Learning to Fly

Chapter 11

I would like to offer a very special thanks to my friend and mentor Xpud, this story would never have happened without him, and The Story Lover, for thinking I deserve to be on this awesome site. Thank you so much, I'm forever grateful.


Chapter 11


I laid there in a bit of a shock.

Caleb kissed me. Like, on the lips. Totally yes homo.

Speaking of Caleb, he broke the kiss after a few seconds and slowly pulled away. I watched as he carefully opened his eyes, filled with what I can only describe as anxiety.

We stayed like that for what honestly felt like an eternity. Neither one of knowing what to do or what to say. I can’t even begin to imagine what was going through his head at the time. I know mine was crashing like the Dot-com Bubble (See? Some kids know about things before their births!). The moment I had only dreamed about had finally happened and I was frozen in place, completely unsure what to do next.

“Jesse… shit please tell me I didn’t make a huge mistake…” Caleb whispered, his voice trembling with fear.

Without even thinking, I rolled over on top of him, pushing him on his back as I grabbed him by the wrists and looked down at him, my eyes darting across him.

“Jesse…?” He asked again, meekly with a mixture of confusion and hope.

I responded by leaning down and smashing my lips against his.

I felt Caleb tense up, I assumed from the surprise, before his body relaxed beneath me as he began to return the kiss. It didn’t take long before I felt his tongue start to probe my lips. I instinctively parted them slightly and I felt his tongue slip into my mouth and feel around for mine. It didn’t take long for them to begin a dance of sorts, feeling each other out and embrace inside my mouth. I involuntarily moaned into Caleb’s mouth as I let him take control of the moment. I loosened my grip on his wrists, allowing him to slip out and run one of his hands through my hair, his other arm wrapping itself around my back.

He then broke the kiss and rolled me off him and onto my side so that we were facing each other just like we were before he kissed me the first time, his hand still running through my hair. Only this time we both were grinning like a couple of idiots.

“So that was… wow!” I said giddily.

“You’re telling me! You have no idea how long I wanted to do that!” Caleb admitted.

“How long have you wanted to do that?” I asked.

Caleb thought for a minute, rolling over onto his back and staring at the ceiling.

“You want me to be honest?” he asked tentatively.

“Of course I do!” I replied, slightly nervous but unsure as to why.

I saw him nod slightly before taking a breath and continuing,“The first time I saw you, when you walked up to me and said ‘Hi’ and I heard your voice… I felt something I couldn’t explain at the time. All I knew was that I was drawn to you. As time passed and we hung out more and more, I knew that the feelings I got from you weren’t ‘normal’. And, and then I realized that I loved you. I was in love with you.” I heard his voice crack as he said that, even in the darkness I could see he was starting to get emotional. “But I didn’t know what to do with those feelings. I was so scared Jesse, scared that if I said something, I would scare you off… and I… I just couldn’t accept that. I couldn’t lose you as a friend no matter what. So kept it to myself until finally I just had to try and know if there was any chance that you might feel the same way.

“So that’s why I asked you on the first day of school if you had noticed any girls, and why I wanted to watch porn with you and why I was so interested in Jake being gay… I just had to try and find out if I could be with the one person in the universe who makes me feel happy ya know? And when you said at the dance that you really like to see me… I just, well, decided to risk it…”

As he trailed off I reached over and cupped his cheek in my hand and pulled his face ‘til it was facing mine again. I observed the stains on his cheek where a few tears had fallen, the emotional weight of getting all this off his chest having clearly taken its toll.

“Caleb, the first time I saw you sitting there on your lawn, watching those movers take stuff into your house, something inside me told me that I needed to meet you. I can’t explain what it was, but I did. And the moment you just smiled and playfully laughed at me calling your eyes ‘boy pretty’, I just knew that you and I were meant to be in each other’s lives. I love you too, Caleb. I’ve fought that reality for a while now, but I’ve accepted it. I love you, Caleb Ashley Hollingsworth.”

As I finished my confessional I leaned in and kissed him again, which he happily returned.

“Sooooo…” Caleb began as our lips parted. “What does this make us? Are we, are we boyfriends now?”

“I, uh, I really don’t know,” I sighed. “It’s not like this came with a manual or anything.”

Caleb chuckled softly at that as he continued to stroke my hair.

“Yeah, I guess that’s true.”

“So are you gay?” I asked him.

“What? Me kissing you didn’t make that obvious?” Caleb joked, a wide grin forming.

I smiled and rolled my eyes. “You could be bi for all I know.”

“Fair point,” he conceded. “But I’ve thought a lot about it. And I guess yeah, I am. I’ve never thought about girls. But the weird thing is, I don’t really think about other guys either. I mean, while I can definitely get hard from watching a hot gay porno, you’re all I ever think about. Like, I’ve never thought about another guy like I do you. I don’t know, maybe that just makes me a ‘Jessesexual’,” he explained, laughing softly at his own joke.

Well, I’d be lying if I said my heart didn’t swell at that.

“You are such a dork. But I love that about you,” I told him. “I’ve realized and accepted that I’m gay. But I’m not ready to tell the world. I’m honestly not even ready to tell Jordan yet. Are you going to be ok with that?” I nervously asked him.

“Actually, I kinda am. Look, I don’t want us to be ‘different’ than anyone else. Nobody needs to know we are anything different than we’ve always been. Because we aren’t. At least not to them. We are still just Caleb and Jesse ya know? So, maybe, let’s not label anything? Let’s just be us ok? Like we always have. Except maybe now with a few ‘added’ benefits,” he said, wiggling his eyebrows at the end, causing me to laugh and shake my head.

“I think I’m ok with that. But maybe between us, do you… do you think I could call you my boyfriend?” I asked him pleadingly as I took his hand in both of mine. “I feel like we should at least acknowledge that we are more than just besties now, yeah?”

I watched Caleb as he digested my question, thinking it over before nodding and agreeing.

“Ok… Boyfriend,” he affirmed with a grin.

I smiled wide at hearing that, feeling as if it was almost literally going from ear to ear.

“Thanks… Boyfriend.”

We fell asleep shortly after that, and for the first time we cuddled until we fell asleep (and since I know you’re wondering, I was the little spoon. Don’t act like you’re shocked…). I honestly don’t think I’ve ever slept that good before.



