Pussyboy
by Greg
Part 1
Greg peered over the menu to check out the young waiter working the lunch tables. He'd wanted to avoid the noise of the business lunch crowd on a Friday, so he was at this trendy little place filled mostly with students. The menu didn't interest him, but the fair-haired young man breezing between the tables did.
He looked about twenty, with a small build and rather effeminate mannerisms. The highly styled hair and close-fitting clothes suggested a flirtatious, even vain character. Greg watched closely as the waiter gestured with his hands while explaining the day's special to the next table. Seeing him from the side, Greg noticed the smooth, almost perfectly round curve of the boy's ass. His cock stiffened a little.
Joey--it was on his nametag--came over and pulled out his order pad. He smiled coyly at Greg, recognizing that he was out of place in the cafe. He was pleased to see a handsome man in his early thirties in the cafe on his own, and the suit kind of turned him on. He could tell from the jawline and the cut of his suit that Greg worked out regularly, and that he was a man used to getting his way. Joey smiled flirtatiously at him and started to explain the lunch special. He had a high, almost girlish voice with a slight lisp. Man, thought Greg, This one's a real twink. A real little faggot.
"I've changed my mind," said Greg as he got up and put on his coat. He took out a business and tucked it into Joey's shirt pocket. As he slipped it in he felt the thin cardboard graze the nipple under the cloth. "Here's my order."
Just past four that afternoon a call came through on his private line at the office. He shut the door and picked up the receiver.
"Hi there," said a fem young voice. "Remember me?" Greg sat back in his chair, his free hand resting on his crouch.
"Yes, I do. Are you free?"
"Mmm, you bet.... Want to meet somewhere?"
"I'll pick you up at the restaurant in half an hour. We'll go to my place," he said firmly, then hung up.
In the elevator up to Greg's condo Joey looked up into the man's dark eyes. He loved these little escapades, especially with older men. His blue eyes twinkled under long, blonde lashes. Saying nothing, Greg seized the young man and kissed him, his other hand reaching down to fondle the hard young bubble ass. A soft moan escaped Joey's throat as he felt his body pressed between the groping hand on his cheeks, and the hard cock straining through Greg's suit pants. He relaxed and allowed the man's hands to mold his body, kneading his boyish ass and the backs of his thighs.
Greg's condo was sparsely furnished and with little decoration except a large wet bar in living room corner. He went over and poured himself a whiskey but offered none to Joey, who stood, a little nervous, in the middle of the room. He felt a little out of sorts in the condo; the place he shared with a roommate was done up in a more decorous, flamboyant style built for partying; not the plain, disciplined look of Greg's living room.
Greg took of his suit jacket and tie and sat down on the couch with his drink. He gestured for Joey to approach. The boy walked silently over, his slim hips swaying slightly as he played nervously with his hair. He was accustomed to using his seductiveness to control men, but now as he stood in front of Greg he didn't know what to expect.
"Turn around," said Greg. "I want to see your little ass." The firm tone in his voice made Joey's knees weaken. Slowly he turned around, bending forward slightly to accentuate his taut little cheeks. He reached back with one hand stroked them lightly.
"Do you like my little bum, baby?" he asked in a fey voice.
"Yes, you've got a sweet little butt there," said Greg. He reached forward and stroked the thin cloth stretched over the boy's ass, grasping each cheek in turn and slowly running a finger up the crack between them. "I want to stroke you little pussy," he said through noticeably heavier breathing.
"Ooh, baby, I'd love that...." moaned Joey. He bent over further, his hands resting on his knees as both hands grasped and pinched his ass. Suddenly Greg seized him by the hips and pulled him back. Joey lost his balance and topple into Greg's lap, and before he knew it he'd been spun face down onto the couch, with his crotch resting in Greg's and his ass facing up. He felt the man's hard, fat cock pressing against his own much smaller one. Instinctively he arched his back, raising his butt slightly higher.
Greg reached roughly under him and undid Joey's pants and belt, then tugged them down to his knees. His cock stirred in his pants as he gazed down at the smooth, slender thighs parting slightly, and further up, the treasure, a tight, round little bubble ass. Even more perfectly, the two soft little globes where encased in a pair of white cotton girl's panties, one size too small, so that the cheeks peeked tantalizingly out the sides and the middle pressed into the crack between them. He licked his lips and began to caress the thighs and ass.
