Jesse 101

By Comicality (Of Blessed Memory)

Published on Sep 11, 2019

Gay

Jesse 101 Chapter 28

Thank you guys SO much for the feedback you guys have given me on this story so far! Jesse and Tristan and the rest of the gang thank you from the bottom of their bottomless hearts! Hehehe! I have had some MAJOR laptop issues lately, and I'm still trying to repair my system and retrieve everything that lost in the crash, but I hope to get back to business as soon as possible. K? Thank you guys for being awesome about the wait! More to come soon! Please feel free to let me know what you think of this new chapter at Comicality@webtv.net or stop by my website at http://comicality.gayauthors.org to read even more!

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"Jesse-101"
Online Celebrity

Chapter Twenty Eight:
"In A Perfect World..."


Did I dream about him when I went to sleep that night?

I don't remember, exactly...but it seems rather unrealistic that sexy thoughts of my dear beloved Jesse Kyler wouldn't have flooded my subconscious while I was sleeping. Hell, they probably nearly flooded my boxer shorts after spending another romantic date night with him like we did last night. Maybe that's why I woke up with an erection capable of shattering diamonds this morning. I mean...Jesus! Being that hard is probably what woke me up in the first place.

I hope it wasn't one of those mornings where my mom peeked in on me, because she would have seen me pitching a tent big enough for an entire circus to fit under! Omigod...I rolled over on my stomach, hoping to relieve some of the pressure, but I think that only made things worse.

Not only did I start, involuntarily, humping the mattress...but it felt like my 'naughty hole' was twitching and begging for instant stimulation. I could, literally, feel a rapid pulse running through it as thoughts of Jesse carefully sliding into me crossed my mind. I wanted to hear him whimper softly over my shoulder as he sank deep into my eager tunnel, and relish in the feel of his slender body against me. On top of me. Giving him pleasure like he was giving me. A union that brought us both to the heights of ecstasy. Heavy breathing, lustful moans, and an impending climax that was sure to crack us wide open at our very core once we reached the point of no return.

UGH!!! God!!! I WANTED him so badly!!!

Not that I wasn't already overwhelmed with his super cute giggles, his witty sense of humor, his seductive kisses...and the bashful way he combines all of his best attributes into the most sensually delightful full package ever created in a gay teen boy! Because I was. Jesse had an uncanny ability to just...hold me still and appreciate the moment, you know? He just...he gave me 'life'. And he didn't even have to try.

But there was another part of me....

That just...I just...

Ok, I'll say it...

I just want Jesse to fuck the ever lovin' SHIT out of me!!!!

Sorry for having a cliche teen moment, but it's TRUE! I'd give almost anything to have him on top of me right now, pumping away like his life depended on it. Assaulting my willing hole until it was red and exhausted from the power of his excited thrusting. I mean...I know that I'm still a virgin in that particular sense, and I don't really have any ideas about how that sort of thing would work out just yet...but...

I want to discover everything that sex has to offer. All of it.

And I want Jesse to be the one I trusted enough to make it the life altering experience that I always dreamed it should be.

You know?

There was this intense yearning within me that was SO ready to throw all of our giddy infatuations out the window for a few reckless moments of resistless LUST, where the only thing that mattered was sharing an epic race to one of the most explosive orgasms ever recorded. My body was actually trembling with the need for release. I began to kiss my pillow passionately as I pushed my hips into the mattress at a rhythmic pace. I was lightheaded with the sensations surging through me, and when I rolled over to take a hold of myself to calm down a bit...my erection throbbed to the point of nearly bursting.

I made sure to look at my bedroom door to make sure that it was closed all the way, and listened to hear my mother rummaging around in the kitchen somewhere. I wasn't going to be able to hold this one in. I had to rub one out. There was no turning back now. I was still a bit groggy from just waking up, but my sheets were so warm and soft at that moment...it was almost like having Jesse hold me in a loving embrace. I sighed out loud, spreading my legs a bit more but making certain that I was still covered up in case of a random 'Mom intrusion'. I wish I could spend all day spilling my seed over thoughts of my celebrity boyfriend...but I think I was going to have to make this one quick.

I pulled open the front of my boxers and gripped my protruding inches tightly, giving them a few strokes while my fantasies set up the scenario. A dreamy, sunlit, haze of an image...Jesse leaning down to kiss me with those unbelievably soft lips of his. I sped up my stroking pace as thoughts of his tongue sliding between my lips and winding around my own got me even hotter than before. I could almost taste him. Smell his boyish fragrance. Feel the stands of blond silk as they swept over my cheeks. God...it's only been seconds, but I'm already so close. My breathing increased, my body heat dampening my sheets as I bent my knees and slammed my eyes shut to provide myself with a fully immersive, slightly desperate, experience. Mmmm...oh wow. I love you Jesse. I love you sooooo much...

