Trustees Tease

Working in a maximum-security prison can be dangerous. That danger is not reflected in the salaries for guards. Guards are just going from paycheck to paycheck like a lot of other people. As long as things run without bad news getting outside, guards and prisoners do pretty much everything people on the outside do. One thing missing, women.

Being selected as a Trustee is the next best thing as being the most feared/respected inmate inside. I was respected by most of the inmates in my wing; they knew I liked to make bed checks more than required. They would put on a show for me and sometimes I'd be dripping hot when they finished.

I told a couple of inmates I would recommend them for Trustee when an opening came up. They understood what I wanted. That night, they put on the best live show ever at 2:00 AM. I couldn't take it. I turned my back to my station, pulled my dripping hot dick out and squeezed a glob of precum onto my thumb and finger. I sucked it down and did it again. My favorite grabbed my cock and pumped me off in seconds. I turned enough for him to pucker up thru the bars and let me fill his mouth with cum. His buddy was fucking him deep then. I thought I was finished but he forced me to face the bars so he could swallow my dick and strip me of every drop. I was afraid my knees would give way; they were quivering.

The next day, I was in the gym, I saw two guards go into the restroom and come back out after 5 or 6 minutes. Then two more went in. They were gone almost 10 minutes. I decided to have a look. My favorite guys followed me and said, have fun. We've got the door. I walked past two stalls and then saw two guys holding each other by the dick. They looked at me, mostly in the crotch. I dropped my pants and they come over. One gently turned me toward the urinals. One put his dick in my hand. The other was licking my asshole. I moved away from the wall and spread my legs. I bent over and he stood up. I looked back and said, please. He was gentle. It took almost a minute for him to get all the way in. He held me and backed up to get me off the wall. His buddy slid between me and the wall and pulled my head toward his dick. I had it halfway in when he gave me a nice warm load of thick cum. His buddy moaned and pulled me hard onto his pulsating rod. I knew he was filling me up. I was swallowing every drop from the cock in my mouth. They both pulled out slowly, got dressed and walked out. I looked down to see cum dripping onto the floor from my ass.

As I walked out, my soon to be Trustee's walked out in front of me like nothing had happened.

That night, as I made my unscheduled bed check, they were ready for me. I watched as they gave me a full display of ass holes being licked, fingered, fucked and fisted. They even let me taste some cum by standing on a bunk, beating off and shoving it thru the bars during climax.

They told me to lube come in Monday with my ass cleaned out really good. They wanted me to bring some lube in little tubes also. I clocked in at 4 that afternoon for my 12-hour shift. They were going to chow. One said, the surprise starts at 5:15 in the gym. I followed them into the restroom and discovered all 4 other guards were already there. Then we got undressed. The inmates lined up at the door and someone said, go. 10 inmates came in. One in front and one behind each of us. As soon as they were finished, two more would take their places. Was having a ball. I couldn't get enough dick. When the third dick, a really fat 8-inch Bubba guy entered my ass, I heard the cum squishing out and saw it plopping onto the floor. His buddy had a short fat one and he was so hot he unloaded in seconds. His load was more than I could handle. I gave up trying. I was loving that dick and letting the cum just fill my mouth and leak out onto the floor. Then Bubba slammed me hard several times and unloaded. I looked up and everyone was gone. Bubba eased out and got dressed. He said he would see me after he got out next month.

I think I'm gonna have a regular sleep over after that. Unlike most women, I said to Bubba. I would love to wake up with you shoving that piece of meat in my ass. He promised to teach me how to swallow it. I hope I don't choke to death on it.