22 comments/ 235365 views/ 17 favorites Oral Sex While Sleeping By: david112822 This story is totally fiction, although I really wish it was true. I have never had male to male sex but am still very curious to try it, even though I am much older now. My name is Dave and I am 25 years old and unmarried. I have had several girlfriends some of which I have had enjoyable sex. I broke up with my last girlfriend, Sue, about six months ago when I moved into my own apartment in the city 50 miles away from her home. I guess the distance was too far for both of us. It was a nice apartment, with two bedrooms, kitchen with a table, and a nice size living room for watching TV. I wanted an extra bedroom for friends and family to visit me. The rent was quite expensive, but I thought I could swing it. I was wrong, and after six months I was looking for a roommate to share the cost and so I put an add in the paper. Because I have not had any sex for some time, I would occasionally rent a triple X rated movie, and jack off while watching it. This was satisfying for a while, but then it became the same old thing. This time I rented two video's, one was with two girls and a guy, and the other was a gay flick with three guys. I had never watched a gay video before and looked forward to seeing it. I enjoyed watching the first one with the guy and two girls while sitting in only my white jockey shorts. It was pretty good, and I enjoyed a nice warm cum while I stroked my cock. The next night I followed the same script, stripping to my jockey shorts and put on the gay flick. This was very different, and as soon as I saw two naked guys tongue kissing while stroking each others cock's, my cock started to throb and twitch in my underpants. I watched as they laid down in bed, and the one guy start to lick and suck on the cock of the other guy. I could not believe how hot that made me feel. They went to a 69 position and began sucking cock madly. The close up of their lips sliding up and down on the cock's made me almost cum. Then a third guy came into the scene and after putting KY lube on his cock and the top guy's ass, started to slide his cock in and out of his ass. This one guy was having his cock sucked and was sucking a nice cock, while having another cock pumping his ass. WOW this was a hot scene and I shot my cum fast. It made me so hot I kept jerking my cock and in a short time shot another hot load all over my stomach. I slept soundly that night. A few days later, I received a call from a guy that was very interested in sharing the apartment and the cost. He came over to look at my apartment and agreed to move in. His name was Tim and he was 21 years old. He seemed to be a clean and friendly guy and was close to my size. He did not have much to bring with him, other than his clothing, lap top computer and some personnel items. He moved in with me the following day. The first night he arrived we had a very strong thunder and lightning rain storm that shook the windows. I did not sleep that good because of the storm. I asked Tim while we were having breakfast if he was disturbed by the fierce storm. He told me that because he has insomnia, his Doctor prescribed a very powerful sleeping pill that he takes before bedtime every night. He said the pill makes him a very sound sleeper and he never even heard the thunder. He said that once he falls asleep, he normally does not wake up until around 7:00 in the morning. After eating, we both went in different directions to work. A few nights later, we sat around chatting and watching TV getting to know each other better. We both seemed to like the same things and got along well. We discussed our sex lives and he told me his last girlfriend gave him great blow jobs which she seemed to enjoy giving and he loved them. I told him a little about the different positions I used to fuck my last girlfriend including anal sex which she loved. I told him how she enjoyed sitting on my face while I licked and sucked her pussy until she came all over my mouth. He seemed to get hot just listening to this. Around 10 PM he took a shower and said he was going to bed. He had on silk or nylon boxer shorts which plainly shower the outline of his cock as he walked by. It was pretty warm outside and I did not have air conditioning, so Tim went to bed in his just boxer shorts. I thought about the gay video and the possibility of me sucking Tim's cock, and felt a swelling of my own dick. I said goodnight, took my shower and went to bed in my jockey shorts only. As I laid in bed thinking about the gay video and seeing Tim's cock through his boxer shorts, my cock became rock hard. I wondered what it would be like to stroke Tim's cock and feel my lips slide around it, to feel his cock slide in and out of my mouth past my tongue, to feel his cum flowing in my mouth. I thought I would cum just thinking about it. I pulled out my cock and stroked it slowly, it felt really good, but I stopped before cumming. I put my cock back inside my shorts. It was now about midnight and Tim should be sound asleep. He said after taking his pill, he does not wake up until 7 AM no matter what happens. Maybe I could peek into his bedroom to see if he is sleeping. I got up and quietly walked to his room, the door was opened slightly. It was warm outside, and the windows were open, a gentle breeze blew in through the screens. Between the city lights and the moonlight, it was light enough to see Tim lying on his back with the sheet covering him to his waist. His bare