At fourteen, I discovered I liked boys. I dated the fairer sex and sometimes jerked off fantasizing over sucking a buddy’s cock. With time, I preferred guys to girls, but I discovered later, I am gay.
I attended a boys’ school and enjoyed undressing in the change room, glancing at my classmates’ cocks.
My first gay experience at eighteen, in my last year of high school, occurred on a weekend vacation with two friends, Don and Brad.
Something captivated me with Brad. He stood five feet eleven with a medium athletic muscled frame and massive thighs. I admired his magnificent golden chest and smooth Speedo-tanned bubble-butt in the showers and enjoyed his playful, show off nature.
One frosty winter morning, after a swim, our cocks shrank from the icy water. Brad arrived first in the hot showers, and his knob grew to full attention. I caught him as I dried. Brad’s seven-inch uncut dick nested in a thick bush of golden pubes. His pink bulbous head poked out of his loose foreskin, sporting a prominent peehole, and his balls hung heavy in a tight, hairless sack.
Pierre pointed, “Brad’s gotta boner!”
Brad rushed out of the shower and covered. “The pool was frozen. I had to warm my knob, guys.” Brad flashed Pierre, “Do you want some?”
Pierre pulled a squeamish face and whipped his wet towel at Brad. Brad dropped his towel and flashed his throbbing dick, then lashed his recovered towel at Pierre and missed.
“Put your hard cock away!” Pierre turned toward me. “Hey, Ricky’s eyeing your knob. He wants it!”
Brad stepped towards me and flapped his raging boner an inch from my face. “You want this?” he asked with a delighted grin and flopped his cock sideways.
“Piss off. I’m staring because you have a baby-cock,” I said.
Brad found pleasure in stinging his towel on my bare chest.
Our teacher walked in, “Put that big thing away, Brad. Come on, guys. Hurry, the special ed kids are waiting to use the change rooms.”
That evening, I masturbated four times, fantasizing over Brad’s hard cock I wanted in my mouth.
The weekend with Brad and Don, we visited Don’s parents’ seaside vacation home. We arrived the Saturday morning and, with sunny weather, enjoyed the beach. I caught another eyeful of Brad’s package when we changed into our Speedos.
We spent the day bodyboarding and retired to a spacious cabin on the property.
Brad brought porno magazines, we each grabbed one, and I scanned the pages for big thick dick.
“Do our cocks ever stop growing?” I asked.
“Not if you use it,” Brad replied. “How big is yours?”
“Seven-and-a-half-inches.”
Brad smirked, “No way your thing is bigger than mine.”
“You’re just small,” I turned to Don. “How big’s yours?”
“Yeah, how big are you?” Brad asked.
Don blushed, “I’ve, um, I’ve never measured.”
Brad said, “Let’s measure. I don’t believe Ricky’s knob is bigger than mine.”
“But, but we don’t have a ruler,” Don said.
“We won’t need one. We stand side-by-side and compare,” Brad exposed his hard cock. “That pussy made me horny.”
I dropped my shorts, exposing my stiff dick, and relished Brad’s boner beside me.
I faced him, our cocks’ side-by-side. “See my cock’s bigger than yours!”
Brad inspected our dicks, “You’re not much longer. Look, my head’s fatter than yours, and I’m a lot thicker too. Chicks want a thick dick, not a thin pole.”
“No, mine’s wider than yours.”
Brad wrapped his curved thumb and forefinger around his cock, leaving three-quarters of an inch between his finger and thumb. “See what I did with my fingers; you do the same.” I relaxed my palm around my cock and created an inch of space between my thumb and forefinger, which irritated Brad. He stepped closer, “You’re not doing it right. Your fingers are too loose — this is how you do it,” Brad wrenched his thumb and forefinger around my shaft with half an inch between his fingers. “See, that’s half an inch. When I did it to myself, there’s a whole inch leftover. My cock’s much thicker than yours.”
Touched for the first-time, his tight grip on my cock shocked me; a wave of excitement rushed through me, and I experienced my first panic attack. I seized the opportunity, “You gripped too tight. You never gripped yourself tight.” I wrapped my thumb and forefinger around Brad’s boner. I examined the measurement; well, pretended to at least. His velvety hard cock pulsed in my hand. “You’re right. Your cock’s thicker than mine,” and I released my fingers.