"Ooooh, baby," moaned Joey as the firm grasping sent a jolt up his spine. He loved to feel the man's big hands manipulating his body, and he responded with moan and a seductive wiggle of his hips. Greg kneaded him well, his thumbs gradually parting the taut cheeks and causing the lacy panties to bunch up in the crack. The soft cotton brushed quickly over the tender flesh of Joey's anus, and he let out a gasp. Then with his left hand Greg reached up to undo the button's on Joey's shirt, and in a second whisked it of him. Joey's wiggling had also worked his pants down to his ankles, allowing him to spread his legs a little wider. He kicked them off and lay across Greg's lap wearing nothing but his panties and white socks.
The sight of the little faggot's long, smooth legs got Greg completely overheated. He ordered Joey to kneel down in front of him and pulled down his pants.
"Take it out, bitch," he ordered. Joey reached into Greg's boxers with his soft hands and pulled out the seven-inch rod. It burned in his palms and the sight of the fat mushroom head made his little pucker twitch with pleasure. He caressed it lightly and also ran a hand over the heavy balls beneath. "Now suck it baby," groaned Greg. "Suck it like a candy." He grasped Joey's head and pushed his mouth down onto the raging hard shaft. Joey parted his lips eagerly and sighed as the pungent organ drove into his mouth. He ran his tongue greedily over the meat to wet it as Greg forced his head up and down the shaft. The heat battered the back of Joey's throat but he sucked harder and harder.
"Stroke my balls too, boy," ordered Greg, and Joey obeyed, caressing the big hairy sack as he bobbed up and down the hard cock. Greg reached down and began to pinch and twist Joey's nipples. Instantly they stiffened, and Greg began to gently flick them with his fingertips. Joey squealed with pleasure as his nipples got worked over.
The feel of Joey's wet mouth wrapped tightly around his dick and of his hands on his balls was driving Greg wild. He felt totally in control of Joey and wanted nothing more than to use him for all the pleasure he needed. Then he looked down at the smooth little ass clad in the white panties, swaying from side to side as Joey's body rocked with the effort. Greg felt the cum boiling up in his balls. His breath grew ragged and he started to pump his hips into Joey's mouth. He tried to hold it off, but he knew too that there would be much more, that there was more to be done with the little pussy boy devouring his rod. He leaned back in the sofa and shoved Joey's face straight down into his crotch, and released a deep, loud groan.
"Aawww, fuck, I'm gonna cum boy, aaaargh!" A volley of boiling cum shot out of his cock into Joey's throat, then another, then another. Joey sucked hard to catch every drop and swallow, but the sudden explosion had caught him by surprise and he choked slightly on the acrid white cream. A stream of it dribbled out of his mouth and ran down his chin. Still the hot cum continued gushing into his mouth from the spasming dick. Gradually Greg's grip on his head relaxed and he lay back in the couch, breathing hard and groaning with satisfaction. Joey continued to suck gently on the semi-hard meat, extracting every last drop and licking the cum from his chin.
Joey knelt on the floor with his head resting in Greg's lap while the older man caressed his blonde hair. Greg hadn't cum like that in a long time, but he knew from Joey's continued kissing and licking of his flaccid cock that the boy was eager for more. And now that he'd cum he could take his time toying with him. He grabbed Joey's hair and pulled his head back so that he was forced to look up at Greg.
"All right, faggot, I want to feel you up some more. I want to get my hands on that little boypussy of yours."
"Oh yes, baby," sighed Joey. "Just be careful with me...." Greg grinned.
"Get up on the couch on your hands and knees and show me your butt again." Joey clambered obediently onto the couch on all fours, his head tucked between his arms and his panty-clad ass pointing up towards Greg. Greg caressed the fair-skinned inner thighs, feeling the submissive boy's body tremble in response. Then he took hold of the white panties and slowly pulled them down over his ass and thighs, revealing the flawless white skin of his cheeks.
"Now that's a sweet little bum you've got there," said Greg. Then he grabbed one between a thumb and forefinger and give the twink's ass a hard pinch.
"Ooww!" squealed Joey at the attack. Already a red mark was growing where Greg had pinched him. "Ooh baby, please--Ooooowww!" A second, even harder pinch cutting him short and he bucked his hips involuntarily. Greg placed a few more well-laid pinches across the boy's buttcheeks, until the taut flesh was dotted with red marks.
