The whoring life of Peter O'Malley

By troythewriter

Published on Mar 29, 2024

Gay

This is a story of the sexual exploits of a particularly talented high school boy, and how he uses those talents for fun and money. This is pure fantasy, and nothing like this is likely to ever happen in real life.

In this installment, we find Pete with a client, and the effect he his having on the men who come to see him. I hope you find it hot! Future installments are likely to range from sweet and sexy to truly raunchy, so please keep reading and let me know what gets you off.

If you like these stories, please hit "favorite" ant the top of the page. All feedback is welcome. Please send to troythewriter@proton.me.

As always- please support Nifty with a donation!


Three years later, Pete and Maryellen have improved their circumstance and, largely using Pete's earnings, have managed to move into a single-wide trailer outside of town.

Pete is getting ready for his next client. Today it was a regular who he knew was looking for something new, and Pete had a plan.

He was still wearing his sweaty baseball uniform, and he still had his protective cup stuffed in his jock making his bulge even bigger than usual. He drank some water and some pineapple juice to get hydrated. His customers appreciate the sweet taste of Pete's cum, and in addition to his natural taste the pineapple juice made it even better. He smelled his pits, and decided he was just the right kind of funky: sweaty and musky but not BO stinky.

JD, his client, was married. Most of his clients were married, of course. He lived just outside outside of Tulsa but the oil business brought him to their little town every other week or so to fix cocked-up operations, pay off greedy politicians, and placate disgruntled land owners. His new reward on his miserable trip was a visit with Pete. This would be JD's fifth visit.

His mom found Pete's clients through both a network she had developed back in Tulsa and a vague but suggestive ad she placed in a few of the regional papers. She screened folks carefully and made sure no locals made it past the first screen. She also made sure everyone was clean, and laid down very clear ground rules for secrecy and the boundaries of acceptable behavior with `Johnny'. She also vetted clients through her network- was the guy known, and was he a creep? If they passed muster with his mom, they then were informed of his astonishing rates. She personally guaranteed each customer satisfaction, and the repeat customers and the word-of-mouth client growth was proof of Pete's skill. They all paid gladly. His mom had become his pimp.

Their trailer was set back about 1000 yards from the road, and you got there over a dirt driveway where you parked where the car couldn't be seen from the main road. Pete heard JD pull up, and he and his mom knew it was showtime. Maryellen gave her son a stern "be careful" before giving him a hug and exiting through the front door to greet JD and conclude their financial business. She then left in her own car.

Pete made like he was busy and rushing back from practice.

"Hi there JD! I'm so sorry, practice went long and I haven't had a chance to clean up" he lied. "Would you mind if I just changed?" With that Pete stood in front of him and started to unbutton his uniform shirt. "How was your drive this time? Last time we had tornados in the area, so I hope it was at least a little less exciting!" Playing innocent and leaning in to the small talk helped the clients relax, and Pete wanted JD to get into the fantasy he was creating.

JD was watching Pete with almost pained lust. The beautiful young man exuded a natural charisma that was irresistible. He knew from prior experience that his wholesome appearance was pure façade, but it was just so easy to buy into the fantasy. Good lord, the boy played baseball for heaven's sake! And now he was removing his dirty uniform, giving JD both a view of his muscled body moving gracefully and a heady whiff of teen boy sweat and pheromones. It was the most addictive drug.

"No... no problems driving in this time.." JD replied distractedly.

"Good, I'm glad you won't be so stressed out then. Oooh, that workout made me sore. Can you help me take of my cleats?"

Pete removed his uniform shirt and flopped down in a kitchen chair, revealing his hard pecs and six-pack abs, but also thrusting his bulge forward.

Percy knelt down and slowly and gently unlaced the boy's size 11 shoes, removing each one reverently and setting it aside. The smell of sweaty feet swirled in his nostrils, and the view of the boy's crotch made him dizzy.

"Mmm. Thanks man, that feels good. Could you do the socks too?" Percy did, allowing him true skin contact for the first time. Pete's feet, like all of the rest of him, were inexplicably sexy and Percy felt like he was about to hyperventilate.

