My Mexican Vacation

A vacation in Mexico goes very wrong and ends me up in prison, punished and used.

It had been a long two days.

My Black friend Jerry and I had decided to take a trip to Cancun between high school and college. It was going to be a nice break between studies and, since the drinking age in Mexico was 18, we looked forward to having a good time.

After arrival, we checked into our hotel room and, within only a few minutes, there was a pounding at the door.

It was the local Policia and they had a search warrant to search our room. We were seriously confused, but they came in and began searching.

In the bathroom, behind the sink, they found a 'crack pipe'. Of course, we didn't bring it and hadn't been in the room long enough to have hidden it, but, before we knew it, we were in handcuffs heading for the police station.

I had never imagined such a quick arrest, trial, and sentencing. They assigned us a Mexican lawyer who barely spoke English and our 'trial' was held entirely in Spanish, which neither of us understood. The whole process lasted maybe 1/2 hour.

When it was over, our 'lawyer', in broken English, told us that we had been convicted of having drug paraphernalia and have each been sentenced to 12 strokes of the cane and six months in prison.

There was also a guy from the US consulate there who told us, in confidence, that the corrupt legal system in Mexico periodically sentenced 'fresh meat' to keep the prison gangs entertained since the gangs ran the prisons in Mexico. He said there wasn't anything to be done about it, but to be careful, while in prison, to do EXACTLY as we were told by the prisoners. Do that, and we would survive the six months.

Things were a blur after that. The quick trial, then a long ride in the back of a prison van with several others. There were no windows, so we had no clue where the prison was.

Inside the prison, I was stripped and restrained, bent over, face down, with my legs wide-spread, to a bench in the prison yard; it was on some kind of elevated stage and surrounded by prisoners and guards.

A fire erupted on the top of my ass, right near where the crack began. It felt like a hot poker had been applied across my butt cheeks. I struggled against the restraints, but could not get away.

After my head cleared from the first stroke, I saw all the prisoners standing around, watching my torment, and cheering. There were two caning benches on the stage; I was on one and Jerry was on the other one. I could feel the skin on my ass was stretched tight with a stripe of pain across it.

A loud yell to my left and I knew Jerry had gotten his first stroke.

Now, it was my turn again.

The guard doing the caning looked like a body builder with muscles on top of his muscles. The cane was about five feet long and maybe 3/4 inch in diameter. I could only imagine; then, 'tap' 'tap' on my ass and a loud hiss as the cane flew through the air and landed at the base of my cheeks, where they met the thighs, the 'sit spot'.

I didn't have to imagine any more. Another stripe of fire erupted and I yelled loudly followed by a cheer from the crowd. They were sure enjoying this.

And so it went. Me, then Jerry, back and forth. The first two strokes marked the top and bottom of my ass and the rest filled in the space in between. I felt blood trickling down my leg. Both of us were a sobbing mess; my ass had never been roasted like that.

When it was over, we were sent to the cell block where, although there were individual cells, all of the doors were open and the inmates roamed freely. The guards stayed on the outside. They cared little about what went on inside the prison; their only job was to keep prisoners from getting out.

I was lying on the floor, naked, curled up in the fetal position. My ass was a mass of fire and itching that I couldn't get to stop. Across the room was Jerry, also naked. He was on his stomach; I watched as his ass clenched and unclenched, trying to relieve the results of his caning.

The biggest Mexican I had ever seen in my life walked up to me; he had a half dozen other men behind him. Luckily, he spoke English.

"Well there boy, I see you and your friend got your asses torn up. That's what happens when you break the law here. It looks like your friend is in a lot of pain. Why don't you go over and make him feel better with a nice blow job."

It was an order, not a question.

I started to say, "But, I'm not ...," when all I saw is a flash of brown as he slapped me so hard it caused me to see stars. I shook my head and remembered what I had been told. I went over to Jerry and gently rolled him on his side. He had a substantial cock; it was uncut, black as coal, and around six inches long, soft.

Getting between his legs, I took his cock in my mouth. It was the first time I had given a guy a blowjob; in fact the first time I had any kind of sex with another male.

Instinct took over and soon I was bobbing my head up and down. Hormones hit Jerry and his cock started to get longer and harden. Soon, I was sucking on 11 inches of rock hard dick and he was moaning loudly.

The Mexicans in the room were staring and making comments like, "Can't wait until it's my turn," and, "Look at those two hot holes we get to fuck."

I was scared to death, but not scared enough to forget that, if both of us didn't so what we were told, things could be a lot worse.

Soon, Jerry started pumping rope after rope of thick sperm into my mouth. The taste wasn't bad at all and I was sort of proud of myself for giving him a distraction. I swallowed as fast as I could, but still a little leaked out around my lips. When he was done and started to soften, I used my hand to milk the last few drops from his cock and then, with a loud slurp, let him go. I gently licked his cock and balls clean and started to roll out from between his legs.

When I tried to get up, the big Mexican grabbed me around the waist and threw me over a bunk, face down, with my ass hanging off one side and my head hanging off the other side. I was shocked. I'm not very little, about 160 pounds, and he picked me up like I weighed nothing. This guy was definitely strong and nobody to mess with. They left Jerry alone and l, later, I found out that Mexicans were partial to whites and not Blacks. So, good for him, he got mostly left alone while we were in jail.

