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Coach Tom's Rookie Mistake Chapter 5
🕑 Added 2022-08-31 03:20:22 +0000 UTCVictor
You ready for storytime, Coach? Well, this is definitely not a kid-appropriate one.
Man, where should I even start?
Being gay was never really a question for me. I knew from the beginning that I didn’t stare at those posters of baseball players on my wall out of admiration. They made me feel all funny inside. I remember my dad had gotten an issue of ESPN magazine, The Body Issue. And bet I tore out the pages of the hot male athletes and kept them under my bed. My dad was none the wiser. I think.
So yeah, I knew I spent way too much time staring at other guys’ bodies and bulges, but I was just going through puberty, what else was I gonna do? I just took all that sexual energy and put it into baseball. Probably why I’m such a good player.
Oh, you mean why didn’t I jerk off? Well, I definitely did. But not in the way you’re thinking. See, I go way beyond just a “Gold Star Gay.” That’s a gay guy who’s never had sex with a vagina, Coach. But I’m a different breed. Diamond star? In other words, I’ve never jerked off with my dick. Ever.
Yeah, that’s right. I was stuffing my butt as soon as I knew I could.
So yeah, I was out pretty early on. I didn’t want to go into high school in the closet, and I honestly didn’t think it was a big deal. Some guys gave me shit about it, but a good pop in the jaw would settle that. Besides, nobody on the team could complain when I basically carried them all on my back every season.
But despite knowing I was gay, I didn’t get much action in school. See, the thing is, I knew I liked men. Not guys. Definitely not guys my age. Nope, I was into daddies, before I even knew they were daddies. Mature guys, big muscular men with some extra padding from their age. Mid 30’s to 50’s. Hairy.
Unfortunately, that type was not in easy supply. None of the guys my age did it for me. And I didn’t have any hot older men to stuff my pussy. My coach was in his 60’s or something, and way past his prime years. I wanted a man who was in his prime at 40.
Haha, you should see your face! Didn’t even know it could turn that color red.
So yeah, I remember it clearly. Senior year, I was freshly 18, on the varsity team, obviously.. They might as well have just given it to me without a try out. We were playing against our rival school. Everyone was saying they were good. There was a hotshot new coach that just got hired, going from middle school to high school ball. I had to see him for myself.
And when I saw him, my whole world changed. Instantly I knew. THAT is a daddy. THAT is MY Daddy. Tall, handsome, some hair but not a full wolf, and built like a wall but not too cut. It was lust at first sight. And can you believe it? That’s when I first felt my pants getting wet.
Yeah, I’m talking about you, Coach. And yes, I’m saying you gave me my first ever JPS episode.
I had to grab onto the fence to steady myself. I couldn’t take my eyes off you. I was a mess. I wanted nothing more than to go into the locker room and stuff my pussy with whatever I could find. My eyes looked you up and down, undressing you… and finally settling on your bulge. And it’s like my JPS gave me a sixth sense. A big dick detector. Because I just knew you were packing. And guess what? I wasn’t wrong.
I played a sloppy game. Who could blame me? My pussy was just as sloppy. After the game, I hung out with a bunch of buds, goofing around and watching horror movies. None of them had girlfriends, and I’d never been with a guy outside of my fantasies.
The guys were crowded on a couch in Nate’s basement, but I was sitting away from them. My pussy was still going haywire - throbbing, leaking and hungry. I wanted nothing more than to escape to a bathroom so I could finger my pussy to an earth-shaking orgasm. I was really hoping the guys wouldn’t notice my pussy juice - I was probably ruining Nate’s mom’s cushions.
Suddenly, Dan perked up. “Yo, you guys smell that?” he said while sniffing the air. Nate and Rick followed suit, all of them smelling around like dogs, trying to find the source of whatever they were smelling. I was hoping it was anything other than my pussy - but even I could tell the smell of my juice was pretty pungent.
“Yo… Vic… what the fuck…” Suddenly everyone’s eyes were trained on me, they were staring me down. Pupils dilated, it looked like they were on something. My eyes were drawn to their shorts - all of them were tenting, big throbbing erections straining against the fabric.
“Vic, why the fuck do you smell like… pussy?”
I shrugged and laughed it off a bit, trying to act like it was a joke. But the guys weren’t buying it.
“Fuck Vic… I haven’t gotten any in so long. You smell JUST like my ex. No, even better. FUCK! I want some pussy!”
The other guys nodded in agreement, all of them laser focused on me.
“Vic… you’re gay, right bro? So you take it up the butt, right?”
It was a weird question. The other guys knew about me being gay since I was 14, but we never really talked about it in detail. And I wasn’t about to tell them I was a virgin, even though it should have been obvious. Not a lot of eligible gay guys at our school.