"Are you OK?" Pete asked with mock concern. "Here, maybe we need to get you some fresh air. Let's get your shirt off so you can breathe better." He knelt in front of Percy and began unbuttoning his collar and shirt, then helped him slide it off. "There, is that better?" He asked as he caressed Percy's chest and ran his fingers through the hair covering his pecs.

"So much better" Percy smiled.

Pete stood up and stretched his arms to the ceiling, exaggerating the ripples on his stomach and airing out his pits. "Want to help me with my pants while you're down there?"

JD had never wanted anything more badly in his life. He unbuckled the belt, then undid the button. He cupped Pete's bulge, feeling the hard plastic cup. He needed that to be out of his way. He started pulling Pete's pants down but they got hung up on his bubble butt and the prominent bulge in front, leaving the wide elastic waistband of Pete's jock exposed. He pulled the stretchy fabric around his butt, then proceeded to gently manipulate the garment over his crotch, sliding his pants down to his ankle. He held them at the bottom to allow Pete to step out of the pants completely. Pete was now almost naked, magnificent standing there in his skimpy jock strap. He had started to get hard, and his erection was straining at the edge of the containing protective cup.

"Ow, it's starting to hurt JD. Please go ahead and let it out for me."

JD pulled gently at the cup and Pete's engorging penis slid out the side. He marveled at the organ, even though he had already seen it many times and knew its prodigious dimensions. He rubbed his palm over the exposed head, making Pete quiver slightly. JD hooked his fingers under the wide elastic waistband and started to tug it off Pete's hips. He lifted the cup out and away, and pulled his penis free, allowing it to spring up towards JD's face. Pete let out a sigh of relief and grinned down him. He stepped free of the garment and said "that feels so much better." JD held the jockstrap and cup in his hand and couldn't help but take a deep whiff. His own cock was straining in his pants and he was sure he was forming a wet spot.

As Pete stood there with his prick getting harder in time with every heartbeat, JD stared transfixed. He shoved the pile of sweaty clothes aside but couldn't let go of the jockstrap. He grabbed Pete's penis at the base and started licking. Pete ran his fingers through JD's thinning hair and cooed approvingly. JD put his hands on Pete's hips and started sucking in earnest, eager to taste all of the sweaty, salty tube of flesh. Pete squeezed his abdominal muscles, intent on producing a glob of pre-cum as a reward for JD's efforts. JD tasted it and immediately milked Pete's dick to get more. He reached down and started undoing his own pants, pulling out his own erection. He used one hand to stroke and squeeze on Pete, and the other to tug his own prick.

"Slow down there JD, we have a long way to go this afternoon." He pulled his dick out of JD's mouth and stood back. He stood JD to his feet, and proceeded to remove his shoes, pants, and underwear in much the same way JD had done for him.

"I have an idea" Pete announced. He grabbed the sweaty jock strap and motioned for JD to step in, then slid it up over his waist. The top of JD's hard cock peeked over the top of the cup.

"There, that's hot! And now you can't touch you dick, so you won't cum quite so fast."

JD looked down and couldn't believe he was wearing Pete's sweaty, smelly jock. He grabbed the cup and adjusted the fit, and just about came. He dropped back to his knees and resumed sucking Pete's dick with renewed enthusiasm. Pete grabbed JD's head and gently but firmly face fucked him, burying his cock deep in his throat and holding it there until JD started gasping. JD was loving it, but his eyes were leaking tears and his nose was leaking snot from having his throat invaded.

When Pete pulled out, JD looked up into his eyes. He sought to communicate how committed he was to Pete's cock, but also how desperately sought Pete's approval.

Pete stood JD up again and wiped the tears from his leaking eyes. "I love how you can swallow all of me. Not many guys can handle it." He gave JD his special grin that said "I see you and you're special," but it also communicated "you're my bitch and will do whatever I say." JD was putty in the boy's hands.

Pete pulled on the pouch of the jockstrap to check in on JD's poor neglected cock. It was medium-large, not quite seven inches, and average thickness. At the moment it was about half-hard but leaking copious pre-cum. Pete reached in and gathered the slick fluid in his hand, using it to lubricate JD's dick. "I love how much you leak when you're excited" Pete said. "Let's move to the bedroom. I'm liking that jockstrap on you!"

