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Trick gone wrong, or maybe right


Splendidpup

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PART ONE

Jamie wasn’t in the habit of responding to Craigslist ads (way back when CL personals we’re still a thing) posted by guys offering to be “generous” but he was unexpectedly in need of funds.  His graduate stipend seemed sufficient by most people’s standards, but living in Los Angeles was expensive and now he had to pay a large deductible to his car insurance company after getting side swiped on Mullholland.  So the posting from two guys in town from Iowa for a convention was too good to pass up.  He knew from experience that these married guys were easy dates; they were so starved for some man-on-man action that after some dirty talk about their daughters’ boyfriends the actual sex was over soon and they’d hustle him out the door, paying the $600 for the four hours even though they’d only been together for ninety minutes or so.

At 23 years old, 5’10, 150# and mostly hairless, Jamie was lean and boyish, with an adequate set up in the front more than made up for by a high riding rear with surprisingly ample projection.  In other words, he had a great ass!  A recruited athlete in college, his physique had slackened some but he could still turn heads.  Probably a 9 at home, he was only a 6 or 7 in LA but that was more than enough to get plenty of play and to turn a trick here and there when money got tight or he wanted to treat himself to a splurge.  It helped, in that regard, that he had few limits and was usually more than willing to indulge the more unusual requests.

But this sounded like a pretty vanilla scene.  Both guys in their forties, married with kids his age, friends since they were in the same pledge class in college.  They messed around with guys (fag boys the guy he emailed with called them) together back then and wanted to relive that experience.

When the day came, Jamie got cleaned up and out and drove to a rundown motel near the marina.  He had been there a few times and was surprised that it seemed mostly deserted.  The small and shabby but mostly clean rooms were usually occupied by street walkers running a trap house, day laborers sleeping in shifts and homeless people who had earned enough panhandling to get a roof over their head for a night or two.  That the place was nearly empty suggested that there had been a raid recently.  Annoyingly, the only other apparently occupied room was the one right next to the end unit Curt and Todd had rented.

Jamie walked in to a room that was brighter than expected.  The guys had taken the shades off the lamps to get more light for the camcorder they had set up to record this indulgence of theirs.  Introductions were made along with the usual small talk.  Both guys were decent looking, with dad bods as expected but dad bods that had thickened from better than average starting points.  Curt (his attitude as well as his name) was 6’1, probably 210ish, with blond hair turning to gray and the strong legs of the former soccer player he had told me he had been.  Todd was built the way Jamie would look in twenty-five years, 5’10 and 180#, indifferent but not fat, with his brown hair cropped tight to hide a thinning pate.  He was soft spoken and polite, inquiring about Jamie’s studies and life in LA.

Curt, clearly in charge of the night’s festivities, handed Jamie an open beer bottle and a shot of rye.  “Bottoms up buddy!” he said, pouring a second shot for the boy as soon as he has drained and chased the first, followed by a third.  Then he sparked up a joint and passed it to Jamie, instructing him to take long, deep drags.

The booze and the pot had the boy feeling good and he was gladdened that the night looked like it would be more fun than he had anticipated.  Curt and Todd began stripping off and told Jamie to do the same.  When he was naked except for the jockstrap he was told earlier to wear, Curt barked at him to leave it on.  “We don’t want to see your dick, that’s not what we bought you for.”

Todd sat down on the sofa with another joint while Curt fiddled with the camera saying to the boy “C’mon cocksucker, let’s see what you’ve got!”  Jamie got down in his knees in front of Todd and started servicing him, licking and nibbling and sucking him to attention.  Soon enough he was fully hard and the boy got to work in earnest.  Curt pulled him away and presented his own stiff cock, pushing it firmly and steadily down Jamie’s throat.  He began to gag but Curt kept his dick lodged in there before finally backing off, still leaving most of it in Jamie’s mouth.  “Look up at me boy” he ordered, and Jamie looked up to see that he had started recording.  He pulled out and told him to beg for it.  

“Please”, the boy said, “please give me your dick.”

”What are you?” Curt sneered.

