My First Time with Darren
By Jwalker83.
I was excited. Darren and I are best mates, but I kind of liked him, too. I’ve always been the sportier one. Captain of the soccer team, really good at sports. I’m six feet tall, blond, and have a lithe, muscular body. I looked pretty good and have always been popular with the girls. Secretly, I’m bi, though, and I was hoping this trip would be my first time fooling around with a guy.
Darren wasn’t as much of a stud as me. Five foot nine, not sporty like I am, with brown hair. He had a handsome face, though, and let’s just say an ample package. I didn’t know how big his cock was, but I’d been checking out his bulge in gym class since we were teenagers. He always wore boxer briefs, and his bulge looked really heavy. It would sometimes show in his trousers, too. He was pretty shy in the changing rooms, but I caught him glancing at me a lot.
I wasn’t shy. I used to walk around the changing rooms in my briefs, chatting to friends. I’d often catch him looking at me, stealing a glance at my smallish bulge. My dick is a bit below average with a tight pair of smallish balls – definitely more of a grower than a shower, but I didn’t care. I enjoyed showing off my smooth, chiseled body. Kind of always wanted to be bigger down there, though. I’m five inches hard and fairly girthy, but I knew some of the other boys were hung, and it kind of turned me on. Two guys, James and Mark, were bragging about the size of their cocks after a match once. I didn’t join the conversation, but I was really horny listening to it.
*****
So, we got to the hotel after a sweaty cab ride and immediately checked into our shared room.
I went to take a shower while Darren began neatly unpacking his suitcase. The shower felt great, soaped up my pecs and my abs before giving my dick and ass a good clean and letting the water rinse away the suds. I stepped out of the shower and toweled off. Time to put my plan into action. I stepped out of the shower, completely naked. Made sure to fluff my dick a bit so that it was a semi and hung a little over my tight ball sack.
Darren was sitting at the end of his bed on his phone. I knew he’d peek at me from the corner of his eye, and when he saw I was naked, he did a double-take.
“What the fuck, dude?” Darren said, wide-eyed.
“What?” I asked, feigning innocence.
“You’re fucking naked?” Put a towel on at least”
I laughed. “What’s the matter, mate? We’re both lads. You never saw a dick before or something?” As I said that, I thrust my hips so it flapped at him.
“Dude, stop being a fag, I don’t wanna see your junk.”
“OK, OK, I’ll put it away, didn’t realize you were such a prude,” I said with a shrug.
I slipped on a pair of white Calvin Klein briefs and lay back on the bed. Darren was staring at his phone again, completely silent and kind of sulky. He put his phone down and said he was going to take a shower. As he walked past me, I noticed he deliberately didn’t look at me or make eye contact. He also walked really quickly, as if he were trying to hide something.
He took a really long shower. I waited on the bed in my briefs, scrolling on my phone. Darren emerged from the shower, disappointingly with a towel wrapped around his waist. He’d cheered up and looked at me.
“See, this is the polite way to walk around in company,” he said, pointing to the towel.
I laughed. “Whatever, dude. You’re just shy cos your dick is small. Don’t worry, I won’t tell anyone,” I said and winked.
“Dude, I’ve seen yours. I’m way bigger,” he snapped back.
“Yeah, yeah, that’s why you’re hiding behind that towel.”
I locked eyes with Darren, who clearly knew what I was getting at. He smirked and pulled the edge of his towel aside to flash his meat quickly.
I laughed. “What was that? I didn’t see shit. Come on, show me that baby pecker,” I teased.
I jumped up off the bed and ran toward him, grabbing at his towel. He giggled and tried to fight me off while holding the towel in place, trying to get past me to his bed, where his clothes were laid out, but I’m bigger and faster than him. We roughhoused and then fell onto my bed. Darren squirmed and tried to get free, but I got on top of him. I pinned his arms to the bed and then pulled my knees up to ensure he couldn’t move his arms. He tried to buck me off, which had the unintended consequence of shaking his towel to reveal his package. I pretended not to notice at first. He kept struggling, and I kept holding him down, the bulge of my briefs just inches from his face.
“OK, you win, let me up,” he said.
I smirked, looked him dead in the eye before turning my head to check out his cock. “What do we have here then?” I asked.
He struggled again, but to no avail. His cock was everything I imagined it to be. It was soft, but noticeably big. It was sprawled on his stomach and a solid five inches soft. His balls were low hanging, hairy, and sizeable. No wonder his bulge had always been bigger than mine. His cock and balls were both bigger than mine, and he wasn’t even hard. I looked back at Darren and smirked.