I awoke the next morning to a pounding headache.

Holy shit that hurts, this better not be what love feels like because it’s a total fucking rip off!

I rolled over and looked at Caleb who was sprawled out onto the bed, still passed out. Apparently at some point in the night our spooning session came to an end. Not really a surprise, we’re both tossers and turners. I smiled and stared at my freshly minted boyfriend, hardly believing last night actually happened.

He loves. Caleb loves ME. He’s gay and he’s my boyfriend!

I kept repeating that to myself as I replayed our first kiss(es) in my mind. To a gay teen like me, it was nothing short of a miracle. Stories like this aren’t supposed to happen. But here it was, unfolding before my eyes.

I could have stayed like that all morning, and I really wish I could have, but my head was still killing me.

Christ almighty, where did this headache come from!? And fuck I’m thirsty. Is this what a hangover is? I wondered as I sat up and groaned.

I looked back over at Caleb who just snored loudly and continued to be dead to the world. He could seriously sleep through a nuclear holocaust, people.

I groggily rubbed my forehead as I slowly got out of bed. I managed my way over to my dresser and grabbed a pair of pajama pants and slipped them on, taking a second to look over at my clock.

7:14. Holy hell, I’m up early.

I rubbed my aching head some more as I lethargically made my way out of my room and downstairs. I was surprised to find Jordan still at home, sipping coffee and watching the local news while on the phone.

“Yeah, so again, I’ll just be a little late today, should be no later than 10. Jesse went and got himself drunk last night.” He paused to listen to whoever he was talking to respond. It must have been humorous because he laughed. “You’re telling me man! Thanks for being understanding; I’ll be in soon enough. Later, Spivey.”

Ah Spivey. So he’s going in late because he wants to talk to me first. Man…

“Well, speak of the devil!” he said loudly as he turned to face me, taking another sip of his coffee.

I smiled meekly and waved, wincing at just how loud he seemed.

“Hungover, are we?” 

“Yeah I guess,” I said as I made my way into the kitchen in desperate search of aspirin and water while Jordan just watched and continued to enjoy his hot beverage. I found the water, duh, but the aspirin was nowhere to be found.

“Jooorrrrdddddaaaaannnnnn!” I whined. “Where is the mother fucking aspirin!?”

“Oh you mean this?” he asked coyly as he pulled the bottle out of his pocket and held it up.

“WTF bro, why do you have it?” I demanded to know.

“Oh, I decided that as part of your punishment you’re going to just have to ride out your hangover. Don’t worry though, since you threw up last night it won’t be anywhere near as bad as it could have been. But it’ll still suck. Hopefully enough you’ll not want to pull that stunt again for a while.”


“Oh come on!” I pleaded. “That has got to be a violation of the 7th Amendment or something…”

“8th Amendment, genius.”

“Whatever! I need those pills!” I glared at him as I stuck my hand out expectantly.

Jordan in turn gave me a look I knew to mean that I was dangerously close to crossing a line. I reluctantly withdrew my hand and crossed my arms, pouting and waiting to hear what else Jordan had in store for me as punishment for my dumbass decision. Head still killing me by the way.

“You’re going to ride it out, that’s final. Back talk me again and I’ll happily add more onto your punishment. Now, as for the entirety of your punishment. I have decided that since this is the first time you’ve ever fucked up to this degree, regardless of what caused you to,” he gave me a knowing look, “I’ll give you the chance to show this was a one-time mistake. So you’re not grounded.”

I visibly relaxed right then, relieved as hell that Jordan was going light on me.

“However, For the next couple of weeks after school, you are not to take the bus home or to Caleb’s. You are to join me at the shop and help out around there as me and Spivey see fit. Including Saturday”

I audibly groaned and was about to protest when Jordan put his hand up to silence me.

“And just so you know, you’re 15 now. So I’m not in violation of any labor laws before you get any ideas of trying to get out of this. I will however leave open the possibility of letting you earn Saturday off depending on your behavior and attitude.”

I just dejectedly looked down at the floor and nodded. It honestly sucked at the time, but looking back, Jordan went sooooo easy on me.

“Good. Glad you are being so agreeable. Man this parenting thing is easy!” he joked, mostly to himself, as he finished his coffee and made his way into the kitchen. “Well I don’t have to be in to work for a minute, so I guess I’ll make breakfast. I’m feeling some breakfast sandwiches.”

I watched as Jordan got all the items he needed to make a homemade breakfast sandwich, thick-cut bacon, eggs, cheese, butter and slices of sourdough bread. He then began melting some butter in a skillet, throwing in some bacon to fry once it had.

“Make sure you drink plenty of water today bud,” he informed me over the sizzle of the bacon.

I quietly got up and refilled my glass with some filtered water from the fridge and began drinking it. After a few gulps I turned to Jordan and asked,

“How am I supposed to get to your shop after school?”

“I’ll get that worked out don’t you worry,” he assured me as he flipped the bacon over.

Of course you will…

I went to take another big drink of water only to find my cup empty. I looked down into it and shook it around, as if that would magically make more appear. I slowly got up off the stool I had been sitting on and made my back over to the fridge, pressing my cup up against the dispenser and watched as it filled up to brim.

I took the drink I had been so cruelly denied earlier and went to sit at the table. At about this time little Phillip had awoken from his slumber and found his way into the kitchen, probably following the scent of bacon. When he saw me though, my little buddies’ eyes lit up and he barked excitedly before bolting right for me. When he reached me, he propped himself up on his hindlegs, using my knee to rest his front paws on as he excitedly barked and licked my cloth covered leg while I reached down and scratched his head.

“He needs to be fed,” Jordan pointed out as he started on a second batch of bacon. “And after that why don’t you go ahead and wake Caleb. God knows he has the potential to sleep until dinner time if we let him.”

While I was in the kinda mood where I really only wanted to give non-verbal responses, I voiced my confirmation since Jordan wasn’t facing me.

