Yungens's Blogs

Hey, Thought I'd start a blog and see how it goes. This is about my first time. How about you guys confess you first times too.

Thomas was the first boy I was ever with. He was a couple years younger than me and lived next door. We knew of each other but never really hung out before then. That fateful day his mother Carol had called over looking for somebody to watch Thomas because she had just gotten called into work. I told her my mom was out shopping at the moment.

                “Damn it.” She paused for a moment, “You’re old enough, could you come watch him for me? I mean you don’t have to do anything, really, I just need somebody over here in case anything happens.”

                “I guess.” I figured, hey, maybe I’ll make a few bucks.

                “Great! Get over here right now, I’m on my way out the door.”

                She was literally at the door with all of her stuff when I knocked. “Thank you so much for doing this. There’s some money on the kitchen counter if you guys want to order a pizza or something.”

                I glanced around the living room, “Where’s Thomas?”

                “Oh he’s upstairs in his bedroom playing or something. Okay, bye.” Then she was in her car a speeding off.

                I made my way upstairs to find a door with a Nirvana poster on it and assumed it was his. I opened the door and slid in saying something like, “Hey Thomas, it’s just me. Your mom said we could order a pizza but I’m not really hungry just yet-” What the hell!

                Thomas flew into a rage, “Get out! Get the fuck out!”

                I backed up but accidentally closed the door behind me. I started fumbling at the doorknob.

                When I had stepped in I found Thomas completely naked, lying sideways on his bed with his legs in the air and his arms wrapped under his knees. One hand was wrapped around his dick and tugging away. The really weird thing was that something orange was sticking out of his ass. When he noticed me he grabbed whatever he had shoved in there and yanked it out before throwing some blankets over himself and cussing me out.

                “Get the hell out!”

                As I tried to get the door open again I tried to get him to calm down. “Dude, calm down. Every guy does it, okay? There’s no need to be embarrassed. I do it all the time too.”

                Just as I got the door opened he hopped off the bed with the blanket covering him and started marching toward me. I stepped back out into the hallway just as he slammed the door closed in my face. Standing there I realized that whatever he had shoved up inside of him, he was trying to hit the g-spot for a better orgasm. An idea came to mind.

                Leaning into the door frame I said, “You’re doing it wrong.”

                I could hear that he was still standing just inside of the door but he didn’t say anything.

                “Everybody gets it wrong the first time. You have to have somebody show you how to do it right. I had somebody show me when I was your age.” That was bullshit but he didn’t have to know. “Come on Thomas, don’t be such a pussy.”

                The door cracked open and Thomas peeked out at me. I asked, “You’re going for the g-spot, right? You heard about the spot up your ass that can trigger a better orgasm? There’s a trick to making it work.”

                Thomas glared at me suspiciously, “tell me how to do it then.”

                “It’s hard to explain,” I pleaded, “just let me show it to you.”

                “You won’t tell anyone?”

                “Why would I tell anyone? I’d be in it just as much as you.”

                Finally, he backed away from the door and let me in. I remember my heart was pounding as I stepped in, thinking, Oh my god this is really happening isn’t it! Thomas turned around and headed back to the bed. The blanket wasn’t wrapped around him so I could take in his whole backside. He had the most gorgeous little bubble butt. I just wanted to reach out and grab it. Instead I follow him to the bed where he sat down but kept the blanket on.

                “So what was wrong?”

                I looked down and found the orange thing he had shoved inside that butt of his. It was a carrot! I almost started laughing. I picked it up off the floor, “First of all, this is way too stiff. You need something hard but also giving. Something that will follow the passage way inside you and not just rearrange it. Now, where’s your lube?”

                He gave me a confused look, “What’s lube?”

                All I could think was, Holy shit! He was doing that raw? That had to hurt.

                “Lubricant. You need something to slick it up that way everything glides into place and you don’t have to shove it in. Hold on, I’ll find something.”

                I headed down the hall to the bathroom and began poking around. I found a little container of Vaseline in the medicine cabinet and a roll of paper towels next to the sink. Returning to the bedroom I tossed the paper towels on the bed next to him.

                “What’s that for?”

