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Part 1: That Guy In High School

I was 13 when I first realized I liked boys. I'd gotten my first real pretend girlfriend, and was giddy as could be. That was until we finally got together and kissed for the first time. I didn't like it. A meaningless swapping of spit, I always thought, her tongue felt so slimy and gross in my mouth. Months pass, I'm at my cousin's house for a visit. Him, my brother and I wrestle in the backyard. My brother takes a break, my cousin and I still going at it. I soon notice a problem, and retract myself from the game. I quickly went into the house and locked myself in the bathroom. I had a massive erection. I'd return with some excuse, perhaps having the "sudden urge to pee" or something of the sort.

4 years of school come to pass, and I sit on my final year, still in the closet. Not even my parents knew at this point. Though I found myself going through changes, I never had eyes for anyone in particular. I imagined myself ravaging the body of a skinny deer boy, being bent over by a big muscular tiger. With my own imagination and my two paws, I brought myself to orgasm at the thought of having sex with other guys. Though I never acted on my desires. This sort of thing was frowned upon where I was. Kids can be so cruel. So throughout my prominent high school career, I never asked anyone, and I never told anyone.

Three months into the year, I sit in the shadow of a whimsical creative writing teacher chanting on about how art comes from the soul, or some bullshit like that. A Mixed grade elective class in which I am one of two seniors. Not being very well versed in book stuff, I've had to give up my extra free periods in favor of earning easy A's, otherwise my coach couldn't give me my scholarship. A muscley gay wolf, played football, never talked to anyone. The girls seemed to prefer the quarterbacks and receivers to the likes of me, lucky for me. However, today I finally found someone who did seem to want to know me, a junior by the name of Rylie, only knew because the teacher had us all introduce ourselves in the first semester.

A cute little fox boy, he wore his fur long over his eye, with a loose beatnick beanie and black sweatshirt no matter how hot it was. Short and skinny, golden brown fur. My type of guy. He stared at me from the back of the room, his nose pointed at the desk. I noticed him look over towards the far wall when I met his gaze, only to glance his eyes back toward me. He smiled, and I returned my own. The teacher then ordered the class to pair up, I wasted no time standing and making my way back to his desk. He tried to act like he couldn't notice me. A tall, muscular grey wolf, I wear my stride with confidence.

I sit in the chair next to him, and hold out my hand.

"Shai." I say.

He gives up a submissive gaze and speaks softly, "H-how did you know?"

Adorable.

A quiet one he was, much quieter than I. Likes indie music and was raised by his widower dad. We find a lot in common between ourselves, both introverts, both don't care much for sports yet have been forced to play, both resent every lesson taught in this school, both gay as fuck. Armed with his meek little smile, he muttered the words, "So...you like...boys?". I chuckle, look down at my folded hands on my lap, close my eyes and nod. He blushed, looking away, swishing his hair to one side. He looked out the window, seemingly in deep thought, he shivered, pulling his sweatshirt closed, my arm rested on the desk, all I could think was how I wanted to see him out of it.

We spend our free periods together, just talking mostly. Weeks pass. We become very close. Best friends at this point. I finally offer to take him to my house, where we can "study" together. He saw through the message in my winking smile and crossed his arms down by his waist like a bashful little girl, he giggles. The cutest I've ever heard.

At home. In my room. Parents had gone to sleep. Rylie calls his dad to tell him he's sleeping over. All alone. We start out easy, kissing. I held my hand to his cheek as we made out on my bed, my other, holding me up for support, fingers interlocked with his. He pulls away, lets out a heavy gasp. His tight jeans looked like they'd gotten a lot tighter. I grab onto the button, he stops me. I gently rub his hand with mine. Looking up, he moves his hand aside as I undo the flap. His little throbbing cock springs loose. I now see why he stopped me. Looking away, cheeks flaring from embarrassment. I leaned in, turning his head to face me I kiss him once more, taking hold of his beat-red member.

A mere five inches to my eight and a half, his penis was certainly on the smaller side. This did nothing to my feelings towards him, in fact, it only heightened my arousal. I stroked his adorable dick with a swish in my wrist. He began to breath heavy, his heart clearly racing. Mine just about thumped out of my chest when I finally got my lips around his. I soon strengthened my grip, locking my wrist, I jerked him off harder and faster. His breathing quickened as he leant backward, moaning in a squeaky tone. His dick twitched as it began to shoot it's hot jizz. Up into the air, down onto my bed, on my hand. I leaned into him, pointing his cock toward him, letting him spray the last of his load onto his yellow t-shirt.

