Date: Sun, 31 Mar 2024 12:45:15 +0000
From: troythewriter <troythewriter@proton.me>
Subject: The whoring life of Peter O'Malley: Chapter 3

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.
This episode will combine sweet and salty: it's (still) sweet with Toby
but it gets pretty salty with a new client.
I hope you find it hot!  Special thanks to "perv60" for sparking a
couple of ideas in this one.
Please keep reading and let me know what gets you off. If you enjoy these
stories, and think others might enjoy them, I humbly ask you to consider
rating them with the stars at the end, and please also hit "favorite"
at the top of the page.

All feedback is welcome.  Please send to troythewriter@proton.me.

As always- please support Nifty with a
donation!  https://donate.nifty.org/

________

Friday night before bed, Pete laid out his uniform for the game the next
day. He'd had to wash the jock twice to get it completely clean.  He
thought back to his afternoon with JD and felt his dick swell ever so
slightly.  He considered that day some of his finest work yet, even if it
made JD get all weird. He had another client on Saturday night, so he'd
have to beg-off the post-game celebration if they won.  This was his
first visit from this particular client, and Maryellen had discussed with
Pete what the client was asking for.  Fortunately Pete didn't think it
would take too much physical exertion after playing a full game-
Maryellen had planned that in advance. The guy on Sunday was a different
story...

Pete had learned that Toby was covering the game for the school
newspaper, so he'd for-sure be there.  He was having fun tormenting the
Sophomore, and started thinking of ways to do so again tomorrow. He slept
soundly that night.

They arrived at the baseball stadium about 30 minutes early, and Pete
started to look for Toby- he really wanted the kid distracted from the
game today.  He found Toby about to head up to the press box.

"Hey Toby" he smiled and waved.

"Oh, hi Pete! I was just about to get set up. Feeling good about the
game today?"

"I always feel good" Pete said, dripping with innuendo. "Are you a
reporter now? I haven't seen you at the games before." Pete was sure
Toby was there for him at least as much as for the game.

"Um, yeah, I've been on the paper all year, but I just took over this
assignment.  I enjoy watching the game and learning about the players-
I'm always looking for a story to tell!"

`I could give a story, but you'd never be able to print it...'  Pete
thought. Instead he said "have you seen how shitty the locker rooms are
here?  That should be a story.  I have to go put my stuff away in there
now and I could show you." That set the bait.

"No, I haven't seen the lockers.  The basketball team just got a nice
new locker room, so this could be a great angle. Would you show me?"

And the hook was set!

"Sure, let's go, I need to change and get ready for warmup"

Toby followed Pete into the lockers, where they were the only people
present. Sure enough, the locker room was your typical late-50's cinder
block construction with just horizontal slits for windows high up.  There
wasn't even glass in them. The lockers themselves were the old metal
kind, and they all showed dents and rust spots. One in five doors didn't
even close properly and hung open on their hinges. The shower area had
four measly heads all coming off a central tower in the middle, and
looked pretty dingy. Pete located a working locker and dropped his bag on
the bench. Toby was clearly getting anxious- Pete was having a blast.

He took out his uniform and started to undress. Toby flushed and tried
not to watch, while Pete nonchalantly carried on the conversation.

"You'd think with all that oil money coming in, they could afford to
fix this place up."  Shirt and shoes removed. "I mean, look at the
basketball team! Have you seen that locker room!" Shorts now off,
leaving Pete wearing only his jock strap. Toby averted his gaze and
struggled to form words.

"Oh, hey sorry.  I hope you're not uncomfortable? I didn't have time
to change before it was time to leave." He slid his uniform pants up to
his waist but left them unbuttoned. "Hey, hand me that cup would you?"

Toby looked at the bench and spotted the plastic crotch protective cup.
He gingerly picked it up, stared at it momentarily and reached to hand it
to Pete. Toby, not being an athlete, had never seen much less held an
athletic cup before. It seemed huge to him, but he had also gotten a
glimpse up Pete's shorts and knew it would have to be big to cover his
balls.  "Thanks man" Pete smiled at Toby.

Pete slid his pants to just below his butt and started to insert the cup
into the pocket of his jockstrap.  He was clearly struggling, and the
taut muscles of his abs transfixed Toby's gaze. Pete paused and looked
down more closely, then pulled a face.  "Oh man, this is the wrong one.
Could you look in that bag and see if I brought the other one?  This is
too small. It fucking sucks having to special order these things."