”I’m a cocksucker” Jamie replied, and Curt rammed it down his throat again.  He roughly facefucked the boy getting the whole thing on video.  This was much more hardcore than Jamie liked and he was surprised that it was really turning him on, his cock hard and leaking in his jock.

As Curt was abusing him, Todd dropped his nice guy persona, egging his friend on, calling Jamie a dirty slut, a cheap hooker, a perverted faggot, etc.  Through the verbal abuse and sound of his own gagging, the boy thought he heard the sound of a door opening.  He darted his eyes to the side to see that the front door was still shut with the chain on.  Glancing the other way, he could see directly into the empty bathroom.  Then he heard a third voice saying “So, how’s the whore?  Everything you wanted it to be?”

Startled, Jamie pushed Curt away and leapt to his feet, backing away towards the door.  He was very light-headed and stumbled, attributing it to the pot and the oxygen deprivation from the throat reaming.  Looking across the space, he could see two new, naked guys in the room and a third, also nude, through the open door to the adjoining, smoky room.

“Hey guys” he said, smiling amiably and thinking fast, “this isn’t what we agreed on.  I’m cool with a group scene, but we have to renegotiate terms and set some ground rules.”

Curt closed the gap between them with a reasonable, “let’s be friends” look on his face, his cock still rock hard and glistening with throat slime.  To Jamie’s shock, he gave the boy a swift punch to the stomach and the boy fell to the ground doubled over with the wind knocked out of him.

Curt pulled him up by the hair as he gasped for breath.  “Listen, there are five of us and one of you.  Do you really think you can stop us from doing what we want?  If you go along with it you’ll probably have fun.  Bitches like you love the cock.  Or you can fight back and still get dicked down.  Your choice.”

Jamie looked around and quickly assessed his predicament.  Curt was right, he couldn’t take down five guys, especially as the spacey feeling in his head was getting worse.  There must have been something in that beer or the joint, probably both.  And the five of them were each hot to him in a daddy sort of way.  But the decision was ultimately made by his own dick which was harder than it had ever been and was dripping so much precum that the pouch of the jock was sopping wet.

”So?” said Curt, “Are you going to be a good little fag boy?”

Jamie nodded and replied “I’ll be a good little cocksucker”, licking his lips.

Curt slapped him hard across the face and said “You’re going to do a lot more than that” and dragged him over to one of the new guys.

The new guy, bigger and meaner looking than Curt and Todd, spat in Jamie’s face and said “Get to work slut.”

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Damit..  Keep it going!  Im so hard from this story!

57 minutes ago, Splendidpup said:

PART ONE

Jamie wasn’t in the habit of responding to Craigslist ads (way back when CL personals we’re still a thing) posted by guys offering to be “generous” but he was unexpectedly in need of funds.  His graduate stipend seemed sufficient by most people’s standards, but living in Los Angeles was expensive and now he had to pay a large deductible to his car insurance company after getting side swiped on Mullholland.  So the posting from two guys in town from Iowa for a convention was too good to pass up.  He knew from experience that these married guys were easy dates; they were so starved for some man-on-man action that after some dirty talk about their daughters’ boyfriends the actual sex was over soon and they’d hustle him out the door, paying the $600 for the four hours even though they’d only been together for ninety minutes or so.

At 23 years old, 5’10, 150# and mostly hairless, Jamie was lean and boyish, with an adequate set up in the front more than made up for by a high riding rear with surprisingly ample projection.  In other words, he had a great ass!  A recruited athlete in college, his physique had slackened some but he could still turn heads.  Probably a 9 at home, he was only a 6 or 7 in LA but that was more than enough to get plenty of play and to turn a trick here and there when money got tight or he wanted to treat himself to a splurge.  It helped, in that regard, that he had few limits and was usually more than willing to indulge the more unusual requests.

But this sounded like a pretty vanilla scene.  Both guys in their forties, married with kids his age, friends since they were in the same pledge class in college.  They messed around with guys (fag boys the guy he emailed with called them) together back then and wanted to relive that experience.

