Gay Erotic Stories

The boy, feigning disinterest, rolled an eye at me. He continued to lean nonchalantly against the alley wall, hip thrust out, one leg cocked and the too-tight jeans hugging his basket.

"What, mister?"

He lit a cigarette and tossed his head, causing the long blond hair to slip away from his eyes. It was a studied gesture, like the way he thrust his left hand into his trouser pocket and "casually" rubbed his balls.

I saw something that looked like a pager stuck on his belt, and it struck me as weird until I realized he probably had police connections. I'd heard that sometimes a hustler gave it up for a cop, and if the policeman liked the kid especially well, he'd give the boy an emergency device. You know, those Medic Alert-type things. The kid would activate it and instead of calling the Rescue Squad, it alerted the cop and you'd have some heavy explaining to do in about a minute and a half.

"Want to make fifty bucks?"

I could see the teenager's lips tasting the money as his eyes, bored until now, focused sharply on mine. I knew his mind was buzzing. This was a kid who, if he was lucky, might get twenty every now and then but who probably made do with a fast fiver from guys who just wanted to suck him off. His eyes shone, but he held himself in check. A practiced sneer played on his lips.

"What's the hitch?"

"No hitch."

"Fifty bucks and no strings? Don't bullshit me, mister."

"No bullshit."

"I don't catch. I'll pitch if you want, but I won't catch."

He had a defiant look, but I wasn't sure I bought it.

"You gay?"

"I don't catch, I said. If that's what you're after, you can just --"

"Okay, okay. Fine. You can pitch. Look, make up your mind, we're going to attract a cop here in a minute."

The kid paused.

"Okay," he shrugged. "As long as it's safe, it's your money."

"It's safe. You got a place we can go to?"

He tossed the cigarette butt into the alley and shrugged his shoulders.

"Come on," he muttered, moving out of the alleyway. "Follow me, but don't look obvious. I been busted once already this month."

The kid walked away. I followed at a discrete distance, enjoying the up and down movements of his slender hips and the roll of his tight little bottom. He certainly wore the right pants for his profession; the seat was worn deliciously thin and cupped his buttocks closely, accentuating their twin half-melon look. I could tell he wasn't wearing underpants.

I was already half-hard.

After a block, the boy strolled into a cheap hotel. As he went by the front desk, the night manager passed him a key and the boy walked nonchalantly up the stairs, remembering to swing his hips as he went so that his bubble butt swayed enticingly. I followed, not daring to look in the desk manager's direction, but I don't think he gave me a look.

The kid stopped on the third floor and unlocked the door to one of the rooms. The paint was peeling and the hall smelled of stale smoke and spilled beer. I glanced around: No one in the dim hallway. The kid left the door open behind him, and I went in and closed it.

"Turn the lock, mister," the kid's voice called out from behind me. "To the right."

I clicked the door.

"Put the chain on, too. This place is full of scum-bags."

I did. When I turned around, I saw the boy was already stripping. His shirt was off and the nipples on his muscled little hairless chest were hard. I could see the outline of his cock, already stiff in the tight jeans, and as I admired him, I also wondered, for the second time, about his defiant attitude.

"Don't take off anything else."

He looked at me, puzzled.

"Why? You wanna jerk off on my chest or somethin'?"

"No. Nothing that freaky."

"Hey, man -- I don't make judgments on what gets a guy off."

"Just stay as you are, okay?"

The boy looked at me quizzically, then shrugged.

"Whatever you say, man. It's your money. Speaking of which..." He held out his hand, palm up, open. "Pay up, mister."

I opened my wallet and showed him the five ten dollar bills before taking them out and putting them in his palm. I made sure he saw that the wallet was conspicuously empty.

"You see this, right? That's all I've got. No credit cards, no ATM card, no ID, no hidden pockets, nothing. Just the fifty. So don't get rough or try to roll me later, okay?"

He nodded, arms folded across his naked chest.

"And you don't want me to take my clothes off?"

"Not yet."

"Okay, I'm cool. I see this one guy pretty regular; all he wants me to do is rub his crotch with the bottom of my foot through his underpants 'til he cums. Never even seen his dick."

I took off my shoes, saying nothing.

"So, what is it you want, mister?"