Toby was mesmerized at this point, but managed to close his slightly
agape mouth and began rummaging in the gear bag.  He picked through the
clothes and jock straps- noting a particularly sexy black one- and found
the larger cup.  He withdrew it and examined it momentarily before
handing it over to Pete. It seemed comically large, and Toby wondered
where one even went to get a custom cup made.

"Hey, thanks man.  Trade me?"

They swapped, and Toby was now holding the "smaller" of the two, which
was still warm from being against Pete's groin. Pete fiddled with his
balls and adjusted himself in the jockstrap until he was finally
comfortable, then gave an audible sigh.

"Ahhh, there we go.  All protected now. Thanks for the help Toby."
Pete's bulge was huge with the new cup in place, and Toby couldn't take
his eyes off of it.

"Um, sure thing, Pete" he managed.

As Pete continued to get dressed, he said as innocently as he could
pretend "I don't even know why I keep that thing. It doesn't fit and I
don't ever wear it.  Say, you don't have any use for it, do you?"

"Whaaa...? Um, I don't really play sports, so I don't think so."  Pete
wanted to give him his crotch protector?! Toby managed to compose
himself, then realized he was still holding the cup.  He quickly set it
down on the bag, then looked for an excuse to leave.

"Hey, I'm sure you need to get to warmup, and I need to get the press
box.  Have a good game, I'll be rooting for you!" As he turned to leave
the locker room, he caught sight of himself in profile in one of the
stained vanity mirrors and realized he had popped a semi, which showed in
his chino shorts.  He slid his hand into his pocket to try to adjust
himself and conceal his embarrassment.

Pete shouted after him "see you after the game! Maybe we can work on
that story some more!"

When Toby was gone, Pete snickered to himself and admitted he really
enjoyed tormenting the kid. He was so cute and innocent and it was almost
too easy.  He was having way more fun putting on and taking off his
baseball uniform these days than he was actually playing in it.

During the game, Pete made sure to adjust his balls frequently for
Toby's benefit- as the second baseman, he was sure Toby could see him.

For his part, Toby couldn't focus on the game.  He pretty much never
took his eyes off of second base unless there was actual game action,
which in baseball meant he watched Pete for most of the game.  The way he
would cup his groin reminded him of seeing the boy standing so close to
him nearly naked. He remembered holding that still-warm plastic cup, and
wondered what it would feel like against his own genitals.  Damn, he
wished he had taken that now.  He fought with his dick to stay down.

The game went well until the top of the eighth inning.  They were tied at
two runs apiece, their last score off a ground double that Pete managed
to sneak past their shortstop, when the opposing team cracked a long fly
ball that cleared the back fence to bring in a one-run homer.  They
couldn't recover after that and lost 2-3.

After the game, Pete lingered long enough to catch Toby climbing down
from the press box with a notebook in his hand and camera strapped around
his neck.

"Hey Toby, sorry we couldn't give you a win to write about."

"I guess you can't win them all.  I can definitely talk about that
double you hit, that was exciting. Did you do that on purpose to drive in
the run?"

"Wish I could say I was that good, but it was mostly just luck." Pete
used the bat he was holding to knock the dust off his shoes.  "Well I
guess I should go change- we're going for pizza after."  As if it was a
brilliant idea that just hit him, he added "say, why don't you come
with us? Maybe you can get comments from the rest of the guys for your
story?"

Toby looked conflicted. He desperately wanted to spend more time around
Pete, but his mom was due to pick him up soon.

"I don't think I can, my ride will be here soon."

"Too bad.  Well maybe you can catch some of the guys in the locker room
before they leave.  Let's hurry!" With no discussion, he ushered Toby
along to the locker room, not really giving him a choice. His camera
bounced on Toby's chest as they almost jogged.

"Hey guys, this is Toby! He's a reporter for the school paper. Give him
some quotes he can use."

"Hey Toby" the team managed unenthusiastically.

"Come on guys.. He's just doing his job. Help a brother out here!"  He
gave Toby a shove toward the guys who were in various states of undress,
then started to take off his own uniform.