                “Things can get a bit messy. That’s to clean up afterward.” I smiled, holding up the Vaseline, “This will do the trick. Now, you ready?”

                He nodded nervously before rolling onto his back. He heaved a sigh and threw the blanket aside. I stared down at his uncut dick, my mouth moistening at the site of it. He was maybe two inches shorter than me, a tuft of pubes at the base of the shaft and bare balls. I prayed that one day I would get to lap away at those balls then suck that dick dry. But first things first.

                “Okay, raise your legs up like you did before.”

                He lifted his legs up with his hands tucked under the knees. The cheeks of his bubble butt spread apart and revealed his adorable little hole. “Like this?”

                “Just like that. Now, I’m going to lube you up.” I took a scoop of Vaseline onto the tips of a couple fingers and began massaging his hole, rubbing the lube around and around. I watched his face as he laid back and began to relax. I think he likes it. Scooping up a little more, I ran my fingers up the full length of his crack before slathering his dick with it. With my free hand I dropped my pants and my shorts and began lubing my dick as well. Thomas was only semi-hard, I was stiff as a rock, but by the time I was done we were both hard and ready. I grabbed a paper towel and cleaned the Vaseline off my hands before pressing the tip of my dick against his hole which immediately clamped up. I rubbed around and around with my tip, smearing everything with pre-cum, until he started to relax again.

                Jesus Christ! I can’t believe this is happening!

                I looked down at Thomas who was shaking a little with nervousness. “Now, take a deep breath and hold it.”

                He nodded and took in a deep breath. I grabbed a hold of him by his thighs, the tip of my dick already oozing a little pre-cum inside his asshole as I began to press. “I’m going in.” He nodded again then winced in anticipation.

                I shoved the full length of my cock up his ass until his sphincter was clenching away at the base. He was so tight in there it pulled my foreskin back so the tenderness of my head was resting against the tender walls of his inner sanctum. He gave out this cute little whimper as I slid into place. Everything around my dick would clench up and hold and then release, clench up and hold, then release in the most wonderful rhythm. My God, I already want to cum!

                “Okay, you can let out your breath.” I gave him a gentle pat on his bare thigh, “I’m just going to stay like this until you’re ready. Start jerking off when you’re ready to begin.”

                After a bit he reached down between his legs and grabbed ahold of his dick. The first stroke his dick slid right out of his hand. The second time he grabbed it a little harder a little lower down. Let me tell you, when this boy jerks off he literally jerks it. He was furiously tugging away at his dick, I thought it had to hurt but he seemed fine with it. Enough time had passed that the need to cum was gone.

                “Now, the trick to all of this isn’t just shoving something up your ass and leaving it there like you did.” I slid my dick out about mid-shaft before sliding it back in. This got another little whimper out of him. I kept the rhythm of pulling out midway and sliding in, out and in, nice and easy. “You see, there are a bunch of nerve endings up in there and the trick is to stimulate all of them as much as possible.”

                As I established my rhythm I watched him take on this kind of slack-jawed facial expression, his eyes going a little lazy, while he gasped each time I slid in and sighed each time I pulled out. For several minutes both our bodies were synced. I wrapped my arms around his legs and hugged them closer to me to see if I could possibly go any deeper than I already was. He grabbed his dick which had slid out of his hand again and took up his crazy beating of the poor piece of meat.

Through my own gasping I asked, “Do you feel the difference?” He could only nod with that adorable expression on his face.

Suddenly I felt a quivering run through him as everything clenched up around my dick. “Try to hold it!” I said, slamming myself into him. There was no need to be gentle by that point. He squeezed his eyes shut as he tried to hold back from cumming. I felt it begin to well up inside of myself and I too began to clench as I pulled my shaft out all the way to the head before slamming the full length back into place. He called out a bit at this move but I kept going anyway.

Then it happened. For a second his whole body relaxed, inside and out. The first spurt fired a trail of cum that nearly ended at his chin. Everything tightened then relaxed again as the second spurt fired up and landed by one of his nipples. Thomas was quivering all over as more and more cum fired out of his dick. Best of all he kept moaning, “Yeah. Oh yeah. Oh fuck yeah. Oh my god. Oh yeah.”

