with a great personality. He was also a real man’s man. He never seemed to have any trouble picking up a hot guy whenever we were out. Who knows? If we go out tonight Tom can be my wingman and I might finally get laid.

I doesn’t take long to arrive at Tom’s apartment building”. Taking the elevator to the third floor I walk down the hallway to apartment 3E. Ringing the doorbell I waited for his response. Nothing. Ring again and wait some more. Still nothing. Okay, so Tom’s not home. I check my phone one more time but I don’t have Tom’s contact info so no way to reach him. Acknowledging my defeat, I figure I would just go home, cook some pasta, have a few beers and jerk off to some porn. A typical Wednesday night.

I turn around to head back toward the elevator when I notice that the door of the apartment across the hall is open. It seemed odd that the door to this apartment would be open. I know I should have just ignored it and head out but something drew me in and I had to take a look. It was almost a mystical pull that compelled me to look inside that apartment. Knowing I was probably trespassing and could get in serious trouble I threw caution to the wind went forward and stuck my head inside the apartment.

It was a large studio apartment, typical for this area where a lot of college students live. It was divided into different sections, living space to the left, a kitchenette in the back and a bed/sleeping space on the right. I do a quick scan from left to right and when I reach the bed area I was in for the shock of my life. There, on the bed, was a young man sleeping, and he was completely naked.

I was so surprised I wasn’t sure how to react. Why was this guy sleeping naked with his door open? I wasn’t thinking clearly, I just knew I had to get out of there. Stepping back into the hallway with my hand on the doorknob I turn around and get my second shock of the day. Standing right in front of me is my friend Tom.

“Chris, what are you doing here? What a nice surprise. That’s not my apartment, I’m across the hall.”

“I…I…I” I stuttered. All the blood drained from my face and I must have looked like I saw a ghost.

“Let me guess. This door was open, you looked in and saw a hot guy lying naked on this bed.”

“Oh my God. How did you know?”

“That’s Josh. He’s my college age, closet case neighbor.” Tom explained as we stood in the hallway.

“He goes to Tufts, moved in about two years ago. He has a girlfriend but he is definitely a closet case.”

“What do you mean?” I asked.

“Let me explain. We’ve become friendly over the years. He knows I’m gay but he always has to mention his girlfriend to me whenever we talk. It’s like he has to prove he is straight or something. Anyway, one day we are in the laundry room together and he starts telling me about a dream he had. In his dream he is sleeping on his bed naked and a stranger enters his apartment and fucks him in the ass. The whole thing happens while he’s asleep and he never wakes up.”

“What? That’s unbelievable. Why would he say that to you?”

“I know. As I said, closet case. Even while he is telling me his dream he still has to bring up his girlfriend. I figured he was either trying to shock me or was hitting on me. I don’t shock that easily. And Josh is a hot looking kid, blond, 6’ tall with a toned body. He is a very Abercrombie & Fitch type.  Basically he’s my type. I figured If I ever had the opportunity to tap that ass I was going to take it.”

“So, anyway the next day I come home from work and I notice that Josh’s door is open. I look in and sure enough Josh is naked, on his bed sleeping. Or should I say pretending to be asleep. I wasn’t going to let this opportunity pass me by. I walk over to Josh and call his name. No response. I touch his naked ass. No response. I look around and see lotion on his nightstand so I grab it, drop trou and slick up my dick. I position myself behind Josh and go to town. I fucked his hot hole for a good 10 minutes. I’ve been with plenty of guys before and I would swear that was not a virgin hole I was fucking. Josh never woke up and when I saw him again he never said a word. He acted like nothing had happened.”

“Now, about every month or so I come home to find his door open. And every time I go into his apartment, he is naked, pretending to be asleep on his bed. I take it as my invitation to fuck him. He obviously wants me to and he must like it. Why else would he keep doing it?”

“What a story.” I said. It was weird but also kind of hot. I found myself getting turned on a bit. The idea of fucking a hot college kid with no strings attached was getting my dick chubbed up.

“I know, it’s always the same. He must know my schedule and probably sees me from his window coming home from work. He opens his door and waits for me to come in and fuck him. That must have been what happened today. He knew I was coming home but you just happened to get here first.”

“What do you say Chris? Are you up for fucking a hot college kid today?”

“I don’t know.”

“Come on Chris. Have you even had a date since you and Michael broke up? And what about Josh. He’s in there all prepped and ready to go. He’s looking for a good fuck. We can’t let him down. Why don’t we go in there and open up that ass?”

How can I argue with that? With that, Tom walked passed me into Josh’s apartment. I had no choice but to follow him. As I closed the door behind me Tom is already kicking off his shoes and loosening his tie. Tom is wasting no time getting down to business.

I move closer to Josh’s bed and get a good look at this kid that I’m apparently going to be fucking soon. He is quite beautiful, curly blond hair, smooth lean body with a nice bubble butt. He is facing the wall but I take a look at his face and see that his eyes are closed and breathing deeply. Doing his best to appear to be asleep.

By this point Tom is almost completely naked. All that was remaining was his black dress socks. “Are you ready for this Chris?”

That was a good question. Was I ready? Was I ready to fuck some kid I didn’t even know? Was I okay doing this with my friend Tom standing next to me? I don’t know. All I know is that I’ve always been very reserved sexually. I’ve never had a threesome or been part of an orgy. I’ve never been into anything considered kinky. This might be the wildest thing I’ve ever done. Now that I am single again I think it’s time that I let loose a little more. I should explore and be open to opportunities that come my way. Right? Why shouldn’t I have sex with Josh? It’s pretty clear Josh wants it and if Tom is okay with me being here, I shouldn’t mind either.

