Pilot Chronicles

By Pilot Chronicles

Published on May 4, 2022

Gay

Pilot Chronicles Chapter 15

         Chapter 15

This is a work of fiction. Names, Characters, Businesses, Places, Events, and incidents are the products of the authors imagination or used in a fictitious manner. Any resemblance to actual persons, living or dead, or actual events is purely coincidental.

Some operating procedure in relation to aviation is a true and accurate representation of said procedure. However, the same should not be relied upon in real world events.

This work contains material of sexual nature. Readers must be of legal age according to local laws to open, read, copy or save this work. In no way does the author endorse sexual contact with minors, nor does the author intend to promote unsafe sexual acts. Please observe all local, federal and international law and practice safe sex at all times.

As always I would like to thank everyone who have taken time to email me with their comments and contributions. Your feedback is what drives the story forward.

All rights reserved

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* * *

ALEX

The remainder of the week, following our dinner, was quite uneventful. Sean had gotten the go ahead to take some days off for our trip to Boston but was required to work up the hours throughout the week. This and his intense training schedule meant that we hardly met each other during the week. The marketing team had to reschedule my photoshoot which I was quite happy with as I was really dreading having to do this. It was going to be the following week instead after my boston segment.

My first flight as a commander was quite successful. A short flight to Berlin and back with a minimum turnaround time was exactly what I needed to get the hang of it and good practice for the 7 something hour flight to Boston in a couple of days.

A solitary ray of sunshine hit my face through a gap in the curtain, temporarily blinding me as I stretched in bed, kicking the duvet off me. I started at the ceiling for a moment wishing that Sean was between my thighs helping me get rid of my morning wood, but I guess that was in my hands now. Pun intended.

Reaching over to the nightstand, fondling the glass bottle which was standing there, squirting a couple of pumps of the silky odorless lube, aptly named Überlube, in my hand.. Feeling the silky fluid on my hand, between my fingers, I ran my hand over my shaft, stroking it up and down in a slow steady motion. The image of Sean on his knees in the restaurant bathroom flashing before my eyes. It had been my go to jerk off memory for the past week. Remembering him there on the tiled bathroom floor, my cock down his throat. I also imagined walking out of the stall, seeing the cute waiter bent over the sink, trousers down to his ankles, cheeks spread exposing his hole, begging me to fuck him.

My hand was gliding faster and faster up and down my cock.

I imagined Sean assuming his position next to the nameless waiter, spreading his cheeks and inviting me in. I imagined running my fingers over their tight holes as they looked at me in the mirror opposite, both fighting for my eye contact, the light cascading of Sean’s blond hair, the black hair of the nameless waiter flopping over his forehead, their forearms touching as they arched their backs, exposing themselves to me.

The grip on my cock tightened considerably as my hand moved up and down my shaft.

I imagined aligning my cock against the waiter's hole, locking eyes with Sean in the mirror, his hungry gaze pearching me, biting his lips, giving me a gentle nod of approval as I imagined thrusting my cock deep into the waiter as he thrashed around beneath me, struggling with the size of my cock. I imagined Sean placing his hand on the waiter's left forearm, pinning him to the counter, as my right hand held his in place as I dove deep into him, feeling his knees shaking, not breaking eye contact with Sean.

My palm was gliding over my cockhead sending streams of pleasure through my body.

I imagined Sean signalling to me it was his turn. I imagined the nameless waiter’s hole winking at me after I pulled out and aligned my cock at Sean’s opening, him pushing back against my cock, letting me in. I imagined him on a mission, to show the dark haired, tanned waiter how to take his man’s cock. Giving him a masterclass. I imagined my cock sliding deep into Sean, again not breaking eye contact in the mirror as I fucked him deep, the waiter still in place next to us, watching us with hungry eyes.

My hand was moving at record speed milking my cock.

I imagined pulling out of Sean, indicating my head towards the floor, he’d know exactly what I want, pulling the waiter to the floor with him. I imagined them both on their knees in front of me, cheek to cheek, tongue to tongue, looking at me with pleading eyes. A pair of hazel eyes, a pair of blue-grey eyes, looking at me expectantly, waiting for me to coat their tongues and faces with my load. I imagined the bathroom door opening as I sprayed my load all over the two boys on the floor in front of me.