“Not bad,” I said.
Through gritted teeth, Darren said, “Whatever, dude. I told you my dick was bigger than yours. Now let me up.”
I rolled off of Darren and stood by the bed so he could get up. Darren re-wrapped the towel and hopped up. He went to walk past me, then quickly turned around and pulled down my briefs so that I was naked again. As he did this, his towel came undone too, and we stood in front of each other naked. We both looked down at the same time. His cock was now just inches from mine, and the size difference was more obvious than ever. My soft dick looked genuinely tiny next to his. Darren looked up at me and smirked.
“Maybe we will stay naked,” he said and laughed. “To make sure you don’t forget who the real man looks like.”
Those words sent me kind of crazy, and my dick started to get hard.
Darren saw this and laughed. “Damn, dude! You’re really into this!”
I laughed nervously, playing it off as a joke. “Fuck off, it’s just been a while since I got laid.”
“Yeah? I think you like my big cock. You wanna touch it?”
Darren shook his meaty package at me. Suddenly, I was the one on the back foot. I wanted to touch his cock so bad, but when given the opportunity, I just wasn’t sure I was brave enough. If I submitted to touching it, I’d be admitting to being bi. So many thoughts running through my head that I didn’t realize I was just staring at it in silence.
“Hello? Earth to Ben. You wanna touch it, don’t you?”
Darren walked closer to me. My heart raced as I sat in the bed, gazing at it. He stopped when his dick was inches from my face and looked down at me with a serious face.
“Touch it.”
He ordered me. I gulped and reached out to touch his big cock. I pulled it with my hands before gently stroking it. Darren smiled as he started to get hard.
“Suck it.”
“Nah, dude, that’s too far,” I said.
Darren took a handful of my blond hair and pulled my head back. “Suck it, I know you want to.”
I tentatively moved my head towards Darren’s cock, which was already bigger than ever. I lifted and gently put the large, heavy head against my lips. Then I touched the tip of the helmet with my tongue as I gradually moved my lips down his growing cockhead. I wrapped my hands around the shaft and began going to work. My first time sucking a dick, but I’d had blowies from a lot of girls, so I knew what felt good. I worked with my hand and my mouth as Darren’s cock got harder and longer. Darren let out a moan as his cock pulsed in my mouth, and I worked hard to pleasure him.
“Stop. Stand up,” Darren said as he pulled my head away from his cock.
I tentatively stood, my chiseled face covered in saliva from the sloppy blow Job I had been giving Darren. We stood facing each other, and Darren reached out and held my rock-hard cock. He pulled it closer to him to compare it. We both looked down. The difference was stark; Darren’s cock was substantially longer and thicker. At least nine inches compared to my five. I was so turned on, but could feel the power dynamic shifting between us. I’ve always been the handsome stud, the popular athlete, but now the sight of Darren’s man-cock made me feel submissive.
“This is the dick you wanted to show off, huh? All that time you’d spend parading around in your pants, I figured you’d at least be above average. If anything, you’re kinda small,” he said dismissively.
Darren jerked both our dicks and moved his to be over mine.
“Mine completely hides yours! Damn. All those girls you’ve fucked, did you actually please any of them?” he asked.
Darren’s words were intoxicating. I’d always been turned on by the idea of other guys being bigger. Now that it was happening in real life, I was entranced.
“Come here,” Darren said as he took my hand and guided me to his bed. He lay on his back and gestured for me to sit by him. “Finish me off,” he instructed as he lay back on the bed.
I immediately went to work on his cock with my hand. I reached down and began jerking my own rock-hard dick, noticing just how much bigger Darren felt with each pump. Darren pushed my hand away from cock.
“Focus on me, not that little dick. Only real cocks deserve attention,” he ordered.
I jerked him faster, mesmerized by the feel of his big cock throbbing in my hands. I watched his slender body start to react as he got closer to cumming. His breathing got faster, his balls tightened, and his toes curled as his dick reached its biggest possible size. Suddenly, Darren reached up and grabbed my head, pushing it down onto his cock as he shot a huge load of jizz into my mouth. His cock pulsed with stream after stream of jizz until he stopped, and his body began to relax. I kept my mouth on his cock, struggling to swallow the salty load and not gag. It was a crazy sensation.
“Oooft… You did a good job, little guy. Let’s get dressed and head out to meet the others.”
The End.
*The opinions/views expressed in this story (and in any comments) are those of the author and do not represent this site. We support freedom of speech. This story has been previously published on other free sites and is now public domain, which is why we can publish it here.