Published Sex Stories / gay-stories

playing dress up lend to my first anal gang bang

oops1966 on Gay Stories

At age 15 I had already had sex with severval girls. But was still alittle confused about my body. It was alittle girlie. I was 5' 6" and 124lbs. And both the boys and the girls would tell me what a nice ass I had. I was pretty much straight. That was except when it came to my best friend Matt. Matt had the most beautiful cock in the school. I looked at everyones in the shower. It's was about 8" and not too thick. Nice balls to go with it.  Jim my other friend had the biggest. 11 0r 12"s easy. but it was ugly. The rest of my other 4 friends were average. But Matt  was the one I would sometimes beat off to.

One day all 6 of us were at Matt's house all drinking beere and smoking pot. When Monica, Matt's fine older sister asked if she coul

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d dress me up. What the hell it's summer and just to be near her. Plus I had a good buzz going. It did not take her long. I looked fine. I just stared at myself in the minnor.  Tight t-shirt with a nicely stuff bra. Black mini showing of my newly shaven legs. Flat stomach, no bulge. She made me wear a jockstrap. Which she had painted the jock black to look like pussy hair. I looked like a girl. During the whole make over Monica was feeding me beers and shots after shots. Now she planted a big wet kiss on me and said" watch and learn". She was then on her knees giving me the best blowjob I ever had. Before I knew it I was unloading a large amount of cum in her mouth. I almost passed out.  As she lead me out to the guys she wispered to me " Your are going to have cock in you all night, enjoy".

The guys just froze. Nobody said a word. Then Jim yelled "Me first!". He came over and gave me a big hug and trying to kiss me on the mouth. I pushed him away and everyone started laughing. The party had grown as it was dark now. All the guys were hitting on me, trying to feel me up alittle. It was weird at first but the more I drank the more I enjoyed it. Then Matt pulled me close to him face to face. His body was hard and strong as I weakened against him. His hand quickly found my ass and began to squeeze. I just allowed him. Then he started to push me towards his bedroom.  He was kissing my neck and both hands were under my skirt by the time we entered his room. I could hear the music from the party fade into the back ground as I tried to focus on Matt. He was just a blur. I was so drunk at this piont I could not see straight. But that didn't stop me from knowing that my best friend was going to fuck my ass. Matt was on top of me between my legs  dry humping me. We were kissing eachother wildly. Then he yanked of my little panties and threw them in to the corner. Her placed my legs over his shoulders and began to take his cock out. My legs began to shake, I was so scared. All the girls I've talked to said that the first time hurt like hell. Matt spit on his cock then placed it against my virgen hole. Then he just jammed it in. I let out a scream. It hurt good. "put it all in Matt" I heard myself beg. He pulled back then filled me up with his big cock. Thank God I was so drunk. Cause Matt just pounded my ass. And I just loved it. I wanted him to slow down so I could enjoy the feeling of his cock but it was over. He was shooting his cum deep into me. It felt hot and wet and I could feel his cock pulsing inside of me. Then he quickly jumped off of me and left the room. There I was freshly fuck. Cum oozing out of my ass and strangely wanting more. As I got up to find my panties I straighten myself out. I picked up my panties from the corner. As I tried to turn around when someone grabbed me from behind. I could not see who it was because it was dark and my vision was still blurred. He was strong. I did not even try to fight him. He took me back to the bed and bent me over it. His cock slipped in easy do to being smaller than Matt's .And all of Matt lube. I looked back to try to see who was fucking me. All I saw was how hot my ass looked as I was being fucked. I looked sexy as hell. He must of thought so too. Cause he was now unloading his nuts in me. I loved the feeling of being squirted in. He pulled out and gone before I could turn around. Now as I wiped his cum from running down my legs. I was dissapointed. 2 guys 2 minutes. Then I looked up. Jim was standing there with his huge close to my face. And a evil grin on hie face. "Watch and learn" I heard Monica say. I had that monster cock in my mouth before he knew what was going on. It tastes great. And the feeling of his soft skin tight around his hard shaft was great. I worked about 6" of Jim's cock with my mouth. Then yanked me away "next time I'll cum in your mouth. Right now I want that ass.". I felt sick as I was laying back on the bed. Jim's cock looked way too big and mean. Like it was going to hurt this time. No matter how drunk I was. Then he ripped through me. I screamed out of pain this time. It hurt like hell. He just held there. Making sure I felt every inch. Then to my suprise he started fucking me very gentle. Almost caringly. The tears were rolling down my cheeks as his huge manhood stretched me out. It felt like I was going to shit myself. He began to make love to me. Not just pound me like the other two. His hips began to grind side to side. He was kissing me softly on my mouth and neck. Telling me how much he love my asshole. How good I felt. This did not stop it from hurting but it sure turned me on. I began to suck on his neck and grind my hips up to meet his downward thrust. Making him go even deeper into me.  To my suprise I loved that big bone buried inside of me. I was enjoying the pain now. Even wanting it. I just lost control. The thought of this huge cock going in and out of me was too much. "Don't move Jim". Jim held still as I rode in and down his hot meat. It slipped in an out with some ease. I was cumming. My cock was not even fully hard and I was cumming my jockstrap. Jim must of felt this and took over. He pinned me down for his final assualt. Man. he puonded me deep. Causing me to scream in pain from is cock. And pleasure from causing me to cum even more. Then he unloaded in me. It felt like he was peeing in me. Then he pulled out. Squeezing his cock he brought it up to my mouth. Once it was in my mouth he let go. Sending his final loads into my mouth. As I swollowed it all I was turned on by how big his cock was and that I was able to take it all.  We cleaned up and went back to the party, minus my panties.