My cock exploded. I could feel my entire body tense up as I sprayed my load over my shoulder, reaching my face, I could feel a jet of my cum fly into my own mouth as I gasped in ecstasy, the salty taste of my load overwhelming my senses as the rest of my load covered my chest and abs, the last couple of streams, out of the eleven total, leaking down the entire length of my shaft, pooling at the base of my cock.

I must’ve laid there for a good ten minutes covered in my load, tasting myself on my lips, my load dripping down my face and body when I was brought back to reality again by the notification sound on my phone.

BOSTON TOMORROW!!! SO EXCITED!

Good morning btw… :)

I couldn’t help but laugh as I could clearly hear his husky voice exclaiming that in my mind.

Heheh, good morning handsome. I was just thinking about you ;)

Photo sent

I looked at the photo I just sent of my abs and cock all covered in cum, knowing it would drive Sean wild.

Oh my god, don’t do that! You’re making me hard at the gym! This outfit doesn’t leave much to the imagination.

Photo received

The photo was of Shean sitting on a training mat in very tight shorts, the outline of his cock clearly visible. I noticed the boy doing pushups next to him. Long-ish strawberry blond hair, tied in a knot, his muscles pumped from the pushups with a decent ass stretching the fabric of his otherwise loose shorts. I assumed that this was Josh.

Oh good :p

I’m going home to pack after the gym and then I have work for 3 hours. Can I stay at yours tonight? ;)

Yes, absolutely!

Thank you….Sir ;)

My cock twitched at that last word… I had a session to plan I thought as I turned on the shower from the app, letting the water heat up.

* * *

SEAN

“Isn’t it a bit soon?” Josh said as he slumped to the floor after his 50th push up.

“Huh… ?” I mumbled, focused on my phone.

“You got that grin on your face again” Josh teased, as he rolled on his back panting.

“Oh stop it Josh” I said laughing, rolling on my back as well.

“SEAN! For god sakes, get back on your stomach” Josh said laughing hysterically “You’re.. uhm showing” he said, nodding his head towards my crotch.

“Shit..” I said, laughing as I rolled over.

“So, Isn’t it a bit too soon to be flying to the states with this guy you just met?” Josh pressed on.

“I think it should be OK” I said, thinking about it now. “I mean, he’s a great guy, and worst comes to worst, it’s a free trip to the US”

“Yeah, fair enough” Josh said. “Just a bit jealous

“Hah, yeah, you would be if you’d seen the picture I just received” I said grinning at him, giving him a sly wink.

“Ooh, let me see!” Josh said excitedly, jumping up on his knees, shuffling over to me.

“Nah, I think it’d be too much for you to handle…” I said grinning at him

“No, I want to see!” he said with a mock hurt in his voice.

“I can’t have you being thirsty for my man!” I said as I playfully punched him in the shoulder.

“Oh, it’s your man now is it?”

“Well… Yeah, that’s what I’m hoping at least”

“So, when do I get to meet this mystery man?”

“I’m sure we can arrange something after Boston” I said, pulling myself up again as my hard on finally subsided. “Let’s hit the showers” I finally said, picking up my water bottle, kicking Josh’s shoes.

There were only a handful of guys in the locker room as we began pulling our tank tops off and sliding the shorts down. I couldn’t help but smile when I noticed that Josh was wearing a jockstrap. I loved wearing jockstraps in the gym, added support. At first I was shy about it around Josh, and he did tease me for it a bit at first, but I eventually gave him one, and he had worn one regularly ever since. They really accented his cute butt, lifted those firm cheeks up a bit. I started blushing slightly as I remembered the night I gave him the jock. He wanted to try it on, and that’s when we hooked up, for the first and last time.

“What are you staring at gay boy” Josh said, laughing.

“Oh nothing… just admiring your jockstrap”

It was a blue PUMP! Jockstrap with a thick mesh material at the front. It was very exhibitionist for a mostly straight guy I thought as I revealed my modest pair of grey and white AussieBum jocks.

