Pleasure and Pain

20 year old Troy needed the P&P treatment for his unexpected E.D.

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  • 17 Min Read

I was late again. I jumped out of bed and rushed into the shower. The water was hot, and I was washing and brushing my teeth while ignoring my hard-on, but what else was new?

“Shit, shit, shit,” I remarked out loud as I dried my body, all the while looking at the clock. It was 5:50 a.m. I had to be out of the house by 6 a.m. or I was going to be late again. Mind you, I would have to be flying down the freeway to get to work by 6:30 a.m. Challenge accepted.

I thankfully had the foresight to lay out my clothes the night before, so getting dressed was a breeze. I'm doing great, I thought. Don't look at the clock. We're just about ready.

I pulled on my dress shirt, slacks, and work shoes. The shirt was crisp and freshly pressed, hugging my shoulders and chest just enough to show the hours I had been putting in at the gym without screaming for attention. The slacks fit perfectly, snug through the thighs and ass before falling clean down my legs. 

As I walked past the mirror, I stopped for a second.

Damn.

The shirt highlighted my chest, the slacks molded in all the right places, and the overall effect was polished without looking stiff. I looked successful. Put together, Like someone who actually had his life figured out.

I straightened my collar, ran a hand through my hair, and smiled.

Yeah. I liked what I saw.

I'm David, by the way. I'm 5'9", built lean from years of track and field in high school and college, and yes, I have an ass that won't quit. My skin is pasty white, which I blame on fluorescent office lighting and a complete lack of interest in tanning. My hair is jet black and kept short enough that nobody in the office ever complained.

One thing you should know about me is that I love sex. Women, men, trans, whatever. As long as it's legal and everyone's having a good time, I'm interested.

Of course, I don't publicize any of that at work. Working in an office means playing the game. You show up, do your job, attend your meetings, and let everyone assume you're just another boring professional. It keeps life simpler that way.

“Fuck.”

I looked at the clock. It was 6:05 a.m.

I ran out to my Subaru, and sped off into the rising sun.

Click.

Beep. Beep. Beep. Beep.

I clocked in right on time at 6:30 a.m.

I let out a sigh of relief.

“You are literally running late every day.”

I heard the voice from the cubicles in the back of the office.

Troy was a little shit, no question about it, and annoying as hell. But how could I stay mad at such a fine-ass man?

Troy was an all-American kid. He had been on track to go professional in baseball and had even been recruited during tryouts and preseason workouts, but after an elbow injury, his life had taken a different turn.

On the bright side, Troy was built thick, lean, and strong, the kind of guy who looked like he spent more time in a gym than he actually did. Broad shoulders, a narrow waist, powerful legs, and an ass that could probably crack walnuts. He always seemed to fill out a dress shirt just right, the fabric stretching across his chest and arms without looking like he was trying too hard. Even his slacks looked unfair on him, hugging his thighs and ass in a way that got more than a few lingering looks around the office.

The bastard was handsome too, which certainly did not help. He had one of those easy smiles that made people feel like they were the most important person in the room. Men wanted to be his friend. Women wanted to date him. Troy could smooth talk his way out of almost anything with that sunny attitude and effortless charm.

He looked at life with a kind of optimism that made me sick. Then again, what twenty-year-old doesn't? The world had not kicked his ass yet, and somehow he still believed everything would work out in the end.

Most annoying of all, it usually did.

I had fantasized about Troy more than once, but the kid was running around the building scoring with women on every floor. The fucker was in his prime, and the girls could practically smell the testosterone coming off that bull.

“You're in here early,” I said mockingly.

Troy smiled.

“I had an early morning workout.”

We joked around like this all the time, sharing stories about our weekends and the people we were seeing.

“I had an early workout with Jenny over on the third floor,” he said with a devilish grin.

I laughed and shadowboxed him as we horsed around.

“So Jenny. Is she number ten or eleven?”

“She's number fifteen,” he boasted. “This is the best job I've ever had.”

Then I noticed a somber look come over him.

“You okay?” I asked.

“Yeah, it's just that...”

His voice dropped.

“Go on. You can tell me.”

We walked over to the coffee station.

“The last two times...” he said, shaking his head.

“What? You wanted more, you horn dog?”

He didn't laugh this time.

“No.”

He looked down.

“I didn't finish.”

I looked at him blankly, not knowing what to say.

“I did not cum,” he said, his face flushing red with embarrassment.

I just stared at him.

Of all the problems I expected Troy to have, that was not one of them.

“Wait, what?”

He looked away immediately.

“You don't get it, man.” He rubbed the back of his neck. “This isn't supposed to happen to me.”

For the first time since I had met him, Troy looked uncertain.

Not nervous. Not awkward.

Scared.

