Coach's Sissy Ballboy Ch. 04

It goes without saying that I wanted to spend as much time at Coach's house as I could.

Because my parents didn't pay much mind to what I did outside of school, I had freedom to learn all the ways of being a good sissy concubine. I had always been a responsible kid, and now that I was 18, I could make my own choices. Of course, those choices these days had a lot to do with wanting to keep my new master satisfied, and to make sure I was riding his big cock as much as possible.

After Coach had popped my cherry during our first time together at his house, I began to form new ideas of what I really wanted. Up until then, everything had been theoretical and based on my various fantasies. Although I had fooled around before, that was the first time I had gone all the way with the kind of man that I dreamed about.

First, I started to picture what I wanted to be wearing when Coach next bent me over, and I wanted to experiment with ways to drive him wild. One of the first steps was to leave behind my timidity about buying nice things to wear. Although I had occasionally snuck into my older sister's room and tried on some of her panties and bras, I wanted something that was made for a sissy like me.

So the next day, Sunday, I went online and browsed different kinds of "evening wear" to discover what I really wanted to buy. I looked into teddies, but decided I wanted something a bit more... explicit. There was a lot to sort through, but I was really drawn to a sexy G-string that had a couple of bows on it. I imagined slipping that on and surprising Coach the next time he took my clothes off. The thought got me very hard and wet.

Thankfully, I knew what size I needed because of the panties Coach had given me the day before. But I was still hesitant to order something that my parents could accidentally open when it arrived in the mail. So I decided that I would go to the nearest adult store to see what I could find.

I would have to wait until Monday after school, although I was hoping that Coach would demand that I come over then so he could take possession of my pussy, which was now his to do with what he wanted.

In the meantime, I decided to experiment with my mom's makeup. I waited until my dad went out golfing and my mom went to the store on that Sunday afternoon, and then tried some rouge and foundation. I used some video tutorials to learn how to apply it, and as I did my cock steadily pumped out pre-cum as I thought about looking like the perfect femboy for my big, virile man.

The first stuff I tried was okay, but the thing that really turned me on was eyeliner and mascara. I realized that I liked accentuating my eyes and making them pop. After a lot of trial and error, I began to try my hand at different lip shades. I finally decided on a shade of red lip crayon that contrasted my pale skin, making me look like a real cumslut. It was only a beginning, but I eventually settled on a look that I hoped would blow away the man that owned my cum-hole.

I had a little bit of money saved up from a summer job I'd had at a local fast food joint, and I figured that I might need to get another part-time job if I was going to buy this kind of stuff, but for the moment, I would plan to go the store Monday to blow my meager savings on some makeup and lingerie.

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On Monday morning I awoke to a text from Coach, "Hey there. I hope you got some good rest, because when I see you today, I'm going to give you a real workout. Come to my office at 3:00 and be ready for a good stretching."

My body tingled with excitement to wake up to this text from my sexual master. I loved that he was telling me what to do; I touched myself for a while as I imagined him sliding his massive cock into my tight, pink boy pussy.

When I went to school that day, I got an extra thrill by wearing my new panties with the sissy cup under my tightest pair of jeans. I felt so sexy that I had a boner the entire morning. I also found myself naturally walking with a little more sway in my step, walking a little more like I imagined a femboy would as I felt the lacy panties hugging my round cheeks.

It helped to think about walking that way in front of Coach, and driving him so crazy that he dragged me into a closet and rammed my soft ass until we both spurted our loads.

Halfway through the morning, I noticed a wet spot forming on my jeans where my pre-cum was soaking through from all the excitement. I was a bit embarrassed, but also glad to be so absolutely turned on; like I was always prepared to be Coach's whore at a moment's notice.

It seemed though, that I also caught the notice of others in the hallways and in class that day.

Maybe it was the way I was carrying myself, but I felt like I saw more stares than usual by some of the other senior boys. A couple times, I glanced over my shoulder and saw one of them staring at my ass as it swayed down the hall. It made me feel strangely excited and even more horny to catch the attention of other boys.

That was when the unexpected happened.

I had walked into a single bathroom to do my business; it was nice to have the privacy thanks to the sissy cup. After I washed up and started to leave, I began to pull the door open when I encountered a group of three or four guys standing right outside the bathroom.

One of them reached up and quickly pushed me back inside! Following, he turned to shut the door and locked it. I stared at his back in shock at what had just happened, then he turned around and I realized that it was one of the football players, a senior tight end named Marquise. He was staring at me as I edged backwards towards the sink.

"Alex, right?" he asked suddenly.

With a pale face, I nodded silently and he smiled and hungrily looked me up and down, and said, "Damn, you look like a girl!"

I hesitated, feeling very self-conscious. I didn't say anything, so he continued, "That's alright though. I mean you look good, especially that ass."

I flushed bright red, which made Marquise laugh. Then he moved closer, and I began backing away towards the corner, feeling both tense but also increasingly aroused. I liked being complimented and the way he was looking at me made me feel very desired. I also couldn't help noticing his muscled body under his tight t-shirt. He was tall and powerful; from what I heard he was the strongest guy on the team.

And he had trapped me in the bathroom with him.

"I'll bet you like to suck dick," he suddenly said as he stood right in front of me with his arms at his side, hemming me into the corner away from the door.

I paled and stammered a bit, "I... I... um, I don't..."

He interrupted me, "The way you walking down the hall, I know you are a sissy boy. I know you want some dick... You want to see mine?"

I was frozen for a moment, then I said, "Here? Now?"

He laughed and replied, "My boys are posting up outside, nobody's gonna come in here. Except maybe me."

I didn't know what to do. It felt wrong, especially since I belonged to Coach now. But it also felt exciting, and I was startled to think that there was part of me that DID want to see Marquise's dick; part of me that wondered if his was as big as Coach's and what it would taste like. My cock began to swell with blood and my mind began to buzz at the thought.