The hot water cascaded off my back as I leaned my head onto the showerwall, enjoying the powerful stream of water working my muscles. Looking over at Josh, I watched him as he lathered his body up with soap, stroking his hands absentmindedly over his pecks, abs, gently tugging on his soft cock, bending over, exposing his ass as he rubbed the soap onto his thighs as and calves. He was unusually quiet considering that most of the time we chatted throughout our showering.

“What are you thinking?” I asked him softly.

He hesitated briefly. “I wasn’t joking about being jealous.” he finally said.

“What, jealous about the Boston trip?”

“No, not that…” He said, hesitating again. “I’m jealous that you found someone.”

“I’m sure you’ll find someone soon! I mean, you’re literally drowning in women.” I said with an encouraging tone.

“I suppose you’re right.” he finally said, but I was sensing it wasn’t quite the end of it.

“Are you OK?” I finally asked.

“Yeah, I’m good, don’t worry about me! I’m happy for you.” He said with a smile, not really reaching his eyes.

“Awh, thank you bud.” I gave him a beaming smile, then a playful punch. “Let’s get dried up, need to get packing.”

“Yeah, let’s go!” he finally said as he turned off his shower.

Our usual routine was to leisurely get dressed together and walk together to the tube station, but Josh got dressed in a flash, gave me a quick hug goodbye and a ‘have a safe trip’ and dashed out the door, which surprised me a bit.

As I left the Gym, focused on my phone with music blasting in my headphones, I got startled by a tap of the shoulder. Turning around quickly I found myself face to face with Josh again.

“Hey, I thought you left.” I said surprised.

“I’m not jealous of you…” He said quickly.

“Don’t worry about it man…” I began.

“No, you don’t get it Sean…” He continued, slightly frustrated. “I’m jealous of HIM.” He finally said.

All I could do was to stare at him dumbfounded.

“Like, genuinely jealous of him.” He said again, a bit defeated this time.

“What do you mean Josh?” I finally managed to say.

“Ugh! YOU CAN BE SO BLIND SEAN!” He shouted out in frustration. “When are you going to realise that I’m completely and utterly in love with you…?!”

I was frozen in place, I couldn’t utter a word.

“After that night when we slept together… It’s what, almost a year and a half ago? I think about that night practically every day. I wear the jockstraps for you, hoping you’ll finally notice me and stop thinking about me as a one-night-thing that just happened between friends on a whim. It may have been like that for you, but for me it wasn’t. And now you’ve found this amazing guy, that’s hot as fuck, and I’ve lost my chance. Of Course I blame myself for not speaking to you sooner, but still. I was hoping you’d know.”

He finally stopped speaking. I was practically frozen in place.

“I don’t know what to say Josh” I finally managed to stutter out.

There was an extremely long pause. It felt like hours. The world ran at thrice the speed around us as Josh and I stood still in what could only be described as the tornado's eye. Facing each other, eyes locked, his lip trembling slightly as he eventually took a single step closer to me, placing his hand on my shoulder.

“Don’t go with him. Come with me, let me show you how much I love you, how much I need you.” He then said.

* * *

ALEX

I’m on my way!

Amazing, I’ll see you soon.

It was very unusual of me to have lazy days, but this one was an exception. Apart from going over my overnight bag, adding a few extras in there, and preparing my uniform, I hadn’t done much but lounge about, reading a book and drinking some coffee.

The front door buzzer startled me as I was deep into the book I was reading. I quickly let Sean in and opened the apartment door before heading to the kitchen to open a couple of beers.

“Hey you!” I called out as I heard him close the door and throw his bag on the floor. No answer came.

Turning around, I saw him. Wearing nothing but a black mesh jockstrap with metal hooks on the waistband in the centre of the living room floor, on his knees, resting on his heels, palms down on his thighs, eyes averted, head bowed down, his leather belt positioned directly in front of him, folded in half.