"Call me Carl."

"For fifty bucks, I'll call you Tom Cruise if that's what you want."

"Carl will be fine. Let's not be ridiculous."

"Okay, Carl. So, what the fuck you want me to do? Play solitaire with you or something?"

"Sit down on the bed, okay?"

He looked at me guardedly, but sat.

"So. What do I call you?"

"Bobby."

"That your real name?"

"For fifty bucks you want my life story?"

"All right, don't get uptight."

I looked closely at the blond teenager beside me, admiring his face. He had a button nose that turned up adorably; thick eyelashes and large lips that made him look almost pretty. But the slender body attached to that face was anything but feminine: His belly was tight, his thin arms muscled. I figured he was eighteen, maybe nineteen, but I wasn't sure.

I could tell he was nervous. He was used to calling the shots, and I was threatening his power. I had a longing to take this boy in hand and teach him a few things. And if what I had in mind worked out, I would, soon enough.

"Look, Bobby. I'm your younger brother. You catch me jacking off on your bed. What do you do?"

He grinned.

"Shuck down my pants and join you, man! You're cute!"

He placed a warm palm on my thigh. I took it away.

"Uh-uh." I shook my head. He looked puzzled. "You have to punish me."

It sunk in. He looked up and grinned even more broadly.

"You want me to use my belt?" He placed his hand on the buckle.

"No, just your hand. Pull me over your knee, take down my briefs and spank my ass."

"Sure, man." His face was flushed with anticipation. "For how long?"

"I'll tell you when to stop. When I've had enough, I'll grab your knee."

"Okay."

"Now go outside and wait until I cough once. Then come in."

He shook his head, grinning, and got up. When he'd gone into the hall outside the room I unzipped my pants and stepped out of them. I'd decided to keep the fantasy simple for now, since I wasn't sure how far the kid would go -- or how agile his imagination was.

I pulled my underpants halfway down, releasing my already swollen cock. Taking it in my hand, I lay back on the bed and took hold of it. I stroked the shaft, caressed the glans, and tugged on my balls. Closing my eyes, I ran my fingers over the excited head, and imagined Bobby naked, which made me even harder. When I touched my piss-slit I felt a trace of pre-cum on my index finger. I didn't want to cum anywhere near this soon. I had to make this last ...

I coughed abruptly. I could hear the kid saunter into the room casually. There was a second or two of silence, and then:

"What the fuck??"

Bobby played his part well. My eyes flew open, and I stared at him, pretending to be startled. The bulge in his tight jeans was even more pronounced than before. No padding there. I also noted that his little nipples were erect.

"Didn't I tell you, Carl? Didn't I warn you? Didn't I tell you what I'd do next time I caught you jerkin' off on my bed?"

I reached down and tried to pull my underpants up, stammering. "But, Bobby, I -- "

"I don't wanna hear no horseshit outta you, you little prick! Shut up! I can see I'm gonna have to make myself clear to you."

Bobby flopped his little butt on the bed. God, but he was cute.

"Come here, you brat."

I whimpered.

He grabbed my arm, roughly.

"Come here, I said!"

I yielded, crawling on my knees on the mattress. Bobby yanked my arm and pulled me over his lap. Careful not to put too much weight on his young legs, I braced my body on the mattress with my hands and feet, so that only my crotch was tight against his body. He reached his left hand around my waist and held me down. I could feel the poke of his erection against my underpants.

"Boy, you just asked for an ass-whippin' you'll never forget!"

His practiced fingers pushed my shirt up in back, then reached for the elastic band of my shorts. Yanking them down in back to reveal my naked butt, he kept up a steady stream of invective laced with choice obscenities.

"Lousy little shit. You think I like cleanin' up cum stains on my bed, you little dicklicker?"

I would have liked for him to start spanking me over my shorts, but I was willing to go with a bare-assed paddling if that's the way he wanted it. Bobby's dirty-talk was making his dick still harder; I could feel it rubbing against my crotch. My own cock was trapped in the pouch of my underpants, straining against the cotton. Warm air kissed my buttcheeks as the boy ran his hand along my flanks, softly tracing the rounded hills of my ass. Somehow, he had instinctively discovered the first phase of a good spanking: fondling the butt that's about to get beat. It raises the level of anticipation, extending the arousal and prolonging the moment when the spanking begins.

