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Coach's Sissy Ballboy Ch. 05

Story Info
Alex visits Coach's office as he ponders their relationship.
3.1k words
4.78
13.5k
30

Part 5 of the 6 part series

Updated 05/28/2024
Created 05/16/2024
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After what seemed like forever, 3:00 finally came. It was time to go to Coach's office.

As I made my way that direction, I took time to savor what had happened on that past Saturday afternoon at his house. I had gone to Coach's with a mind full of dirty thoughts, but no expectations that any of them would be fulfilled.

Instead, I had been shocked as he joined me in the shower and proceeded to seduce me with his masculine body and caressing touch. He had placed his hands on my trembling flesh, and when I felt his big, firm, throbbing cock press into my naked ass cheeks, my world had changed forever. Part of me still couldn't believe that it had happened, in spite of the intense fuckings he had given me over the course of the day.

After we made love on the bed, he had carried me to the shower where he lathered up my entire body with soap. He had stroked my nipples and fingered me again with his big, strong digits, while ravishing my lips with his own.

Then he had taken me again, grabbing me up in his muscled arms and pinning me against the shower wall. Facing him, I had wrapped my legs around his waist as he hoisted me as if I weighed nothing. He then lowered me onto his man-pole, which was again hard as a rock, and proceeded to skewer me again, thrusting and thrusting -- searching for a place to spill his warm seed.

I shouted loudly with each thrust, giving myself over to the waves of pleasure as my pink little boy-pussy gobbled up his monstrous cock. As he'd fucked me, he was slower in coming as he savored the feel of my tightness sheathing him. I gloried in the wild passion of riding his manhood in the shower, our naked bodies making the most amazing and passionate music I had ever dared to imagine.

I soon came again, aided this time by my master's hand. He'd rubbed my smaller cock rhythmically as he ploughed my hot cunt, and I spilled my boy-juice into his big hand. It was total bliss.

The feel of coming in his hand was more than I ever imagined I could feel. It was like he took my seed from my body, demanding it wildly, as I obeyed with my thrusting hips. It wasn't long after that, that I'd felt his cock swelling to emit another volcanic eruption in my hole. I moaned and cried out his name as he built to crescendo, straining as he gave one final thrust that drained his big balls into my eager pussy. As I'd received his load, I reveled in the fact that he had chosen me to be his cum-slut. That my body was his receptacle.

---------------

Back in the present, as I walked through the school hall, I replayed all this and my cock was throbbing overtime, soaking my pants all over again.

But then a thought hit me: I wanted Coach all to myself, but I had just consented to take another man's cock into my body too. Not two days after Coach had popped my cherry and claimed me for his own, I had given in to a moment of wild lust and willingly dropped to my knees at the sight of Marquise's giant cock in the bathroom.

I felt ashamed. Not because I had sucked off a random guy in the bathroom; I had thoroughly enjoyed that. But I felt like I had broken Coach's trust. Perhaps my master would be okay sharing me, but I had not asked him first. As I sorted through these feelings, it made me ponder what Coach and I actually WERE. I knew that I was infatuated with him, but I also wasn't sure where this all would end up.

In the coming summer, I would have to make a decision about my future. Would I attend college? If so, would it be local or far away? Maybe I would just work for a while to save up money, or perhaps I could travel a bit -- but I would need funds for that. I just wasn't sure. And now I had this... relationship to consider.

Would Coach want to take things further than just pleasuring one another? Would I want that? It was all a bit surreal and hard to imagine at the moment, with how new everything was in this swirl of romance and passion. I didn't know what it meant to be in a committed relationship with an older man, or if this kind of thing could even continue for very long.

At the very least though, I decided that I needed to be faithful to Coach, at least until we'd had a conversation about expectations. I had let my libido get the better of me with Marquise; being confronted by a man who made me feel so feminine and sexy had caught me off guard and proven to be too much. But now I felt like I knew a little more about myself, and I felt better prepared in case something like that happened again.

I nodded to myself, firmly deciding that, moving forward, I wouldn't allow another man to fuck me unless my lover said it was okay.

This resolve made me feel better; as did the fact that I had now arrived at Coach's office door. Silence surrounded me, since his office was at the end of a quiet hallway in the athletic wing of the building. I let myself savor that moment before I knocked, but the truth was that I couldn't wait to see him.

I knocked. "Come in," came the reply.

Gently, I turned the doorknob and opened the door with anticipation coursing through my mind and body. Coach was standing at his desk, his back to me. I gulped, my face reddening as I looked at his broad shoulders and firm biceps, remembering how he had effortlessly hoisted my nude and writhing body with those arms.

He turned, and seeing me he smiled. "Hey there." He glanced over my shoulder to make sure we were alone, and then continued, "I've been thinking of you every moment since Saturday, Alex."

I looked down and smiled as my face reddened further. "Me too. I mean, I've been thinking of you. And what happened. I'm... I'm glad that it DID happen."