“Come on, bro! Do you seriously wanna know?” I joked. I could see where this was going. And sure, I was excited. To be honest, I wasn’t really attracted to any of my friends. But, a dick is a dick in the end.
“Fuck, Vic…I bet you take it all the fucking time.” The guys moved closer to me.
“Especially with that huge, fat ass of yours. Haven’t you noticed lately how much bigger it's gotten?”
It was true. Over the past month, my ass HAD gotten bigger, to the point where I needed to get fitted for new uniform pants. I had always had a dump truck. Guys always joked about how big my butt was. Before, I had a nice pair of tight jock bubble cheeks. Within the past month, I had gotten triple caked up, two massive globes of muscle and fat that jiggled like jello at the slightest provocation.
“I bet all the guys just wanna pound out that fat ass, spread those bouncy cheeks and fuck that pussy.” The guys’ voices were low and throaty, lust-filled.
I knew what they wanted, but since I was the alpha at school, the guys weren’t going to grab me or anything. Instead, they were looking up at me, pleading with me, pawing at their tented shorts like wild animals.
I just sighed and pulled my shorts down to my ankles, then leaned onto my back and raised my legs up, giving the guys a perfect view of my gushing pink pussy. They literally fucking whimpered at the sight.
“Well? Didn’t you guys say you wanted to fuck some pussy?”
The guys tore their shorts down to free their cocks, falling over each other in the rush to get to me first. Dan reached me first, which made the other guys groan in defeat.
“Don’t worry, you’ll get your turn…”
Was I nervous about it being my first time? No, not really. Like I said, I knew my pussy could handle it, I’ve been fingerbanging myself for years at that point. And somehow I just knew that whatever was going on with my pussy, it was going to make taking dick a lot easier.
Dan hissed as he sunk down inside me, bottoming out and shaking. He wasn’t that hung, to be honest, but despite knowing I liked bigger dicks, I hadn’t actually taken one yet so I didn’t know what I was missing.
Dan grabbed onto my leg and pumped into me, quick rabbit fucks, short little thrusts that made my pussy squelch. It was pretty awful. A real three out of ten fuck technique. I wanted that stretch, that feeling of fullness, the long strokes of a guy pulling his dick all the way out of me then slamming back in again.
He didn’t last long, within a couple of minutes my bud was moaning and pumping a load inside me. My very first breeding.
“Holy fuck, bro, I’m so glad you can’t get pregnant!”
I just chuckled and turned to the other two. “Who’s next?” I was eager to get my cunt stuffed, but to be honest after Dan’s lousy fuck I just wanted to get it over with.
Nate was next, and he looked nervous as hell. I had a hunch that Nate was a virgin - he was a little bit shyer than the other guys and had never had a girlfriend. The idea that he was losing his virginity to my pussy was a turn on though. It made me want to give him a show.
I flipped over and got up on my hands and knees, spread my fat cheeks for him and showed off my pink little cunt, now dripping a steady stream of juice over my taint and onto the chair below. I rocked back and forth to make my cakes clap and bounce. Over the loud thwacks of flesh on flesh, I heard Nate jerking himself off.
“Fuck… I’m close!”
Motherfucker was going to cum without even putting his dick in me. I said fuck that and pushed my ass out more. “Fucking slam it in me Nate!” I ordered, and he made a squeak then quickly scrambled to fulfill his duties.
Dude barely even thrust inside me before he was spewing his hot 18-year-old cum inside my pussy. Even though it didn’t come from a daddy dick, the warm cum felt good inside me - scratching an itch I didn’t even know I had.
Rick was last. Dude was a big bruiser - he was about 6’4”, with a huge hulking build, massive hands and feet. I had seen his junk in the locker room - dude was packing. Rumors were that his ex-girlfriend had broken up with him because he fucked too rough and his dick was too big. Just thinking about him bruising my pussy made me gush a big glob of pussy juice onto the carpet.
“Aw shit, my mom…” Nate said under his breath, worried about how he was going to explain away all the stains and why the entire basement reeked of the pungent smell of pussy.
“Gonna tear you up, Callahan,” Rick said, veins in his arms bulging as he got up behind me. He slapped one of my cheeks with his hard cock - fuck it was like one of those clubs that cops carried around.
“Bring it on, Johnson,” I challenged him back. Rick was always competitive towards me. He didn’t leave the weight room until I did, or sometimes he’d stay later just to say he worked out more. Dude was constantly comparing our stats and how well we did. I didn’t give a fuck - acting like that just meant he was threatened by me and insecure. But clearly he saw this opportunity to fuck me as a way to assert himself as alpha over me. But I wasn’t going to let him do that.