JD felt sexy in the dirty strap. Knowing it had previously held Pete's Crown Jewels made him feel especially close, like he was Pete's chosen one and allowed the privilege of his most intimate items.

During their four previous encounters, JD had never wanted Pete to fuck him. It wasn't actually that he didn't want it, he was simply scared. He wanted to change that today, and Maryellen had provided specific instructions on how to prepare. He was excited and nervous, and at this point he would do anything he was told.

"Get on your hands and knees on the bed" he was instructed. Pete caressed and massaged his glutes, working his fingers ever so slowly towards the cleft in JD's ass. When he spread his cheeks to expose his hole, JD clenched, afraid of what would come next. An assertive smack on the ass from Pete's big hand informed him that was not acceptable.

"You need to relax or it's going to hurt. One way or another you're getting fucked today. Now breathe and push out. I'll get you good and ready, but you need to cooperate."

"OK" JD whimpered. Oh god this boy was so confident- where did he get that, and why couldn't JD be that way? But he wanted- needed- to have Pete inside him. It was the next level of intimacy, and although he couldn't say why, JD needed to try to make Pete happy. He took a deep breath and willed his asshole to relax.

Pete rubbed up and down on JD's back while gripping his butt cheek with his other big hand. He was both gentle and insistent. He started rubbing around JD's hole, gently stimulating the tender puckers of skin. He used some spit to lubricate his finger before slipping it in up to the first joint. JD tried to hide the shock of being penetrated in this way, but it was all too obvious. Pete then surprised him again by swiping his tongue over his hole, then flicking and swirling around the anus. JD was shocked but thrilled- he was worried it would be gross but knew he was clean after following Maryellen's instructions. After slicking him up with his tongue, Pete used his finger again to start stretching JD's hole.

"That's good JD. It will feel weird at first, but just keep relaxing and I promise it will feel amazing." He worked his finger in slowly, retracting and inserting, stretching the muscle to prepare him for the ultimate invasion.

Pete was right, the more JD relaxed, the better it felt. Pete got the lube and worked a second and then a third finger inside of him, and JD started to push back to try to get the boy's fingers deeper inside of him. Pete was careful not to allow JD to take over, and teased him terribly by only staying in the shallow end of his rectum. He was saving JD's P spot as a surprise, and couldn't wait to see his reaction when he finally got his button pushed.

Pete pulled JD down and had him lie belly down on the bed with his knees on the floor. He pushed his legs wide to allow him access, and JD started to get nervous. This boy was about to fuck him in the ass. He heard Pete tear open the condom and squirt more lube out, then felt Pete's hand on his ass again. He rubbed the lube generously over and into his hole, then felt him line the head of his cock up to start pushing in.

"OK, I need you to keep relaxing and to push out like you're taking a shit. I'll go slow, but you might feel some pain at first."

Pete started to push in, and JD tried pushing back at the same time. JD was sure there was no way it would fit- the boy had the biggest cock he'd ever seen- and was just about to give up when his hole was breached. It stung terribly and JD tried to lung forward to escape, but Pete held him in place using the band of the jockstrap and whispered "shhh, shhh, shhh, this is the worst part. Just relax and let it pass." JD was panting, and tried to slow down and control his breathing while he grimaced in pain. He reached around to feel how far Pete had penetrated him, sure the boy was already balls deep, and was shocked that he could still grip Pete's shaft with his whole fist. There were at least another 5 inches to go, which made JD wince. At last, JD gave up any hope of not getting split in two, and decided to just let Pete do what he was going to do and accept the pain. He was resigned to his fate and wouldn't fight it any longer, so he submitted completely and just let himself go limp.

And as soon as he did, the pain subsided and he was simply left feeling stretched and full. Pete pushed further into him, and JD felt waves of sensation take him over. Pete hit the end of JD's tunnel before he had gone balls deep, and when he started to slowly pull back out JD felt an entirely new set of sensations. How could he go from "Oh God, please not so deep" to "Oh god, please fill me up again?" Pete pulled all the way out and and JD was bereft of Pete's cock inside him. He reached around and pulled his cheeks apart in invitation. Pete obliged and slid back into JD's gaping hole, even deeper this time. He held firmly in place, in him almost up to his balls, then started to rotate his hips to give JD's rectum a thorough massage.