“I work out. I eat right. I'm twenty years old. I'm supposed to be able to fuck all night and still be ready for breakfast.”

He laughed, but there was no humor in it.

“With Deborah, I got her off twice and nothing. With Jenny, same thing. They keep asking if something's wrong, and honestly...” He swallowed hard. “What if there is?”

The confidence was gone now.

This wasn't Troy the smooth talker.

This wasn't Troy the guy every girl wanted.

This was just a scared kid wondering why his body wasn't doing what it was supposed to do.

“I'm serious, David,” he said quietly. “What if I'm broken?”

I had to stop and think for a second. Troy was built to fuck, and he had that youthful agility and durability any woman would want, but this... him not being able to cum was a shocker.

The second Troy admitted there was a problem, I could practically hear the gears turning in my head.

A guy like Troy was not used to things going wrong. He was young, athletic, handsome, and had probably spent his entire life getting whatever he wanted simply by smiling at people. Now, for the first time, something was not working, and he was scared.

Scared people look for answers.

Desperate people look for solutions.

And I already had a plan.

“Don't worry. You need the P&P Reset,” I blurted out as if it were a real thing.

Troy's eyes immediately widened.

“Wait, what is P&P?” he asked in complete ignorance.

There it was.

Hook, line, and sinker.

I kept my face completely serious.

“Well, Troy, it happens more than you'd think. In my life, I've only seen one other person have it, and after doctors, creams, specialists, and all the other bullshit they throw at you, it always comes down to the same treatment.”

I said it exactly like one of those TV doctors explaining a rare condition nobody had ever heard of.

Troy just stared at me.

I could practically see him hanging on every word.

“P&P stands for the Pleasure & Paint Treatment,” I said matter-of-factly.

His expression shifted.

Confusion.

Hope.

Skepticism.

The poor bastard was trying to decide whether I was a genius or completely full of shit.

The best part?

He was desperate enough not to care.

“How does it work?” he asked.

I had to fight the urge to smile.

“Well, I've only done it one other time. A friend of mine in college had the same issue, and our track coach showed me how to handle it because he was way too old to be dealing with that kind of thing. We followed the treatment, and bam, the problem was gone.”

Troy nodded slowly, hanging on every word.

“Can you help me?” he asked quietly.

There was still fear in his voice, but there was something else now too.

Trust.

His eyes stayed locked on mine as he waited for an answer.

“Well, let's see how far along you are with this condition,” I said as I pointed toward the men's bathroom at the end of the hall.

The bathroom was actually perfect. It had huge stalls lined up in a row, and the one at the very end was rarely used since we currently had no employees with disabilities. The door was full-sized, so no one could see your feet, and the partition walls fit tightly enough that nobody could peek in and catch a glimpse of you taking a shit.

I could see the turmoil on his face, and damn, it was a pretty face.

“Okay,” he said as bravery finally took over. “Lead the way.”

I walked behind him, already planning how I was going to play this kid into becoming my bitch.

He naturally headed all the way to the back stall, and I closed the door behind us.

“Okay, take it all off and sit on the toilet.”

Troy hesitated, his jaw tightening for a moment before he nodded.

“Okay.”

He reached for the buttons of his dress shirt and slowly worked his way down. The fabric parted to reveal the muscle shirt underneath, stretched comfortably across a chest that had clearly seen its share of weight rooms and early mornings. When he pulled both shirts over his head, I finally got a good look at him.

I was surprised to spot a small piercing on his right nipple. It should have looked out of place, but somehow it fit him perfectly.

Troy glanced at me, clearly uncomfortable being studied.

I kept my expression neutral.

“Now everything else,” I said sternly.

He swallowed and nodded again before reaching for his belt.

He complied, removing his slacks. He was wearing a pair of tight black bikini briefs that framed his package just right. The outline of his cock and balls looked amazing.

I adjusted as he turned and carefully placed his slacks and underwear on the floor.

Troy turned, exposed and vulnerable, and fuck, he was everything I had imagined.

For a second, I just stared.

I had spent plenty of time wondering what was hiding beneath those perfectly fitted dress shirts and slacks, and the reality did not disappoint.

I swallowed hard but kept my expression neutral.

“Okay, Troy, let me first see how bad this is. Sit down.”

Troy hesitated.

For the first time since this conversation started, I could see him actively fighting with himself. Pride, embarrassment, doubt. They were all there, written plainly across his face.

But desperation won.

Slowly, he sat down.

“Good, now jerk off,” I said, keeping my voice calm and matter of fact.

Troy glanced at me, clearly looking for reassurance, for some sign that I knew what I was doing.

I made sure to give him one.

“If it makes this less awkward, close your eyes and focus,” I said.

He nodded.

There was something strangely satisfying about watching him follow directions without argument. A few minutes ago he had walked into my office looking for answers. Now he was looking to me for them.