When the day came, Jamie got cleaned up and out and drove to a rundown motel near the marina.  He had been there a few times and was surprised that it seemed mostly deserted.  The small and shabby but mostly clean rooms were usually occupied by street walkers running a trap house, day laborers sleeping in shifts and homeless people who had earned enough panhandling to get a roof over their head for a night or two.  That the place was nearly empty suggested that there had been a raid recently.  Annoyingly, the only other apparently occupied room was the one right next to the end unit Curt and Todd had rented.

Jamie walked in to a room that was brighter than expected.  The guys had taken the shades off the lamps to get more light for the camcorder they had set up to record this indulgence of theirs.  Introductions were made along with the usual small talk.  Both guys were decent looking, with dad bods as expected but dad bods that had thickened from better than average starting points.  Curt (his attitude as well as his name) was 6’1, probably 210ish, with blond hair turning to gray and the strong legs of the former soccer player he had told me he had been.  Todd was built the way Jamie would look in twenty-five years, 5’10 and 180#, indifferent but not fat, with his brown hair cropped tight to hide a thinning pate.  He was soft spoken and polite, inquiring about Jamie’s studies and life in LA.

Curt, clearly in charge of the night’s festivities, handed Jamie an open beer bottle and a shot of rye.  “Bottoms up buddy!” he said, pouring a second shot for the boy as soon as he has drained and chased the first, followed by a third.  Then he sparked up a joint and passed it to Jamie, instructing him to take long, deep drags.

The booze and the pot had the boy feeling good and he was gladdened that the night looked like it would be more fun than he had anticipated.  Curt and Todd began stripping off and told Jamie to do the same.  When he was naked except for the jockstrap he was told earlier to wear, Curt barked at him to leave it on.  “We don’t want to see your dick, that’s not what we bought you for.”

Todd sat down on the sofa with another joint while Curt fiddled with the camera saying to the boy “C’mon cocksucker, let’s see what you’ve got!”  Jamie got down in his knees in front of Todd and started servicing him, licking and nibbling and sucking him to attention.  Soon enough he was fully hard and the boy got to work in earnest.  Curt pulled him away and presented his own stiff cock, pushing it firmly and steadily down Jamie’s throat.  He began to gag but Curt kept his dick lodged in there before finally backing off, still leaving most of it in Jamie’s mouth.  “Look up at me boy” he ordered, and Jamie looked up to see that he had started recording.  He pulled out and told him to beg for it.  

“Please”, the boy said, “please give me your dick.”

”What are you?” Curt sneered.

”I’m a cocksucker” Jamie replied, and Curt rammed it down his throat again.  He roughly facefucked the boy getting the whole thing on video.  This was much more hardcore than Jamie liked and he was surprised that it was really turning him on, his cock hard and leaking in his jock.

As Curt was abusing him, Todd dropped his nice guy persona, egging his friend on, calling Jamie a dirty slut, a cheap hooker, a perverted faggot, etc.  Through the verbal abuse and sound of his own gagging, the boy thought he heard the sound of a door opening.  He darted his eyes to the side to see that the front door was still shut with the chain on.  Glancing the other way, he could see directly into the empty bathroom.  Then he heard a third voice saying “So, how’s the whore?  Everything you wanted it to be?”

Startled, Jamie pushed Curt away and leapt to his feet, backing away towards the door.  He was very light-headed and stumbled, attributing it to the pot and the oxygen deprivation from the throat reaming.  Looking across the space, he could see two new, naked guys in the room and a third, also nude, through the open door to the adjoining, smoky room.

“Hey guys” he said, smiling amiably and thinking fast, “this isn’t what we agreed on.  I’m cool with a group scene, but we have to renegotiate terms and set some ground rules.”

Curt closed the gap between them with a reasonable, “let’s be friends” look on his face, his cock still rock hard and glistening with throat slime.  To Jamie’s shock, he gave the boy a swift punch to the stomach and the boy fell to the ground doubled over with the wind knocked out of him.

Curt pulled him up by the hair as he gasped for breath.  “Listen, there are five of us and one of you.  Do you really think you can stop us from doing what we want?  If you go along with it you’ll probably have fun.  Bitches like you love the cock.  Or you can fight back and still get dicked down.  Your choice.”