Pete gradually increased his pace, changing up the speed, depth, and angle to make JD feel every inch of his cock. JD was used to the sensation now and couldn't imagine his future life without being able to do this all the time. There was a spot inside him that Pete would just graze with his cockhead that sent electric jolts through him, but the sensation was fleeting. Suddenly Pete pulled out and smacked his ass again.

"OK, now it time for the fun part! Turn over and lie on your back."

JD complied eagerly, and bent his knees to allow Pete access to his now well-stretched hole. Pete grabbed both JD's legs and pushed up his knees so they were almost to his face. Without using his hands, Pete lined up his cock and slid inside. Suddenly JD felt that electric jolt again, and his body gave a spasm in response. Pete grinned, knowing what he had done, and knowing what was still to come. "You like that?"

"Jesus, what are you doing to me? That feels so...so..." JD ran out of words as Pete's next thrust hit his spot again. JD grabbed the bedspread in both fists to hold on.

Pete increased the pressure on JD's legs, rocking his hips up and changing his angle of attack. He was going to punish JD's prostate and send him over the moon. He increased his tempo slightly, still long-dicking him all the way in and almost all the way out. The plastic cup JD was still wearing started to poke into his stomach, but he couldn't speak to complain.

Pete changed his stroke again, and started making short, fast thrusts that caused the flare of his glans to rub more forcefully over JD's P spot. He changed his angle some more and increased the abrasion over the sensitive organ.

Suddenly JD's body started to get warm and his breathing became ragged. His legs started to shake involuntarily and it felt like a thousand volts of electricity were coursing through his body. It became a full body convulsion, and JD was sure he was having some kind of blissful epileptic fit. He was terrified but also completely ready to die if that was his fate. It lasted a full thirty seconds, with Pete pounding away on his hole the whole time. Finally he started to come down from his orgasmic high, and Pete relented, reverting to slow, gentle strokes.

"Oh god, please stop" JD pleaded as he put his hand on Pete's chest. Pete grinned knowingly, and stopped moving but did not withdraw just yet. He let JD's legs drop back to the bed.

"Jesus Christ, what did you do to me?" JD was incoherent for a few minutes, muttering only "what did you do? What did you do?"

Finally, Pete withdrew his still-hard cock and removed the condom. Pete had not cum yet.

"That, my friend, was your very first prostate orgasm. Not everyone can get them- you're lucky. And on your first time getting fucked! That was awesome."

"You. Are. Amazing." JD managed through gasps of air.

Pete reached down and pulled at the jockstrap and cup. He felt inside and declared, "man you didn't even cum. We'll have to fix that." He proceeded to remove the jockstrap and collect the slimy clear pre-cum from the plastic cup. He used it to slick up JD's prick again, bringing him back to a full erection. He then got into a 69 position, presenting his own dick to JD's face for attention as he began sucking and slurping on JD's now erect penis.

What could JD do but start sucking? He was still seeing stars from the mind-blowing orgasm he had just had, and he he had lost the ability to think rationally for himself. He took Pete's huge prick in his mouth and savored the sweet honey the boy was producing. He gave himself over to sucking on this cock, in both worship and gratitude. He felt Pete's mouth on his own cock, expertly coaxing him to a new level of stimulation even though every pleasure receptor he had was already overloaded. Pete reached down and held JD's head while he shoved his entire cock into the older man's throat. JD just relaxed and allowed him entry, wiling to do anything to satisfy Pete.

"Fuck, you're going to make me cum" Pete swore. "Use your hand. I want to see my jizz on your face."

JD started furiously pumping Pete's swollen cock, eager to get his semen reward. Pete reciprocated by working JD's dick with his hand. He could tell JD was close, so he decided to send him over the edge by delivering his load. He took two deep breaths, clenched his pelvic floor, and exploded into JD's face with seven thick ropes of hot spunk. He watched JD go into a frenzy as cum started flying. JD tried to catch as much as he could in his mouth, but cum was all over him. As expected, this tipped him over and he started to shoot his own load. Anticipating the reaction, Pete had moved his hand down to grab JD's balls and then used a finger to press into his hole. JD completely lost control. He flopped back on the mattress as his body convulsed and his cum started flowing in spurts and dribbles.