I got up, taking another drink of water (And man did I have to pee later!), and headed over the laundry room where we kept Phillip’s food and water bowls with the fur ball excitedly in tow, playfully nipping at my heels. I grabbed his bag and reached inside for the cup we used to scoop it out with and filled it before depositing it into his food dish. I saw he had plenty of water still and gave him one last loving scratch while he began to devour his breakfast before heading up stairs to wake up my, wait for it, BOYFRIEND!

The thought instantly made me giddy on the inside, temporarily relieving me of my headache. I headed back up stairs and to my room where Caleb was still passed out on my bed, snoring softly. I couldn’t help but think how adorable he looked like that.

I could watch him sleep for hours, I thought as I smiled down at him.          

But I wouldn’t, because that would be creepy. And Jordan said wake him. So wake him I did.

I walked over to the side of the bed Caleb was on and stood over him, taking one last look at his slightly toned torso as it lightly rose and fell with his breathing. I leaned down close to his ear and as soothingly as I could I said,


Ok, so I actually shouted that. But god if only you guys could have seen his reaction! His eyes BOLTED open in alarm and he flung himself up, arms flailing. I almost didn’t get out of the way in time!

“OHMYGODWHATFUCKFIREWHERE!?” he yelled out in a panic so fast it was hard to decipher when one word ended and the next began, as I fell onto the floor laughing so hard I was crying. Headache be damned that was so worth it!

Caleb sat there for a few seconds, just blinking as he slowly gathered that I was just fucking with him. It was clear when he had because his head whipped around to face me on the floor, where I was still literally ROFLMAO.

“JESSE YOU ASS! WHAT IN THE FUCK!?” he yelled angrily.

“I...” I paused to laugh some more. “I couldn’t help it!” More laughter. “That’s payback for startling me the day before my birthday!” And I resumed laughing much to Caleb’s annoyance.

“OH YOU’RE SO DEAD!” he declared as he jumped out of my bed and onto the floor. I was laughing too hard to even think about moving but I doubt I would have had enough time anyway because Caleb was on top of me pinning me down before I knew it. I tried to wiggle out of his grasp but he definitely had me, so I just opted to give him my most adorably cheeky smile and see what that did for me. I don’t know if it actually worked or not, but instead of starting a wrestling match, he just smiled back at me and leaned down and began kissing me, which I happily returned.

Once again I felt his tongue probe the entrance to my mouth, but instead of letting him in, I pushed my tongue into his mouth. taking control of this kiss. In another reversal of last night, I felt him moan into my mouth as we continued to make out. We then broke the kiss and began pulling apart, but not before Caleb gave me a quick peck.

“Hey you,” he said with that goofy grin I loved.

“Hey you too,” I grinned back. “So what happened to me being dead?”

“Well, that was my first thought, but seeing your face beneath me like that, I decided that I’d much rather kiss you.”

God I coulda died happy right then…

“Hey now, seeing as I got you like this, and I’m gonna bet you’re enjoying it as much as I am…” He then grinded his erection onto mine briefly, causing me to sharply inhale, “Yep you are!” His grin turned cheeky at that. “Maybe we could kick off this thing with some fireworks?” he asked, wiggling his eyebrows.

Oh god yes… wait, shit Jordan is still home! Ok, how does one dispose of an older brother who is bigger, stronger, faster and much smarter than you…

I leaned up and pecked Caleb’s lips.

“Believe me I really want to see you without anything on.” His grin got even wider somehow at that. “But Jordan is home and downstairs. I don’t think we could get away with anything,” I said sadly.

Caleb got a confused look on his face. “Jordan’s still home… wait do I smell bacon?” he asked as he looked towards my door and sniffed.

Seriously!? You have the attention of a fucking goldfish!

He looked back down at me.

“So how do we get bacon and him out of the house?”

I take that back; he has his priorities straight!

“I overheard him talking to his boss earlier, he’s just gonna go in late. So breakfast first?”

“Bacon!” Caleb said excitedly as he got up off of me and held his hand out. I gladly took it and he helped me up onto my feet.

We both then made our way downstairs (and in case you’re wondering, Jordan is beyond used to seeing Caleb in his boxers in the morning.) and sat down at the kitchen table just as Jordan finished making the last breakfast sandwich. He turned and looked at Caleb with a highly amused look.

“Sounds like you had quite the awaking, eh Caleb?”

“Your little brother is an ass!” he answered with a giggle as he looked at me. I just looked away and whistled as if I didn’t know what he was talking about.

“Yes he is. But since I can only imagine from the noise how amusing it would have been to witness, I approve,” Jordan smiled as he placed our breakfast in front of us.

We both hungrily tore into our sandwiches. You’d think we wouldn’t even have had time to taste it! But actually, they tasted better than normal, prompting me to ask Jordan about it.

“Hey this tastes different, like ‘fresher’ somehow?” I said looking over at Jordan as I took another bite.

Yeah, fresher, that’s it.

“Well I used some farm fresh eggs I recently got. Glad you approve!” he answered as he took a huge bite out of his sandwich.

“Where did you get farm fresh eggs?” Caleb asked through a mouthful of food. Well, at least this time we could understand him…

“Oh… I got them from a friend,” Jordan replied, almost coyly.

My little brother senses immediately tingled.

Friend? Jordan has no friends!

I narrowed my eyes at him, still holding my sandwich in my hands.

“Who is this alleged ‘friend’ of yours? And how do they provide you with plentiful bounty of eggs?” I asked in a mock “Spartacus” voice (I think it’s on Netflix. If you like blood and nudity check it out). 

“Don’t you worry about it, baby brother. You’ll meet them soon enough,” he replied with a smile that was most definitely coy.

“I’m watching you,” I told him as I slowly took another bite, chewing it slowly and never taking my eyes off him.

He then decided to ignore the inquisition my eyes were giving him and turned his attention to my boyfriend (I’m so not ever getting tired of saying that! Mr. Jesse Hollingsworth… or should it be Mr. Caleb Koenig? Seriously people, I’m asking).

“Caleb your mom’s not doing any kind of political work is she?”

Wait, where is this going?

Caleb gave thoughtful look before replying,

“Nope, she’s not currently selling her soul to any particular devil right now. Why?”

“Well part of Jesse’s punishment for drinking at a school event is that for the next two weeks he has to spend his afternoons at the shop helping out. And since he can’t exactly walk there, I was hoping she would be able to pick him up and take him. And tell her Jesse will be happy to pay her for her time and gas.”