"Oh please, stop..." whimpered Joey.
Greg laughed. "Come on, bitch, you'll get used to a little rough treatment." And to prove his point he raised his hand and delivered a sharp swat on the boy's tender left cheek. SMACK!
"OW!" shouted Joey, and he began to wriggle off the couch. Greg was prepared for this and grabbed the little fag by the hips, and dragged him back onto his lap so that he was in the former position, lying prone across Greg's lap with his ass up. Joey tried to wiggle free but Greg's muscular arms were too much for him and he was pinned. Out of the corner of his eye he saw Greg reach under the sofa cushion. Then he heard a rattling sound.
Suddenly grabbed both of Joey's wrists with his free hand and pinned them behind his back. Joey felt something cold and metallic, then a sharp click. He gasped as he realized he'd been handcuffed!
"Oh God!" he shouted, but the cry was not of fear, for Joey secretly loved to be tied up. He'd tried it once and loved it, but never been handcuffed, never gone this far. His little cock stiffened against Greg's hairy thighs. Then the spanking continued.
SMACK! SMACK!
Greg watched with pleasure as Joey wiggled his butt in vain to avoid the strokes. The handcuffs prevented him from moving easily and it was no problem for Greg to intensify the discipline. The cheeks reddened brightly and grew warmer to the touch. Greg paused to caress them, and Joey relaxed slightly.
"I want to play with your little boypussy for a while," he said. "I'm going to take it slow this time around and really enjoy this little ass of yours." But already he could feel the blood slowly starting to thicken his cock. He continued massaging the cheeks with both hands, but now with each stroke he began to part them with his thumbs and open the tight little crack between them. As he parted the twink's butt he exposed the small, puckered anus at the center. It looked tight.
"Oh yes, spread my bum cheeks," moaned Joey. "Play with my little pussy hole." Greg was already there, softly grazing a fingertip across the soft rosebud muscle. The sensation caused a ripple to go up Joey's spine and he trembled with excitement; again he arched his back and pushed his ass up higher towards the probing finger. Greg licked his finger well and started gently pushing it in.
"Mmmm that's a tight little hole you've got there, baby. Do you want daddy to stretch it a bit?"
"Oh yes," gasped Joey. "Work it in. Open me up!" The finger pushed firmly against the little pucker, until finally the muscle opened up and Greg's finger entered into the hot rectal opening. Spitting on the hole, he pushed on, until it was all the way up to his index knuckle. He savored the incredibly tight grasp of the boy's anus and the heat of his body. With a slow, circular motion he began to worm his finger around and widen the hole. Joey strained against his handcuffs, yearning to play with himself or to grasp Greg's cock, but he was captive to the man's wishes.
The sight of the hot little pucker swallowing his finger had Greg rock hard again in no time. Wriggling in Greg's lap, Joey felt the hard shaft pressing firmly against his own little boyclit, and the rubbing of the two penises together made them both yearn for attention. Still wriggling his finger inside the tight rectum, Greg delivered another series of spankings to Joey's butt. But this time Joey did not struggle against them, as the sharp swats were conditioned by the intense pleasure of the finger probing his asshole. Soon the spanking gave him nothing but pleasure. And the feel of Joey's anus contracting tightly with each stroke drove Greg wild. He withdrew his finger and lay back on the couch.
"All right, baby. Kneel over me with your ass towards me, and start sucking my cock." There was no question that the seven inches that Joey's mouth had brought to softness fifteen minutes ago were now harder than ever. Joey knelt over Greg as ordered and began greedily sucking on the stiff meat. It was difficult as his hands were still handcuffed behind his back, but the taste of cock excited him so much he struggled on. Meanwhile Greg grabbed the two smooth globes and parted them. Raising his head, he stuck his face into the hot pussy crack and started to run his tongue over the moist anus.
Joey squealed through a mouth crammed full of cock. The intense pleasure of Greg's tongue flicking rapidly over his hole sent him off balance, and if Greg hadn't been holding him so firmly he would've fallen off the couch. He bobbed his head up and down the pungent shaft with greater speed, loving the feel of the warm tongue teasing his little pucker.
Gradually Greg slowed down his tongue motion and began to tease open the twink's pussyhole with the tip of his tongue. It was already relaxed enough from the finger fucking that it slipped in a little without too much resistance. He alternated between prying open the anus with rapid licking of the area around it. His five o'clock shadow scratched against the hairless skin of Joey's ass, exciting the little fag even more. Greg stopped for a minute to enjoy the expert cock-sucking he was getting.
