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Jail Sissy

by Sluttybttm4u


I will never forget when I got sentenced to jail. In our state, if you get sentenced for a year or more you go to the state prison. Though I was convicted of a "misdemeanor."

My name was Josh I was convicted of repeated street racing and the judge who was tired of me being brought before him he gave me the stiffest sentence possible.

The sentence was for a 1 1/2 years and I was going to be sent to the state pen.

I thought maybe just maybe a year would go by before they could carry out the sentence and I could serve it out in the remainder in the county lockup.

No, 3 weeks later I found I was being transferred and I was scared.

You see I stand 5'6" and weigh 120 lbs and have a bubble butt and I heard how much guys like me are loved in prison.

I was marched onto the van and was shackled into my seat and I was trembling.

We rode for about an hour and we stopped at the gates. We were marched and ordered to strip naked. Then we showered and then we went to get our clothes and we got the standard white boxers and ordered to put them on.

We then got our standard orange jumpsuit and bedding.

I went to my assigned cell and made the bottom bunk.

A minute later a big Hispanic looking guy walks in and sees me and has a wicked smile.

He said," What a great sight I have a beautiful sissy in my cell."

I said," Please sir. I don't want that."

He said," Oh, we are going to get to know each other later tonight."

We ate supper and as we were leaving he came up and pinched my butt.

I stayed away from my cell until the guard said lights out.

After I laid in bed I heard him jump down.

He said," Hello sweetheart."

I saw his silhouette and I saw him stripping when I tried getting up he punched me. I felt my clothes being ripped off and I tried to resist and he hit me again.

He put me on my stomach and forcefully opened my legs. I felt what felt like a telephone pole being shoved into my hole. He kept shoving and I was screaming. All the prisoners were cheering at what was happening.

Finally, after 30 minutes I felt his balls against my cheeks.

He said," My 10" cock now owns your pussy."

After my hole adjusted I started to moan, and he started to violently thrust in and out of my hole for 2 hours.

But then he shoved his cock deep into my ass and I felt his cock buck violently about 5 times filling my ass with my cum.

He laughed and said," It is so nice I have a new gurlfriend."

In that crowded bunk he and I fell asleep with me being spooned.

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I will never forget when I got sentenced to jail. In our state, if you get sentenced for a year or more you go to the state prison. Though I was convicted of a "misdemeanor." My name was Josh I was convicted of repeated street racing and the judge who was tired of me being brought before him he gave me the stiffest sentence possible. The sentence was for a 1 1/2

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