"Yessir, I'm gonna beat this bottom red! You won't be able to sit down for a week!"

I pretended to struggle, and he gripped my waist tightly. He ran his left palm across my buttocks lightly, rubbing the flesh and making me squirm in excitement.

"You got a nice ass," he said, cupping my right cheek.

"Keep your mind on the game, Bobby," I demanded.

"Oh -- right."

He'd dropped his role, and it took him a few beats to build up the character again. I helped him by wriggling as though I might escape. That did it. He gripped me tighter and brought his hand down, fast and hard across my rump.

WHACK!

His palm smacked my butt-cheek smartly, and a delicious painful tingling followed. I yelped and squirmed some more, pretending to escape.

"Try to get away from me, will you?" he barked.

WHACK! WHACK! WHACK!

The blows were falling all over my ass now, randomly, and hard. The first one had been a bit tentative, but the boy was really getting into it now, and his next series of spanks hit my ass like a series of bee stings. Pain exploded in my butt, and just as each new jolt receded, another one took its place. I was struggling now; part of the game for me was to make the paddling as close to a serious spanking as possible. And the harder he spanked, the more my cock throbbed. As the spanking picked up speed and intensity, I fell to pleading.

"No, Bobby --!"

WHACK! WHACK! WHACK! WHACK! WHACK! WHACK!

My butt was sweaty, and the spanks landed hard. It wasn't long before my ass was on fire from the boy's hearty slaps. The pain was greater now, the blows faster, and the sparks of stray tingling gave way to a full-out butt-burn. I wriggled on his lap, pushing my butt up, both dreading each new stinging assault, raising my bottom to meet it and falling back hard on his lap so that my hardened cock made maximum contact with his body.

"No! PLEASE --!"

"Shut up!"

WHACK! WHACK! WHACK!

The pain was more intense now, a steady, pulsing sting, and the blows fell into a rhythm. This boy was a natural! He'd smack my right cheek, causing a fresh new blast of pain to erupt on my skin, then hit the left. He alternated for a while -- right, left, right, left -- then suddenly delivered a stunning blow square across both butt-cheeks.

My cries were growing more genuine by the minute.

"Oh, God --!"

WHACK!

"Ow!"

WHACK!

"Oh!!"

WHACK!

"OWWW!!!"

WHACK!

"Unhh!!"

WHACK!

"Oh! Ow! No!"

"You've had this coming, asshole."

WHACK!

"Ohhh!!"

WHACK! "Oh! OWW!!"

WHACK!

"UNNNNHHHH!!!!"

WHACK!

He was completely into the scene now. His hand was flying up and down, smacking butt at a furious rate. For a guy who'd never done this before, he instinctively knew how to vary the spanks; first my right cheek would feel the sting of his callused palm, maybe two or three times, then the left would absorb his smarting blows. Then he'd smack both cheeks once, twice. All the while he muttered obscenities at me, his rigid erection pressed tightly against my crotch. To make it more interesting for him (and for me), I threw my arm behind my back and tried to shield my reddening bottom. He jerked it up behind my back and walloped me even harder. The air in the fetid room was alive with the wonderful sound of hard flesh striking soft.

My butt was in flames, and the constant wriggling against his knee was bringing me close to orgasm -- too close. I grabbed his leg, but he was so carried away with spanking me that he kept on raining hard smacks on my battered ass.

"Bobby!" I gasped, gripping his leg more tightly. "I'm telling you to stop! Remember!"

The punishment ceased. I lay panting over his knee and he muttered, "Sorry, man. I got carried away." His hand caressed my butt-cheeks gently. "Wow," he whispered. "Your ass is really warm. You should see how red it looks."

He let me up, and I lifted myself from his lap slowly, my butt burning from Bobby's agile hand. When I turned around, he was rubbing his palms over the hard column that poked against his jeans.

"God, that is SO hot. Oh, man, I've got such a hard-on!"

I couldn't tell if this was his usual line to get a john to suck him off or not, but I wasn't ready that in any case. I wanted to tease him as long as I possibly could. Then when I had him on the verge ...

I pulled up my briefs and reached for my pants.