"Mmmmm yeah, baby. You've got me so hard I need to get off again. Lie down so I can fuck your little cunt." At the sound of the work fuck Joey's anus twitched with pleasure. He lay down on his stomach with his bound hands resting on his back. Meanwhile Greg took a pillow and placed it under Joey's ass to raise it up. He produced a small jar of lube and worked some over his cock, then took a small dab and slowly worked it into Joey's asshole.
"OK, you little slut. Get ready to take my fat cock in your pussy." Before he could answer Joey felt the red-hot tip of the shaft pushing firmly against his little cunt. Once in place, Greg grabbed Joey by the hips and pressed relentlessly forward.
"Uuunh, fuck!" he grunted as the boy's anus began reluctantly swallowing the shaft. Despite the resistance he continued to press down into the smooth little ass.
"Ooooh! Noooooo!" wailed Joey as his pussy lips popped open to accept the cockhead. At first a sharp pain radiated up from his ass to his head, and his wrists strained so hard at the handcuffs that they left red marks. But gradually the feeling was replaced with pure pleasure as the warm shaft continued to press deeper into him, invading his most private place and filling his effeminate young body with the masculine stiffness.
Now the hard shaft was all the way in and Greg's balls were resting snugly in Joey's asscrack. He paused for a moment, tightening his grip on the boy's hips to savor the intense pressure and heat, then slowly withdrew just to the cockhead. Then he sank it back in, and picked up the pumping motion. He began to piston his hips up and down, his groin smacking Joey's ass with each downward thrust.
Joey was wailing and squealing with pleasure at the deep, ass-stretching fuck and the feel of his little boyclit rubbing against the pillow. He loved the feel of Greg's muscular body weighing down on him, and the way his pounding rhythm forced his slim hips deep into the couch.
Greg stood up and got Joey to kneel on the floor with his chest resting on the couch. Squatting behind him he re-entered the tight ass and began a vigorous doggy-fuck. The angle of attack allowed him to penetrate even deeper, and Joey's moaning and squealing confirmed that the little bitch was getting the pounding of a lifetime. Greg was fucking him so hard that he lost all ability to balance himself, and he flopped around like a ragdoll on the couch with every thrust. The only thing holding him still was the firm grasp Greg had on his hips.
"Unh, fuck!" he grunted. "Nice fucking pussy...tight little cunt...unh!" He was pistoning faster and faster into the little fuckhole, his balls slapping loudly against the soft asscheeks.
"Yeah, bitch, I'm gonna cum....gonna shoot it...unh....aaaaarh!" Greg let out a long, loud bellow and slammed his groin one last time against Joey's taut buns. His cock spasmed and unleashed a huge load of cum, spurting the hot jizz deep up the twink's little pussy. Joey wailed with pleasure as his own little dick responded and began to spurt. With each shot his anus twitched and contracted around Greg's invading meat, milking the hard shaft to the max. He could feel each volley penetrating deeper into him, filling his little boycunt with the hot cream.
At last Greg was done, and he collapsed forward onto Joey. When he recovered he undid the handcuffs and picked the exhausted young man into his arms and carried him into the bedroom. They lay down together, with Joey wrapped up in Greg's muscular arms and the man's flaccid cock nestled between his tender buttcheeks. For a while, they slept.
In his sleep, Joey dreamt vaguely of being tied down to a table while someone examined him. He had his legs up in stirrups and there was a warm feeling in his pelvis. In front of him, a young doctor was preparing to examine him under the supervision of a policeman. The doctor reached down between Joey's legs and touched his anus, his most private spot. The warm feeling grow as the doctor continued to touch him there. It felt like a gloved finger was caressing him. As he lay helpless he looked over at the cop, who was staring straight at him. The cop approached him, and as he grew nearer he could see a huge erection bulging through his pants. The sight of it excited him, and the warm feeling in his butt grew more intense....
Joey awoke to find himself on his back. Greg was awake, kneeling at the foot of the bed and holding Joey's thighs apart. His face was deep into Joey's asscrack and he was pleasuring the taut anus with long, slow licks. With each lick Greg's tongue ran all the way from the top to the bottom of the crack, and occasionally as he passed the little pucker he twirled the tongue over it to tease it. Joey, half-asleep let out a soft moan and his hands roamed dreamily across his smooth chest, caressing his stiff little nipples.