I was already reaching the point of no return when I realized that something was missing. I just...I had to feel that little bit extra. I needed it so bad. God, I hope Jesse never realizes how much of a perv I am when it comes to me jacking off to his crazy beautiful face.

I reached up to deeply suck my middle finger into my mouth, getting it nice a wet, and then raised my hips to pull the back of my undies off...widening the space between my knees so I could slide the slickened digit inside of my highly resistant hole. I was sooooo excited, but the pulsating spasms in my rigid shaft kept making my hole even tighter, and thus...harder to penetrate. I was determined to get it in there, though. I slowed down my stroking. I didn't want to cum before I got the full effect. I was trying my best to relax, but every time I thought about Jesse's smile...my hardness would jump and my hole would clamp down again.

What? Give me a break here! YOU try having a teenage boyfriend this hot and sweet and famous and let's see how good YOU are at trying to relax! Hehehe!

I kept my eyes closed, licking my lips as I concentrated on pushing my finger in without hurting myself. I had to wiggle my bottom a bit, and ultimately had to turn slightly on my side to raise my leg a bit and open my narrow cleft a bit more before I was finally able to insert myself through my protective ring. Oh wow...yeah...there it is. That initial push that drives my most sensitive nerve endings wild.

I started to stroke again, my hole quivering around my finger as I forced it deeper within me...all the while, dreaming that it was Jesse becoming one with my heated body...whispering words of love in my ear.

I got all the way in until my knuckles refused to let me go any further...and then I timed my slow and steady, in and out, thrusting with the affectionate grip on my twitching shaft. It was the best feeling in the world. My eyes nearly rolled back in my head as I pictured Jesse really pumping himself into me. Wow...I wish I had more time to enjoy this surreal fantasy. Or...even better...make it a reality!

My stomach muscles began to tighten, my body begsn to thrash slightly as I felt my lower half increasing in heat and pressure. I closed my eyes tight, biting my bottom lip as my heavy breathing began to come out in soft whimpers and gasps. Closer. Closer. Oh God...closer. And then I reached the point of no return and wondered if I should hurry up and reach for some tissues to catch the approaching mess. But everything felt too good for me to stop now. One finger lodged deep in my gripping tunnel, the other clutching my throbbing shaft with a furious pounding...I had to keep going. Mess, be damned.

My legs squirmed, my ring crushing in on my finger, my balls drawing up tight in my sack...and then I held my breath as the fireworks began. I felt copious amounts of heated liquid as it splashed across my chest and heaving stomach, my hips raising slightly off of the bed as I felt the warm nectar pour over the back of my hand, the shaft jumping with every powerful pulse. All while thoughts of sucking on Jesse's tongue filled my thoughts, his sexy weight pressing me down into the mattress. I swear...that was the hottest part of all.

It took a full minute or two for my body to relax again. My heart thumping loudly in my ears, my lungs desperately chasing breath...my body covered in sticky puddles of seed. Wow...huff huff...that was one of the best explosions that I've ever had. That was seriously intense. Wow. My legs relaxed a bit, a bit sore from being in such a widespread position for the past few minutes straight. I let out a long sigh as my fingers slowly withdrew from my warm confines, and I just laid there in bed with my arm over my eyes, bathing in the afterglow of, yet another, sensual Jesse-101 fantasy.

I swear, the second I get a chance to get that boy alone, I'm going to let him ravage me from head to toe. I need that. It's actually pretty scary how much I need that.

I love you, Jesse Kyler...

I could feel the cooling sperm sticking to me and began to wonder if any of it got on my sheets as my brain settled back into some level of normalcy again. I sat up, and reached for my robe to lightly wrap around myself as I walked over to my underwear drawer and grabbed a pair of red boxer briefs. I didn't tie my robe up, seeing as I was sure to get that all sticky too if I wasn't careful...and I peeked out into the hallway to make sure that the coast was clear before padding my way, barefoot, to the bathroom for a long hot shower. Awesome way to start the day, isn't it? Hehehe!

