Gay Erotic Stories

I know what he used to look like...I've ingrained it into my mind and (pardon the pun) jack off to thoughts of Jack often. He was 6'3 with shaggy dirty blonde hair. He looked like he should be the bad boy in a rock band. He got a tattoo our sophomore year on his left shoulder blade of a Celtic design he once saw at a bar. I used to love making an excuse to make him show it off because he would have to remove his shirt and show his rippling chest to show the tattoo. His pecs stood at attention perfectly and his treasure trail went on for days. He had the most beautiful green eyes...very soulful. Jack was always up for a good time. We partied and drank and screwed all the women we could find. We even did a three way once with a chick in Chicago, but unfortunately Jack insisted we kill the lights before we even undressed. I did however manage to "accidentally" rub up against his butt once, but he was so engrossed in the third party that I don't even think he noticed.

Jack called and told me he was in town for the night due to a business meeting. He was going to get a hotel room, but he remembered I lived in D.C. now and was hoping I could put him up for the night and we could catch up. He told me he wouldn't be through with his meeting until 8:00, but that after that we should grab a bite and talk about the good old days. About 8:15 I heard the knock at my fifth floor apartment. I couldn't bring myself to look through the peep hole. It would only make me more nervous. I took a deep breath and opened the door. He had aged beautifully.

"Hey, man, how ‘ya been, buddy?" Jack spouted playfully extending his hand for the manly shake/hug combo that I did not want to let go of.

"I'm great, man, and you?"

"Never better; so what are we eating? I'm starved."

"Well I thought maybe we'd order in. I thought you might me tired."

"You thought right, man, I'm beat."

"Where's your bag?"

"The stupid airline lost it. Can you believe it? That's another reason I was hoping you'd let me stay here. I need to borrow some clothes for tomorrow and maybe grab some shorts or something to sleep in."

"Yeah Jack, no problem. Chinese okay?"

"You're reading my mind, buddy," Jack said as he sat down on the couch and started to remove his shoes, "You mind?"

"No. Make yourself at home, man."

The food arrived and we talked about school and chicks (my "favorite" topic) and all the hell we used to raise over bad chow mien and red wine. It was awesome. But time came for sleep around 2:00 a.m. Jack asked where was he crashing and though I wanted to say ‘with me in my bed,’ I reluctantly admitted that all I had was the couch.

"Why don't you take my bed and I'll take the couch?"

"No way man, I'm just here for the night and I'll sleep on the couch. You got any shorts I can sleep in?"

"Yeah, let me grab ‘ya some." I went into my bedroom and looked for the oldest pair of running shorts I had. I've bulked up some since college and don't fit in to any of my old stuff and I knew Jack wouldn't either. "Here ya go," I said returning.

Jack kind of looked at them funny but took them and headed to the bathroom to change. When he went in he didn't shut the door all the way and I could see in through a small crack as he checked out his skin in the mirror and proceeded to remove his shirt. He had stayed in shape and his abs had never looked better. My palms began to sweat as I watched intently at my old best friend undressing. I knew I should look away, but I couldn't. He slowly undid his belt and lowered his zipper revealing the most tightly packed pair of briefs I have ever seen...I mean bulging with manhood. I was taken aback and dropped the glass of red wine I was holding and as if in slow motion watched it fall and spill all over the couch. Jack heard the commotion and came barreling out of the bathroom with his finger in his mouth as he was using it as a makeshift toothbrush.

"What happened?"

"I spilled my drink. It's no big deal. I've just got to clean it up."

"Here let me help you." Jack proceeded into the kitchen topless and in only the bulge-hugging shorts I had provided and got a wet dish towel and some soap. He came back and began to dowse the couch with soap and water. But the stain was set and now the couch was soaked.

"I'm sorry about the couch, man."

"I'm just sorry I ruined your bed. Why don't you take me bed and I'll take the floor."

"Nonsense. What kind of bed do you have?"

"A queen."

"Dude, we'll just both sleep in it. Okay?" I could hardly believe my ears. I tried to hide my excitement. "That is if you don't mind..." Jack continued.

"No that's cool, man," I agreed. He headed towards the bead leaving me with a great view of his bubble butt, and I had an idea. I went into the hall and lowered the thermostat. This way when his half-naked body is freezing, we'll have to spoon for warmth. It was perfect. I turned out the light and hopped into bed after changing into my PJ’s. Well it wasn't long before Jack started shivering and slowly inched his way toward the middle of the bed for warmth. His thigh grazed mine and he jumped.

"Hey man, are you awake?" He shook me slightly, "It's freezing in here. Do you mind if I turn up the heat or something?"

"Well I think it feels pretty good."

"Come on. Well then, can I at least have a shirt then?"

Oh no...I hadn't thought of him asking for more clothes. Think...think. Then it hit me, "Okay, I'll play you for it, for control of the thermostat."

"Play what?"

"Just like the old days, man."