Seeing that Joey was awake Greg knelt on the bed and lifted Joey's legs high into the air. He raised them up so that the boy was resting with his shoulders on the pillow and his back was resting against Greg's muscular chest. The rimming intensified, especially the tongueing of the asshole.
Joey reached forward and his hand found the hard meat jutting forward from Greg's loins. He seized it and began to shaft it in time with the rhythm of the tongue on his pucker. Greg's breathing grew ragged, and Joey gripped the shaft harder, his fingers lubed by pre-cum. At last Greg thrust forward and shot his cum into Joey's soft palm. He then lay back and watched as the boy, now excited, licked half the cream off his hand, then used the rest to jack himself off. As the twink rapidly stroked himself, Greg reached over and tweaked his tender nipples.
"Oooh!" Joey gasped, and a long, white spurt of cum shot out of his little dick and all over his stomach and chest. Four smaller spurts followed, until his whole torso was covered. Greg gently wiped him off with a warm washcloth, and he drifted back to sleep in his arms.
The next day was a blur to Joey. All day he drifted in and out of fucking, cocksucking, ass-eating, and all kinds of assplay. Greg produced a camcorder which he used to record Joey doing certain sex acts that he ordered him to perform. He made Joey bend over and show off his ass to the camera, and had him fingerfuck himself for a while. Then he made the boy tense and relax his anus so it would wink.
Greg produced a seven-inch dildo with a long handle and videotaped Joey as he greased it up and slowly lowered himself onto it. He had the twink walk around the condo while he filmed him from behind. The normal up-and-down bobbing of the handle was accentuated by Joey's swishy walk. After a few minutes of that they were both so worked up that Greg withdrew the dildo and lay Joey face-up on the kitchen table. Seizing his ankles he worked his stiff dick into the well-stretched boypussy and fucked him long and hard. He was pumping Joey so hard that he had to grip the sides of the table to keep from getting pounded right off it. Greg came with another loud cry, then filmed Joey's ass as the white cream leaked back out of it and down his smooth thighs.
Joey also went to buy more panties to please Greg. He modelled a number of very slutty, girlish pairs for his man in white, pink, and baby blue, making sure they always rode ever so slightly up his asscrack to expose the bumcheeks underneath. Greg loved the white pair so much that he seized Joey while he was still wearing them and tore them open at the back. Then he shoved his hard cock through the panty hole into Joey's boypussy and doggy-fucked him roughly. He loved the sight of his hard shaft pistoning in and out of the smooth anus. He gripped Joey's penis through the soft cotton and masturbated him as fucked his ass. They came together, Joey flooding the thin panties with his semen.
"You've ruined the panties I bought for you," said Greg. "I loved it when you wore the white cotton ones."
"I know, Sir. I'm sorry," said Joey, and he blushed with a mixture of excitement and shame.
Greg punished Joey for soiling his panties with boycum. He took him over his lap and gave him a vigorous spanking until his ass was flaming red and sore, and Joey almost on the verge of tears. Then he carried the young man into his bedroom and lay him face down on the bed. He produced a jar of cream that he began to massage into the twink's aching cheeks. It was cool and eased the pain.
"I'm sorry it hurt," said Greg. "But you've been a slutty little girl and I have to keep you in line. If I can't tame you with my cock, then I have to use my hand."
"I know, baby," said Joey as the man's firm hands worked the soothing cream into his asscheeks. After a while he felt better, and his bum cheeks were softer than ever. Greg mounted him and worked his cock in between the extra-smooth cheeks of the boyass. Joey loved the feeling of the thick head brushing over his tender anus as Greg friction-fucked him. Soon Greg grunted and fired a huge load of cum onto Joey's back. Greg wiped it up with his fingers and fed it to Joey. He sucked it lovingly off the man's fingers, then curled up into his arms.
Joey did not sleep for a while, but lay basking in the warmth of Greg's masculine hold. He daydreamed about other ways to please his man. Greg, his cock nestled once more between the smooth buttcheeks of his little fagboy, knew what he was thinking.
End of part 1
This is my first story for the net. Let me know what you think of it and what you'd like to see for future parts.
Gregstone@eroticstories.com