Toby gamely took out his notebook and started to lob easy, general
questions in their direction, scribbling down their answers. Someone
turned on the water in the dingy shower and everyone kept undressing as
they talked, oblivious to the kid's rising cheek color.

Pete of course joined them getting undressed, and soon there were nearly
a dozen naked or half-naked teenagers standing around talking to Toby.
Pete kept his jockstrap on and made a show of pulling the cup out of his
jockstrap.  The remaining bulge was still nearly as big.

Toby had to get out of there or he would pass out. He gathered himself as
best he could, and said "thank guys, I think I have all I need for the
paper.  I'll leave you all alone to finish getting dressed.  Better luck
next time!"

"Aww, come back Toby!  You haven't even taken any pictures!" They
taunted.

Pete grinned to himself, enjoying the effect he was having on Toby. He
was pretty sure he had notice a little wet spot on the boy's khaki
shorts.  He thought he might have to get the teen reporter to put that
camera to use sometime soon.

On the long ride home, Maryellen said "you played real good today Pete.
Sorry you guys still lost."

"Thanks mom" Pete replied.

They were silent for the next five miles, when Maryellen asked "what are
you playin' at with that reporter boy? I hope you're not giving him
trouble."

His mom missed nothing.  "Ahh, I'm just having some fun. He's got a
terrible crush on me and I'm just giving him a little attention."

"You be careful with that boy, you hear me!? What did they say in that
Spider Man movie? `With great power comes great responsibility?' Don't
you be leadin' him on now, that ain't right."

"Come on ma, I'm just havin' some fun. I like knowing he's gonna go
home and jerk off thinking about me."

His mother gave him a swift swat on the shoulder. "Peter O'Malley,
don't you be playin' with people's emotions like that.  I don't want
you breaking his heart and him doin' something stupid.  I've seen it
happen and you don't want that on your conscience."

Pete thought about that for a second, and was chastised.  He knew she was
right, but it was going to spoil his fun.

"`Okay ma, I hear ya'.  I'll be nice. Promise."

"All right then" she conceded skeptically. "You promised."

Another minute or two pass in silence before she begins again.

"Let's talk about the guy for this afternoon. He's new, so I checked
around and the girls say he's harmless but has a particular kink he's
into.  They don't think he's been with a guy before, so I'm not sure
what to expect, so let's play out how it might go. I'm charging him
extra for this, so let's make sure he gets his money's worth." She
shared more details about the man and what he had asked for.  Pete
listened carefully and started to build a plan in his head.

At home, Pete changed into cargo shorts, a tight tee shirt, and hiking
boots.  He and his mom then went around the house and re-arranged the
family photos, bringing forward ones they thought would be effective on
his new client.  They focused on three in particular: one of him in his
little-league uniform, one in his boy-scout uniform, and his recent
senior class picture.

He downed two bottles of iced tea, and then they waited.

They heard the car coming down the gravel drive, about 20 minutes late.
As usual, Maryellen met him in the driveway.  "You're late
mister.  You're wasting my time when you're late."

"Sorry ma'am.  I had a hard time finding the turnoff from the main
road."

"Huh" she huffed skeptically. "Well let's get business out of the way
and then get you inside." He handed over the cash, and Maryellen made a
point of looking him up and down.

Pete stayed in his room while his mom got the client settled, but he was
listening in through the door.

"You want something to drink?"

"Umm, just some water, please." She drew a glass from the tap and sat
down next to him.

"So I hear you got a tiny dick" she starts. From behind the door Pete
almost laughs out loud. Maryellen O'Malley was never one to beat around
the bush.

"Ma'am, that's incredibly rude!" He says.

"But it's true, ain't it?"

"I'd say I'm average size, and I've never had any complaints."

"But that ain't why you're here today, is it. You want to see what a
big dick really looks like, don't ya."

Pete can feel the guy fumbling for an answer.  They all know it's the
truth, but he's trying to maintain some shred of dignity.  Pete's job
today was to strip all of that away, and his mom was there to help.

"I will admit to being curious about the rumors I've heard. But that's
all- I'm just curious."

Pete knew this guy was going down hard. He was going to have fun with
this one.

"Well that there is my boy", she gestures to the pictures hey had
arranged on the bureau. "He's been packing since he was twelve I'd
say. Gets it from his daddy I guess."

