Justin's Journey

It was a Thursday night. Just a few weeks after the start of quarantine from Covid. I got a text from Charlie. He didn’t usually text me, we always sent snaps back and forth and even that was pretty rare.

He said he was flying in that night and thought he’d use it as an excuse to see me. I told him he’s welcome to crash at my place. Charlie was a pilot but he flew cargo planes, not passenger. So as quarantine progressed and online shopping got bigger and bigger, he got busier and busier.

Almost always in the air, he rarely got to come home or see anyone. I hadn’t seen him in person since our first meeting, my freshman year of college. Had it been 6 years already?

I cleaned my apartment a little more even though it was already almost spotless. I keep a very clean home, plus I’d been working from home lately so the place stayed neat. I wanted to make a good impression. I was nervous even though Charlie was basically a long term pen pal by this point. He shared his location for the drive. I watched my phone as he pulled up. I heard the knock and immediately opened the door.

“Hey stranger”

“Hello I’d like to check in, room for two please”

I got in character to go along with the bit.

“Ah, yes we’ve upgraded you to a suite, right this way”

He gave me a big grin and then brought me in for a long and tight hug. I breathed a sigh of relief to myself. I knew I had nothing to be nervous about anymore. He immediately dove into conversation, asking about school, work, family, and all sorts of stuff. We had a lot of catching up to do. We kept in touch over the years but there’s only so much we can share in the occasional Snapchat picture (that was usually a nude anyway).

He told me about how busy work was and how he had all these plans for cutting back on flight hours to help teach at the local flight school. It felt like I was talking with an old best friend.

An hour or so passes and he said he has to get to work. He had some stuff to finish up and then he said his friends had a virtual game night that we could partake in if I wanted to. I said it sounded like fun.

So we sat next to each other on the couch. Charlie worked on his laptop and I played Xbox. I enjoyed the company, even in silence. It had been a while since I had anyone else in the apartment with me. Once eight o’clock rolled around, we joined his group video call. He introduced me to everyone and then we played some jackbox games. It was an absolute blast.

Time went on until someone said they needed to log off. Which in turn caused a domino effect of everyone logging off. Until it was just us and Charlie’s friend Caleb left. Caleb was one of Charlie’s closest friends. The rest of the people on the call were sort of from a different group. He was a goofball and would say the craziest things just for a cheap laugh. He was hard to dislike. Eventually, Caleb said he needed food so he hung up too. Charlie closed his laptop and looked over at me. We were both on the floor at this point. He smiled big and made a leap towards me. I let out a playful scream as he tackled me and sat on top of me, pinning my hands to the ground. He leaned down to kiss me. Soft and slow at first, but it got heavier and more passionate.

His hands released mine and he placed his palms on my cheeks, cradling my head. He slowly pulled away and looked deep into my eyes.

“I’ve missed you”

“I’ve missed you too Charlie”

“You’re so much different than you were when I first met you”

“Well I would hope so, I went through a very formative part of my life haha”

He giggled.

“But I’m sure you’re still the same in some aspects”

He gave me a smirk and then a wink.

“Why, I have no idea what you’re talking about. I’m a professional now… And apparently sometimes I run a bed and breakfast for lost pilots”

“Oh shut up, you’re a slut through and through. You’ll always be one”

I broke eye contact with him to glance down at his bulge and then back up. He was still sitting on top of me but I reached for his crotch and gripped his now hard dick through his pants.

He wasted no time unbuckling his belt and unzipping his pants. He whipped it out and lunged forward. The back of my head hit the floor again as he shoved his cock in my mouth. Both of his hands on the floor, he was essentially planking over me.

He pulled his shirt up and moved his waist up and down. He got in a great core workout while he piled drove his dick to the back of my throat repeatedly. I reached for my own pants, eager to play with myself while I stared at his happy trail and V lines. It was then that I noticed Charlie had really been taking care of his body.

After he got up and moved to the couch, I got on my knees in front of him to continue my work. He slid his shirt off and placed his arms behind his head. From this view, I could see all the definition in his body. Charlie had definitely been going to the gym more. So I started doing some tongue tricks because I wanted him to see my progress too. I turn my head to the side and kissed his cock, starting at the tip and the I kissed my way down the shaft.

I gave a little lick at his taint and then I sucked on his balls, filling my mouth up and and letting his cock rest on my face. I began to stroke his cock with one hand while my other traveled up and along his body. I wanted to feel his abs and chest. I admired this man’s body so much.