Brad turned to Don, “It’s your turn to measure.”
Don presented his hard five-and-a-half-inch, circumcised knob, with a dry purple mushroom head and soda-can shaft.
“No need to measure. Don’s got the fattest cock,” I joked.
Brad grabbed a magazine, “We should jerk off and get to bed.”
“I want to sleep. I’m tired. You guys do what you want,” Don said.
I framed Brad’s knob in the corner of my eye. My eyes switched between him jerking off and my magazine. My cock rock-hard, I wandered over to his bed. “I’m finished with mine. Is yours any good?”
“This one’s better. Look at the tits on this babe,” Brad pointed. The woman enjoyed a cock in her pussy and another in her ass.
Don snored, and Brad and I snickered.
“Your hand felt good earlier,” Brad grinned, “a hand’s a hand.”
I smirked. “It was great having someone else touch it.”
Brad pulled my palm onto his throbbing boner and motioned my arm in a jerking rhythm. I masturbated his cock, how I prefer — tight gripped, and with long hard strokes. He closed his eyes, and his knob pulsated with every stroke.
His cum shot behind him on the wall and oozed and pooled on my wrist. I slowed my jerking. He opened his eyes and noticed his jizz. Holding my hand far from my body, I faked displeasure.
Bottomless and my dick still at full attention, I raced to the bathroom and locked the door. Brad’s musky scented cum left a sugary and salty flavor on my tongue.
Without touching my cock, I blew against the wall, and Brad’s sperm now disgusted me. I scrubbed my hands, wiped my dick, and washed my mess.
“Thanks. That was great.” Brad said when I returned.
“Next time, it’s my turn.”
“Yeah, a hand’s a hand.”
I woke, and the lamp provided a perfect view of Brad nude. He faced me with his cock hanging to the side.
I peed and climbed into bed, facing him. I admired his exposed body and knob. He swung around with his white bubble-butt and back to me. I leaned closer, gaining a better view, and he moved again, pointing his asshole toward my face as he tucked himself. His cheeks spread apart, exposing a small waft of blond hair around his tiny pink hole.
I admired his sphincter and smooth ass as I stroked my cock and came in seconds. I lay in bed, staring at his body, and fell back to sleep.
A year after high school, I still fantasized over Brad. I wanted him alone and persuaded him to model for a work project.
“Would you like a beer?” I asked Brad as we finished the shoot.
“That’ll be great,” he replied.
“You still with Melanie, or what’s her name? The girl from prom.”
“That’s Madeline, and no, we split. She cheated.”
“I’m sorry. That sucks.”
“You wanna know who she cheated with? You will never guess.”
“One of the football players.”
“No. Try, Don.”
“No way. Our Don, fatty Don, dick like a soda-can, looks like a hobbit, Don?”
“Yup. We were best friends since kindergarten.”
“Girls really prefer thick dick. Um, sorry. Remember, you once said, um. Never mind. I’m so sorry she did this to you. You don’t deserve it, and Don’s an asshole,”
“We don’t talk anymore, Don and me. You wanna know the worst part? You remember Craig?”
“Craig from the special class?”
“No, that’s Greg. Craig on the basketball team, Craig.”
“Yeah, the new guy. What about him?”
“Craig told me Don told him he planned to propose.”
“Ouch. Sorry, man, that sucks. That’s wrong. What can I say? At least you found out before you had kids.”
“Suppose. I thought Maddy was the one. I already designed the ring.”
“Designed?”
“Yeah, designed. I sketched the design, and my uncle’s a jeweler. He was gonna make it as a wedding present. So, what about you? Are you seeing anyone?”
“Nah, I’m single. I wanna keep my options open.”
“Any of ’em nice?”
“In what way?”
“I’m a tit man. I like them nice and round, not too big. A handful,” Brad cupped his fingers.
I laughed, “I’ve had a few, but lately, I’ve been more into guys.”
“You kidding, right?”