Jamie looked around and quickly assessed his predicament.  Curt was right, he couldn’t take down five guys, especially as the spacey feeling in his head was getting worse.  There must have been something in that beer or the joint, probably both.  And the five of them were each hot to him in a daddy sort of way.  But the decision was ultimately made by his own dick which was harder than it had ever been and was dripping so much precum that the pouch of the jock was sopping wet.

”So?” said Curt, “Are you going to be a good little fag boy?”

Jamie nodded and replied “I’ll be a good little cocksucker”, licking his lips.

Curt slapped him hard across the face and said “You’re going to do a lot more than that” and dragged him over to one of the new guys.

The new guy, bigger and meaner looking than Curt and Todd, spat in Jamie’s face and said “Get to work slut.”

 

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“So?” said Curt, “Are you going to be a good little fag boy?”

Jamie nodded and replied “I’ll be a good little cocksucker”, licking his lips.

Curt slapped him hard across the face and said “You’re going to do a lot more than that” and dragged him over to one of the new guys.

The new guy, bigger and meaner looking than Curt and Todd, spat in Jamie’s face and said “Get to work slut.”

PART TWO

Big Ed enjoyed the view of the kid’s jaw stretched out around his beer can of a dick, and enjoyed even more the look of fear in his eyes when Ed pushed down into his throat, cutting off his air supply. But truth be told, Jamie wasn’t his type: too cute, too innocent looking.  He liked boys with more of an edge, who looked like they had been around the block and were used to trading their throats and asses for a carton of cigs or a dime bag.  Now, this boy had agreed to fuck with two complete strangers for money and then consented to take on three more, so he probably was the kind of twank Ed liked.  But he didn’t look it and the look really turned his crank.

Beggars can’t be choosers, though, and he wasn’t picking up the tab tonight.  Not for the room, nor the favors, nor the entertainment kneeling in front of him.  This was Curt and Todd’s set up and they still liked them like they did in college and Jamie fit that bill.  The others has stopped messing with fag boys after they got married and their taste in guys was frozen in time.  Ed, though, never stopped and his taste had evolved somewhat.

But Jamie was trying and that earned him a little respect and a reward.  Big Ed pulled out of the kid’s mouth and gave him two slaps with his heavy cock, then pulled him over to sit on the bed.

”Bring the pipe over here Mick” he called to the fourth guy in the room, a wiry guy who looked like he could do some serious damage in a bar fight.  Mick came over with a glass pipe that Ed lit up and told the kid to smoke from. Jamie asked what it was and when he was told it was crystal meth, refused, saying he doesn’t do that.

An enraged Curt stormed over and grabbed him by the balls, squeezing hard, instantly deflating Jamie’s hard on.  “Bitch!  Who said you have any say in what goes in you tonight?!” he bellowed.  “Besides, you already smoked some in the joint AND took some G in the beer.  So don’t go around pretending you’re gonna stay straight ‘cause that ship has sailed.  Now do as you’re told!”  He squeezed again for emphasis.

Shaking in pain and fear, Jamie took a deep rip and held it like Big Ed told him. Again, Ed said and again and again four more times.  He didn’t know what to expect and was exhilarated by the rush and the wave of horniness that washed over him.  Without being told, he dove back down on Ed’s huge cock the second Mick took the pipe back.

“Looks like the bitch is ready” Mick laughed.  “I don’t think he’s going to put up any more resistance tonight.”

“We’ll see about that.  Get him on all fours” Todd said.  Big Ed positioned Jamie on the bed on his hands and knees as Todd told the boy to guzzle down the rest of the spiked beer.  As soon as he was done, Ed replaced the bottle at his mouth with his cock and Todd began poking around Jamie’s asshole.  He hocked a gob of spit right onto his sphincter and pushed firmly in. If his mouth wasn’t full of Ed, Jamie would have been begging for Todd’s cock, such was the desire that had welled up inside of him from the drugs and the degrading treatment he was receiving.  As it was, all he could do was grunt happily as Todd split him open.