My mouth dropped at that. That clever devil. He’s gonna bribe her using the money he has to legally pay me!

Caleb just sat there with a blank look on his face.

“Uhhhh… I can ask her. I don’t think it’ll be a problem.” He turned to give me a questioning look as he finished responding. I meanwhile just glared at Jordan, who wasted no time responding.

“Excellent. He starts Monday if she can,” he turned his head to me. “What? You’re being punished. Actually making money out of this would be a bit too easy.”

I knew better than to argue. So I just grumbled and returned to finishing my sandwich, now wishing it wasn’t so damn tasty so I could be mad at Jordan for it too, because reasons.

“Alright you two,” Jordan began as he finished his sandwich and downed some milk, “I’m gonna head off to work. No sense in showing up any later than I have to. There is stuff for tacos in the fridge for lunch. Don’t burn the house down!” And with that he headed out the door and off to work.

“Well, as far as punishments go, it could have been worse,” Caleb opined. “My parents probably would have killed me. Or at least grounded me till graduation.”

“Still sucks though. Two weeks of my life wasted in school and work I won’t be getting paid for,” I muttered dejectedly as I pushed a piece of leftover crust around on my plate.

When he didn’t say anything back, I looked over at him quizzically, wondering what he was doing. He had a sly smile on his face as he looked right back at me.


“Jordan’s gone now.”

“Yeah I… oooohhhh…” realization hitting me, my headache now all but forgotten.

Like a pair of animals (Hey, we’re lustful teens in the middle of puberty. What did you expect?), we jumped out of our chairs and began making out like crazy, feeling up each other’s nearly naked bodies as we did.

I personally was instantly drawn to Caleb’s toned abs. Now, he by no means has a six-pack, but he does have some nice definition there. It’s always been kind of a mystery to me how he has it because the idea of him working out is beyond laughable, but I’m not complaining!

Caleb, for is part, really seemed into the small of my back. You know, the area right above your ass? He kept rubbing that area, occasionally going down to the top of my boxers and ever so barley going under the waistband, and dammit if it wasn’t sending bolts of electricity through my body! My dick was at full mast, and it was actually leaking! That was new!

Caleb broke the kiss and looked down at my tented pajama pants, his eyes almost going into a trance. He looked back up at me, and if want and desire had a face, I think his would have been it.

“Can I?” he asked in a mesmerized voice.

I came thisclose to screaming “yes!” right then and there. But somehow a tiny bit of logic came through and I realized we were still standing in the middle of the kitchen and there was a big window right behind us. Believe me, you have no idea how glad I was it was Saturday and there was no one driving out of the alley on their way to work!

“My room,” I said quickly as I pointed upstairs. Caleb nodded in reply and I’m pretty sure we set a record for how fast we shot up those stairs. Herd of cattle indeed…

As soon as we got to my room I turned around and faced Caleb, my eyes immediately being drawn to his tent.

Damn, that looks nice. I said to myself. I almost said it aloud but managed to catch myself.

“So you ready?” Caleb asked me, equal parts nervous and impatient.

I swallowed as I nodded, giving him the go ahead.

He slowly fell to his knees in front of me and reached out to grab ahold of my waistband. He then pulled them down, but much to his annoyance, he forgot I also had boxers on.

He muttered what I’m sure was some kind of curse word to himself, causing me to giggle, before grabbing my boxers and pulling them down, allowing my dick to spring free and slap up against my belly before coming to a rest right in from of Caleb’s now hypnotized eyes.

“You’re hairless,” he stated breathlessly.

Huh, that’s almost exactly how Jake responded… Oh shit -- Jake! Fuck, how will Caleb react to knowing I’ve already fooled around with a guy? I better keep that to myself for now...

“Jesse?” the sound of Caleb addressing me breaking my train of thought.


“I asked if you shaved. You ok?” Caleb asked as he looked up at me.

“Yeah! Sorry this is all just surreal to me,” I answered.

“You sure you want to continue? I don’t want to push you…”

“I’m good!” I said quickly. Oh hell no! I have waited too long for this!

Caleb smiled at me and repeated his question again,

“So do you shave? Or are you secretly a little kid and I should be worried about prison time?”

I gave him my playful eyeroll and responded,

“Yeah I shave. I’ve always liked how it looks.”

“I like it too. Actually, I love it. I love everything about yours,” he complimented me, causing me to blush, as he turned his attention back to my dick.

He reached out and tentatively touched the head with his fingertips, causing me to lose my breath and recoil slightly. Caleb looked up at me with a bit of worry, but I smiled down at him and nodded to continue. With the encouragement he grinned back, and this time firmly grasped my shaft.

I let out a moan as I felt his soft, warm hand. Fuckin, a! Caleb, my boyfriend, is grabbing my dick. I may just cum now…

For the record, I didn’t.

Caleb then began to stroke my dick. I leaned back some and placed my hands on my beds footboard to brace myself, moaning some more. Caleb kept this up for another couple of moments, exploring the length and curve of my shaft with his hand while studying it with his eyes, looking all over it.


“Yeah?” he asked as he continued to study me.

“I wanna see you.”

He looked up at me and grinned again. “Sure!”

He quickly stood up and was about to shuck his boxers before I stopped him.

“Let me please?” I asked as he gave me a questioning look.

He removed his hands from his waistband and let them dangle idly at his sides, waiting for me to strip him.

Before I did though, I had an idea.

“Hey, let’s move onto the bed.”

“Good idea,” he concurred.

He quickly bypassed me and hopped onto my messy bed, getting himself comfy by propping up a pillow against the headboard and leaning back against it, spreading his legs just enough to allow me access.

I shook my head and smiled at how freakin’ sexy he looked, but I quickly became fixated on the wet spot that had formed on the tip of his tent. I’m pretty sure I licked my lips involuntarily, because Caleb gave me the kind of shit eating grin that he only gives me when I do something he finds very amusing. I ignored it though and crawled onto my bed and in between his legs. Now it was my turn to get onto my knees. Once I did so, I reached out with both hands and grabbed his boxers like he did mine and began to pull down.