"Thanks for the good time, kid."

"That's it? You're gonna get me all excited and then stop?"

"You did very well, Bobby," I smiled, putting my right leg into my trousers. "You earned your fifty."

The boy's face looked stunned.

"But --"

I was in the process of putting the other leg into my trousers, and I stopped, smiling enigmatically at the confused teenager before me.

"But what, baby? I got what I paid for."

"But you didn't cum, man."

Bobby's voice was taking on a slight whine, which pleased me no end.

"I didn't say I had to. Was that part of the deal?"

I was putting my shirt back on now, and was tickled to see that the boy's face looked almost frantic.

"But I -- I didn't cum!"

I stared at him, still smiling in what I knew was a maddening way. I noticed that his cock was still hard inside his pants.

"Bobby, for fifty dollars of my money, I don't give a damn if you cum or not."

"But I thought -- I mean -- you --"

"Is there something you wanted, Bobby?"

He blushed. This tough little hustler was embarrassed by his own desires. He lowered his eyes and spoke as softly as he could.

"I didn't catch that, son."

The crimson deepened. Finally, he looked me in the eye and blurted it out.

"I thought you were gonna spank me back!"

This was going to be even better than I'd thought. I sat down on the bed next to him and looked thoughtfully into his eyes.

"Why, kid? Do you need it?"

He looked away. "I -- I dunno."

I put my hand around his shoulders.

"Do you want it?"

He started, as though I'd uncovered some secret he kept locked deeply within him.

"Yes," he whispered.

"Well," I said slowly, bringing my arm down around his waist. "Then maybe I'd better give it to you!"

With that, I slung the startled teenager over my lap. Without a second's pause, I gripped his naked waist tightly and ran my greedy hands along the curves of his adorable butt. I stroked his ass, cupping each cheek lightly. I laid my hand on its side and slide it up and down between his buttocks. Then I patted him gently. I teased him into a state of relaxation and then raised my arm up and brought my palm down fast across his butt.

WHACK!

"Oooofff!"

His lithe young body sprang up off my lap. I held him down and began to smack his ass over the thin seat of his jeans, paying special attention to the areas where the cloth was thinnest.

WHACK!

"Oww!"

WHACK! WHACK!

"Oooh -- OWW!!"

When the initial shock had passed, Bobby began to squirm and I held him more tightly. The jeans material bit into my palm as I spanked his bottom, and I felt his erection stabbing my leg. I paused in my labors just long enough to slip my fingers under him and unzip his pants. He didn't struggle, merely raised his hips up to allow the jeans to fall around his knees, revealing his tight little ass.

This is my favorite moment in the game: baring a boy's butt-cheeks while he's over my knee. I love the look of a young bottom that's about to get walloped bare-assed -- especially if it's the very first time. Keeping a kid's jeans on, letting them slide down the legs behind him, makes the whole thing even more erotic somehow. My only regret is that he wasn't wearing underpants, which would have allowed me to warm him up some more, as well as giving me the pleasure of unveiling his hot butt a piece of clothing at a time. Those round buttocks lie there, quivering in anticipation, slightly reddened from spanking them beneath the boy's trousers, which lie in a rumpled pile around the knees.

Bobby's ass was everything I could have hoped for. Smooth and dusted lightly with blond wisps. The cheeks round and firm and waiting. I drank it in for a moment, my heart racing. Then I reached down to unzip myself. My dick was hard and straining to be free of my briefs. I lifted the boy in my arms and scootched my butt across the mattress to free it from my trousers, lifting up to allow the cloth to descend to the floor. Then I pushed my underpants down in front and repeated the procedure until they were gathered around my ankles. My cock sprang out and throbbed painfully. I was ready to begin.

I let my free hand travel slowly along the contours of the boy's perfect ass, cupping those delectable white cheeks and moving my knees wide so that they parted, giving me a fleeting glimpse of pink velvet before we began. Bobby's cock, freed from his pants, poked against my thigh. I could feel a wetness at its head that coated my leg. We were both fully erect again, and the fun was just beginning.

As always, I lulled the boy by caressing his butt-flesh softly for a time, making him wonder just when the punishment would begin. Then, with a savage swiftness, I raised my hand suddenly and let it fall squarely across the dimpled left cheek.