Pete watched with joy and pride as he brought his client to the height of sexual satisfaction, sure that he had just given this man an experience like none he'd ever had before. His own orgasm was nice, but completely secondary to the sexual work of art he had wrought this afternoon. He felt a tremendous power, knowing he could coax and manipulate another person's body into the quivering, enervated, exhausted state JD was currently in.

Pete tenderly changed positions to lie along side JD, and started to gently stroke his chest and play with the cum that was starting to pool in his sternum. He used the jockstrap to clean up some of the cum adorning JD's face and body.

"How do you feel?"

JD didn't answer immediately, but just lay there with his arm over his eyes.

"Confused" he finally answered. That was not the reaction Pete was expecting.

"How so?"

"That was completely mind-blowing. I mean, like I'm pretty sure I lost brain cells just now. But now that you've done...that...to me" (he gestures emphatically at the globs of cum spread everywhere) "how can I go back to my wife and keep faking it with her?" He looked away and muttered to himself "what the hell am I going to do? You've ruined me.."

Pete was starting to get pissed off now. It was not his job to deal with his pathetic client's internalized homophobia. He was there to get them off, and he did that better than just about anyone else.

"Look, sorry-not sorry for that. You're going to have to deal with your own stuff. If you want to come back, we can do this again and have some more fun. If it's too much, I understand that too. Just let Maryellen know what you want to do."

"See that's part of the problem. Sitting here right now, I want to leave my wife and basically become your sex slave. It's all I'm going to be able to think about. My kids will obviously be confused about why I'm leaving their mom..."

Pete rolled his eyes "look, go clean up and we can have a beer. This will pass, it always does."

This was a new occupational hazard for him- it had happened twice before but Pete was worried it was going to become a problem. He needed to talk to his mom about how to handle this.

JD went to the bathroom and emerged dressed but disheveled a few minutes later. Pete slid his uniform pants back on but left them unbuttoned. He grabbed two beers from the fridge and sat at the kitchenette, gesturing for JD to join him.

"Better yet? You know those thoughts are ridiculous, right?"

JD looked down sheepishly. "Yeah, of course I know it. But seriously, this changed me. I had no idea what I was missing." He looked directly at Pete now, serious as he could be. "Thank you, Johnny. I mean I know that's not your real name, but nonetheless, thank you for this experience. You are truly amazing, and I hope you know that. I'm not sure if I'll be back or not. For sure, I will always want to, but this could easily become an addiction so it may be better for me to stop cold-turkey."

Pete blushed slightly at the compliment. "I get it. I'll be sorry not to see you again- you were really fun. I hope you think of me when you jerk off!"

"Johnny, it's unlikely I will ever be able to think of anything else ever again."

JD gathered his remaining belongings and left the trailer. Pete sent his mom a text letting her know it was OK to come home, then pounded his remaining beer.

He stripped the bed and threw the cum stained sheets and his uniform in the washing machine. The jockstrap was a soggy mess, but he took a big whiff anyway. He knew he was a big shooter, but he still impressed himself with how much he came this time. Despite the late afternoon heat he opened a window to air out the trailer, then stepped into the shower.

He started planning for the weekend. He had two clients scheduled: one repeat customer and one new one. There was also the baseball game on Saturday afternoon, and he hoped he could find a way to keep teasing Toby- maybe he'd be at the game?

"Hey baby, I'm home!"

"Hi ma, I'm in the shower."

"How did it go sweetie?"

"Is it possible to be too good at whoring?" Pete asked. "How do you keep them from falling in love with you?" He yelled through the steam.

"You'll have to tell me all about it. It's not a problem I ever had..."

Maryellen knew it was probably time to change things up for Pete. It was getting too intense and the John's were getting too needy. Her boy was having a weird effect on these guys, and it frightened her.

But they still needed money, and Pete's business had become very lucrative.

Maryellen started to hatch a new scheme- maybe there was a way they could have the best of both worlds?

Next: Chapter 3


Rate this story

Liked this story?

Nifty is entirely volunteer-run and relies on people like you to keep the site running. Please support the Nifty Archive and keep this content available to all!

Donate to The Nifty Archive
Nifty

© 1992, 2024 Nifty Archive. All rights reserved

The Archive

About NiftyLinks❤️Donate