Everyone high fived Jim. Cause they knew that he broke me in good. Then they all just pasted me around. Like Monica said I'll have alot of cock in me. I sure did.

Sluts first time.

aaeros on Gay Stories

From a very early age I always knew I was gay. I spent most of my time giving blowjobs to older men, then finally, one friday night, I had anal sex for the first time. My name is nick. Men enjoy my cute bubble butt and I make sure to wear tight shorts when the feeling takes me! Im not large, but average with a few muscles and a flat stomach, and fairly hairless overall. 

One friday night I decided to walk to a well known gay area I knew, choosing a very skintight pair of shorts and a tight fitting t-shirt. That morning at school had been quite different to other mornigns. Usally I would skip it and meet a few men and suck their juicy cocks, however, that morning I had to be in school as it was the last day. soon

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i would be at college! I passed up on an opportunity to hang out with mates as i just NEEDED cock! 

I began to walk down the street, a favourite pass time of mine, looking in all the erotic shops. My sexy walk and tight clothes attracted a lot of attention! I arrived in a porn shop i liked, planning to browse then move on to a cruising spot i knew. But i was to get cock sooner than I thought.

I walked up an aisle, the bright lights not hiding my prescence, and began to look at many gay videos involving oral sex. Out of the corner of my eye i spotted a group of men in their 30's all looking in my direction and making no moves to be descrete about their glances. One came up to me and surprised me by immediatley stroking my ass. 
"Mmmm, do you suck cock boy?" the man asked. He was tall, dark and handsome, wearing an old suit and old aftershave and a smell of sweat which i found very sexy!
"Yes i do!" i replied. 
"Want to have fun with me and my friends?"
I looked over at the group. they were undressing me with their eyes, all five of them. The 6th man was still groping my ass through the tight material. 

I agreed of course and followed them to the back of the shop. I assumed we were going to the back door then out to the street, but we walked into a toilet area i didnt know existed before. The last man through the door locked it behind him, and i found myself standing in the middle of them in a wide room with urinals along the walls. 

"this isnt the ideal place I had in mind..." I began to say.
"This is perfect for a slut-boy like you" one of them spat! 
The force of the words hit me, and i began to feel a little scared, but turned on at the same time. 
"You siad you like to suck cock?!?" the tall man reminded me.
"yes!" I realised i actually wanted to feel a nice throbbing cock in my mouth now, and hoped i could last thorugh 6 of them!

The tall man stepped towards me and said: "On your knees then.." and i obeyed. He pulled out his thick 8 inch cock, already wet with precum, and i began to lick the head. The taste was amazing! It made me feel all tingly and made my small cock harder than ever before. After about 2 minutes of this, after which i had managed to get 3/4 of his member in my mouth, the man put his hands on the back of my head and pushed down. 

Deep throating hadnt come naturally to me, but that day I learnt how to do it the hard way! And i really enjoyed it. One by one the men stepped up and took turns in my mouth. Most were around 6 or 7 inches, the biggest being a whopping 9 inces and very thick, which i managed to get down my throat with a lot of effort and huge force from the mans hands on the back of my head. 