SPLAT!

"God!!"

His butt was damp with perspiration, and the sweat made the sound of the blow on his ass-flesh resound with a sharp, satisfying sound. Now I really lit into him.

Spanking young guys is nothing new for me, but paddling Bobby had a charge to it keener than any I'd ever felt. I didn't know why, I just knew I wanted it to last. So I slowed down to a crawl, letting the slaps get softer, putting more time between them.

I took the opportunity to admire my handiwork, and as usual I was quite pleased. The boy had fairly light skin, and it made the sharp declination of red on his bottom even sharper by contrast. Both buttocks had turned a deep rose color. And when I stopped and he was lying there panting, I reached under his belly and took hold of his cock. It was a 7-inch steel rod, and I pushed it down until it was perpendicular to the floor.

The boy groaned and I brought his cock back to its normal position and began to stroke it, slowly and insistently. He wriggled beneath me, his flaming red butt-cheeks dancing and quivering deliciously as my palm caressed his throbbing prick, his hips pushing his ass up toward me as I stroked him. Then I curled my fingers around his balls, fingered his dick and, holding him in place by his genitals, raised my hand again and brought it down with stunning force on his left cheek.

SPLAT!!!

Bobby howled, and the force of his body's reaction sent his cock sliding up my palm and back down again when he lowered his hips. Satisfied, I smacked his right cheek. Again, the recoil sent his dick back and forth in my hand.

SPLAT!!! SPLAT!!! SPLAT!!!

With each new smack of my palm, the boy wriggled intensely and cried out in pain.

SPLAT!!!

"Oh, God!!"

SPLAT!!!

"OWW!! Ohh!!"

SPLAT!!!

"Oh, shit! OWW!!"

SPLAT!!

"AARRRGGGHHH!!!"

Bobby squirmed all over my lap as I turned his bottom a fiery red. He was definitely hurting, I knew, but the whole time he kept shoving his hot little bottom up in the air to meet the next spank. And each time he did so his cock slid up and down in my palm. I could feel a more steady leaking of viscous fluid from the boy's dick-head. If he wasn't close before, I knew it was only a matter of time now.

But rather than continuing, or allowing him release, I let go of his cock and balls and stroked his ravaged buttocks once more. As he began to relax again, the hot scarlet cheeks parted. I wet my index finger and pushed it between the crack, making direct contact with his puckered butthole. His body stiffened and his ass-cakes clenched tightly, trapping my hand between their erotic warmth.

To let him know I was still in charge, I spanked him sharply across both cheeks, one fast blow on each. He whimpered, but he relaxed. His spirit wasn't broken, but there was much more to come, and I smiled to myself, knowing that I had already won the biggest part of the battle. He had let me touch his anus.

As soon as I touched his prostate, the boy went bananas. Didn't he know about his own prostate? I mean, here was a kid who gave his own body to make a living and his john was teaching him how to get pleasure out it!

That was all the encouragement I needed. I started finger-fucking his tight little boy-hole, starting slow and easy and working it up to full-fledged butt-rape. I pulled my finger almost all of the way out, so only the tip remained inside him, and his sphincter clamped down. I gently teased his rectum until it relaxed fully. Then I shoved back up his ass and glanced off his prostate. And each time I did so, his body lifted up off my lap and he gasped. Once I picked up the pace and started slamming it to him, he was gyrating all over my lap, moaning and crying out in ecstasy.

But he hadn't felt anything yet!

Now that I had him good and dilated, I moved to phase two, first I pulled the rumbled pants off his feet and tossed them aside. Then I lifted him up and carried him to the bed, laying him down on the cheap mattress on his hands and knees, with his hot red butt stuck up in the air. I cracked my palm across his left ass-cheek.

"Stay like that," I commanded. "Don't you dare move."

The boy complied, and I was gratified to see his dick was hard and throbbing. A drop of pre-cum glistened on the tip.

I got naked again and removed two items from my trouser pockets: a pack of condoms and a small tube of lubricant.

I approached the bed.

"Scoot up," I said.

He didn't even look back at me, just moved up toward the pillows without a word. I lay down and slid my body beneath him until my face was close to his butt. Then I reached up and gripped his cheeks.