“Nah, man, I’m bi. Lately, I’ve had more guys. It’s less drama and just sex. I don’t have to pretend to like them and no babies.”
“You’re lucky. Your life sounds less complicated than mine.”
“Yeah, I don’t do complicated. I’m nineteen. I wanna have fun and enjoy life.”
“So, what do you do with guys? Is it like butt stuff?”
I chuckled, “I do lots of things. But it depends on the guy. Sometimes maybe, I let him suck me, and maybe sometimes, it’s butt stuff.”
“I see. So, do you give, or do you receive?”
“I’ve tried both, and both are enjoyable if done right.”
Brad gulped his beer, “Do you have any more beers?” I downed mine and grabbed another. “You know, I haven’t been with anyone since Madeline. Looking at another woman feels like I’m cheating. I know that’s fucked up.”
“How long has it been?”
Brad counted on his fingers, “Three months.”
I smirked, “Your balls must be blue.”
“Nah, man, I still jerk off.”
“It’s always better when someone else does it.”
Brad nodded while sipping his beer, “Remember that time at Don’s cottage, that trip we went away?”
I grinned, “I remember you still owe me a hand job.”
Brad frowned, “Well, let us be reasonable, maybe you get that hand job one day if you gimme a blowie.”
Grinning, “Pull it out,” I said.
“I am serious. I want you to blow me.”
Kneeling between Brad’s legs, “Loosen those buttons.”
Brad’s jeans dropped to the floor. I gripped his semi-hard shaft and opened his foreskin. I twirled my tongue around his head, and his dick swelled. His cock curved upward, and I arched my neck, feeding his shaft deeper.
“That feels good,” Brad said.
“My ass is even better.”
“Yeah?”
I led Brad to the bedroom, lubed my hole and the rubber on his hard cock, and leaned over the bed, pushing my ass toward him. I inhaled a deep breath of poppers.
“Do I just stick it in?” Brad asked.
“No, no. Slowly, slowly.” Brad thrust, and his head popped into my hole. “Slow down,” but he continued pushing his dick into me, and in seconds his entire cock buried inside me. My ass pained as if stabbed. “Stop, stop. Hold still for a moment.” He started pulling out. “Stop, stay still. If you move, it’s sore.” After twenty-seconds, the ache subsided, and I inhaled poppers, “Okay, the pain’s gone, carry on but go slowly.”
Brad pounded my ass, edging between pain and pleasure.
“What’s that you’re sniffing?” Brad asked.
“It’s like Spanish fly, and it makes sex hornier and less painful.”
“I wanna try,” Brad inhaled. “Do we need a condom? I know I’m clean.”
“I know I’m clean too. Yeah, it’s cool.”
“You got nothing to worry about.” I lubed his boner and inhaled another hit of poppers. “Pass me the Spanish fly,” Brad inhaled twice. He plunged into my hole, pulled out, and thrust hard back into me. “This feels much better. You’ve got a nice ass.”
Brad huffed as he lunged into my ass, and I farted three times. He pounded hard in and easy out before switching to rapid thrusts. His abs slapped and clapped my ass, and I released two wet farts right after the other. Brad grunted and pushed his cock deep into my ass and twitched inside me.
“Are you going to cum?” I asked.
“I can’t cum fucking a guy. It’s nice. It’s not you. Can I shower?”
I lay naked on the bed and stroked my cock as I admired Brad washing.
“This stays between us. I’m not gay. That was one friend doing another friend a favor,” Brad said as he dried his sun-bleached blond hair.
“You have nothing to worry about.”
Brad grinned, “Um, you still need to pay me for today’s work.”
“Shit, yeah. I have the check ready for you,” I passed Brad an envelope.
“Thanks, man, this is gonna come in real handy. My car needs new tires.”
“Tires aren’t expensive.”
“Your mother’s tires aren’t expensive. Have you seen my car?”
“No, what you got?”
“A Mercedes SLC.”
“No way you can afford that car. How you pull it off?”
“It’s not new, moron. It’s a nineteen-eighties model. I’ve done it up all by myself, and she drives like a dream.”
“Can I see it?”