At this point, my little beast was crying to be let out of its cage. Without even cleaning up, he got onto his knees between my legs. He carefully unzipped and unbuttoned my pants, grabbing hold of the waistband on my boxers, pulling them down to my knees. My cock flung forth, bopping him on the nose. He stared at it hungrily, mouth agape. He took hold at the base, just above the knot, leant upward, and slid it into his mouth. His slimy tongue wriggled about, massaging it. A hellacious feeling, he'd clearly practiced this. Hands poised behind me I leaned back and looked towards the ceiling. I got lost in the intense pleasure before feeling those shifting rumblies reaching their first hilt. I placed my hand on his head, and looked him in the eye, moving my arm with him as he continued to suck me off. I warned him I was close, but he kept right on sucking.

Overtaken with my orgasm, I let out an audible sigh as I began firing my jets down his throat. He closed his eyes and gulped down load after load. I watched as my cum started squirting out the sides of his mouth, clearly overflowing. I pull back, taking my still ejaculating cock from his open maw and released several more spurts of cum onto his tongue. I started jerking off, coaxing the last remaining juice from my balls out and onto his face. Covered in my sticky, gooey, white batter, he looked up at me and smiled. From there, I began cleaning the cum from his face with my tongue. Soon, we cuddle up together in my bed and fall asleep.

Months now since our meeting. We've gotten together many times, mostly to kiss, exchange the occasional HJ or BJ. Now back in my room, parents at a party, we strip. He takes off his sweatshirt, then his pants, then his shirt. He holds one arm sheepishly as he stands in this underwear. My shirt and pants are off quick as lighting. At the count of three, we both pull our underwear down, exposing our now entirely naked bodies. As we move to the bed, I begin with my mouth headed towards his balls. He stops me. Sitting up in bed, he brings his knees to his chest. I lay on my side, propped up by one arm, listening as he tells me of his experience with anal masturbation.

I grow excited. Ready to pounce at a moment's notice, I sit on my knees, cock hard as a rock pointed at Rylie as he gets on all fours and turns his rump towards me. His tail dangling over his bits, he turns back to me and says, "O-okay...you can start...". I crawl forward and grab hold of his tail, moving it aside to reveal his little butt. Face to face, eye to "eye", I scan his figure. Though a skinny lad, he isn't missing any pounds in his rear, a beautiful plump nature to it, so much squish to grab onto. His legs pressed together, he reaches through them and grabs his cock, pulling it through to reveal his full package, poking through his thighs. I move in for the kill.

Licking his balls first, it's what I wanted anyway. Breathing through my nose, the sweet, musky tang of his asshole filling my lungs. He hugs the pillow as I begin slurping on his anus. With my tongue I feel the resistant wrinkles of his hole coupled with the smooth, fuzzy butt cheeks that encompasses it. As I pull backward, he turns to see what I'm doing. With my index finger I prod at his hole, sticking nary a single digit in until he gives the OK. Now it's in. All the way to the knuckle, I pump my finger deep into him. His girly breathing enticing me to continue, I soon allow my middle finger to feel his warm, tight rectum. Gently, I add my third finger, the ring. He has been squirming all about this entire time, his butt wiggling, anus tensing up every time I enter. Soon, he tells me it must be time.

I begin sizing him up, excited as I may be, I fear something may tear if I try full penetration.

"I just don't wanna hurt you." I reer my cock up away from his butt.

"It's okay, you won't. I really want you to do this."

I push my cockhead against his hole, meeting great resistance. He breathes in, wincing through his teeth as I try to push forward. Frustrated, I begin putting in a ton of effort, unfortunately not able to control as my dick meets his insides with a *pop*. He yelps in pain, and begs me to take it out. I do. Curled up on my bed, he cries into my pillow.

"I'm sorry..." he sobs, "I really wanted it to h-h-ha-happen..."

"We still can." I reassure him, "We're just gonna need to take it slower."

He turns his head towards me, and nods with a slight, "Mmhmm." under his breath.

