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A Dearth of Good Pussy 2
Riley's first time with a guy wasn't with Coach Heilman. Not exactly. When he was at a sleepover once with Danny Meyers, they watched late night tv. They both got hard and Danny said they should jerk each other off. And they did. It happened a couple of times before Danny offered to suck his dick. Riley let Danny do it and then regretted it. It made him feel super weird. He also felt guilty that he wouldn't do it back and kind of grossed out by how much Danny seemed to like it.
Riley decided then he wasn't gay or bi and that he should probably start avoiding Danny unless he wanted people to think he was queer.
When Riley met Coach Heilman, he was depressed af. His dad was gone and his mom barely made enough money to pay for the trailer they had to move into after losing their house. Coach Heilman became his hero.
Riley's normal meal had become boiled noodles with a flavor packet. Heilman made an effort to work out with Riley after practice and then would drive him home and they'd stop for dinner. He told Riley the company was more than worth the cost of the food.
When Riley tried out for baseball, he found out the cost of uniforms and shoes and had decided he couldn't play. Heilman never said anything, but Riley found a uniform and cleats with his full name on them in his gym locker.
The same stuff became sort of an agreement between them. If Riley needed something, Heilman stepped up.
It wasn't always gifts. Riley's mom lost her job and couldn't afford rent. Heilman gave Riley the money in return for six months of doing his lawn. And Riley showed up every weekend and weeded and mowed and worked in Heilman's garden. And when the six months was up, he kept doing it.
It was only right with everything Heilman did for him.
The day he first blew Heilman was an amazing day for Riley. They had been at an away game and Riley hit the game winning home run and threw a near shut out. Heilman took him to get pizza afterwards and gave him his birthday present. It was a brand new glove with his name stitched in it.
Heilman said it was the kind they used in the majors.
When they pulled over and Heilman started crying, it freaked him out. Heilman looked broken.
Then Heilman told Riley his wife was going to die. He said he didn't know what he was going to do without her. And he told Riley he hadn't had a fuck or gotten head since she got sick two years ago.
It was the first time he had mentioned sex in front of Riley.
Riley looked at him and saw a human for the first time and not just a hero. Coach Heilman had some wrinkles. He had grey hair and was fat af. Riley thought nobody would ever be attracted to him or want to have sex with him again and it made him sad because Heilman was his hero.
Whenever Heilman asked what he would do, he meant it when he said would do anything for him.
He still wasn't ready when Heilman took his shorts down.
Riley
I only had a second to stare at Coach's junk before his right hand grabbed the back of my head and pulled it down to his dick. My mouth had never been this close to a dick before. His dick was soft and around five inches right now. His balls were all wrinkly and saggy.
I thought, "I can't do this."
I reached out one hand and tried jerking him off. Coach grabbed my hand and pulled it off.
Then Coach said:
I can jerk myself off. I need a mouth or pussy, son. You owe me a warm hole to nut in. You know that.
I started to pull my head up. I couldn't blow him. I just couldn't do it.
But Coach didn't let me pull my head up. His hands kept my head down.
Then he said:
I'm not your dad. I could have bought a thousand whores for what I've spent on you already, son. I could have let you be homeless or unable to play baseball. Prove you love me and are grateful or I'm gonna stop wasting my time on you.
I realized he was right. He spent a lot of money. He had done a lot.
I opened my mouth and took his dick into it. The second I did, he moaned. His cock felt almost like soft rubber or something in my mouth. It wasn't too gross. The first bit of precum I tasted changed that. It was salty and slimy and I realized where this was headed.
I pulled off his cock and said, "I can't."
He replied, "You have to. I'll help."
Then he pulled me back down to his cock.
I guess by helping he meant he would take charge. He grabbed my head and started slowly humping into my mouth. I was gagging and choking at first, but he got hard quick. I didn't have to suck. Just let him slowly move in and out of my mouth.
When he came, I thought I was going to throw up. All of a sudden, he was groaning and his grip on my head got tighter. I couldn't move. Then he exploded.
His cum tasted so gross. Metallic and slimy and bitter. When he let my head go completely, I spit it in the empty cup in the cup holder.
It was the first time Coach Heilman slapped me. And it was hard enough to make my teeth rattle. I'd never seen him that angry.
He grabbed my face and said, "You don't spit out cum, you swallow cum. Spitting is disrespectful. Understand?"
I nodded in shock.
He pulled his shorts back up and sat there for a minute.
Then he spoke to me:
You're a good kid. Sorry I had to slap you. You need to know this isn't gay. You owe me a lot and I just need to get off without cheating on my wife. There ain't nothing gay about respecting your elders or taking advantage of a mouth. And you did good. I had sluts back in high school do worse and you'll get better. Let's get you home.
That was the first time I sucked his dick and I was hoping the last. But it wasn't.
The next day, after practice, he called me into his office. He locked the door, pulled up an Asian lesbian porn video on his tablet, and dropped his shorts. Then he pointed between his legs. We didn't talk at all. I knew what he wanted and he didn't last long with the porn on. That became a regular thing after practice.
On the weekends, he would wait until after I moved the lawn usually. Then he would take me into the shed, point to the floor in front of him, and just relax as I knelt. We never went in the house because his wife was in there.
Most of the time he kept his shirt on.
About a month after all this started, he drove me to a motel instead of home after practice. When we got there, he got completely naked. He turned on some porn called Asian Anal Sluts 12. I was freaked for a second, afraid he was going to try and fuck me up the ass. But he didn't. He had me lay my head upside down off the motel bed and straddled my face.
Then he said:
I know you're not gay and I'm not gay either, but I need to fuck. Balls deep, son. I'm going to try and see if I can use your throat like pussy. Cover your teeth.
Then he stroked my face for a second and said, "I hope your stomach is empty."
He wasn't kidding. And it wasn't. Not at first.
Nothing could have prepared me for that blowjob. Coach Heilman paid no attention to me as he watched the porn and fucked my throat. All my gagging and choking didn't even slow him down. My whole world became fighting the urge to throw up and trying to breathe as my nose was covered by his balls and my throat was filled.
When I finally did throw up, he only gave me a minute to recover before slamming back in. He fucked my throat without mercy.
It took about thirty minutes, but I knew he was close when he started talking dirty. He had done that when he watched the porn in his office and I blew him.
The room became filled with the high pitched moans of the Asian girl and Heilman saying stuff like:
I love your titties, baby girl. I'm gonna jizz in your mouth, you filthy cunt. I want you to eat my nut, you piece of shit. You're so beautiful, baby girl. Choke on it.
It was almost schizophrenic. He would say something sweet like I was the girl in the video and then say something nasty and mean. Either way, it worked for him.
As the girl in the movie started making crying sounds and saying how big the guy was fucking her, Coach Heilman started breathing heavy, grabbed the back of my head, growled, and buried himself deep. Then he pulled out, slammed it deep twice, and came.
It was the most he'd ever cum. I tried swallowing it all but it ran over my face and in my nose and everywhere.
It took him a minute to catch his breath and recover.
Then he told me to, "Lick and suck him clean so we could go."
It didn't take long. I licked and sucked his cock clean and his balls and even where the cum had gotten on his stomach and thighs.
When I was done he said, "Go wash your face. You look like a whore."
And then we went for pizza.