Ok, I got this far at Caleb’s house. This time though, there will be no interruptions…

“Despacito, Quiero respirar tu cuello despacito, Deja que te diga cosas al oído…”

“ARE YOU FUCKING KIDDING ME!?” I actually shouted out loud as the sound of my phone’s ringtone, “Despacito” by Luis Fonsi (What? It’s catchy! And the lyrics sound a lot like he’s naming different kinds of Mexican food…), had begun blasting, filling the room with noise. Because this was my goddamn life.


I leaned over Caleb’s leg, who was now busy laughing at me, and angrily grabbed my phone to see who was calling. Jake.

 “The hell does he want?” I demanded to know from no one in particular.

“Who is it?” Caleb asked as he finished laughing.

“Jake,” I told him as I debated answering.

“What does he want?”

I immediately shot Caleb a look that screamed “Really?”.

Caleb, to his credit, quickly realized the stupidity of his question and gave me an embarrassed smile.

By this time though, the ringing stopped, making my decision for me.

I’ll call him back later. Once I tell him what I was up to he will understand. Speaking of which…

I set my phone back down and returned to achieving my lifelong dream (And by lifelong, I mean very recent), seeing that boys mother fuckin’ penis!

I resumed my earlier position and wasted no time reaching for his boxers again and I resumed pulling them down. Not too fast though, I really wanted to savor this moment. I felt my fingers start to tremble as his trimmed pubes came into view, still looking as neat as I remember, and then the base of his dick.

I bite my lip in anticipation, but I ran into a small snag when his boxers suddenly didn’t want to come down anymore. I looked at them questioningly before I realized they were caught on Caleb’s ass. He must have come to the same conclusion because he lifted his ass up just enough to allow me to slip his boxers the rest of the way down. And once I did, the magical moment I had (admittedly) lustfully jerked off about to many times to count finally arrived.  

I became entranced as his dick sprang free from his boxers, swaying back and forth briefly before coming to a rest, standing straight up. It was about slightly longer than mine, so a tad over six inches, but had a similar thickness. And just like he said, it was pretty much straight. Though it did actually have the slightest of curves. And hanging bellow it was a firm sack holding two rather plump, but still mostly proportional, balls. Dear sweet baby Jesus it was absolutely perfect.

At that moment I began to feel my lungs start to burn. Apparently at some point I had forgotten to keep breathing and my body was demanding fresh oxygen. I quickly gasped, partly to bring in air, partly because of how amazing Caleb looked naked. Like an angel.

“I hope I’m not a letdown…” Caleb said shyly, his nervousness evident as he waited for my response.

I looked at him incredulously,

“Caleb, you’re seriously the most beautiful thing I’ve EVER seen,” I confided to him. “And this,” I began as I reached out and grabbed a hold of his dick for the first time, causing his eyes to widen as he inhaled sharply, “is more perfect than I ever could have imagined.”

I’m positive I made Caleb’s heart melt right there. He got this smile on his face I’d never seen before. I honestly can’t really describe it, but even in my youth and inexperience, I somehow knew what it was meant to convey. That we were meant for each other. And I don’t give a fuck how ridiculous that may sound to whoever’s reading this.

Still, grasping his member, I leaned in and kissed him firmly on the lips. No tongue or anything. Just a firm, loving kiss. With which he responded in kind.

“So you want me to jerk you off?” I asked him as our lips separated.

“Actually, I have a better idea,” he responded with a sudden, lustful smile.

I gave him a questioning look as he pushed me onto my back while he rolled forward and back onto his knees, now in between my legs. He scooted around a little bit, looking for the right position for whatever he wanted to do. Once he found it, I watched as he grabbed my dick and slowly leaned his head down towards it.

No fucking way! I thought in disbelief.

He got to just above the head of my dick, so close in fact, that I could feel his breath on it. He looked at me for a moment.

“Here goes nothing.”

And with that he took my dick into my mouth.

I felt as my eyes literally rolled back into my head while I groaned in pleasure, the feeling of his warm, wet mouth unlike anything I had ever experienced. Then I felt his velvety tongue apply pressure to my glans as he began to lick and wrap his tongue all around the upper portion of my cock.

“JESUS!” I exclaimed as I gripped my sheets.

I felt Caleb smile around my dick before he started to move further down my shaft, covering his teeth with his lips and still working his tongue against my cock. The sensations he was giving me were absolutely electric, my nerves were firing on all cylinders in ways I had never even imagined. Like, I thought Jake’s hand had felt good. But this was on a whole other level.

I felt him gag slightly. I was about to ask him if he was ok, but Caleb merely leaned forward slightly, seemingly as if to compensate for my curve, and pushed a little bit more of me into his mouth. He managed to get about three fourths of my dick into his mouth before he gagged again. He must have decided that was good enough, because he immediately began bobbing up and down on me. Causing me to start to moan in what had to be pure ecstasy.

My breathing turned rapid, my head swimming in joy.

“Oooohhhh… Caleb…” I moaned, more as a reflex than a thought.

He made a noise around my dick that I assumed was a “Hmm?”, the vibrations of him doing so firing a lightning bolt through my nervous system. I instinctively placed my hand on the back of his head, encouraging him to keep up what he was doing, while my other hand gripped my sheets even tighter.

“Aaahhhhh… Ooohhhh! Ssshhiittttt! Just, y-yeah! Oh fuuuuck meeeeee…”

My instincts kicked in even further and I began to rock my hips forwards and back in rhythm with his bobbing. Every time he pulled up, I went back, and every time he came down, I pushed up, causing me to go a little further into his mouth. I was sweating like crazy, and I felt my balls begin to build some intense pressure. I knew I was gonna blow any second.

“C-Caleb!” I panted, the sensations causing me shortness of breath despite my rapid breathing, “G-gonna… gonna cum!” But instead of heeding my warning and pulling off all the way, he pulled up till only my head was still in his mouth. I felt him take a breath, and then he plunged back down on my dick.

As my dick went passed his uvula and into his throat, I was so taken aback by the overwhelming sensation of his him gagging and his tonsils closing in around my head and glans that I couldn’t even moan properly, instead emitting something more along the lines of a squeak. Then it happened.