The man stood to look at the picture.  Sure enough, in each one, a
prominent bulge was clearly visible.  His boy-scout picture showed a
shadow of his penis line clearly snaking down to the left. The man
studied the pictures, then carefully placed them back. He looked like he
was about to be sick.

"I'll tell you what.  I've seen plenty of penises.  Take your pants
off and I'll tell you how you stack up."

 He turned toward Maryellen, who was still seated with a Coors Light in
her hand. He undid his belt then dropped his trousers, revealing his
fruit-of-the-loom white briefs. The leg holes were slightly too wide,
leaving a gap, and he might as well have been a mannequin in the little
boy's department for the lack of bulge.

"Well this ain't lookin' promising, I gotta tell ya'." She put down
her beer then started cupping and groping his crotch. She pulled the
man's underwear down and revealed his genitals. "Dang, I've seen
bigger clits than this. Does it get any bigger when you're hard?"  She
used her finger and thumb to stroke the tiny organ, which got slightly
harder but not appreciably larger.

"Sorry mister, but you really do have a small dick".  She looked up at
him with a mixture of contempt and sympathy, then yelled out "Hey
Johnny, you gotta see this! Come on out here!"

The man was startled when Pete's door opened and the tall, handsome
young man walked out. He was even more handsome than in the pictures on
the bureau, and immediately made him feel intimidated. He tried to grab
for his clothes but Maryellen just pushed his hands away.

"What is it ma?"

"Come see this fella's little pecker.  You won't believe how small it
is."

"Come on ma, why do I want to waste my time on some guy's little
dick."

"No seriously, it's like a freak show over here."

Pete walked over to the two of them, clearly put out. He looked down at
the organ being examined and grinned at his mother.

"Dang, you weren't kidding.  That's a small one."

"Hey, the many women I've been with say I do perfectly fine in bed,
I'll have you know."

Pete and his mom looked at each other and broke into belly laughs. "Sure
they did" Pete mocked.

"I bet these are women you paid, right? No way this is making anyone
cum" Maryellen added.

Standing there, the man's penis seemed to get ever so slightly harder.

"Ok, well it may be small, but I bet you're not all that much
bigger."

And there it was, the challenge Pete had been waiting for. Time to crush
this guy's ego and humiliate him the way no woman has been able to so
far.

"Think so, do you mister? Well let's just find out."

Pete grabbed the man's hand and placed it over his crotch.  Pete was
completely soft at this point, but the man still gasped when he felt his
shaft and balls through his cargo shorts.

"Oh.." he breathed.

"Yeah, that's what I thought." Pete sneered. "Man, you really are
pathetic."

Pete removed the man's hand and backed away.

"Sorry mister, my boy's got you beat by a country mile" Maryellen
added. "No point even whipping it out son. Let's just call this a day
why don't we."

Panic showed in the man's face. "No, wait... could I please see it?
I'd...really like to see it.  Please?"

"Mister, why do you keep wasting my time. I think it's time for for you
to go."

She started moving the man towards the door, his pants still around his
ankles as he stumbled and lurched, desperate for this not to be over.

"PLEASE! I NEED TO SEE IT!"

"Haha, listen to him whine ma! Should we take pity on him?"

"I hardly see the point, Johnny. And I don't think I want his naked ass
in my house any more."

She moved the man outside, making him shuffle his feet since his pants
were still limiting his movement. Once all of them were outside Pete
started "I hate to see a man so beside himself.  He came all the way out
here and paid good money to get a look, maybe I should give it to
him?  It's the Christian thing to do."

Maryellen gave an exasperated sigh. "Well either pull his pants up or
make him take them off so he can walk.  I don't need no broken necks on
my property."

"Yeah, I think it will be best if he's naked. Take your pants off
Mister."

The man scrambled to remove his remaining clothing, throwing them in the
car. He stood stark naked, outside in public.   Even though no one was
likely to see anything, the danger was still exciting.

"Please sir, may I see it now?"

"Now ma, how can I turn down a polite request like that?"

Pete unzipped his shorts and slowly opened his fly.  He wasn't wearing
underwear and had started to get his dick heavy for the show he was
putting on. He teased his pants down slowly, exposing pubes and then the
top of his shaft. He continued to pull down his pants until his dick
sprung out, heavy and bouncing. The man licked his lips and swallowed,
his mouth having gone dry.