"Are you kidding me? You want to play truth or dare? We just did that to get chicks naked, man."

"That's your choice, Jack."

"Oh…alright."

"Now the rules are the first one unwilling to answer a question truthfully or do the dare...loses. Got it, Jack?"

"Yeah. You go first. Truth or dare?" I wanted to start out slow, "Truth."

"Okay. When we were in college and I said I heard something almost every night and you played it off as nothing...were you beating off with me in the room?"

"I won't deny it anymore. I was jerking my meat off and didn't care if you heard it or not. I was horny, man. What can I say?"

Jack chuckled and then composed himself for his turn. "Truth or dare?"

"Have you ever known me to miss an opportunity for a dare? Dare!"

"Okay. You have to go to the window and drop your drawers for twenty seconds when the next person enters the building. And you have to bang on the window and shake it so the person sees it." He slowly pushed the covers off of him and went to the window. I got up to make sure there was really someone there. I couldn’t believe it when the next person coming into the building was the crabby old woman from the third floor. She must have been seventy years old.

Jack panicked, "No way, man. She's ancient."

"So are you quitting?"

He just looked at me and said, "Let's give granny a show, alright." Jack banged on the window and the woman looked up to see a naked butt being shook at her. She was appalled, and she ran in to the building after taking one last look. It was hilarious and we both laughed. I unfortunately only got a brief profile of Jack's naked bubble butt, but the night was young.

"Truth or dare" I figured I owed him...plus I wanted to see how far he would go. "Dare." "You have to strip down naked and run through your entire floor of apartments singing "I Feel Pretty" at the top of your lungs. I must admit I was impressed by his inventiveness. I pretended to be embarrassed for a second and then agreed. I intentionally stripped slowly so he could see. I pulled my t-shirt up over my head and then slowly bent over as I pulled down my athletic shorts and underwear all in one swoop. I stayed bent over just a moment longer than was actually needed and was pleased to see Jack sneaking a peek at my backside. I stood up and ran for the door and then down the hallway singing. Jack stuck his head out and just laughed hysterically. But when I reached the end of the hallway and turned around to come back, I noticed his laughter lessening and I noticed his eyes focusing on my swaying member. He seemed impressed. I think I blushed a little, but I quickly ran past him and back into my apartment picking up my clothes off the floor on my way in. I decided to just throw on the underwear and that was it.

"Truth or dare?"

"After that, I think I may have to take a truth."

"Okay, how big is your dick and are you happy with your size? And I need length and girth."

Jack truly looked surprised by my question. You must remember that I have never seen Jack fully naked before so I have no exact picture of his penis. And until tonight, he had never seen me naked.

Jack slowly stuttered, "I don't know exact sizes, but I'm pretty happy with it I guess. I mean I haven't really had any complaints."

"Now you're not getting off that easy. I need numbers."

"But I don't know."

"Well then in that case you're just going to have to measure it right now."

"Yeah right."

"Are you quitting, Jack?"

"No. Can I just give you my semi-hard numbers? I could measure that right now." I think he realized he slipped up right then. My run through the halls had gotten Jack semi-erect. He quickly quipped, "The granny got to me."

I went to the drawer and got a ruler and handed it to Jack. He turned his back to me and lowered only the front of his shorts to where I couldn't see. I couldn't believe that after I ran down the hallway naked for anyone to see, he couldn't even drop his pants in front of me.

"Six inches long and I'll estimate four inches around. It's hard to tell with a ruler."

"Would you say that you are pretty close to full mast?" I had to know.

"Not really?" I was impressed. Thought I guess he could be lying, that could make him seven, eight inches, or better. I still had to see it for myself. I had to get Jack to pick dare next time.

"Truth or dare?"

"Dare."

"You have to give me a lap dance and act like you’re like giving it to me." He had no idea how easy that would be. I guess he thought I wouldn't do it, but of course I did. I sat him down on the edge of the bed. I began to slowly grind my way up and down him. Rubbing my bulge in his face and swaying back and forth to the music in my head. I squatted down on his lap and began to make humping movements and I suddenly felt something touch my butt. He had a full on hard-on. I played it like I didn't notice and kept dancing. I played with the waistband on my boxer briefs and showed just the top part of my crack and then rose them back up...toying with him. I then stepped up to the bed, straddling Jack, my cloth-covered cock in his face and began to rub it against his cheek. He trembled. I made the straightest boy I have ever met tremble with the touch of my dick. I noticed his eyes rolling into the back of his head and his mouth opening... acting as if it wanted to mouth my cock through the cotton barrier.

But that is when he abruptly said, "That's enough." Followed by his "manly" attempt to play it off, "I can't believe you actually just did that. You got balls, man."

"Truth or dare?"

I could tell the wheels inside his head were turning. "I guess I owe you a dare after that." I wasn't going to pass up the opportunity this time. I was going all in. "Well after that hot lap dance, I got myself a little worked up and I think your mouth could really help me get off right now."

"What?"