I may have not mentioned it, Coach, but I did multiple sports in high school. I was on the wrestling team for a bit. So don’t be surprised when I said that as soon as Rick got close, I locked my legs around his waist and flipped him over, taking him down. I flopped up on top of him, my legs straddling his chest. Rick was shell shocked that I had got the drop on him.
His dick stuck straight up though, like a rock hard obelisk of pure masculine cock. I pushed my ass back and lifted my hips, letting the tip of his cock press against my slick pussy. Rick swore as I sunk my pussy down onto his cock, sheathing it completely, squeezing my pussy muscles as I went down to make sure his cock was nice and milked.
Yeah, I honestly didn’t know how I knew to do that. Guess I’m just a natural power bottom.
Rick went up to grab my waist, but I got to his wrists first and forced them over his head. Rick looked up at me, panicking a little - he clearly didn’t like being the one forced to submit. But I was gonna teach him to never underestimate me again just because I was a bottom.
After taking all of him, if I had to guess he had a nice footlong, I ground my bubble into his lap, moving my hips in small circles like I was trying to use his dick to churn up the two loads I already had inside me.
Rick was huffing and puffing once I started to pull off of him. He let out a little whimper as I reached the end, leaving just the very tip of his cockhead inside my pussy. Then I SLAMMED my entire body onto him.
You know I’m a big guy, so I’m sure you can imagine how much that room shook. I might have accidentally caused a lamp on one of Nate’s mom’s end tables to fall over and break. Oops.
I was jackhammering my body onto Rick’s dick, he was thrusting up to meet me, which just drove his dick even deeper in my pussy. I was seeing stars - where the other guys didn’t do much for me, and I still wasn’t that attracted to Rick, the fact that he had a big dick made all the difference.
And that’s how I discovered that I’m a size queen.
I kept going, slamming my hips up and down, causing the entire room to shake like we were in the middle of an earthquake. I felt something building inside me - a pressure, like all the juice inside me was kept at bay by a dam, and that dam was close to breaking.
“FUCK CALLAHAN!!” Rick roared and unleashed a massive load of boiling hot cum into my cunt. As each volley of the burning jizz hit my inner pussy walls, I lost it. I drove myself down on him one more time then fell over as my cunt fucking ERUPTED. I was spraying pussy juice all over the place, like we were in the first row at Splash Zone.
I heard Nate scream something, but I was too out of it with my mind breaking pussy gasm to understand it. After we all settled down, I helped the other guys clean up as best we could, and we went back to hanging out. Like nothing had ever happened.
You’re probably thinking I took the juicy pussy thing in stride. Honestly, I was never that freaked out about it. My first thought was “Why the fuck am I wet?,” but then it became “Awesome, I’m gonna save so much money on lube!”. And to be completely honest, I didn’t think it was that unusual.
So fucking with my buddies taught me a few things: I’m a power bottom, a slutty one too, I love older men, and I LOVE monster cocks.
I wish I could say I lost my virginity to the muscle daddy of my dreams. Well, you can’t always have a fairytale first time. Instead, I had to make do with three of my buds stuffing my pussy, filling me up with their teen cum. Don’t get me wrong, I did get off. Dick is dick and cum is cum after all. But the whole time I kept wishing it was their dads railing me instead of them. Oops.
I was leaving for college a few months after that, and that encounter taught me that I needed to find a daddy to fuck my pussy. I was getting desperate.
College was everything I had hoped for. I had gotten a scholarship out of state. Nobody knew me. And I was freshly 18, ready to snag a daddy for real this time. Now, imagine a crazy hot baseball jock with a fat bubble butt makes a profile on Grindr staying he’s a slutty bottom specifically for older men? I was such a dream come true that most guys figured I was a catfish.
I’m not really proud of what I did next, but I was so desperate for some daddy dick. A lot of the guys hitting me up were a little outside my preferences - a little too old, a little too chubby, not hung enough. A hot, hung muscle daddy is actually pretty hard to find. Most guys let themselves go when they get up in years. And I couldn’t help but compare any man I came across to that hot baseball coach from the rival team who first made my pussy squirt.
Yeah, you basically ruined me for all men, Coach.
Still I wanted a daddy. So I let some of them fuck me, I was kinda getting a reputation for it too. Most of the daddies on Grindr within a 25 mile radius heard about that hot college baseball player with the insanely juicy bubble butt who loved to get stuffed with daddy dick.
So if I was gonna let a sub-par daddy fuck me, I figured I might as well reap the benefits. One of the guys who hit me up made me an offer - he wanted to take me out for dinner first, then we’d go shopping, and finally we’d end up in his bedroom and I’d stay the weekend. I’m not gonna say I whored myself out - but there was a little bit of Pretty Woman in there.