This was heaven and i knew it would be a long time before they came, but i was going to enjoy it. 
Then another man asked the group if he should remove my shorts and they all agreed. With me kneeling on the floor getting face fucked, this was a difficult thing to acheive! Eventually my shorts were removed and left tattered on the floor. They all cheered when they saw I had no underwear.

“Lets fuck this slut!” one of them yelled. I couldnt complain as i had a cock in my mouth, and they all assumed i had taken it up the ass before. As they tried to move me into a good fucking position, the cock briefly came out of my mouth. I used this opportunity to tell the tall man that I had not been fucked before.He laughed and told the rest of them. They seemed to get very exited and even more eager to fuck me. 
“Don't worry, you'll enjoy it! We sure will!” Said one of them. The man with the 9 inch cock proceeded to fuck my face again. I got put into position on all fours and my tattered shorts and t-shirt were used by the men as mats to step on when fucking me, or if they were kneeling to use my mouth and didnt want their clothes to get dirty from the toilet floor. 

The tall man placed himslef behind me and began to stroke his cock around my hole, lubricating it with his pre-cum. As his precum wasnt enough to fully lubricate my virgin asshole, he spat for good measure then began to push against my hole with such force. It didnt take long for the head of his penis to penetrate me, and I felt a searing pain mixed with great pleasure. I was finally being fucked, and was probably going to be fucked by 5 more men. 

I couldnt fully concentrate on the technique of sucking the big cocks in my mouth, so the men just took it in turns to ram it down my throat. The man fucking me began to pick up pace. His balls started slapping hard against my ass as he drove his cock deep in me. 
“AAAH Oh my god! Im cumming!” he screamed as he buried his cock deep in me and emtied his load. I could feel my self filling up as hot jet after jet of cum got pumped into me.!

“Oooh that was great! Who wants his ass next?!” He asked the group. One of the guys waiting by the side for a chance to use one of my holes stepped forward and placed his 7 inch cock at my hole. Despite the hard fucking before it was still very tight and hurt only a little as he pushed it in, but the pleasure was enormous. The tall man who had just fucked me stepped towards my face and stuffed his still erect cock in my mouth, to suck and lick all the cum off it that hadnt been left in my ass. 

The man fucking me let out a cry.
“AAAAAAAAH! HERE IT COMES YOU SLUT!” as he pumped his hot sperm in me. I was soo full of cum and only from two of the guys fucking me! Some began to leak out and dribble down my thighs, but i must have had a bucket load in me at that point still! The man picked up my t-shirt, which up to that point had been only a little grubby, and wiped his cock on it, leaving it sticky with cum. The t-shirt was them placed under my legs to catch the cum that dribbled out of my ass. 

The fucking continued for another hour! Each man had pumped massive loads of cum into me and i could not hold it all in there. It was all down my thighs and on the floor. My face was sticky and glistening from the cocks, as many of the men had used my mouth and face to clean their cocks or simply slapped their pre-cum covered cocks over it many times.

“Are we done then lads?” One of the guys asked the group.
“Sure am. My wifes gonna be wating!” 
“same here!”
They all agreed it was time for them to leave, and without paying any regard to me, they picked up all their things and got straightened out. 
“And you slut boy...well see you here next week!”.
I had every intention of coming back! 
“I cant go home like this! What will I do for clothes?!” i asked desperatley.
“There are plenty of men around here who will lend you something to wear...at a small price! If you know what i mean. Were done here. Bye kid!” And with that they left. I stood up and examined myself. Cum was leaking out of my hole and dripping out of my mouth. I went to the nearest tap to clean up and found the water want working. I picked up my t-shirt and shorts to put on. They would be of no use. The shorts were ripped beyond belief and the T-shirt was drenched in cum and stuff from the damp floor. I tried cleaning my face with it but it just made the sticky cream covering worse! I didnt use it to clean my ass as i feared it would make that worse too! 

My ass felt raw and very wet. In my crack all the cum had stayed as it seeped out of my hole and caused it to be very sticky. I must have looked such a sight. I feared i would be arrested if i walked out, but i had no choice. The door to the toilet was open and i walked out into the area behind the counter of the porn shop. The owner looked at me and laughed. 
“You look dreadful boy! You need clothes?”
“Yes sir!” i said.
“Then suck this”. He took out his modest 6 inch penis and i dropped to my knees to service him. I had no choice really, and plus it was clear i would be easy as i was covered in cum. After a few minutes of fucking my face he came, spraying it all over my face, hair and chest. 
“Do you have any tissues or a towel to clean myself up please?” i asked
“here,” he said, chucking me a hand towel “now fuck off”
“but what about my clothes?! You promised me clothes?!” i pleaded. 
“Thats all youre gonna get.”. 