I continued to service him for a good long while. I kept my endurance up, determined to suck a load out of him. He told me to get up on the couch next to him. I laid down longways on the couch, with my head in his lap, resting one side of my face against his happy trail. I was surprisingly comfortable.

I noticed me got out his phone. I hoped he wasn’t getting bored of me. From his language and movement he seemed to be enjoying it. He turned the phone towards me.

“Fuck yeah, suck daddy’s cock. Be a good boy for me”

He was filming. I felt exhilarated. I had never been filmed before. Whether he was going to keep it for himself for later, or show other people, the idea of it made me so much hornier. He gave my face a little slap and then rubbed his hand through my hair.

“You like how that tastes? Are you a good little bitch boy?”

I nodded my head as best I could. His grip tightened on my hair and he began to fuck my face hard.

“Daddy’s little slut is gonna get a load down his throat”

He smashed my face into his lap, also straightening his body to force his pelvis up into me. My head was being crushed and he was as far down my throat as he could get. I felt the pulsations and the warm cum in my neck. Since my nose was pinched shut against his pelvis, I was already holding my breath. I kept my head still and swallowed twice.

“Fuuuuck yes. Good boy”

The headlock slowly loosened and he tossed his phone on the couch next to him. He gave my cheek another light slap. I gasped for air when my nose opened up. He pulled my head off his cock, still gripping my hair tightly. He then turned my head to face him.

“Next time I’ll try out your other hole”

“Yes sir. You can try it now if you want”

He chuckled and released me. We both headed to the shower together, where we talked more and I continued to admire his body.

Charlie borrowed a tshirt and shorts and we both sat on the couch again, not quite ready for bed. I saw his phone screen light up. It was a FaceTime call from Caleb. I guess this was normal for them because Charlie picked it up without looking phased.

“Hey, what are you up to?”

“Dude, I swear the food here is worst than I remember”

Caleb was spending part of quarantine back at his parent’s house so we all laughed, knowing he was talking about his mom’s cooking.

“Try ordering food next time, you ingrate”

“What are you two up to?”

“Not much now. But I spent about half an hour in Justin’s throat after game night ended”

I beamed at Charlie. I had no idea he was so open with his friends. I mean, it was kind of hot that he told people but I was so taken back because it was unexpected. Caleb simply congratulated him.

“Nice! A bed to sleep in and a warm place to shove your cock. Justin you sound like a keeper”

“I do what I can”

I had no idea how to be normal in that moment. My mind was going a million miles a minute.

“Caleb here couldn’t get a twink if he were the only top at a gay bar. He’s definitely got no chance in quarantine”

“Shut up, fuckhead. Why don’t you be a good friend and share yours”

“Because while he may be a little cum dump for me, he still has standards”

They both laughed. I tried to think of something to say as to not be the awkward quiet one.

“Nonsense, Caleb you’re a stud”

“Well shucks, let me know if you need company while Charlie’s flying around the world”

Caleb winked at me through the screen and Charlie looked at me with wide eyes, clearly surprised. Then he smiled and responded to Caleb.

“Well shit, Caleb are you gonna steal my boy away from me? Please don’t, this one is special”

“We can share him”

“Deal”

I shot Charlie a look that was half laughing but half confusion. Charlie said he had to go and then hung up the phone.

“Ok wait, I don’t wanna freak you out but did you mean that?”

“Did I mean what?”

“Do you actually think Caleb’s hot?”

“I mean, I’ve only seen his upper half through a computer screen, but yeah, he’s conventionally attractive”

“Hmm. Well he’s a good guy. If you ever actually want to have some fun while I’m gone, he’d happily oblige. He comes back from his parents in like a week”

“Oh wow. Yeah ok you should give him my number”

We spent the rest of the night chatting, eventually laying in bed and cuddling. We laid there naked, exploring each other’s bodies during conversation and it quickly escalated to more. He of course noted the bottle of lube I left out on one of the nightstands. He pushed the covers off of us and reached for it.

“It’s time for daddy to finally get a turn in your hole”

He flipped he around so I was on my hands and knees and pulled my waist back to him. He pushed down on my back so I arched as much as I could. He wasted no time and squirted lube directly onto my ass, letting it drip down to my hole. He slapped his cock on it and it spattered. He rubbed his tip up and down between my cheeks, spreading the lube all around and making a mess. He gave my ass a hard smack with his hand and then I felt his tip at my hole. He pushed into he.

“Daddy’s been dreaming about this for a long time. You’re such a good little slut, ready to be used whenever”

He pumped and pumped, thrusting away and clapping against my ass. His comments were both degrading and complimentary.

“Good boy. Your hole feels so good. And you love it too, don’t you, you little slut?”