I felt my diaphragm and balls contract while my shaft swelled. As my mind and body went numb, I unleashed what honestly felt like the greatest piss I’ve ever taken as the immense pressure I had built up was suddenly released. If I was a battleship, this would have been a full broad-side salvo, firing rope after rope into Caleb’s throat.

Caleb took it the best he could but quickly began to choke and had to back off, though he didn’t take me all the way out of his mouth, leaving my head still in his mouth as I slowly came down from my mind-shattering orgasm and what remained of my cum drizzled into his mouth.

I sat there, feeling completely exhausted, yet flush with a feeling of warmth and clarity. As I came down from my sexual high, I watched as Caleb let my dick slip from his mouth, making a little “pop” sound as it did, and began to swish my cum around in his mouth, a thoughtful look on his face before he finally swallowed.

“Huh, tastes like bleach and salty peanuts. I think I can get used to it though,” he determined as he grinned at me. 

I grinned back like an absolute idiot, feeling better than I’ve ever felt in my life up to that point.

“So, I think it’s safe to say you enjoyed it?” he asked with a chuckle.

“Shit dude… You have, like, no idea! That was the greatest thing I’ve ever felt! Where in the hell did you learn to do that!?”

Caleb’s grin turned embarrassed as he blushed hard.

“Well, as you know, I do watch porn. A lot of porn. And yeah, I may have been paying attention to what they were doing… plus some reading online… maybe trying things out on certain fruits...”

I looked at him in amazement and mouthed “wow”.

“I told myself that if I ever got this chance, I was going to make it something you couldn’t ever forget.” He chuckled again.

“Believe me, there’s no way I could forget that! I was surprised you were so determined to swallow my cum though.”

“Well as they say on the gay chatrooms I visited, ‘if you don’t swallow, you don’t really love them!’” he laughed, giving me another big grin.

“You’ve been on gay chatrooms?” I questioned.

“Yeah. I get on occasionally. Have been for the last year or so. I guess I just needed people to talk to about what I had been feeling. Not just about realizing I like dick, but also how to deal with my feelings towards you.” He averted his gaze slightly as he said that before looking back at me. “I made sure to hide it, but for a while there I got pretty depressed about it. But the guys I talked to helped me a lot. Helped me get things in perspective I guess.” He finished with a shrug before smiling again.

“I’m sorry Caleb… I had no idea…” I began to apologize before he stopped me.

“You weren’t supposed to know, Jess. I didn’t want anyone I knew to know. But like I said, I got it all figured out and things worked out just fine!” he told me with a knowing smirk as he glanced back and forth between our dicks.

“Yeah I guess that’s true,” I giggled. “But still, I was in denial for way too long. I didn’t even accept I liked guys until about a month ago.” I looked down at his still hard dick. “So let me make up for some lost time, ok?” I said as I leaned forward and down towards Caleb’s dick.

“You sure Jess? I’ll understand if you’re not ready to return the favor like that. I’m ok with jerking off myself, honestly!” he assured me.

“Nah,” I said dismissively as I grabbed the base of his dick. “I wanna suck my boyfriend’s cock.”

I looked up at Caleb and gave him a sly smile and a wink, causing him to break out into a huge grin.

“Just try and copy what I did ok? And if you’re unsure or uncomfortable with anything, just go with what feels natural.”

I nodded softly as I stared at his red cock head, pearls of translucent precum having been leaking out courtesy of his extreme arousal. I leaned in and softly kissed the head of his dick. I pulled back and licked a bit of precum off my lips.

Hmm… his is sweet. Interesting. Well that’s good for me!

I then leaned down to the base of his dick and opened my grip. I stuck my tongue out and slowly licked up his shaft, getting a sense of the texture and taste of it. The best way I could describe it was a kind of “smooth hardness” and it tasted just like skin. Not that I should have expected any differently.

While I did this, I heard Caleb exhale and say,

“Man, Jess… your tongue…”

I couldn’t help but grin at that before I resumed licking up and down his shaft a few more times before deciding to give his balls a try.

I licked down to just underneath the sack, moving my tongue back and forth between each ball while I listened to Caleb moan softly. I suddenly felt the strong urge to take one in my mouth and, remembering what Caleb had told me, I gave in and sucked one in, rolling it around gently while Caleb hissed.

I quickly let it fall out of my mouth and I looked up at him.

“Everything ok?” I asked, worried I had done something wrong.

“Yeah yeah, I guess I’m just really sensitive down there!”

I nodded and decided to get back to his shaft. I opened my mouth and placed it around his head and glans and then closed around it. I officially was a cocksucker now.

Remembering what Caleb had done to me, I began to feel around his head and glans with my tongue, this getting a positive reaction from him.

“Y-yeah, Jess! Doin’… ooohhh! Doin’ great dude!”

Feeling emboldened, I closed my eyes and began to go down his dick just like he had done. My lack of even second-hand knowledge though showed as I accidentally scraped him with my teeth.

“Ahhh! Ow!” Careful! Use your lips to cover your teeth, ok? Remember how I did?”

Yeah, I guess he did do that. 

I rolled my lips over my teeth and resumed going down his dick, feeling his warm, rigid, pulsating flesh slide over my tongue and further back towards my throat. You’d think I might have felt a little weird about having Caleb’s dick in my mouth. After all, I was only a few chapters ago in complete denial about myself. But, honestly, it all felt completely natural. It felt right.

Before I knew it, I felt my nose burying itself into his trimmed pubes and his head slip into my throat. I opened my eyes in surprise while Caleb said, “OH GOD!” in a loud voice before emitting an equally loud groan.


It dawned on me I must be some kind of natural at this. And I was determined to take advantage of this. I quickly pulled back up to his head and plunged down again to his base.

Still no gag. Fuck me I really am a natural at this! About time I had a gift for something other than sarcasm!

I began repeating that motion, doing it over and over as I heard Caleb start to moan and groan like crazy.

“J-Jesse! F-fuuuuccckkk! Ooooohhhhh mmmmyyyyyy gggaaaawwwwddddd!”

Suddenly I felt Caleb grasp the back of my head with both my hands and before I could even wonder what he was doing, I felt him begin to piston back and forth into my throat.