After cleaning up, I came back to my room to find a message from Lori on my phone. It said, quite simply, "You have until noon to give me some damn details, mister! So get your act together, slacker!" She always says these things as though I had any way of keeping this to myself. Of course I'm going to tell her about my date last night. Who else could I possibly have to share my infinite joy with?

"Good morning, honey." My mom smiled as she saw me come into the kitchen for a glass of orange juice. "Breakfast is just about ready. Do you want some toast and jelly?"

A little suspicious, I softly replied, "No thanks. Ummm..." I wasn't quite sure what to say to her. Or what not to say to her. I mean, it's not like I came out to her or anything last night...but I did say a little bit more than I normally would have said. I mean...I was just soaring on this post-date Jesse high when I came home, and I might have accidentally dropped a few breadcrumbs that I probably shouldn't have. It's not like I'm NEVER going to share this part of my life with her, or anything. I just...I'm trying to navigate around my mom's overzealous reaction to things like this. It's a very thin line between giving me space and time to figure things out, and her handing me gay sex pamphlets, telling all of her co-workers she's the parent of a queer son, and dressing up in cringe worthy rainbow outfits and going to Pride parades with decorated poster board signs and a megaphone. I mean, I'm gay...but I'm not quite THAT gay! At least not right now.

I think she took notice of my silence, and she wrinkled her forehead a bit. "You have something on your mind?" She asked.

I slowly shook my head. "No. Nothing." I looked at her sideways as she walked back to the stove to finish scrambling some eggs. My eyes narrowed slightly. What the heck is she up to NOW? She's being too normal. "You?" I asked.

"What's that?"

"Do you have, like...anything on your mind?" I said.

"No. Nothing." She replied, not even looking back at me. Then adding, "Put some socks on, Tristan. The floor is cold."

She's up to something. I just KNOW it! 'Put some socks on'? What does she mean by that? Huh? Is that a gay thing, or...? UGH!!! What the HELL, Mom! Why are you making this so awkward? She's so WEIRD!

I turned around and walked out of the kitchen, not knowing whether to be confused by this behavior or not. Parents ruin everything during adolescence!

I texted Lori to let her know that I'd give her a call in a little bit, but I had to eat breakfast first. With my mom being so casual about things this morning, I feel like I have to keep myself super vigilant today. God forbid, I were to fall into one of her 'out and proud' traps when I least expect it. She's UP to something, I tell you! I've got a sixth sense about these things, you know?

I got dressed in a pair of shorts and a pullover, tie-dyed, t-shirt and I turned on the TV in the living room before walking out the front door to go to the mailbox. I'm sure there's nothing in there but junkmail and grocery store sale papers for the upcoming weekend, but what else did I have to do, you know? I found exactly what I expected to find out there in terms of the mail, but...when I heard the sound of wheels on concrete, I looked further down the street to see Scotty Lynch riding his skateboard in front of his driveway, wearing a backwards cap and a pair of jean shorts. He was all by himself, working to get up some speed and and attempting the same jump from the street up on the curb, over and over, again. Never nailed the landing. Not once. But he was definitely determined to make it happen, from the looks of it.

There was a slight hesitation within me. The art of procrastination yanking on my shirt tail, telling me to go back in the house before Scotty spotted me and came racing over to take some of my attention hostage for the next few minutes or so. It had become a bit of an unbreakable habit at this point. But...if I was ever going to take a chance on getting him and Artie to meet face to face any time soon...I mean, now is as good a time as any, right?

Sighhhh...what are you doing, Tristan? Don't end up doing something that you're going to regret later.

I saw Scotty trying to flip his board over and nail the landing, but it only slid away from him and crashed into a nearby tree. Luckily, he didn't hurt himself...but he looked as if he was just going to keep going until he did...or until he got the trick right. I started to pick up the pace a bit, for fear that he'd fall down and break a bone or something right in front of me. I don't do bone shards poking through skin or arms that bend the wrong way backwards! Yuck!

Then, just as I was about half way between his house and mine, Scotty caught sight of my approach, and I noticed his eyes widening briefly as he turned his back to me in a panic. All of a sudden, he yanked his cap off and started manically smoothing his blond mop out with both hands, brushing himself off and making sure that he was 'presentable', I suppose...even patting his pockets down to reach for a small stick of gum and popping it into his mouth, frantically chewing it up and swishing it around to freshen his breath in a matter of seconds. Geez!

I mean...it's cute and all...but Scotty knows that I can actually SEE him, right? I'm, literally standing right there.

Whatever. Not the point. Stay focused.