”You guys are going to love this puss” Todd exclaimed.  “I was worried this used up hooker was going to have a loose cunt but it’s tight as shit.  It won’t be when we’re done, though!”  He long dicked Jamie, pulling all the way out before slamming back in.  He varied the angle of attack, hoping to hurt the boy, but Jamie, in the state he was in, was loving every second of it.  Whimpering as Todd’s cock pulled out, moaning as it reentered and grunting as it bottomed out.

At the other end, Ed was having a great time, too.  He didn’t have to do any work, as Jamie’s body rocked back and forth in rhythm with Todd’s fucking, forcing the boy’s head forward and driving Ed’s thick member through Jamie’s lips.  “I’m not going to last long” Ed said, “this punk’s throat is milking me for all its worth.”

”Go ahead and feed the kid” Curt said as he circled around the bed with the camera, jerking off at the sight of the boy getting spit roasted.  “We have all night.  You can unload in him two, three times, assuming you’ve still got the stamina, old man.”

”Fuck you Curt!”  Big Ed took control of the cadence, jackhammering the kid’s face.  He couldn’t breathe and he was genuinely scared but he was even more horned up than before, his mysteriously flaccid dick leaking like a sieve. 

“Here it comes kid” Ed roared.  He pulled back so that only the first third was in Jamie and began shooting volley after volley of cum.  “Don’t swallow until I tell you” he ordered as the boy’s mouth  filled up with the huge load.  When he was done, he lifted Jamie’s face up by the chin and told him to open up and show him.  The kid did as he was told and Curt got a good close up on video of his cum filled mouth.  Ed, Curt and Mick each took a turn spitting into Jamie’s mouth and Ed said “Now swallow bitch.”

Watching all this pushed Todd to the edge and he hunched over the boy’s back and rabbit fucked him, fast and hard.  “Here’s the first load of many, faggot” he panted.  Jamie, his mouth now free for the first time since he started getting fucked replied “Yeah, breed my hole man, flood my guts with your sperm.  I’m just your cumbucket.”  

With a yell, Todd spasmed and unloaded in the ass he had paid for.  He pumped a few more times and then yanked it out unceremoniously and walked over to shove his cummy dick into Jamie’s mouth.  “Clean up your mess bitch.”

Ed and Todd sat down on the sofa and lit up the pipe again, a pipe that Mick had been steadily hitting as he watched the show and fondled himself.  Curt circled Jamie with the camera, zooming in on the drenched pouch of his jockstrap and on his now slightly gaping hole.  He narrated his video with degrading talk about the wrecked young escort.  He then shoved three fingers into the boy’s hole pulling them out covered in cum and feeding it back to him.  All on camera, of course.

Todd stood up and made his way to the bathroom.  For the first time, the fifth guy spoke up.  He had been silently watching from the doorway the whole time, contemplatively taking drags from a hand rolled cigarette as he took in the view.  He said “Where you going bro?”

“Gotta take a leak.  What’s your name again?  And why are you still here?” Todd replied contemptuously.

Guy number five was different than the rest, no more than ten years older than Jamie, probably late twenties.  While the other four screamed “square, suburban dad”, #5 had a gym toned body(the kind optimized for aesthetics, probably never played a sport in his life), a stylish haircut and several tattoos along with pierced cock. 

“I’m Travis” he said cooly, “Remember?  I’m the guy who supplied you with your party favors.  Without which your boy might not be so compliant.  And without which you would all have tina dick.  So mind your manners.”

Chastened, Todd mumbled an apology and turned back toward the bathroom.

Travis called out “Hey man, why waste it?  You’ve got a perfectly good urinal right there” pointing at Jamie fruitlessly fiddling with his soft cock on the bed.

Curt smiled wickedly and led Jamie to the bathroom, followed by the others.

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 Very hoT story man! Can’t waiT for more chapTers! Might be fun to see Travis manipulate the men for his own (so far unknown) purposes. These guys seem easy targets due to their arrogance. Travis seems like he would be running scenarios beyond getting a local escort more fucked up while he stands in that doorway contemplatively smoking his hand rolled cig. I bet he’d be figuring out how to get the most out of this situation to his benefit (and I bet he things the men are idiot pawns). Either way you are a very talented writer. Keep iT up!

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