chest was clearly in view. He seemed to be sleeping. I opened the door and walked closer to the bed. I saw that he had a very smooth chest with no hair, very similar to my chest. I called out his name in a fairly loud voice and he did not respond or move. I moved next to the bed, touched Tim's arm and shook him a little. Still no reaction. I lifted up the sheet and pulled it down past his ankles. There he was lying before me in just his silky boxer shorts. I could see the outline of his cock. I sat down on the side of the bed and placed my hand on his outer thigh and moved it slowly up across the silky shorts and stopped on his cock. No sign of Tim moving. Now I could feel the outline of his cock through his shorts and it was nice. I started to rub it gently and I could feel it growing and as I continued to move my hand his cock started to get hard. I grew bolder. I opened the one button on his shorts and that allowed me to open his fly very wide. His cock was right there. My heart was pounding and my pulse racing as I looked at that hard cock just inches from my hand. I couldn't stand it any longer, I had to touch it. I reached into his shorts and placed my hand around the hard cock and slowly pulled it out. I opened up the fly a little wider and was able to expose his balls. What a beautiful sight. Tim's cock was about 7 inches long, not too thin or too thick with a nice deep pink head. How hard and smooth his cock felt in my hand. I could not believe I was feeling another man's cock and trembled from excitement. I started to stroke him gently and was rewarded with seeing his pre cum start to leak out onto the head of his cock. I rolled my finger around the tip of his cock head and it became slick with the pre cum. I put my finger to my mouth and tasted it. I loved it and I wanted more. I stroked his cock slowly with one hand and cupped his balls with my other hand. I thought I heard a slight moan from Tim's lips but he still didn't move. I removed one hand from his balls and lowered my head close to his cock. I could smell how fresh and clean his body was after his shower. I moved my lips to the tip of his cock and licked all around it. I could taste his pre cum juice and it made me very hot. The more I licked, the more juice flowed out. It was running down the side of his shaft. I stuck out my tongue and started to lick up his cock until I had all of his clear juice in my mouth. I wanted his cock in my mouth badly. I closed my eyes, opened my mouth and felt my lips pass over the head of Tim"s cock, I felt his cock slide over my tongue and was overcome with passion. I thought I was going to cum in my underwear. Tim started to moan as my lips moved up and down his hard cock. I couldn't believe how much pleasure I felt sucking another man's cock, and to know that I was making him feel good. It was a wonderful feeling. My cock was throbbing and very wet, I could feel my juice wetting my shorts. I wanted to pull out my cock and jerk off right there, but I turned my attention back to Tim's warm cock which was still in my mouth. I moved my head up over his cock head and then back down again. Now I could hear Tim moaning in pleasure. Each time I went back down his shaft I took more into my mouth. I wanted his whole cock to be inside my mouth and finally it was. My mouth was completely full of his cock and I could feel my lips touching his pubic hair. I felt the head of his cock pushing all the way to the back of my throat. I tried very hard not to gag and I didn't. I wanted to just stay there, not to move, and just enjoy the feeling I was having with a man's cock in my mouth. I started moving my head up and down his hard shaft, sucking all the way up and all the way down. His pre-cum was flowing and my lips were coated with it. I was making slurping sounds each time I sucked on his cock. It was a wonderfully hot and sexy feeling and my cock was on fire. I wanted to feel Tim's cum shooting in my mouth and it was not long after thinking that when I felt his cock start to throb and I got my wish. Tim was moaning a little louder now..., Aaahhh, Mmmmm...I felt the first spurt of his hot cum and he shot load after load into my waiting and anxious mouth, and I greedily swallowed it as fast as I could. It tasted delicious and I could not get enough of it. I just kept sucking his cock and moving my head up and down his shaft until I could feel it getting soft. I milked out every drop of his cum and licked it totally clean. I now know that I love cock and want to suck more cock soon. I carefully put Tim's cock back into his shorts and buttoned them up. I pulled the sheet back to his waist and quietly left his room. As soon as I got back to my bed, I took off my wet shorts and my stiff cock sprang up. I could still taste Tim's cum in my mouth and I stroked my cock with one hand, and squeezed my balls gently with the other hand, until I shot a huge amount of cum all over my chest and stomach. I was totally drained and fell sound asleep as I thought of sucking Tim's cock tomorrow night and every night. While we were having breakfast the next morning, Tim told me about having this fantastic dream of getting a great blow job that drained him dry. He said it seemed to be so real he thought he had cum in bed. But he said there was no sign of any cum on him or the sheets. I told him I wish I could have a dream like that. TO BE CONTINUED .... "MORE OF TIM'S PLEASURE WHILE SLEEPING" Please let me know if you enjoyed my first ever story. Oral Sex While Sleeping