I could feel my stance change from the welcoming host to a dominant, in a matter of seconds as I placed the two beer glasses on the kitchen counter. Without saying a word, I walked to the spare bedroom where I kept all my gear, picked out a few things, returning to the living room where Sean hadn’t moved an inch.

“Do you remember the safe words boy?” I finally said

“Yes sir” He replied

“Repeat them to me.”

“Red and yellow, sir.”

“Good boy” I said as I walked around him, placing my toys on the coffee table behind him and picking up a leather harness and some padded leather wrist cuffs, unlinking them.

“Hands above your head” I ordered. Almost immediately he raised his hands and I slipped the harness onto his shoulders. He looked amazing. The harness rested perfectly over the top of his pecs really accenting his developed chest.

“Hands behind your back” I ordered, Sean following my command without hesitation. I got on my knees behind him, placing a cuff on each wrist, linking them together and finally linking them with a carabiner to the harness loop on his back, placing his hands in a position where his chest was pushed out then lastly placing a blindfold on him. He let out a long shivering breath as I took away his sight, ready for what was to come.

I felt a surge of excitement run through me as I removed my shirt and unbuttoned my trousers. Sean and I had had a session together but he had never really submitted to me like this. This was a statement and a reward. I had shown him that I could do his part of the fifty-fifty, now it was his turn to show me that he could do his.

Grabbing my phone, I dimmed the lights, lit the fireplace, turning on the music. I could see him shiver in anticipation as ‘Herneise’ by Boral Kibil came on the speakers.

I could practically hear his ears perching to try and identify the sound of the equipment I was handling, trying to locate me as I walked around him, my footsteps muffled by the living room rug.

“Ahhh Shhh” He moaned out as I placed a chained adjustable nipple clamps on his left, and then his right nipples which were both sticking out, ready to be played with, adjusting the tightness of the clamps, clamping them down hard on his nipples. He moaned loudly, with a mixture of pain and excited pleasure the moment I felt that I couldn’t tighten the clamps further, the clamps pinching his nipples very tightly, His breathing heavy. I stood there for a moment looking at my work. He looked so amazing, the dim overhead lights casting a subdued light over him, the flickering light of the fireplace, forming dancing shadows around the room, the song setting the perfect mood.

He jumped slightly as I placed the tail of the flogger over his shoulder, letting him feel the leather on his body, dragging it back until tail after tail dropped down his back. I could see his body shivering as he felt the thin, hard strings of the flogger run down his back, resting at the small of his back, hovering over the waistband of his jock.

“FUCK..” He yelled out when I delivered the first lashing with the flogger. Instinctively flinching from the pain that was inevitably shooting through his body as his skin instantaneously inflamed from the flogger. I could feel the tension leave my body with the delivery of the first blow, but surprisingly I could see a visible tension relief from Sean.

Fifteen times I struck him with the flogger, not too hard, not too soft, reddening the skin, hearing him yelp with every swat of the implement, his breathing heavy.

His excitement was palpable when he heard me unbutton my jeans and slide them off, throwing them on the sofa behind him, unleashing my painfully hard meat, his own stretching against the webbing of his jockstrap.

“Open your mouth” I said. He opened his mouth at once, sticking his tongue out slightly, ready for what he knew was going to be a rough pounding of his throat. I slid my cock in between his lips, sliding my cock further into him, deeper and deeper until I heard him beginning to gag on it. The sound of his retching driving me over the edge. Grabbing a hold of his head I began battering my cock down his throat. Saliva and mucus spurted out of the corners of his mouth as he was convulsing around my cock, trying to expel the foreign object. The saliva and bile seeped down his chin and onto his chest and stomach, coating his body, glistening in the shimmering light of the fireplace, the sound of his heaving mixed with the sound of ‘the city lights’ by the umbrellas. He was unable to push himself away with his arms shackled behind his back and my firm hold on his head.

Afther fucking his throat, assulting his oesophageal spincter for the duration of abour 3 songs, I pulled out of him quickly, grabbed him by the harness, pushing his face and chest to the floor. His ass pointing skywards, legs spread.

“You want to feel your belt on you” I said.

“Yes sir, punish me, sir.” he whimpered.