"There you are mister, not even close. His dick was bigger than yours
the day he was born. I think my boy's as thick as you are long.  Come
here Johnny, put your dick up next to his."

Maryellen stood between them, then grabbed both their dicks: Pete's in
her fist and the man's between her finger and thumb again. "What do you
think of that, mister? Everything you imagined?"

"More... so much more...can I.. touch it?"

Pete just nodded.  The man reached out and touched it, then gathered it
in his right hand. He then used his left hand to wrap around the rest of
the shaft: even with both hands wrapped around Pete's cock, his head was
still exposed.

"Now you've got it, what are you gonna do with it mister?" Pete asked
in a low growl.

"Yeah, does he need to fuck you with it? Show you how a real man does
it?" Maryellen added.

"I... I couldn't do that... the man protested."

He then dropped to his knees and started stroking Pete's dick and
playing with his balls.

"I think he wants to suck me, ma.  Should I let him?"

"I bet he gives terrible head, but you can let him try."

The man moved his hand back and forth from Pete's penis to his own a few
times, comparing the feeling. He looked down at his own diminutive prick,
which was as hard as he'd ever had it. Pete grabbed the based of his
dick and slapped the man's face with it.

"See ma, my dick's as long as his whole head! You need tweezers to find
his little thing."

The man reached up and felt the length of Pete's prick covering his
face.  Indeed, it went from his chin to past his forehead.

"Tell me you have a small dick, mister."

"I have a small dick" he whispered.

`Louder, I need the coyotes to hear you out hear!"

"I have a small dick" the man said louder.

"Now tell me how much bigger my dick is than yours."

"You have a huge dick, sir. You make my pitiful little prick look like a
cocktail olive next to a 10 pound salami."

Pete laughed and shouted "More!"

"You have the cock of a god. Women fear you and men envy you. It's like
Godzilla terrorizing Tokyo; you destroy all that goes before you."

"There you go, ma!  I got me a Godzilla dick! This guy's dick is like a
little ol' horny toad then!"

At this point the man had started to jerk his dick off in earnest.  Pete
was enjoying the ego stroke but wanted to get this over with. "Suck it
you pathetic piece of shit."

Pete grabbed the man by the hair and he opened his mouth wide.  Pete slid
his cock in and the man closed his lips around the head, holding it in
place. He closed his eyes, and in seconds the man started shaking as his
orgasm hit him hard.  Pete shoved in a little further to make sure the
man had a good mouthful as he came  Surprisingly, the man's first two
ropes traveled almost two feet. He had a truly small dick, but he made
plenty of jizz.

Pete shoved him off his cock and looked at his mom with a grin. Time for
the last part.

The man sat back on his ass, breathing hard, naked in their yard and
sitting in dry grass and weeds. He stared up at Pete's cock.  Pete used
his hand to aim, then let loose a hard stream of hot piss, splashing on
the man's face and chest.  The man was startled at first, then opened
his mouth to try to catch some of the boy's urine. Pete changed his aim
and peed on the man's tiny, deflating, cum-covered cock.  The man sat
and watched his cum rinse away with the force of Pete's stream.

When he finished, Pete stepped forward and slapped the man's face with
his dong two more times to get the last drops of piss out, then stuffed
his cock back in his shorts.

Pete looked one last time at the pitiful man in front of him.  This is
what the man had come for, and Pete hoped he had enjoyed it.  He
couldn't say so of course without spoiling the illusion, so he just
hocked up a glob of phlegm and spat on the man's face. "Rinse him off
and send him home.  He's disgusting."

Pete walked back into the trailer, leaving Maryellen to turn the garden
hose on the man to rinse him off. She threw him an old hand towel to dry
off.

"Looks like you got what you came for mister. Hope it was worth it."

"You guarantee satisfaction, and I am certainly not disappointed.  You
have a very talented son, madam."

Maryellen chuckled at his formality, but he had reclaimed his dignity
even though he was standing naked in her yard and had just been pissed on
by an eighteen year kid. He proceeded to dress, then got in his car.

"Thank you again ma'am. I am wondering if you might be available at a
future date for another session?"

"Whores don't say no to money mister. You just gimme' a call and well
discuss how we can service you."

He gave a little salute, then drove away with a big smile on his face