I used the towel to wipe the cum from my face and chest, as this was most visible, but when i got to cleaning my ass it was almost impossible because the small towel had gotten soaked. With the towel wrapped around my waist i left through the back entrance. Even though i was cold and covered in cum with no clothes and transport home, i was quite pleased with losing my virginity like that. All i needed now was a ride home. 

“You, boy!” called a man from the other side of the road. “come here, i may have a job for a slut like you” He was dressed in leathers and looked like a Dom type of character. 
It appeared the men had told the gay sauna across the street. It wasnt so much as a sauna but a place where men went and paid for blowjobs. It would seem i had to earn my money to escape this place! 

“But first,” the man said, removing my towel and looking at the sticky mess around my ass, “there are some rich men i want you to meet”....

To be Continued...


home security

julyle on Gay Stories

            “What are you doing over there?” My wife Loren asked as she walked into our bedroom. “Just adding a little extra home security, I said, positioning some large hard cover books around the video camera I was hidding on the shelf across from the bed in our room. “Do you still think that Alex stole your wallet? That’s silly Hun, why don’t you just ask him about it?” She said rolling her eyes. “I don’t think That Alex stole it, but I wouldn’t put it past his little hoodlum friends.” I said settling the camera into place. Perfect. From this point of view I would be able to view the whole room and I would know who had been in my room going through my stuff and taking my things. “I don’t like all this spying,” Loren said picking up a large pile of laundry from the hamper. “I think that you should just ask him about it. Alex is a good boy.”  She said and walked out of the room.

            Alex was a good boy he’d never stolen anything before, not that I knew of anyways, but my fourteen year old son spent hours alone in the house after he got off school before me and his mother got home from work. I knew that he always had his little Goth punk friends over. They were a surly lot, with their piercing and their spiked hair and Alex knew that they were forbidden to go into my room, but I had left my leather wallet with $200 in it on my bedside table two days ago, and when I had come back from work I had found it missing. I knew that it was one of his friends that had come in here to steal it and it was not the first time I had come into my room after work and found things out of their place. Instead of interrogating Alex about it I had planned to find out for myself. I knew he would just deny it anyways. And I was determined to catch the perp red-handed. “Nothing like cold, hard evidence," I said to myself as I stood back and looked at my handy work. The camera was perfectly hidden. No one would know it was there

                                                           

                                                                       

            It was a couple of weeks later before I remembered the camera. My wallet had shown up after all. It had been in the pocket of my brown work pants and I had almost forgotten about the whole incident, until Loren asked me where the video camera was. I felt a little foolish for suspecting my son and his friends and going to such length to prove that they were thieves. But there was still the matter of things being rearranged and out of place in my room. I was curious to see if I had gotten any intruders caught on tape.

             I took the camera down off the shelf and removed the tape. The batteries had long gone dead. I popped the tape into VCR, pressed rewind and settled my self down on the bed to watch. When it got to the beginning I pushed play. I had to rewind through a couple of hours of nothing, I was beginning to think that I had been too paranoid when someone walked into the room. I quickly pushed play to see who it was. I was definitely one of the teenage boys, but I couldn't tell just who yet, they were wearing a black hat and their back was to the camera. Then they turned around and I saw that it was my son Alex, a purple Led Zeppelin shirt covering his slim torso, with his long blond hair sticking out from under the cap. I watched as he walked in and stood in front of the camera. I had a perfect view of his young face.  “What the hell are you doing boy?” I asked my son on the screen. Alex knew I didn't allow people to come into my room when I was gone. I could see one of his stupid friends doing it, but Alex knew better. That boy was going to get one hell of a talking to when he got home.

            Having got the evidence that I needed, I moved to turn the TV off, when I noticed that Alex was doing something…He wasn’t going through my things or looking for anything to steal.  He was just standing there in my room with his hands down in front of him. I gasped as I realized what he was doing, he had his hands down his pants and he was touching himself. The camera view went down just low enough for me to see the movement in the front of his black pants. His pale face was softened in a look of pleasure, his mouth slightly parted and his little pink tong slipped out to wet his full lips. I sat there stunned for a moment and just watched my fourteen year old son fondle himself on the tape. My first instinct should have been to look away or jump up and turn the TV off. But my curiosity got the better of me. Why would my son come into my room to masturbate? I didn't understand but I couldn’t stop watching. I knew that it was wrong, but I wanted to know why he was in my room doing this to himself he had his own room. I’ll just watch for a moment and see what he does, I told my self. He may just have been in there to get something and decided to explore a little. Teenage boys where like that. They got the urge at all kinds of strange times.