“I didn’t bring it today. She’s parked at my dad’s shop. I’m doing all the work there because I got nowhere to park her at my studio.”
“I’m gonna remember you when I get a car for friends’ discount.”
“Or you can pay me with your ass,” Brad replied with a cheeky grin.
“You’ve got yourself a deal, but I want it in writing.”
Brad chuckled, “Man, it’s been good seeing you. Don’t be a stranger,” and slapped my bare ass as he left.
Having Brad fuck me and blow inside me left me with a sense of serenity for days.
A few months later, I met him in a straight club, and we headed to my apartment. As I passed him a beer, he pulled my hand towards him and kissed me on the mouth.
“Where does that come from?” I asked, confused.
“I’ve wanted to try that since the last time,” Brad grinned. “Am I a good kisser?”
“Yeah, but some mouthwash might help.”
“Fuck off. I brushed this morning. Why don’t you sit on my lap?”
“Let’s go to the bedroom rather, and you’re facing me.”
“I’ll do you like my bitch, don’t worry,” Brad said with a glazed stare. He undressed and tried pushing into me without lube.
“Easy. Lube your cock,” I placed a pillow under my ass.
Brad aimed his wet dick against my hole and thrust into me.
“Fuck, that’s sore. Stay still,” I grabbed a hit of poppers. “Okay, carry on.”
Brad fucked hard, and my ass hurt through the poppers. He pecked my cheek and neck as he pounded.
“I’m close,” he said and threw his body onto me and pressed our lips together. “It’s cumming.” I farted.
Brad’s cock softened inside me.
I slipped to the bathroom, and when I returned, he had fallen asleep. “Are you awake?” Shaking him, “I haven’t cum. I’m gonna fuck you.”
After turning Brad on his side, I placed poppers under his nose, lubed his virgin pink bud and my shaft, and eased my cock into him. Fucking in quick strokes, I built speed and shot deep inside him.
Brad sighed and grinned. “You enjoy that?”
I thrust my cock into him and fucked hard, and his head bounced with each stroke. He drew his cheeks apart, and I shot twice inside him and continued pounding. I admired his gaping pink void when I pulled out, and my cum gushed onto the bed.
“Is that all you got?” Brad asked.
“You want more?”
“I’m a man. I can take anything you got,” and Brad shifted his boner between his legs.
Pushing him on his stomach, I plunged into his ass. Throwing my weight into each stroke, I fell onto Brad as I shot another load inside him and enjoyed his wetness. Thrusting hard into him, I came again, and Brad released two loud wet farts. I continued pounding his loose ass until I blew again inside him and rested on his back with my throbbing cock buried in his ass.
Brad fell asleep for real, and I tried waking him. I pushed my cock into his mouth and jerked until I came. I chuckled because he licked my cum from his lips.
With him sleeping on my bed, I slept on the sofa.
“What happened last night? Do you have aspirin or a beer?” Brad asked. “And why am I in your bed?”
“You wanted to fuck me and fell asleep.”
“Yeah. That’s all that happened last night.”
“Of course.”
“I get horny when I’m hungover. Sort us out,” Brad grinned. I kneeled to suck him, and he pushed my head back. “Nah, turn around.”
“Hold on,” I grabbed the lube and breathed poppers as he pushed into me.
Brad’s vicious fucking exceeded how I pounded him with the pain barely bearable. I farted twice, and he continued pounding, slamming my hole for over twenty minutes.
“Hurry and finish. It’s getting sore,” I said.
He fucked harder, grunted, and soaked my ass with one more load.
He pulled his cum drenched shaft out of me, and I released a wet bubbly fart.
“You can take dick. I like that,” he said. “You need to keep this between us. I don’t want you telling your fag friends.”
“Don’t worry about it.”
Brad never kissed me again, but whenever we met, he fucked brutally. When drunk, I enjoyed him more with his fucking too painful sober. I pounded him harder than he wrecked me, and he never complained. I relished abusing his ass and only ever fucked him drunk.
Us paralytic drunk, I fucked him the night of his bachelor party in 1999. Unfortunately, less memorable than our earlier adventures. I accidentally bit his ass, and he told his wife a dog attacked him.