“FUCK YEAH JESSE! UH UH UH! YOUR THROAT IS FUCKING AMAZING!” He shouted out lustfully, taking complete control as I just sat there on my knees, hands braced against his now flexed thighs, just taking it. And, much to my shock, loving it.

I then remembered back to when I fooled around with Jake. I took my middle finger and used it to wipe up as much spit as I could off my chin (Face-fucking can be very sloppy as we learned). Once I felt like I had enough, I reached between Caleb’s legs and felt around for his hole. Upon locating it, I quickly began to apply pressure. I found it to be much more difficult to enter Caleb than it had been with Jake because unlike Jake, Caleb’s ass was clenched as he continued to fuck my mouth.

Not deterred though, I pushed even harder as soon as I felt Caleb pull his dick back, naturally loosening as he briefly relaxed his clench. I finally succeeded and I felt my finger slip into his hot, tight hole.

“WOAH!” I heard Caleb say. I wasn’t sure exactly how he felt about the sudden intrusion, but it didn’t stop him from resuming what he was doing.

I began moving my finger around inside him, making him groan even louder.

Ok, guess he does like this. I determined.

I then had the idea to let Caleb basically, “fuck himself” on my finger by taking advantage of his piston like movements. After doing this a couple of times, I decided to push my finger into him as far as it could go whenever he was pushed back onto it, and when I did, I felt it push up against a bump of sorts.

As soon as I hit that Caleb went wild. Grunting and moaning like some kind of animal. He was so lost in the throes of ecstasy that he didn’t even realize when he began unloading into my mouth. His blast was so powerful, he quite literally painted my tonsils. It was at this point I realized the extent of my dick-sucking abilities, because his cum was starting to choke me like mine had him. I immediately pulled my finger out of his ass and back between his legs and, using both of my hands, I pushed against his abs and was ability to break free of the grasp he had on my head.

I swallowed his sweet-tasting cum and began gasping for breath, my throat now burning and my eyes a little watery. I wiped my eyes and watched as Caleb came down from his own sexual high, shuddering with each bit of cum that escaped his slit. Finally, he leaned back and collapsed onto my bed, exhausted.

I looked down as I slowly caught my breath, noticing some of his stuff had gotten on my chest. I scooped it up and placed it in my mouth, wanting a chance to savor his flavor.

Man he tastes good. How in the hell… I can't really describe it other than plain, yet slightly sweet.

“Hey Jess?”

I turned my focus away from the taste of Caleb’s cum and to the boy himself.


“You ok? Sorry I went crazy like that. I honestly don’t know what came over me. But then you started deepthroating me… I felt like some kind of robot, I couldn’t stop myself.” he said as he propped himself up on his elbow and looked at me, breathing heavily as well, sweat covering his forehead and torso.

“You’re good, dude. Honestly? I kinda liked it,” I admitted to him.

“Really?” he asked, surprised.

“Yeah. Honestly it felt natural to have you in my mouth. And when you took control like that? It was hot.” I was blushing now.

Christ how in the fuck did it take me so long to realize I’m gay?

Caleb grinned at me. “Cool then! Because I think I might have a ‘dom’ side to me in the bedroom.”

“Dom?” I asked as I gave him a confused look.

“It’s short for ‘dominant,’” he explained. “I can explain all that in detail later. First though…”

He then crawled over to me and laid down, patting the bed next to him to indicate that he wanted me to lay with him, which I obliged. He wrapped an arm around my back and pulled himself closer to me and planted a kiss on my lips.

“Thank you, Jesse. That was so amazing. Not even in my wildest fantasies did I think our first, kinda time together would be so incredible,” he enthused.

“First, kinda time?” I asked, wrinkling my nose at him.

“Well, neither of us stuck our dicks in the others ass. And no, fingers don’t count. Speaking of which! Where did that come from? Oh! And you can deep throat!? This was your first time, right?” he asked, excitedly at first then with a bit of concern at the end.

Fuck. Do I tell him about Jake? No, he was concerned when he asked. I bet he’s really hoping he’s my first. I can’t take that from him, and it’s not like it’s a total lie. All me and Jake did was jack each other off. And I really don’t want to ruin this amazing moment…

“Yeah, I’ve definitely never blown someone before! (Which was true) And believe me, I was just as surprised as I’m sure you were when I found out I could swallow your whole dick with no problem!” I paused to chuckle at that. “As for the finger? I don’t know, just seemed like a good idea (Not really lying there, but not really being honest either).”

“Well I loved it! I can’t wait till I get to feel your dick in me!” he said eagerly.

Well someone’s an eager beaver…

“Yeah,” I agreed. “And I can’t wait to feel yours in mine. But right now? I’m exhausted!” I told him, yawning at the end. He yawned in response, proving he’s not a sociopath. 

“Yeah, I agree. This was perfect as is anyway. Naptime?” he asked with a satisfied smile.

“Naptime,” I concurred with a satisfied smile of my own.

We gave each other another soft kiss and drifted off to sleep.



We awoke a few hours later, both of us as hungry as starving teenagers could be.

“Tacos?” Caleb asked me.

I yawned and stretched.

“First, maybe we should shower?” I suggested.

“Yeah, that’s probably a good idea. I’m sure we stink!” Caleb giggled. “You wanna go first?”

“We’re boyfriends now,” I pointed out. “How about we shower together?”

Caleb’s eyes lit up at the suggestion.

“I’m so down!”

We both eagerly got out of my bed and strolled out of my room and across the upstairs common room and my bathroom, still as naked as can be. I got an extra towel out for Caleb, mine already hanging on the rack, and turned on the water. As I waited for it to warm up, I saw Caleb out of the corner of my eye stand in front of the toilet and stretch before he scratched his belly. Then he aimed his dick into the bowl and begin to pee.

I don’t know what came over me, but I felt myself turn towards him and crouch down till I was eye level with his dick. Still without thinking, I reached out and gently took ahold of his dick in my fingertips as he continued to pee, watching me in silence. It was oddly fascinating, the feeling of his stream gushing through his soft member. Soon enough though, he emptied his bladder and I shook his dick for him, causing the last few drops to exit his slit and fall into the toilet. Satisfied with whatever it was I was curious about, I stood back up and looked at my boyfriend’s face that was equal parts amused and confused.