It was so hot to me.

“You’ll take all the breedings you can get. That’s what you’re made for. What a cheap whore, I bet half the city has put a load in you by now”

He reached forward and wrapped a hand around my throat. He pulled me up so my back was against his chest, his cock still inside me. His grip tightened around my neck.

“I think you need a handler. I think you should be daddy’s personal cum dump, for him to use and to whore out to whomever he pleases”

I struggled to get words out.

“Yes daddy. Please, I’ll do whatever you want”

He released his grip and gave me a playful slap across the face, before pushing me back down. He grabbed a hold of my waist real tight so I knew it was time for a pounding. He went hard and fast.

“Fuck yes. You want daddy’s load? You’re gonna have to earn it”

“Yes daddy, please”

He continued the pounding, slapping my ass every few seconds. Then he plunged in and held himself balls deep. He pulled my head back by my hair and I felt a warm sensation as he filled up my hole.

“You’re such a good little cum slut, now clean off daddy’s cock”

He pulled out and sat back as I turned around to suck him clean. We laid down for bed and I fell asleep that night with a lubed hole and his load still inside me.

In the morning, Charlie got up before me and made himself at home. He made breakfast and once I smelled it, I joined him in the living room.

“It smells great! Thanks, you didn’t have to make breakfast”

“Yeah I did, you were such a champ last night. Twice. I feel like I owe you”

I decided to inquire about his words from last night.

“Yeah about that. I had a lot of fun and it was super hot. But you basically offered me to Caleb and then you made comments in bed about whoring me out to people. Was that just talk? Do you just find it hot?”

“So, here’s the thing… you’re incredible. I love how cock hungry and submissive you are. And so I talk about you a lot with my friends. We are all pretty… comfortable with talking about that kind of stuff”

“Ok…”

“And we are all very similar. They all find you hot as well and I always joke about how you’re mine and they can’t have you unless I say. It’s become on ongoing thing. But it was always just a joke because I never really saw you in person. It was just the submissive photos and texts you’d send. So it was more of a fantasy for us”

“Oh… I don’t know what to say. I mean, that’s really hot. But I guess I’m just surprised. Is that why you took the video?”

“Yeah I sent it to my friends. They all replied begging for a turn”

He laughed.

“Are your friends local?”

I tried to gauge the situation and get more info.

“For the most part. I actually had a plan in mind but again, it’s more of a fantasy, not a real plan”

“Well let’s hear it”

“You know how I said I was going to help out at the flight school to get more time at home? Well, I’m also thinking about buying a house. And if I do that, Caleb and Jake are gonna move in with me. I had this fantasy that if you and I ever got serious, I’d ask you to move in with me. And then I could have you whenever I wanted. And also, I’d let Caleb and Jake have you too. You’d belong to me but I’d just loan out your hole.”

“You want me to be a house boy so you can be my pimp?”

There was a long pause. I think he was afraid he had upset me.

“That sounds like fucking heaven”

“Are you serious?! Holy shit! I mean, obviously we have a ways to go, and I haven’t even looked at any houses. But fuck, now that I know it’s a possibility, you just gave me a new goal to work towards”

I giggled and leaned in to kiss him. After maybe 30 minutes or so, Charlie had to head back to the airport. He showered while I got his stuff put together and did the dishes. He grabbed his suitcase and headed for the door. I felt like I was already a house boy in that moment. He opened the door and then turned to face me.

“Thanks for everything. I really appreciate it, you’re the best”

“You’re welcome here anytime Charlie, you know that”

He pulled me in for a long kiss. I felt his hand slide down the back of my shorts. He rubbed a finger along the outside of my hole, which had much less lube on it by this point, but was definitely a little slick still. He popped his finger inside real quick just to play with it for a few seconds before pulling his hand out.

“Such a good little slut”

He stuck his finger in my mouth for me to clean it off. I sucked it sensually while keeping eye contact with him.

“See ya”

“Bye Charlie, drive safe”

He walked away and I glanced around to make sure none of my neighbors saw the interaction.

Over the course of the next week or two, I messaged Charlie more and more. As well as Caleb since Charlie gave him my number almost immediately. My sex drive was still through the roof but I found myself jacking off at home, picturing the scene Charlie had talked about. Being the house boy that gets tossed around. I thought it was so hot. I stopped visiting my regular guys in the area, with the exception of Todd. He had demanded my presence every day and I couldn’t say no to him, he felt too good. But I kept hope alive that Charlie would make my dreams come true.

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Next Chapter: I meet Caleb! And Charlie starts house hunting. Other new faces come into the picture.