Marquise seemed to take my hesitation and flushing cheeks as an invitation, because he moved closer and reached a big hand behind me, slipping it down my pants as he began to unbutton his shorts with the other hand. I instinctually moved my hips towards him as his hand slid down to grasp my left ass cheek.

"Uhhn," a slight moan of pleasure escaped my lips.

He was looming over me now, and he suddenly said, "What you wearing? You wearing panties!? You ARE a sissy bitch!" He continued to grope my ass and I put my hands up against him to steady myself and felt his firm body under the shirt.

"Yeah, that is a nice soft bitch ass. Let me see it!" he suddenly demanded.

His words sent a shock through my body, but I realized that it was a shock of surprise immediately followed by arousal. I wanted him to see my sissy ass in my panties.

I wiggled my pants down and they dropped to the floor. Marquise looked down and them grabbed my hips and forced me to face the wall. I gasped in pleasure at being manhandled this way.

I heard him say softly, "Damn, you got such a fine ass. I'm gonna need to clap those cheeks sometime!"

Then I felt his hands on my ass, and he grasped both cheeks in his hands forcibly. I gasped again and then moaned as I put my hands against the wall and shoved my ass backwards towards him so he could get a better grip.

After a few moments of this, I felt him pause, and then I felt something... something big... press up against my crack. "Ohhhhhhh, you're so biggg..." I groaned.

His giant dick was rubbing up against my rosebud of a hole, only the fabric of my panties separating us.

Marquise said, "Shit, I want to fuck you right now. But we don't have time for that, turn back around bitch."

As I turned back to face him, the front of my panties more soaked than ever, he reached around and grabbed my ass again with both hands as I slipped my hands under his shirt to feel his naked skin and muscled chest. He was so close that I smelled the scent of his masculine body, different from Coach's but it still made me feel hot.

And then I felt his hard cock push up against my stomach and I looked down. "Oh my god," involuntarily came out of my mouth.

His amazing black dick was probably 9 inches long, and thick.

"You like that?" he asked.

All I could do was stare. Then he asked "You want to touch it sissy?"

I nodded slowly, but before I could reach down, Marquise grabbed my wrists and demanded, "Beg for it bitch."

I had never done this before. But my blood was pumping and the animal instinct was taking over. "Let me touch it, please. I want to feel your dick Marquise!" I moaned. I was getting so wet. This was insane.

He grunted "I like when you say my name like that." Then he released my wrists and I reached down from his chest and took his massive member in both hands. It was hot and firm, pulsing slightly as Marquise slipped his hands back around to grope my girly ass some more.

I looked up at him, and said with a slight pant "I want to suck you... Please, let me take you in my mouth!"

Marquise smiled and said "You ARE a slut, yeah you take that. See if you can fit it in."

I knelt down as he made room, and I started to kiss the head of his cock, pulling back the foreskin. He groaned slightly, and I started panting and making noises like a submissive slut. He grabbed my head and stared to shove his dick into my mouth.

I tried to jerk back, but he said "We don't have time bitch, swallow my dick!"

I immediately started to gag a bit; this was much rougher and more sudden than when I sucked Coach's cock, but I also liked it. It felt like Marquise was taking control of me like a cheap whore.

I started to draw his cock deeper and deeper into my mouth until it began to enter my throat. I gagged some more, but relaxed slightly as Marquise let up a little of my head.

"Mmm, hmmn," I kept moaning and humming, which stimulated him more.

"Oh yeah, you like that don't you? You a real natural slut, uhnnn, damn..." he said. He seemed like he was swiftly approaching climax.

I was so turned on, I couldn't believe it. I would have thought this kind of thing would be terrifying, but within the fog of sexual arousal, I realized that I liked being used. My cock was so hard inside the sissy cup!

"Oh, yeah. Bitch, I'm gonna cum!" Marquise said as loudly as he dared.

I felt his cock get even bigger and I cupped his big balls with one hand as I continued to work his shaft with my mouth and hold the base with the other hand. This seemed to push him over the edge. "Oh fuck yeah, suck that dick you slut!" and he suddenly jerked as I felt his cock spurt a load into my throat.

I involuntarily gulped it down and I continued to play over his shaft with my tongue, moving the throbbing, convulsing rod in and out of my mouth. He grasped my head hard in both hands as he shoved his dick all the way into my throat. A couple more jets of his man-juice sprayed into my stomach and I gagged again.

Then I began to hum in pleasure as I milked his cock with my mouth some more. He groaned and held my head as the moment of climax began to fade.

As he started to pull his dick out of my throat, the school bell rang. I had totally forgotten that we were still in school!

I had been lost in the pleasure of being such a slut. I quickly sucked him clean, and he stepped back to put his giant snake back under wraps.

As I unsteadily got to my feet, my mind swirling.

Marquise smiled at me as he did up his shorts. "Shit, you are pretty hot. I might need to get you all to myself some time. I won't tell anyone that you're a sissy bitch that wears panties, but you got to let me see more of your ass in that lace!"

I smiled and blushed again. I appreciated the compliment and loved that I had made him cum in my mouth-pussy.

As he turned and walked out, I locked the door behind him. I had to collect myself before my next class. After all, I needed to make it to 3:00, when I would go see my master. I didn't know what he would think about my encounter with Marquise, so I decided I wouldn't tell him for now.

As I walked to class, I mentally replayed the entire encounter: especially kneeling on the floor with a man's 9-inch cock sliding in and out of my willing lips; his thick, black dick filling my mouth and throat as I brought him to climax and swallowed his offering. I couldn't believe how hot it was.

I was really becoming a sissy slut whore... And I really liked it.