We continue to work at his butt, trying to get it to a point where it can accept my size. A sleepover, parents on vacation. We're sitting on the couch, watching a movie, popcorn bowl between us, my hand has interest in another snack. Down the back of his pajamas, I've slid my fingers past his boxers, and enter his butthole. As I massage his prostate, I notice his crotch begins to sprout a growth, and put my other hand to work. After a while we stop, and he suggests we take it to the bedroom.

"I think I'm ready..." he says.

Undressed once more, back on all fours, Rylie backs his butt up against my. He tells me to take it super fucking slow. I comply. Pushing firmly, I manage to slip the tip in with that familiar *pop*. He squeaks a bit, and tells me to keep going. I know it will be progressively difficult from here on out, as I get wider towards the bottom. I slide slowly, encountering mild resistance from his pink walls. It feels incredible. So warm and snug, his butt is hugging me tight. As I feel we are getting somewhere, I push forward faster, making my way super deep. He opens his mouth and lets out a loud moan. At this point, I must be six inches in, when he tells me to go all the way. I do as he commands.

Slow and steady, I begin to buck my hips, careful to keep myself inside him. Tears in his eyes, he bites down hard on my pillow.

"Do...huhh...you...wanna...stop...?" I ask.

He keeps his eyes closed and his head forward, replying with a hearty, "Heck no!"

I'm leaking precum into him, thrusting faster still. His insides seem to becoming more slick as we go on. I keep on slamming my cock into him, balls deep at this point. I can feel my climax approaching, and I suspect he can too.

"Wait..." he states, quietly, "Wait."

I cease my movements. With concern I watch as he crawls forward, pulling himself free of me. His anus crowns a bit, before returning to shape. He climbs into my lap and wraps his legs around me. His penis rests at my belly, and his butt is poised between my legs. He grabs my shoulders, and I grab his waist. Lifting him up, letting my erect penis poke upward, and gently lowering him down onto it. Now, facing each other, we start our movements once more. His hips move in conjunction with mine, so glad to know he was finally enjoying himself. I held onto his sides as I continued humping up into him. His cheeks parted slightly as he came down, only to tighten back up as he rocked up. I feel my orgasm knocking when we comes in close, wrapping his arms around me in a loving embrace.

"I-...I'm...cum...ing..." he whispers.

With a final few stimulating thrusts, I push myself deep into up, offloading my semen up into his belly. I force my way up a little more before *pop* my knot enters him. With a slurry of "nng"s and "hahh"s, he cums. Thick ropes of his hot spunk squirt all over my chest and stomach. His sick twitches and spray the bottom of my chin with his tasty goo. All the while, I've been filling him to the brim with my seemingly endless barrage of ejaculate. We kiss lovingly as my balls pulsate a couple more times, emptying the last of their contents into him. I can feel the overflow of cum seep out the sides of his stretched anus as it begins oozing down my testicles and tickling me as it slides down my butt.

We stay there for a long time, still connected by my swollen knot. Lying on our sides, we stare into each other's eyes. My throat shakes and my chest puffs up as I let slip...

"I love you..."

Tears form in his eyes. He smiles and softly replies, "I love you too..."

Years later now. I'd lost my scholarship to a prejudice school board after Rylie and I decided to come out together. I lived with my parents for a while before finally landing a decent job and earning enough to buy my own place. An apartment building on the edge of the city, as recommended by my cousin, who happens to be one of my neighbors. Rylie moved away to go to college. We've kept up. Almost every day we message each other, assuring the other we aren't cheating, and hosting webcam masturbation sessions. Until all of a sudden, for two weeks straight; nothing. Radio silence. And right at the end of his last semester.

I honestly should have put it together before he showed up at my apartment. We hugged, and kissed at the door. Me, the big tough guy I am, had watery eyes I was so happy to see him. He brought everything with him, ready to move in with me. I gave him no argument. He showed me his degree, and we talked of our future together. I was truly ready to settle in with my boyfriend once again, and he expressed the same.

Watching television on the couch, my arm around him, he leaning up against me. Noticing the card on my coffee table, he leans forward, and grabs it. I'd completely forgotten. After reading it, he turns to me, those brown eyes gazing through me.

"So, are you going to Tia's party tomorrow?" he asks.

Oh yeah. That party.