Troy closed his eyes and began a glorious wank, his balls jiggling as he worked his cock in his hand.

Within a few minutes, his cock was wet with precum. His abs tensing and releasing as he feverishly worked his cock for me. There was heavy breathing as the sensations got stronger and stronger, it was a sight alright … a wet dream. 

“Oh shit,” he said, opening his eyes and looking straight at me, his fat balls pulling up tight.

Oh shit, it's really going to happen, I thought, my mouth watering from how badly I wanted this fucker.

“No. FUCK,” he grunted as his confidence seemed to leave the room all at once. His balls dropped and his cock went flaccid.

For a moment, neither of us said anything.

Troy just sat there, breathing hard, staring at the floor.

The thing was, Troy looked like he had been carved out of marble. Strong, athletic, handsome. The kind of guy who never had to wonder if people noticed him when he walked into a room.

And yet here he was.

Completely exposed.

Being naked in front of a coworker was one thing. Embarrassing, sure.

But putting your pride on the line, convincing yourself everything was finally about to work, only to end up right back where you started?

That was humiliation.

Troy covered his face with one hand and let out a frustrated laugh.

“This is so fucking embarrassing,” he muttered.

For the first time since I had met him, he looked small.

“Okay, well, you do have a problem, and it's only going to get worse if we don't take care of it. Like, now,” I said sternly.

“P&P treatment it is” I said 

“Pleasure because you'll be jerking off again,” I said. “Pain because the only way to fix it is to penetrate that ass and hit your prostate nice and hard.”

I said it as calmly as I could.

“What?” he gulped in total disbelief.

“It’s the only way to fix this,” I said, as if I felt sorry for him. “Unless you want this to get worse, and soon all the ladies you sleep with will be talking.”

The look on his face told me he was processing what I had said.

“The last thing you need is for this problem to go public.”

He looked down as if considering his options, but I made sure this was one of those moments where he had to either face the problem or give in to the only thing that could supposedly fix him.

“Make up your mind. Are you in or not?”

I had this fucker, and I knew it.

I turned to walk out.

“I'll do it,” he said quietly.

The words came out before he seemed ready to say them.

“I've never...”

He stopped and looked away.

“I've never done anything like this before. Nothing in my ass … ever”

Just a nervous twenty year old trying to convince himself he was making the right decision.

There was a tension in his shoulders now, a slight tremor in his voice that hadn't been there before.

“Let's not waste any time,” I said. “It's seven in the morning. We've got more than enough time.”

Troy took a slow breath and nodded.

“Let's do it then.”

“I'm doing you a fucking solid, Troy,” I said, letting a little irritation creep into my voice. “This better never get out. It'll mess with my reputation, and I can't have that.”

“I know,” he said quickly.

Then he nodded again, more to himself than to me.

“Yeah. I know.”

He nodded in agreement, still nervous and breathing a little harder now.

I pulled off my dress shirt and crew neck, revealing my toned, hairy chest and the trail of hair that ran from my navel down my stomach.

Troy just looked at me, still in a state of shock and disbelief.

I pulled off my slacks, revealing my boxer briefs.

I wanted Troy to get a good look at me. I had to make sure to ease him into this new way of doing things.

I stood before him, nearly naked, only a step away.

He stared for a moment, still trying to process what was happening and what he had agreed to.

“Okay, on your knees. Upper body on the toilet, and I want you to slowly start playing with your cock while I get ready.”

I started massaging my cock and balls before he even turned around he got on his knees. I nudged his legs apart so I could see his sweet cherry hole waiting to be penetrated. I was about to be rough with Troy, and he was going to learn to love it.

“Now get started.”

Troy reached behind and started working his cock again. In no time, he was hard once more. His balls looked glorious, swinging and bouncing behind him.

This is my porn fantasy come true and trust me I was not going to waste it.

His body slightly writing as he went at it again.

“Do me a favor Troy push your cakc back as if your showing me back here, let me see if there is any discoloration” 

“yeah “ he replied and then swung his fat headed cock back between his legs, I knelt behind him. Each of his balls hanging on each side of his rod splitting them so he could point that hot poker back at me.

I own cock bouncing, I manhandled his balls and stroked his cock a few times as I “inspected it” Troy slightly arching his back as I did. His tight pink hole clenching as i felt him up.

I released his cock and it swung back into his waiting hand.

“Continue” I ordered and the kid went to work again,

“One more thing” still on my knees, I began to firmly massage his muscled ass, he tensed and then released as I continued my impromptu massage. I roughly pulled at his exposed ass as if I was checking how far I could pull his cheeks apart.

I slid my fingers over the top of his crack and over his pussy hole and then down to his balls, I pulled down stretching them firmly causing him to grunt.