“AAAAAARGHHHH SHIT” He screamed out as I whipped the belt over his ass cheeks. “FUCK FUCK FUCK”

“Shut up you slut” I growled at him. “You asked for it, now you’ll take it” I said as I whipped him again hard with the belt. Ten strokes of the belt later, Sean was sobbing. He hadn’t used the safe word, so I wasn’t about to stop but decided to give him a breather as I walked to the spare bedroom, grabbed various sizes of dildos and lube.

As I returned to the living room, he was still in the same position, his perked up ass blazing red.I placed the dildos and lube next to him. He winced as I stroked my palm over his reddened ass, stroking my hand up his back, where the skin was still burning from the flogging, reaching the carabiner, releasing the shackles from the harness.

“Spread your cheeks for me” I murmured and he quickly complied, reaching down, exposing his puckered hole to me. He shivered as I ran my tongue over his hole, spreading his cheeks wider to allow me full access.

As I rimmed his hole, I pumped some lube on my fingers, proceeding to replace my tongue with my fingers, sliding them deep inside him resulting in moans of pleasure from him. I loosened his hole using three fingers to finger fuck him, his moans echoing off the walls.

I used the dildos to stretch his hole further, sliding the various sizes in and out of his hole, adding more lube as I went. He was pushing his ass onto the dildos, his hole hungry for more.

“Please sir, fuck me.. I want you inside of me… fuck my ass” he pleaded. Unable to control the urge, I quickly pulled out the dildo, leaving his gaping hole open and ready. As I slid my cock deep into his bowels he screamed out in pleasure as I rearranged his insides.

I fucked him with such a punishing rhythm it threatened to break my pelvic bone. I’m sure the echoes of his screams and the slapping of my hips against his sore ass could be heard at street level. It didn’t take long for me to feel his ass clench down on my cock as he began to shoot his load through the mesh of the jockstrap. Crying out in ecstasy and discomfort as I continued to plough his hole at a formidable pace.

I grabbed a hold of the harness that was hugging his chest, pulling him closer to me as I drove my cock even deeper, resulting in further screams from him. His body was becoming limp from exhaustion having blown his load already. I could see pearls of sweat forming all over his body as he tried to remain sane as I continued to slide my cock in and out of his now loose hole.

I pulled out of him, once again leaving his hole wide open and winking at me. the sound of relief escaping Sean’s lips. I pulled him to his feet by the harness, holding him in place, making sure his legs didn’t fail him. Then pulled off his blind fold. His eyes were red, puffy and tear soaked.

Our eyes locked for a moment, with an ever so slight nod he signaled to me that he was ready to continue.

“Get in the shower” I hissed… he instantly began walking to the shower, a bit unsteady.

“On your knees” I ordered as he entered the shower, turning around looking at me.

I watched him as he struggled with his balance, falling on his knees in front of me, looking up at me expectantly.

“Shift to the wall and open your mouth.” I ordered, with him yet again following my order without delay.

He recoiled slightly as the stream of my piss hit his tongue and the back of his throat, a look of surprise on his face. But he quickly took it in his stride, opening his mouth wider, allowing for a larger target for my golden stream as it trickled in his mouth, over his body, washing away the dried up spit from the face fucking he received earlier.

As I was just emptying my bladder I thrust my cock down his throat, emptying the remaining drops of piss directly into his guts and proceeded to face fuck him once again to the sound of his gagging, bringing me to the edge and eventually spraying my load into his mouth, pulling out to see my load squirt over his tongue and then his face.

We remained like this for a while. Sean on the floor with me standing above him, eyes locked, both breathing heavily. Eventually I leaned down and released him from the wrist cuffs and harness, throwing them aside and turning on the shower. The hot water streamed over our bodies as I pulled him off the floor, pulling his jockstrap off whilst still maintaining eye contact.

“I love you” He whispered, still staring into my eyes.

* * *

Author’s note

Thank you all for your amazing feedback to the story. It’s been a huge inspiration to read your emails and has driven me forward to continue. Please send your feedback to pilotchron@gmail.com as I’d love to hear more from you guys!

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