"I dare you to blow me, the way you would want someone to blow you."

"I don't know if I can..." his voice trailed off. He ran his fingers through his hair and said, "This doesn't make me gay does it?"

"No, it makes you a good competitor and a great friend."

Jack slowly walked towards me and got down on one knee then two. He reached under my waistband and I lifted up to help him slide them off. My semi-erect dick came flopping out. It actually ached, longing for his lips to embrace it. It twitched in anticipation. He slowly reached out his right hand and gripped my cock's base. He leaned over and placed just the very tip to his lips. He hesitated. Then he opened his mouth and took in the head and kept going. All the way down the shaft until he hit my pubes. I couldn't believe what was happening. Beautiful Jack from college was sucking my dick.

The pleasure was almost too much. My fingers curled and grabbed the sheets that were under me. I arched my back as he came back up the shaft releasing my dick for a moment of air before he went down on it again. I tried to hold it in--this ecstasy I was feeling. He slowly and thoughtfully worked me over. He even got pretty good using his tongue.

I lost all track of time and I kept expecting him to jump up and say that he had done his dare and he was through, but he didn't stop. He seemed to be getting into it. Then the unthinkable...Jack moaned as he deep throated my cock. There was no hiding it. It was sheer erotic pleasure just from sucking me. That did it. I had to cum. I didn't know whether to warn him and risk him making me remove my cock from his mouth or not tell him and risk him freaking out and never speaking to me again.

I just said it, "I'm cumming, man." He didn't stop. He sped up. I took this as a sign and I started pounding his face meeting his every move. His hand reached up and caressed my balls and that sent the release. Ribbons and ribbons of cum shot from my cock straight into Jack's mouth and he swallowed it--all of it. I couldn't believe my eyes.

I lay back on the bed, my dick still in Jack's mouth, and just panted and rubbed my hands all over my now glistening hairy chest. I couldn't see him, but I felt it as the cool air hit my penis as it dropped from Jack's mouth. He crawled up on to the bed beside me and just stared at me as if he couldn't believe what had just happened. But it had.

"Dude, that was beyond amazing. Where did you learn to suck cock like that?"

"I didn't. I've never done it before," Jack said, his voice shaking. "You said do it like I would want someone to do it to me...so I did."

"Wow!" It's all I could say, "Wow!" I couldn't seem to catch my breath. I had never had a blowjob like that before. Never! Then I heard Jack ask, "Truth or dare?"

I owed him and my self the only real answer at that point, "Dare."

"Well since you've already got your rocks off..." This was it...I was finally going to get to see Jack's cock and worship it with my mouth the way it deserved. "I want your cherry." Had my ears deceived me? He was supposed to ask me to suck him off in return. But I heard him right. This time I really could not hide the excitement. I went to the bathroom and grabbed some lube. When I returned I fell to my knees and lowered the briefs of the man I had waited so long to see.

He was huge! Bigger than any dick I had ever seen, let alone penetrate me. I was honestly terrified it wouldn't fit. The girth was at least as big as the nine inch length...possibly bigger. I knew I had a bottle of lube in my hand but I had to taste it...just once. I slid as much as I could into my mouth and used my hand that was not holding the lube to stroke the remainder. He moaned one of those orgasmic moans again. I took his throbbing cock out of my mouth. I wasn't ready for him to cum just yet. I told him to squirt some lube in my butt and he did. I then felt the pressure of the tip of his penis against my waiting hole.

"Go slow, please." I cautioned.

He slowly inched his way in. I felt like I was going to explode. I knew he had to be more than halfway in; when I asked he said that was just the head. I didn't know if I could take it. I wanted to...oh did I want to. I just felt like I was going to break. He continued his inward penetration. I opened my mouth waiting for it to come out the other side. It didn't come, but it felt like it should have. Then finally he said are you ready, and before I could answer he rammed the last of his horse cock into my burning hole.

"Wait. Just hold it for a minute so I can try and get used to it."

He nodded and he trembled. He waited for my okay and then proceeded. He retreated out of my stretched rectum then slammed back into me. The pain was excruciating. I wasn't sure I was going to be able to enjoy this moment I had waited on for so long. He repeated this process over and over moaning and gasping for air. He then leaned over me as he continued his thrusts. This change of position caused a change in me. The pain was gone and only pleasure flooded through me. I began to moan with Jack. He looked at me with those soulful eyes and his mouth gaping open and trembling. The sight brought a tear to my eye and a rise in my dick as I came again all over both of our stomachs.

The clenches of my butt as I came must have sent Jack over the edge as he couldn't even get the words out of his mouth before I could feel warm squirts entering me to the point of fullness. He finally collapsed on top of me, and we just laid there for what seemed like hours just heaving. I felt Jack slide out of me and I felt empty. I didn't want this to end. I didn't know if I could go on knowing that what I just felt was out there in the world and I couldn't have it.

Jack crawled up beside me in bed and said softly in my ear, "You know my company has an office in D.C."