That’s when I shoved myself in as deep as I could go and began grinding his sphincter with the base of my shaft. Load after load rocketed out of my cock and into his belly. My knees started getting weak so I collapsed over the top of him with one hand to each of his sides, panting and wheezing over him.

We were both done, our balls completely drained, his chest and belly smeared with his cum and his ass filled with mine, but for a couple of seconds we just staid that way, him looking up at me and me smiling down at him, my dick in his ass and his hand wrapped around his boner, both of us still out of breath. I finally got back up and hugged his legs against my chest again, “Now tell me that wasn’t your best orgasm ever.”

He chuckled a little, “That was awesome.”

We both laughed. I kept my dick inside of him as I reached for the paper towels, tossing one to him and telling him to clean up his hand that was all slick and sticky. First I mopped up the cum from his chest and belly then I wiped down his dick, stroking it back to full attention as the paper towel soaked up the cum and lube together. Finally, I slid my semi-hard, well spent dick out of his ass and used another paper towel to wipe his ass clean of the Vaseline and the white dribbling out of his hole. I was going to clean off my own dick but decided, You know what? I think I want to keep Thomas’ stink on it for as long as possible. So I pulled up my pants and tucked my dirty dick away.

I held a hand out to Thomas who was still lying on the bed with his legs spread and ass open. He grabbed my hand and let me pull him to his feet beside me. I grabbed him by the shoulder, checking out his naked form again – that four-inch dick with the cute little bush at the base and those bare balls hanging beneath it – giving his shoulder a gentle squeeze I chuckled, “Now, that’s how you do it right.”

Thomas pulled on a pair of tightey-whitey’s that automatically gave me a boner to see him wearing. As he poked around the mess of clothing on the floor for something to wear I headed toward the door, “Your mom left us some money for a pizza. I’m kind of hungry after that.”

“Nothing with mushrooms or pineapples,” he demanded.

I put in the order and was sitting in the living room watching tv from a lazy chair when Thomas came by. From the corner of my eye I watched as he tried to sit down only to wince. He decided to lay down on his side and watch the show with me rather that put any pressure on his butt. I smiled to myself.

After a while he started squirming, scratching at the seat of his jeans then he headed toward the bathroom. A few seconds later he called out, sounding pissed, “Dude!” He came marching out of the bathroom, “Did you jizz in me?”

“What?” I figured he knew but I guess not.

“Did you jizz up my ass?” He hooked a thumb over his shoulder.

“Well that’s the way it works Thomas. We both have an orgasm, we both cum. I happened to be inside of you at the time so that’s where I came at. That’s how it works.” He looked like he was about to shout something else but I was afraid the neighbors might hear all this talk about jazzing and asses so I cut him off, “Look, if we ever do it again we’ll swap places and you can jizz in my ass, okay?”

Just then the doorbell rang. As I went to retrieve the pizza Thomas marched over to the couch and sat down a little too hard, “Ouch, damnit!” With that the rolled onto his side and laid down.

We were pretty much quiet the whole rest of the night, watching TV and picking away at the pizza. Thomas eventually headed back up to his bedroom and I was thinking of joining him to see if he wanted to try for round two but that’s when Carol showed up. She thanked me again and again for helping her out as she shoved two twenty dollar bills into my hand. I assured her, “Anytime.”

Before leaving I called back, “See you later Thomas!”

From the top of the stairs he said, “See you next time.” There was something vaguely threatening to his tone.

The whole way back to my house I kept thinking, Holy shit! I just fucked the neighbor boy and got paid for it! This is the best night ever!

After calming my Mom down – I had totally spaced out calling her and letting her know where I was – I headed upstairs to go to bed. I peeled off my clothes and grabbed my dick, still a bit slick with Vaseline, crusted with dry cum, and covered in the scent of Thomas’s ass. I filled my head with images of his adorable bubble butt, his slicked up sphincter, and recalled the way he clenched up as I slid into him. I came within seconds. It was nothing in comparison to the load I had left inside of him but I let it go into a sock and finally wiped my dick clean before crawling into bed.

Best night ever!