Ch. 02 This is a continuation of my last FICTIONAL story, "Oral Sex while Sleeping," where Tim receives a blow job while he is sleeping from me (Dave.) You may remember that Tim has insomnia and his doctor prescribed a very powerful sleeping pill that he must take every night. Once he is asleep, he is out like a light until the next morning. While he is sleeping, I come into his room, open Tim's silky boxer shorts, stroke and suck his cock until he cum's in my mouth. This was the first time that I have ever had male to male sex and I found that I love it, and can't wait to do it again. * The day after I sucked my first cock, I am at work and can think of nothing else but sucking on Tim's cock. I am counting the hours until Tim is asleep so that I can stroke his cock and feel it sliding in and out of my mouth again. I just can't wait to once again taste Tim's hot cum on my tongue and to swallow it. Just thinking about it makes my cock throb in my underpants. I can feel the wetness in my jockey shorts. I am now sitting at my desk with a major erection, which is pushing out my pants like a tent. I am tempted to open up my fly, whip out my stiff cock and jerk off, but there are several of my co-workers nearby and I'm afraid that I will be caught. So, I resume my paper work and try to forget about Tim until tonight. The workday finally ends and I arrived home to my apartment. Tim is already there and is cooking some pasta for the two of us. While we are eating and chatting, I am looking at Tim's lips and thinking how nice it would be to feel those lips on my stiff shaft. It would be so wonderful to shoot my cream into Tim's mouth and then kiss him and taste my own cum on Tim's tongue and lips. The hours go by very slowly. We watched TV and chatted about our day, and finally around ten o'clock, Tim takes his shower and prepares for bed. I watch him take his sleeping pill, and as he passes me to head for his bedroom in just his silky boxer shorts, I can clearly see the outline of his cock. Little does he know, that I will soon be sucking on it. I went into the shower next, and while I am washing myself, my cock is as hard as a rock thinking about what I will be doing with Tim's cock shortly. After drying off, I put on my jockey shorts only, and head for my bedroom. My cock is hard and wet as I lie there thinking about different things I could try with Tim's cock. Around midnight, I get up and head for his bedroom. I pushed open his door and stepped inside. He is in the same position as last night. He is lying on his back with the sheet covering him up to his waist. The two windows are open and some light is filtering in from the street lamps. A gentle warm breeze is coming in through the screens. I walked over to the bedside and watched Tim for a minute. His steady, deep breathing indicated he was sound asleep. I carefully pulled down the sheet past his ankles, and could see outline of my desire through his shorts. My hard cock was throbbing. I followed the same script as the night before. I rubbed his cock softly through his shorts and could feel it move under my hand. I sat down on the side of the bed, opened the button on his shorts, and opened his fly wide. I again started to tremble from the anticipation of feeling another man's cock, and knowing I would soon have it in my mouth enjoying the feel of it sliding past my lips and rubbing my tongue. I reached inside and gently pulled out his cock which was only semi-hard. I wanted to feel it grow inside my mouth, so I leaned down and placed my lips around the head. I started to suck it lightly and lick around the velvet tip. I felt it getting harder in my mouth and loved the feeling. I started to slide my lips down the shaft and back up again. I did this two or three times and now Tim's cock was like a steel rod. The tip was covered with his pre-cum juice and I licked all around the head. It tasted slightly salty but I liked it. I was very hot and my cock needed some attention. I stood up and slipped my underpants off and felt the warm air blowing on my now totally naked body. It was nice to feel the air blowing on my erect cock that was wet with my own pre-cum. I sat back down on the side of the bed, and held Tim's ridged cock in my right hand, and my stiff shaft in my left hand. I started to slide both hand up and down, masturbating the both of us. It felt so nice to hold two cock's at the same time. I kept moving my hands slowly up and down until I thought I might cum. I took my hands off both cock's until the feeling passed. I had an idea. I rearranged myself on the bed so that I had one knee on each side of Tim's hips. My legs were wide open and I was looking down at his cock. I took Tim's cock in my left hand and pointed it straight up. I held my cock in my right hand and pointed it straight out, at the head of his cock and moved a little closer so that our two cock heads were touching. I started rubbing the head of my cock against the head of Tim's cock and the feeling was incredible. Both cock's were leaking pre-cum juice and were very slippery. I moved the tip of Tim's cock so it could rub the bottom of my cock head which is the most sensitive, and where I feel the most pleasure. I call this "my pleasure spot." When I am jerking off, this spot gives me, and most men, the most pleasure. I moved my cock head and rubbed it back and forth on Tim's "pleasure spot." I heard him breathing more heavy now, and soft moans came from his lips. I found that while kneeling, if I sat back down on my