            He’ll probably stop in a minute and go back into his own room, I told myself but deep down I couldn’t deny that I wanted him to keep going. My own cock was getting hard in my pants as I sat there and watched him. It was true that I did have a tendency towards men, but I had never thought about my own son in that way. But now, watching him writhe and moan with his hands down his pants I couldn’t help but notice how hot he looked. He had lain down on the bed. And I watched as he took his shirt off, he was pinching one little pink nipple with his other hand. And his mouth opened in ecstasy. I couldn’t help but put my hand into my own pants and mirror what I was watching my son do on the camera. My cock was hard and leaking pre-cum, I opened my fly and started to masturbate in earnest, trying hard not to think about how sick it was to be watching my son do this. Just when I was getting close, I watched as Alex got up off the bed and pulled his pants all the way down and kicked them off. He looked amazing standing there naked. I was glad I had put the camera where I did. I had the perfect view of his body this way. His dick was hard and gutting out in front of him. It was large for a fourteen year old. ‘Takes after his old man I thought’, with a twisted feeling of pride. He had stopped handling himself and I wondered what he was going to do next. Oh, no I thought as he turned around and walked to the other side of the bed, reaching into my wife’s bed side table. I knew what was kept in there. And apparently so did he. I stared at his cute little white butt as he knelt down and searched around in the drawer. There it is I thought, He stood up, and sure enough, in his hand he held an11 inch purple dildo that I had used to pleasure Loren when I wasn’t up to it. I continued to pump my cock, watching half in horror and half in excitement as he lay back down on the bed. He reached over and took a large tub of Vaseline out of the drawer and scooped out a large glob of it. He spread it thoroughly over the dildo and then spread his knees wide and stuck his lubricated finger up into his little asshole… He let out a load moan at the first penetration. He continued to touch himself, his dick getting larger and harder as he pumped two fingers into himself. He was so obviously extremely turned on, it didn’t seem like he would need that huge thing to finish the job. I didn’t think I could take it either. I was so turned on by watching this I had to stop rubbing my dick or I knew I would cum and I wouldn’t be able to enjoy the best part

            Alex took his fingers out of his ass and got up on his hands and knees. He was facing side ways so I had a good view of his whole body; His little ass up in the air, his big cock hanging down between his legs. And his pretty face flat against the bed, facing in my direction. Oh god, I thought. What is going on here? He reached back with one hand and pulled one butt cheek to the side opening himself up all the way. Then with the other hand he reached back and began to slide the huge fake cock into his asshole. I started to stroke myself slowly, imagining that it was my dick sliding inside him instead of the dildo. I could imagine how good it felt to be in there. He would be so tight and hot. And I wanted to feel his body tightening around me as I fucked him into the bed. I wanted to press my chest against his skinny back and put my face in his blond hair. I wanted to say: “do you like it when daddy fucks you like this?” I was getting so excited I could hardly stand it. He was now fucking himself roughly with the object. Pounding it in and out of his ass. How can he take all that, I wondered, he's such a skinny boy? I wondered how long he had been coming in here and fucking himself with his mother's dildo. I wondered if another man had fucked him like this and taught him how good it felt to have a huge object up his ass. It made me feel angry to think of a man having sex with my young son, even though I could easily imagine doing it myself.

             I was getting close and I could tell Alex was too. His eyes were practically bulging and his mouth was wide open, he was panting like a dog. With on last hard stroke I finished myself off and a huge spurt of cum sprayed up over my sweaty chest. At the same time my son slammed the dildo into himself and I watched the purple disappear one more time as he let out a load moan and spayed cum all over my bed sheets.

             I was so spent I had to lie back on the bed and rest for a minute. When I caught my breath I sat up and looked back up at the screen. Alex had taken the dildo out and was wiping it off with a paper towel, which he then used to wipe his cum off the sheets with. It made me a little mad that I had been sleeping in my son’s spunk and Loren had been fucking her pussy with a dildo that had been in her son’s ass who knows how many times. If I hadn’t just enjoyed watching that so much I would have to punish him for this.

The end

 

This is my first story and i would appreciate feedback. Thank you