As I glanced up, I saw Coach's face seem to relax a little. He stepped forward and raised a hand to stroke my cheek with the back of his fingers. As he did so, he said, "It's so good to hear that. I was worried that... that it was too much, too soon for you. I had held back for so long that I went from zero to a hundred right away."

Then, he stepped around me to shut the door. And then he locked it.

My pulse immediately sped to overdrive. I managed to say, "No! It was the most amazing day of my life! I've been replaying it over and over. Honestly, I... I want to be with you. All the time."

Hearing myself say that out loud, outside the moments of passion that we'd shared, I felt my face flush and my arms tightened around the books I was carrying. I heard Coach approaching me slowly from behind and my breathing sped up.

I heard him whisper, "That is exactly what I want too." And then I felt his hands on my hips. His grip was gentle, but firm.

I felt his breath on my neck, and I tilted my head back onto his shoulder. As I felt his lips brush the side of my neck, he pulled my books out of my hands and slipped my backpack off my shoulders, tossing them all onto a small love seat that was up against the wall.

He began giving me light, but lingering kisses on my neck as he reached around my waist to encircle me with his arms. I moaned quietly as his kisses grew stronger as he hugged me in a firm embrace.

Then I felt his hands slip under my shirt and begin caressing my skin on my belly and ribs. I reached up a hand to cup his stubbly cheek, and ran my fingers into his curly hair.

"Ohhhh. Hmmmm... Coach, I want you. Always..." I moaned aloud.

I heard him say huskily, "Well, I think you need to change for our workout, Alex." And he began to lift my shirt over my head. He whipped it off in a smooth motion as I raised my arms into the air, and he immediately began to give attention to my bare shoulders with more kisses. I felt his hands reach around front to smoothly unbutton my pants, and I began panting.

This was the first time Coach had undressed me. It felt so intimate and wildly sexy. I was already like a bitch in heat.

As Coach slowly slipped my pants down, his hands brushed my red lace panties. I heard him chuckle, "I'm glad you came so prepared. I want my sissy slut to be dressed appropriately."

All I could do was let out a little giggle as his hands slipped under the lace to caress my ass. I pushed my hips back and arched my back like a lap dancer, and he began to kiss my neck more feverishly.

Suddenly, he noticed the surprise I had in store for him. On my way to his office, I had stopped to put on a pair of black thigh-high stockings that I had found at the back of one my sister's dresser drawers. She was a couple inches shorter than me, so they only came up just above my knees. But they were semi-transparent and sexy. They went well with the lacy panties that hugged my round ass and contained my straining cock.

As he saw them, I heard Coach say, "My god, you are about to get a pussy full of my cock, you sexy thing." And he bent over me, spooning me upright. I felt him reach down and dip his fingers into the pre-cum slathered under the front of my panties, and he used my natural lube to begin rubbing around my nipples.

I let out a small feminine squeak and my nipples grew hard and pointed; I was so overcome by his manliness and passion for my body. I panted out, "I just need to keep my master happy. I like wearing things that make you want to fuck me." It was like the thigh-highs and panties had worked magic on me, turning me into a brazen whore hungry for cock.

After a minute or two of attention to my sensitive erogenous zones, Coach turned me around and wrapped me in his arms. He reached down to grab one of my stockinged legs and pulled it up so he could feel it and my smooth thigh with his hand while he ravished my lips with his own.

My pent-up cock was getting the front of his pants wet, and I felt his giant, rock-hard dick straining against me under his clothes. I pulled my arms back from around his shoulders, and he stepped back slightly, dropping my leg.

Then I knelt down and began to unbutton and unzip his pants. I looked up at his eyes and bit my lower lip as I did, and he cupped my face with his hands. I felt a twinge of guilt, remembering being on my knees earlier that day in front of a different man.

Putting that thought aside for now, I pulled down his boxer briefs, and released his monster, which immediately sprang up to full attention. I couldn't hold back: I immediately took it in my hands and began kissing his enflamed head, tasting him and his pre-cum, lavishing his tangy manhood with my tongue and mouth.

I did this for a couple minutes, enjoying his groans of pleasure, as I knelt in a sexy pose. I knew he was enjoying both what he felt and what he saw.

Then he said, "Stand up, it's time." And I shivered with uncontainable anticipation.

As I stood up, Coach turned my hips towards his desk. He produced a bottle of lube, and popped the cap, then said, "Put your hands on the desk."

I thrilled at his commanding, sexy tone. I bent over, steadying myself on the desk and putting my ass all the way out towards him, like a lingerie-clad runway, directing him in for landing.

But instead of immediately plunging into my pussy with his shaft, I felt Coach's fingers instead. I was slightly disappointed, until I felt him slide a finger in, suddenly knuckle deep. I gasped, and then moaned, feeling his big digit in my inner sanctum.