"OW!!" he cried.

I lay another blow across his ass, the right cheek this time.

"Shut up, boy."

He whimpered slightly but kept quiet. I pulled his bottom down to my face and said, "Spread them."

He instantly did so, and I pulled the parted the cheeks toward me. His asshole winked teasingly, spasming. I squirted some goo on my index finger and stuck it against his anus. He moaned, flexing his cheeks. I smacked them, hard.

"Relax," I muttered.

Bobby's sphincter loosened and I slipped my fingertip inside, spreading the jelly around in his asshole. I slowly pushed upwards, making sure to massage his prostate a couple of times as I did so. His cock was thudding in the air between his up-raised thighs and I could see his balls roiling in their tight little hairless sac.

I added a second digit and worked his asshole like a gardener, softening him up and loosening the passage until there was no clutching at all. With my free hand, I petted his hot buttocks softly and reached between his thighs to stroke his wildly excited cock. Finger-fucking his relaxed asshole rapidly, I pulled his butt-cheeks toward my face and kissed them. When he gasped, I sank my teeth into his bottom gently and began to nip those smarting red half-melons while gripping his ballsac tightly.

Bobby was moaning and sighing and pushing back with his hips the whole time, trying to get more of my fingers up his slick little boy-cunt. My own dick was throbbing wildly and leaking its own stream of pre-cum. It was time.

I slowly withdrew, swirling my index finger inside his rectum as I went. Then I stepped away from the bed and gazed at the boy. He was drenched in sweat, but he made no attempt to rise. He stayed where he was, his chest heaving and his perfect little naked body swaying on the mattress. I reached for a rubber, my heart thudding in my chest, and when I ripped open the package he tensed noticeably. He knew what was coming.

As quickly as I could I unfurled the rubber over my rigid sheath and squeezed out a large amount of lubricant, spreading it over my dick-head and down the shaft. I felt like I could cum any second.

I patted his buttocks lovingly and mounted him from behind.

I put my hands on Bobby's hips and positioned my cock between his glowing cheeks. The kid's asshole was so relaxed now that when my cock-head pressed against it the lips opened and engulfed me. I groaned as his sphincter clamped down on me, but after a moment he thrust his hips back toward me and I felt my shaft sliding up into his heat. Before I knew it I was completely embedded in his butt. My balls lapped softly against his ass and he squeezed down on me hard. I yelped in delirium and put my lips against his neck. As I kissed him, he turned his head to the side and let me suckle his neck.

I wanted to see more than the back of his head. And I wanted him to see more than the dingy hotel room wall. Gripping his hips and thrusting up to make certain we were still connected, I pulled him down on the bed and rolled him to his back, turning my cock inside him like a corkscrew. I lay atop him, feeling his rigid cock against my belly; it was hard and wet. I took his golden hair in my hands and kissed his mouth. To my surprise, he threw his arms around my neck and kissed me back with heartbreaking urgency. I ground my dick slowly inside him as our tongues collided and his body began to push back rapidly.

Breaking the kiss I lifted his thighs up over my shoulders and rested his feet on my back. I looked down to see my cock sliding out of him, then thrust upward sharply. He groaned, and I began to fuck him with greater intensity. He kept up a rhythm with my pistoning motions, pushing his bottom back to receive me and moving forward as I slid away so that only the head of my dick lay caught in his velvet ass-grip.

"Oh, god, yeah!" he moaned. "Fuck my hot ass!"

The words I'd waited all night to hear.

The droplets of pre-cum oozing from his piss-slit had become a steady dribble. I knew he was close, so I sped up my fucking, slamming hard against him and pulling back until I was almost all the way out before thrusting up again. With his calves over my shoulders he was completely unprotected and I began to slap his butt with both palms as I fucked him. The sound of wet smacks rang in the cheap room, and the boy yelped in pleasure every time my hands spanked his butt. He began to gyrate wildly on my cock and I felt my orgasm approaching.

Just before I came his sphincter clamped down hard on my dick and began to spasm. Against my belly I could feel his prostate pumping, and the sudden acceleration of movement from Bobby put me over the edge. Hooking upward sharply I exploded, filling the rubber tip of the condom with spray after spray of sizzling hot jism.