Tom was lathering up his dick with the lotion from on Josh’s nightstand.

“Have you ever seen a more beautiful ass in your life Chris?” Tom slapped Josh on his ass leaving a red mark on his cheek. Then he pulled Josh’s ass cheeks apart and stuck his thumb into Josh’s hole. “Just as always, all lubed up and ready to go.”

Then Tom lined up his dick with Josh’s hole. He grabbed Josh by the hips and began entering the college kid. It wasn’t long before Tom was all the way inside Josh. Once he was fully in, Tom paused a few moments then began to fucking Josh hard. Tom was long stroking Josh. Each thrust I could hear Tom’s balls slap against Josh’s ass. I was standing behind Tom and had an amazing view of the entire show. As I said, I had never been part of a threesome before so I had never witnessed two men having sex together in person. Porn could never compete with what I was viewing in person. It was so hot. Hotter than I had expected. The sight of Tom’s thick cock sliding in and out of Josh’s hole was enough to get my cock fully erect and leaking pre-cum like crazy.

I had never seen my friend Tom naked before so this was an opportunity to check him out. I admit he was much hotter than I expected. He stood about 5’10” with dark hair and olive completion. It was a nice contrast to Josh’s pale white skin. Tom was much hairier than I am. His chest, arms and legs were covered with dark black hair. There was some hair on this shoulders and lower back as well as his ass.

Tom was a college athlete. He played soccer all for years which gave him powerful legs and a muscular ass. Even 15 years since his college days, Tom maintained a toned athletic figure. It was a beautiful site watching Tom fuck Josh, taking pleasure from his willing body. Tom was working up quite a sweat with his constant thrusting in and out of Josh and was moaning and groaning loudly. I knew it wouldn’t be long before Tom deposited his creaming cum into Josh’s eager ass.

One final thrust and one final groan and I knew that Tom was done. A look of utter satisfaction showed on Tom’s face. He waited a short time before withdrawing his spent cock from Josh’s ass. Tom’s cock was covered in lube and cum. It looked delicious. It really did. In different circumstances I might have been tempted to taste his cock and lick it clean.

“He’s all yours now Chris. Enjoy. You won’t find a sweeter ass then this one. Trust me.” Tom grabbed one of Josh’s tee shirts lying on the floor and used it to clean off his dick. He then started getting dressed.

I turned to attention to Josh. Now that he got fucked I didn’t know if Josh was going to get up or object to a second guy using his ass for their pleasure.  Not wanting to risk that I stepped up and put my hands on Josh’s ass. I looked down as Tom’s cum ran down Josh’s ass crack. I separated his cheeks and viewed the most beautiful cream-pie I’d ever seen. Tom’s cum pooling around Josh’s hole was so hot I couldn’t wait to plunge my own cock inside him and fill him up again.

At this point I was only wearing my boxer shorts but they come off in no time. Now being totally naked I stepped into position where Tom once stood and began to line up my cock against Josh’s creamy hole. Before entering him I reached down between Josh’s legs and felt his cock. It was hard and hot and leaking pre-cum as well. This told me that Josh was not only aware of what was going on he was relishing what was happening to him.

Tom was now fully dressed. He approached me from behind and slapped me on the shoulder. “Have fun. I’ll be in my apartment. Come over then you’re done. We’ll go get something to eat.” I was now totally alone with Josh and about to fuck his ass.

Pressing my seven inch cock against Josh’s hole I encountered little resistance. Tom had indeed opened up that ass. My cock head slipped in easily. Before I knew it, half of my hard cock was inside Josh. What an amazing feeling. His hole was tight and warm and with Tom’s cum greasing the way I thought I would not last long. I had to concentrate real hard not to cum too soon. This was too pleasurable to end too soon. Soon, Josh’s ass muscles clasped tight around my cock giving it an unbelievable hug. I was in heaven. My entire body was experiencing this pleasure as I plunged all the way into his hole and started pumping up and down and making us both feel ecstatic.

A few minutes later I heard a few small whimpers escape Josh’s lips. Again I reached down between his legs and grab hold of his hard cock just as it begins shooting round after round of cum. That’s all it took for me to tip over the edge and begin shooting my cum deep inside Josh’s ass.

After six months of no sex my orgasm was epic. It was so satisfying and complete. I truly felt spent. I stayed inside Josh until my cock was complexly flaccid. I didn’t want this experience to end. Withdrew my depleted cock from Josh’s ass, it was dripping cum onto Josh’s ass. I used the same tee shirt that Tom used to clean off my cock and hand before getting dressed myself. It was time to leave his apartment so I took one last look at Josh. He was still lying there in his bed pretending to be asleep. I wasn’t about to disturb his fantasy by saying anything. As I turned to leave, that’s when I heard Josh say “Thank you.”

That was it. That’s all he said. Leaving the apartment I went across the hall to Tom’s. “Boy, I think I really needed that. Thanks. That was the best fuck I’ve had in a long time.”

“I’m glad you stopped by. Sometimes you have to grab the opportunities life gives you.”

How right he was. Tom and I chatted a bit then went to a local pub for some dinner. No surprise we were both starving. We enjoyed a few pints of beer and the live music while finishing our burgers. Just then a young tall man entered the pub along with a young woman. She was pretty but kind of plain. When the couple passed our table the man came to a stop and turned to Tom.

“Tom! How are you?” The young man said.

“Josh, good to see you.” Tom said, then turned to me. “Chris, this is my neighbor Josh and his girlfriend Rosa. Josh lives across the hall from me. Josh, Rosa, this is a good friend of mine, Chris.”

Josh and I shook hands and looking directly into my eyes gave me the biggest smile and said, “It’s a pleasure to meet you Chris.”

The End. 

by Chuck Miller

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