“What was that for?” he asked.

I just smiled and cocked my head, giving him a shrug.

“Weirdo,” he said as he shook his head in amusement.

By now the shower had gotten to my preferred temperature so after confirming that fact, I hopped it, Caleb right behind me.

“Hot damn dude!” he commented in surprise as the hot water hit him. “You take hot-ass showers!”

It’s true, I’ve always liked my showers to be hotter than what’s probably normal.

“Need me to turn it down some?” I asked as I reached for the handle.

“Nah, I’ll be ok. Just gotta get used to it,” he told me as he gingerly stepped into the water.

While he was getting used to the water, I reached into my dark bronze shower caddy and grabbed my shampoo and put some on my hand before handing the bottle to Caleb and sticking my head under the water to wet my hair. Once it was sufficiently wet, I began running the shampoo through my hair, massaging my scalp as I did. I rinsed and then grabbed the shampoo from Caleb, who proceeded to do the same, and placed it back in the caddy. I was about to begin washing myself when Caleb spoke up.



“How about we wash each other?”

I smiled at him, loving the idea, and handed him my loofah sponge.

Caleb eagerly accepted it and began to gently lather me up, starting with my chest before he worked his way down to each of my thighs, getting ever so close to my groin but never quite touching it. He looked up at me and gave me a smile and a wink before proceeding to clean my lower legs and feet. Once he finished those, he stood back up and cleaned both of my arms before having me turn around and thoroughly washing my back and butt cheeks. Satisfied with his work, he turned me back around and finally begin to lather up my dick and balls.

“Mmmmmmm…” I let out, enjoying the feeling of my boyfriend cleaning my junk for the first time.

“You’re not the only one enjoying this you know,” he playfully smirked.

I glanced down and noticed he was getting erect again.

“Clearly, you horny toad!” I teased, sticking out my tongue.

Caleb responded by quickly leaning forward and taking my tongue into his mouth and began to suck on it, causing my knees to buckle slightly as I moaned into his mouth. He quickly dropped the loofah and wrapped his arms around me as I did the same to him, the hot water running over both of us and washing the suds from my body.

We stood there making out for several minutes, lost in our own world, before finally breaking apart to catch a proper breath.

“Wasn’t expecting that!” I laughed.

“Yeah you have no idea how many times I’ve wanted to do that to you when you’ve stuck your tongue out at me,” he divulged with a self-satisfied grin.

“Well you’ll have plenty of opportunities from now on, babe.”

“Babe?” Caleb asked with an amused smile

I blushed and momentarily averted my gaze.

“Sorry, don’t know where that came from…”

“Don’t apologize. I liked it,” he assured me with a warm smile as he kissed me softly.

I felt my heart flutter and as his lips left mine, I softly replied, “I love you.”

“I love you too… babe.”

We both shared a moment before kissing again. I then broke our embrace and reached down and grabbed the loofah off the floor of the garden tube before I poured more body wash onto it and proceeded to wash Caleb, both of us enjoying every second. Once I finished, he quickly washed off before I shut the water off and we stepped out and dried off.

As soon as we finished, we headed back to my room and quickly, though somewhat reluctantly, dressed, me in a dark grey t-shirt that had a Velociraptor sitting thoughtfully on a rock with the word “Philosoraptor” underneath, boxers and dark blue jeans, while Caleb put on a salmon colored t-shirt that said “Son of a Nutcracker!”, boxers and designer faded ripped jeans.

Now dressed and as hungry as ever, we hurried downstairs. Caleb going right for the fridge to grab the stuff for tacos while I let Phillip out to go to the bathroom. I headed back into the kitchen and joined Caleb in making a heaping plate of Jordan’s homemade tacos before heating them up and devouring them.



The rest of the day went pretty normally for us, minus the occasional affectionate looks and stealing some quick kisses. After we finished eating, we let my fur baby back inside and we played with him for over an hour until he finally tired out and went to find a comfy spot to take a nap of his own. We then played video games for a few hours until Jordan got home from work, bringing with him a bunch of BBQ we happily chowed down on.

Caleb unfortunately did have to go home that night, I don’t remember the reason, something about family bonding time I think? Whatever it was, Caleb gave me an eye roll as he told me after getting off the phone with his mom, so he at least felt it was a stupid reason.

When his dad arrived to pick him up, and after we looked to make sure Jordan was nowhere to be seen, we gave each other one last kiss and quietly said “I love you” before he opened the door and stepped out, turning to give me one last small wave and smile before shutting the door behind him.

I sighed, partly contently due to how amazing my day ended up, and partly in longing because I didn’t want Caleb to be gone.

Oh well, all good things must come to an end I guess.

I made my way upstairs and into my room and pulled out my phone, intending to watch some videos on YouTube when I noticed the missed call notification.

Oh shit that’s right! I need to call Jake back!

I quickly hit the dial button and put the phone up to my ear. After a few rings I heard him pick up.


“Hey Jake! Sorry I missed your call earlier! I was with Caleb earlier and you won’t believe the last 24 hours --” 

“Jesse,” he cut me off. “Weathers got to me yesterday. Badly.” 

“Oh my god Jake!” I said in horror. “Please tell me you’re ok!? Talk to me dammit!”

“I am talking to you am I not?”

… Ok. that was uncalled-for sass.

“Jake for fuck’s sake you know exactly what I mean!”

I heard him make an uncomfortable sigh (perhaps from the pain he’s in?).

“Sorry Jesse. But yes. I am ok. My rib cage and lower back hurt terribly. But I will live. According to WebMD.”

I briefly pulled my phone away from my ear and gave it a “WTF?” look before saying, “I choose to go with that was your weird-ass sense of humor.”

“You would be correct.”

“Well… well I'm just glad you’re gonna be ok. For the most part. Did he do anything else?”

“I will admit I coughed up some blood. But that is not a terribly new occurrence.”

A look of horror spread across my face as he told me that, phantom pains occurring across my body as I imagined what happened. “Jesus Christ. I hope he doesn’t do anything to you again, at least, shit, at least not anytime soon.” 

“Jesse. He told me he is looking for you next.”

Oh shit.