His name was Eddie. He was a great guy - at least at first. Early 50’s, bald, had a gut, mildly hairy, dick wasn’t a pencil but it wasn’t a monster either. I got really good at acting, playing up my moans and acting like he was fucking me like a porn star. Despite being filthy rich and owning a bunch of property and businesses, Eddie seemed like he really needed the ego boost. And I didn’t mind having an older guy spoil me and fuck me. It was a win-win.
Until it wasn’t. Eddie started to get kinkier in the bedroom. I wasn’t that cool with it - I was submissive, sure, but I didn’t like not being in control either. Somehow Eddie convinced me to let him tie my hands to the headboard, probably by offering up a new car or something.
At first it started out the same as always. Eddie loved to feel me up as he fucked me, so I flexed my muscles for him and let him. He was grabbing me, molesting me - all very hot. Until his hands went around my neck and he gave me a squeeze. I barked at him, seeing red. I told him that if he did that again he’d lose a hand. Eddie was a little taken aback, but agreed.
I tried to settle back into things, but I was on edge after that. Things started to go south. Eddie was fucking me hard - which I loved, the rougher the better. And I was moaning for him, putting on an Oscar-worthy performance, acting like he was some kind of sex god instead of some middle aged overweight creep with too much money.
“You like getting that pussy stuffed, don’t you faggot.”
Hold up there. A couple guys called me faggot in high school. I made sure they walked home with a limp. I was not about to let this old fuck call me that.
“You’re nothing but a fucking whore, you know that? Filthy little slut!” he said, then he raised a hand and slapped me across the face, hard.
I went fucking ballistic. I literally tore my restraints from the headboard and threw him off me. One punch and he had a scarlet river running down his face. I spat at him too, told him to never call me again if he knew what was good about him.
On my way out I made sure to gather all my presents - fancy designer clothes, expensive jewelry, and I drove off in that brand-new BMW he had given to me.
I never heard from Eddie again, and I wasn’t that into fucking with another daddy for a while. I wasn’t really afraid - I could take care of myself, and most guys were scared of me. But it left a sour taste in my mouth and actually made me reconsider fucking any more daddies.
I graduated cum laude from school with a business degree - but I didn’t know what I wanted to do. I thought a regular office job wasn’t my thing, and I had no idea what kind of business I would want to run. I thought about giving coaching a try, so I signed up to be a counselor at that baseball camp.
I had a little bit of money from selling off some of the gifts Eddie had given me, but I was running out. And after getting used to the luxury lifestyle Eddie provided for me, I wasn’t that happy to downgrade.
I was young, hot as fuck, with an insatiable pussy that I knew guys would pay good money for. You already know what I did next, right Coach?
My fansite was an even bigger hit than I expected. I was pulling in tens of thousands of dollars in a month within a year. I was able to buy a nice condo, and it didn’t require that much work either. With my free time I focused on my hobbies and coaching, did a little investing too.
I got some comments that people wanted me to get fucked - but after the shit with Eddie, I didn’t know how I’d find someone I could trust to not pull that stupid shit again.
Now, I’m not gonna lie and say I never looked you up. I may have gotten a tiny bit stalker-ish, but could you blame me? I had moved back home, and you were within 30 minutes away, somewhere. I figured I had to at least try to meet you.
I saw online that the school was actually looking for a new assistant coach. And I knew that was my in. I made sure to wear my tightest clothes that were just this side of school-appropriate, showing off all my muscles. I had no idea if you were into guys, but I’d fucked plenty of straight guys before so I knew my body could make some men at least bi-curious.
I had to catch my breath as I walked in - you had somehow gotten even hotter after all these years. Before you were a daddy, now you were a DADDY. Still muscled up, still just the right amount of fur, and I knew that bulge was probably straining against your shorts. Do you have any idea how hot those tight blue shorts are? They should be fucking illegal for public decency.
And you know the rest, Coach. Didn’t take much before you realized how hot my pussy was and what I could do for you.
What? You’re wondering why I’m so into daddies. I’m not gonna lie and say I haven’t thought about it, but there’s never been much soul searching needed. I like what I like. It’s like how everyone has a favorite color, and there’s no particular reason for it except for how it makes them feel. I like having an older man taking control of me, fucking me rough, his muscular body on my back.
It’s not like I have daddy issues. My relationship with my dad is great. He’s proud of me, he was a little weirded out by the gay thing and even more weirded out by the JPS thing at first, but he’s come to accept it. Now, he doesn’t know my preferences but that’s not really his business, right? I at least have the sense to not fuck with any of his friends.
So yeah, it’s not like I’m desperate for a father figure because there’s some void in my soul. I’m not this vulnerable young guy confusing familial love for lust. It’s not really something that needs to be interrogated, Coach. Just roll with it.
Speaking of which, looks like somebody is ready for Round 4.
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