legs, and moved my knees up a little toward the head of the bed, the entire length of our shafts would be touching. As I did this, I placed both my hands around both cock's and squeezed them together. This felt so beautiful. Two hard cock's flat against each other, with cock heads touching. I could now feel the bottom of my balls lying against the top of Tim's balls. I just sat there and enjoyed the sight and feeling of our two hard cock's together. I started to pump my hips up and down along the length of Tim's hot cock Each time his cock head rubbed my pleasure spot, I almost shot my load of cum. It must have felt good to Tim too, because he was breathing very heavy and moaning in pleasure. Both cock's were leaking clear juice and sliding easily up and down each other's shaft. I was getting close, and would not be able to last much longer before I cum in buckets. I couldn't believe that I was actually humping Tim's hard cock. I was so hot watching my cock slide up and down Tim's shaft, especially watching our cock heads rub back and forth. I felt my balls bouncing on top of his balls, and each time I came down, I could feel Tim's silky boxer shorts rubbing against my ass. I knelt up slightly and held his cock in my left hand and guided it to where I wanted to feel it. While pumping my cock with my right hand, I started sliding his wet slippery cock all around underneath my balls and it felt wonderful. I leaned forward a little and was able to rub his cock on that sensitive spot between my balls and my asshole. I moved my right hand faster on my shaft, while I rubbed the wet tip of Tim's cock head back and forth over my asshole. I thought about pushing my ass down over his cock, an the thought of doing this, pushed me over the edge and I could feel my hot cum starting the journey to climax. I quickly knelt up, held Tim's cock straight up in the air, and with my other hand, pointed my cock head so it rested against the pleasure spot on his cock. Then I watched as my cock started to erupt it's warm creamy load. The first two spurts were so strong, I could actually hear them hit against Tim's swollen cock head. Wave after wave of my white semen splashed against his cock. I felt overwhelming and intense pleasure in my balls and cock. My cum covered his cock and was running down the sides of it. I saw blobs of my semen on his stomach, chest and on one of his nipples. I have never before experienced such incredible sexual pleasure. As I watched my cock start to get limp, I knew that Tim's cock needed to be serviced to climax. I climbed off him and once again sat on the side of the bed. I saw his cock twitching, totally covered with my warm creamy cum and looking delicious. I held his cock at the base and started to lick up the sides of his erect shaft, my cum was still warm. When I got to the tip of his cock head, I opened my mouth wide and took it deep into my mouth, sucking and swallowing my nice warm cream. The feeling of Tim's cock filling my mouth, and tasting my cum on it, mixed with his pre-cum, turned me on again, and I could feel my cock getting hard already. I started bobbing my head up and down his shaft, faster and faster. I was now wildly sucking it deep into my mouth. It was hitting the back of my throat. What I enjoyed most, was feeling his cock sliding passed my lips and rubbing along the length of my tongue with his velvet cock head, and then back out again. Tim was almost panting with pleasure and I knew he was very close to climax. I increase my suction and kept bobbing my head up and down very quickly. I placed my hand around his balls and started to gently squeeze and massage them. I felt his cum being pulled from his balls and up the shaft, and prepared my mouth to receive his tasty cream. He started bucking his hips into my mouth and moaning loudly, even though he was still sound asleep. It shot into my mouth with great force and flooded it, forcing some of it to drip back out onto his cock. I was so hot with lust knowing I was sucking Tim's cum off his stiff shaft along with my own and swallowing it all. I couldn't get enough of into my mouth. Tim kept humping my mouth and I took his entire cock into my mouth up to his balls. Finally, he stopped bucking and moaning, and I could feel his cock start to soften in my mouth. I sucked and milked it until it was dry. I made sure that I licked off all the cum that covered Tim's stomach, chest and nipple. I was so turned on by what just happened, my cock was rock hard again and I needed to get relief. I got off the bed, picked up my jockey shorts and wrapped them around my cock and started to jerk off. The fabric felt good rubbing along my shaft and touching my "pleasure spot." With my other hand I pulled and massaged my balls and in a very short time, I shot another hot load into my shorts. It turned out to be one satisfying night. I cleaned myself up, placed Tim's cock back inside his boxers and pulled up the sheet to where it was. I was totally drained and went to sleep, still tasting my cum mixed with Tim's on my lips and tongue. The next morning, at breakfast, Tim told me that he had another fantastic dream that gave him such wonderful pleasure. He wondered if the sleeping pills were causing the dreams. I told him that perhaps I should try taking the pills to see if I could have a hot dream like that. Tim just laughed. * Note: I am thinking of writing one more final chapter to this adventure. Please let me know what you think. I would appreciate any and all comments. David