Troy arched his back completely, a bottom in the making as he feverishly worked his cock over. 

“Troy, this is going to hurt, but trust me when I tell you it will work.”

Troy grunted, “Yes” playing strong, but I knew that, like any first-time bottom, he was about to be in some serious pain. My seven inches were going to cause him so much glorious pain. My mouth watered.

“You ready?”

Troy grunted another, “Yes.”

“Are you ready to get penetrated, Troy?” I said, now with more authority.

“Yes, I am,” he grunted.

I saw his balls pull up, and in a single powerful thrust, I slid all seven and a half of my fat cock into his virgin hole.

“Oh, FUUUUUUCKKKK!” Troy yelled, his body trembling as the pain cut through his pleasure.

I made sure to keep my cock impaled in his hole, not moving, just staying buried inside him, spreading him open. I put both my hands around his neck and squeezed hard enough for him to know he was under my control, that my weight was now resting over his well-toned ass, balls deep in his hole.

“Don’t stop. Keep wanking your cock,” I yelled at him. 

Troy, lost in pain and pleasure, took hold of his cock again, in no time he was working up a sweat, the beads building over his body giving it an exquisite glow under me. 

He grunted under me, lost in the moment, I made my move. I used my hands around his neck, Troy allowed me to point his face upward, totally under my control. 

“I’m fucking cuuuummmiiiiiiIIIINNNNNGGG!” he yelled, his body shaking beneath me from the pent-up weeks of release, his pretty hole spasming around my buried cock as waves of pleasure washed over him.

“Fuuuuuucckkkkk,” he said weakly as his orgasm subsided.

I made sure to use this moment, when a guy had just nutted, to apply more pressure to his hole making sure I was pushed in as far as I could go. I was not fucking him. I was not riding his ass. I was just firmly in place.

I leaned in close to his ear. His eyes were closed, his mouth slightly open, his body glistening beneath me from the exertion.

Troy just had one of the most powerful orgasms I had ever seen. Honestly if it were not for the fact that I knew no one would be in till 8am when the front door automatically opened, I would have feared that someone had heard him.  

“Is it okay to pull my cock out of your ass, Troy?” I made sure it sounded dirty.

“Yeeeesssssmmmmm,” he hissed, I had pulled out while he replied. His hole held me tight, the whole way out.

“Wait, let me make sure,” 

As Troy looked back, his eyes fixed on my cock. 

I showed him no mercy. Three consecutive plunges deep into his blood red hole.

“Ffffuuufffuuuckkk,” he grunted on the first plunge “Shishhiiiiiii!” on the second, but I noticed his eyes fixed on my cock as it came out clean before going in fully again. “yyyeeaAAhhhhh” he betrayed himself.

This time I reached for his hair and again pulled it so his face was looking up, I needed to start getting him used to this.

I leaned forward so he could see me above him, my cock lodged deep in his pussy hole.

“Need to make sure this shit works,” I said as I felt the warmth of his hole hold me tight again.

His eyes closed, his face red, a mix of shame and surrender.

“Okay, I think this worked just fine.”

I pulled out roughly, and Troy yelped as my cock exited his red, deflowered hole.

I was over the moon. I had just barebacked my first virgin hole, and he had taken it like a champ. Fuck, even as I dismounted, Troy looked like a chiseled statue on all fours.

Troy flipped over and sat on the floor, the realization finally hitting him. Not fucked, no, not yet, but to him it was close enough.

I made sure to move around so he could see my cock swing as I grabbed some toilet paper next to him. I pretended not to notice his hard-on coming back, or the fact that he reached for his clothes to cover himself, confusion written all over his face about what had just happened.

“Troy, listen carefully,” I said looking at my clock. It was 7:30 AM as I unceremoniously wiped my cock clean and got dressed while he looked at me from the floor. “You need to call Jenny as soon as you get back out there and set up a round three with her and show her who’s boss. That’s the only way you’ll know if this reset took hold.”

Troy got up, a long string of cum trailing from his hard dick, and then, and only then, did I see the huge puddle of white, milky cum splattered all over the floor.

“I’ll do that right now,” he said as he wiped himself clean and rushed to get dressed.

“Okay, man. I have reports to run. Let me know how it goes,” I said with a smirk as I walked out and left him still pulling his tight underwear back on.

Fuck, I could not wait to get home and jerk off.

Around lunch my phone buzzed.

Troy.

I stared at the screen for a second before answering.

"Well?" I asked.

There was a long silence.

Then a laugh.

"You are never going to believe this."

I leaned back in my chair and smiled despite myself.

"Try me."

"Jenny wants round four tonight." Troy said victorious, still panting somewhat.

I could not help laughing.

"See? Told you."

The weird part was not hearing Troy happy.

The weird part was how proud I felt, Troy was going to be mine in no time.


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