When I got close enough to him, he spun around and tried to do some sort of cool 'kick up' thing to try to stomp down on his board and get it to pop up into his hand. It didn't work. The wheels banged into his fingers, and he tried to hide his wince of pain as the board fell, awkwardly, back to the concrete. He did blush a little, but fought it back with every ounce of boyish energy that he could muster. He tried to stand there looking casual as the board slowly rolled away from him...and in my direction. Hehehe, he tried not to look at it, and it was almost like he didn't want me to notice it crawling towards me either...but I eventually stopped it with my foot, and bent down to pick it up and carry it back to him. "Hey, Scotty..." I smiled.

His embarrassment was adorable, but he played it off well. "Hi, Tristan." He mumbled, and he took the skateboard back from me. "Thanks."

"Trying out some new tricks, I see."

"Ummm...yeah..." He kept his eyes down, mentally kicking himself for potentially looking silly in front of me.

I think it helped to ease his pain when I said, "You almost looked like you had it that last time. Pretty rad, man."

The smile that spread out on that boy's face when I said that was so bright that I could swear the Sun itself actually pulled some clouds in front of it to take a ten minute break for the day. I sometimes forget how much weight my compliments can have with him some times.

"Soooo...what are you doing?" I asked, hoping to calm him down a little. You know how you sometimes see a puppy get so excited that the turbulent wagging of his tail is almost enough to cause them to fall over? Well, if Scotty Lynch had a tail...that'd be him right now. Rolling over on his back and kicking his legs up in the air.

"Oh! Ummm, nothing, really. Just...just hangin'. Chillin'. Hangin' and chillin'...you know?" He said, trying to figure out what to do with his hands. "What about you?"

I grinned, "Just...hangin' and chillin'."

"Wow...cool..." He said. Almost as if he didn't mean for me to hear it.

"My mom is making me breakfast, so I can't really stay for too long, but I thought I'd come over and say hello."

Again, Scotty seemed completely bowled over by the sentiment. "You did?" His voice was considerably higher as the surprise of it all clamped down on his boyish vocal chords, but then he cleared his throat and tried to quickly recover. "I mean, yeah...you did. Of course. That's cool. I probably would have come over later just to hang out and stuff anyway, so...I'm glad you came to see me. Saves me a trip, right?" Hehehe, he is obsessed with impressing me. He really is. Seems exhausting.

I wish that I could be nice to Scotty for a few minutes without him treating it like a marriage proposal...but seeing as I've now been on the opposite end of a hopeless crush myself for a while...I think I can understand him a little bit better than I did before. And, yes...maybe I've been a little dismissive and mean to him in the past, but...if Scotty really does like boys, and he's on the lookout for someone to love and call his very own...I hope that introducing him to Artie will make up for some of the torture I put him through since he first came sniffing around. It's the least I could do.

"Say...do you remember me asking you if you wanted to hang out this weekend?" I said, causing him to shake nervously almost immediately.

He seemed stuck for words at first, but with a hard swallow, he said, "Yes. I mean...yeah. I...I remember..."

"Are you still down for that? I think it'll be fun."

"You really want me to hang out with you and your friends?" He asked.

"Sure. Why not?"

"Well, because...you usually just..." He stopped himself, and simply told me, "Yeah. I'll come hang out. Do you...wanna call me, or...?"

"I'll be sure to come get you. We'll have to take a bus to get out there and back, but I think it'll be a good time."

He tried to hold back his infatuated smile, but it brazenly spread out across his face anyway. "Ok! Sure!" He giggled. Then he added, "I'd...I'd go anywhere with you, Tristan. Like...anywhere."

Uh oh! He's getting that lovey dovey glaze in his eyes again. Time to go. "Alright, well, I've gotta run. I'll give you a holler when I get a chance." I started to walk away, telling him, "Good luck on sticking the landing on your skateboard trick."

I think he had forgotten that he even had a skateboard until I mentioned it again. "Ok! Thanks! Thank you, Tristan! Bye, Tristan!" He called out, but I didn't look back. I'd only get him more hyped up than he already is.

God, I hope this works. Because, if it doesn't, I may have just accidentally extended Scotty Lynch's unbearable crush on me for another five to ten years, easy!


**Thanks soooo much for reading, and for all of your feedback and support! And be sure to grab a copy of the new eBooks at the COMICALITY EBOOK SECTION link!!! More ebooks being posted every month! So keep an eye out!

SEPTEMBER ISSUE AVAILABLE SOON

https://imagine-magazine.org/

**

Next: Chapter 29


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