Then I felt something else. Coach was hunting for something in my pussy, and I felt him locate it. He began to rub and press my prostate, and I felt a tingling sensation throughout my whole body. I gasped and shivered, and I felt my hole contract more tightly around my lover's finger.

"Ohh! Ummmf, Coach! Oh god, that feels so good!" I had a hard time keeping quiet.

I heard him respond, "I hope so. You'd better get used to that feeling." Then, after a pause he said, "I like fucking you in my office."

I gasped and managed, "Oh... it's... so sexy... so, so... naughty..." I hardly knew what I was saying now as shudders of pleasure reverberated through my primed body.

Coach reached his other hand down and slipped it into the front of my panties. He pulled my throbbing dick out, which was soaking wet, and he began to caress me gently.

"Ohhhhhhhhh, oh Coach! I am going to cum if you do that!" I moaned. I was thrusting in time to his backdoor finger strokes.

He chuckled, and said, "I'll make you come that way later at my house. Now your pussy is ready for something else," and he pulled his finger out of me and shifted my panties down under my butt, taking a moment to caress and manhandle my girly ass.

I dropped to my elbows on his desk as I felt one hand firmly grasp my hip, while his other hand directed his big, red pole towards my crevasse. I felt him push his iron-hard cock up against me, and his swollen head kissed my tingling pink rosebud.

He paused there for a moment, and I began to moan quietly and wiggle my hips so his head slid around on my hole. Then I felt him begin to enter me.

I gripped onto the edge of the desk and panted hard. Then, just as he was about halfway in, I heard a knock at the door!

I stood partway up with Coach's cock inside me, but I felt him reach around and grasp my erect penis in one hand, and place his other big hand over my mouth. Then he started to fuck me.

"Yes?" Coach called out in a reasonably normal voice as I felt his cock thrust in and out of my hole.

My eyes were rolling backwards in pleasure: the scandal of getting absolutely rammed by my hot man as someone stood just on the other side of the door was almost too much. I felt myself quickly begin to build towards orgasm.

"Hey Coach, your order of supplies just came in," called the voice. I thought I recognized it as Carlos, one of my teammates.

"Great, thanks," replied Coach, as he looked down at me and began to thrust deeper into my hungry cunt. "Please leave it out there, I'm on a call and can't grab it right now."

Carlos voiced his understanding, and I heard him set the box down and begin to walk away.

Coach still had his hand clasped over my mouth, and he began to nibble my ear as I felt his cock swell even more, getting ready to blow. I couldn't take it anymore. The fact that he was shamelessly fucking me and silencing my shouts with his big hand -- all while people walked by in the hallway -- pushed me over the edge.

My body spasmed back into my lover's chest, with my cock thrusting forward in his grip. I began to convulse and shoot cum all over his desk. He continued to pump my cock as my pussy squeezed in response around his swollen rod.

This seemed to tip the scales for him also, because he grunted loudly and began to unload long spurts of his juice into my fertile boy-cunt. I felt his warmth fill me, and there was so much that it began to dribble out of my hole even though it was tightly plugged.

I moaned against his hand, and grasped his other hand which was still holding my spurting erection. He finally released my mouth, but then he moved his hand down to grasp my throat tenderly and began to kiss me again on the cheeks, jaw, and neck.

I relaxed backwards into him, and looked down. He was still almost fully clothed; there was something extra sexy about me being the only one naked. It was like I was a prostitute that he had trapped in his office.

As my breathing slowed down, I whispered, "That was unbelievable. I felt like we were going to get caught!"

He chuckled again, and said, "That's part of what made me come so fast in your pussy. I like that thrill. Fucking your sexy ass with just a door between us and others... Maybe we'll need to do this more often."

I bit my lip, grinding my hips into his as I felt him finally begin to shrink a little.

"Well, I guess we'd better clean up. Then we can go to my place," said Coach. Then he added, "You know, I have my own personal shower here." I heard a mischievous smile in his voice.

Pulling away, I felt a twinge of sadness as his cock left its enflamed, pink home. But then I turned towards him and placed my hands on his chest. I pictured his body naked again, water streaming over it as he touched me, and I flushed as I smiled.

Seeing my eagerness, Coach said, "I feel another lesson coming on already," and he reached around with both hands to take hold of my naked ass.

It looked as if the store would have to wait until tomorrow; today was already looking plenty busy.

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4 Comments
AnonymousAnonymous4 months ago

Ok, we're back on track. Let's see if he fesses up to Coach and what Coach's reaction is. Very hot stuff!

AnonymousAnonymous5 months ago

This is one of the hottest and sexiest stories I have ever read! I was right there feeling that beefy strong man moving in me. You are so good! Please write more Please!

MasterTjWMasterTjW5 months ago

You sweet little bitch!!

AnonymousAnonymous5 months ago

Keep the stories coming!

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