My First Year in Prison Ch. 09

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"YOU HAVE BEEN A BAD BOY. YOU HAVE ENDED UP BEHIND BARS FOR A DAMN GOOD REASON!"

SLAP.

"Sir... You are hurting me."

SLAP.

He spread my ass cheeks and I felt his spit inside my asshole. I did not want him to fuck me. This had to stop.

"Sir, please. Sir, the other inmates, they will see!" I mumbled. "The marks on my ass!"

My ass was surely getting purple at this stage. He stopped hitting me. I had made a good point.

He had to be careful. He was playing with fire often but he could not take unnecessary risks. He had been carried away too many times already.

He pushed me back on my knees, I felt dizzy, staring at his big cock before my eyes. His asshole was tempting me again, he was still spreading his thighs.

"Make me cum." He stated calmly.

I knew what I had to do, I massaged his balls as I was going back and forth on his big dick with my mouth. I made gagging sounds, I spat on his dick. Within seconds, I felt another throb and volleys of sperms were released on my face and in my mouth. He cummed even more than the previous time. I swallowed some of it.

"Stand up!" He commanded.

I did, still dripping with his cum. He was sitting on his chair so my dick was at his eyes level. I was stunt when he grabbed my dick with his right hand and started to jerk me off furiously.

"Your turn my boy, let it go. Give me that cum."

I looked down at him, baffled. He was working my dick like a pro.

After less than a minute, he asked me to release my milk on his face. And I did. I nutted right on his glasses. It was glorious. I had not cummed that hard since I got in this prison, the sperm was thick and very white. My jizz was covering the glasses entirely, the poor Warden could no longer see a thing but he was still wearing them proudly. What the fuck?

Drops fall from the glasses onto his lips and Deen was just smiling, content.

Crazy bastard! I thought, still in disbelief this was actually happening.

"Go back to your cell, boy. You can wash yourself with the towel."

"No need to show off to Guard Falcon?"

"No need. Not this time."

I cleaned myself up as much as I could and put back the towel around my waist. The Warden had still my cum on his face! Maybe I had misjudged his style. He could be full of surprises.

"Sir." I spoke.

"What?" He barked.

"What was it for? I thought that last time, I had paid for my mistake with Frenchie and I..."

"Look, Braxton." He took off his glasses, that meant we were having a serious talk.

"I'm just here to help the inmates make the best of their experience in prison. A little bird told me you make the other inmates believe that you are a straight man." He licked his lips again, but this time, he swallowed some of my cum in the process.

As I remained silent, he finished his thought:

"I thought you would need to release some tension to get through those tough times."

I marked a pause, thinking a lot about what I should say next. I could insult him. I could threaten to denounce him. Was he blackmailing me?

"Thank you, Sir." I finally said, all he had told was true and he was owning me. "Do you think that if we were to keep this up, I might get out of here sooner? Would not it be a proof of good behaviour?"

I had to try.

He looked back at some papers on his desk but he did mumble:

"We'll see."

Warden Deen was a crazy fucker but this might turn out to be useful after all... Was I really going to take advantage of this?

[TO BE CONTINUED]

*********************

As usual, I hope you enjoyed this chapter, guys! Tyler's life in this prison is getting messier (and sexier) each week! Poll of the day: Do you think he can spend the whole year there without getting fucked? ;) Please do share your feedbacks and comments as they are my main source of motivation to keep posting here!

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5 Comments
AnonymousAnonymousalmost 2 years ago

He should definitely get fucked! Kurtis would be most hot one to fuck him, and getting fucked by the warden would make sense too

AnonymousAnonymousalmost 2 years ago

The idea of Falcon using him turns me on

AnonymousAnonymousalmost 2 years ago

There is absolutely NO way that Tyler will make it a year without being fucked. He has already done so many sexual things with a number of people. The biggest candidates include the Warden, Kurtis, Falcon or Xander but Ralph, Fernando, Pool or others are possibilities too. There will be multiple people who fuck Tyler regularly during this next year - just like in college. His bond, commitment and thoughts of and to Griffin is already waning and weakening.

AnonymousAnonymousalmost 2 years ago

I love this story and i think Tyler will suck Kurtis or someone of his roommate.I yes,i think Tyler will be fucked by someone.I think he will be fucked by Kurtis or Dean or Ralph.I love you stories abs i think you are the brst writer in literotica.I hope you will write more stories after the end of My first year in prison.For example,My first years in marriage😂(with Griffin) or something like this or what you want.I will be here to read everything what you post.You are the best Thonas💯 By the way i am the fan who comment in My first years in college how love Martin and want to have sex with him and want to be his girl 😜🔞❤️🔥

AnonymousAnonymousalmost 2 years ago

SO FUCKING HOT!!!!! This was the first chapter that didn't leave me feeling on edge after reading it. It did make me want to know more about Kurtis. And what makes Tyler think that giving into Warden Deen's desires will help him. Wouldn't that make the warden want to keep him there longer to continue his pleasure. I'll be right here waiting to find out. This was yet another great chapter to a ***** story. Thanks, MLF

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