I was a different story. Lying across that bunk, I found out what I was good for, to them. I had never had anything in my ass before, but that was about to change.

Someone began spreading my ass cheeks and, when I clenched them to keep them together, a hard slap on my already damaged ass, got a yelp from me and made me relax, real quick. I felt someone's wet finger probing my asshole and, without much grace, it was shoved into me. He began finger fucking my ass, which was uncomfortable at first, but then began to feel good. About the time I was beginning to like it more, a second finger went in and the pain started all over. Again, the finger fucking and my asshole relaxed more.

A waist appeared in front of me and he dropped his pants and shorts revealing a fair sized cock. This one was cut, but smelled awful. It was clear that showers weren't a big deal in the prison. The guy in front of me moved closer, grabbed my hair, pulled my head up, and said, "abre tu boca". I sensed what he wanted and found out later he was telling me to open my mouth. Not wanting to aggravate anyone, I did what I was told.

He shoved his cock into my mouth; it smelled and tasted of pee. I began sucking while trying to avoid throwing up due to the smell and taste. He hardened quickly and I did my best to pleasure him.

Behind me, the fingers came out of my ass. There was a nudging between my butt cheeks of something bigger, much, much bigger. I knew I was about to take the first cock in my ass. I was terrified and couldn't even say anything because I was gagged by the cock in my mouth.

He tried to push his cock into me, but my ass resisted, not because I wanted it to; it just did. The cock was quickly withdrawn and something hard, like a board, hit my ass four or five times. I was screaming even though my mouth was stuffed with dick. The pain was incredible.

The cock started pushing against my asshole again. He pushed, hard, and I tried to relax. With almost an audible "pop", my asshole gave up and the head of his cock slipped into me. The pain was like nothing I had ever felt before, but he didn't care and kept on pushing. More and more of his cock entered my bowels until I felt his pubic hair scraping my ass.

I was crying, and sucking, and crying and sucking. He started to pull out and, when only the head was left in me, he shoved his entire cock into me, hard. Over and over I was impaled on a cock that felt hard as a steel rod. The thrusting became quicker and, believe it or not, it started feeling good. I started pushing my ass back against his thrusts, trying to get it in me deeper.

The cock in my mouth started to throb and I knew he was close. I cupped his balls with my free hand, feeling their weight. I knew there was a ton of sperm in there and I was about to get it.

He grabbed my head and forced his cock into my mouth as far as it would go. I would have gagged if he would have been any longer.

The man at my head started cumming and cumming a lot. He was groaning, "ESTOY CUMMING!" I swallowed as fast as I could and managed not to lose any of his treat. His cock softened quickly and he pulled it out of my mouth, fastened up his pants, and walked away saying, "Eres mi perra." (You're my bitch).

The cock in my ass pulsed; I was so tight back there that I could feel it. With one last lunge, he drove his cock deeper in my body than it had ever been and held it there. I felt the hot liquid filling my ass; it felt like a gallon. He was breathing hard and yelled, "Ya no eres virgen, chico blanco." There was cheering from others in the room. He was right. I wasn't a virgin any more. And, I felt like it.

Just like when I had sex with females in the past, when he pulled out of my ass, sperm ran down the crack of my ass and onto the floor.

I was exhausted and just trying to recover when I heard, "Turn over boy."

When I did, the big Mexican was standing there, looking at me. "My name is Ruiz. I am the leader of this cell block and you belong to me now. You will do exactly as you're told, whenever you're told. You'll keep your mouth shut unless you're told to open it. Don't, and I arrange for you to have another session on the pedestal. Or, maybe I'll take a board to your ass myself. In any case, you'll be very sorry you disobeyed. Do you understand?"

"Yes."

He slapped me again. Not as hard, but hard enough to sting.

"Yes, what?"

"Yes, sir."

"In case you're wondering how much I own you, I already sold your virgin ass for 200 pesos."

Good grief, I thought. All I'm worth to him is ten bucks.

"But, you're still tight enough that you're going to feel me. Now, get those legs up and spread."

I grabbed my legs behind the knees and pulled them up as far as I could. For the first time, I was going to watch myself getting fucked.

Ruiz let his pants fall to the floor. His cock was huge. The head was sticking out of the bottom of his shorts. When he dropped his shorts, I gasped. He had to have been 10 inches long, maybe 2 inches in diameter and hard as a telephone pole with veins on all sides. His monster was uncut and was already leaking pre-cum.

I started to tremble, just thinking about what it would do to my asshole, my poor asshole that was still sore from my first screwing. And, there was nothing I could do about it. I just laid there, presenting my open ass to it, waiting, waiting for my next fucking and I was going to watch it happen.

Ruiz poured some liquid on his cock and stroked it slowly, letting me watch his every move. The bottle it came from looked like cooking oil, but the label was in Spanish, so I don't know. Thank God whatever it was, was slippery.

A crowd gathered as Ruiz lined his cock up on my asshole. When it touched, I closed my eyes.

"Open your eyes boy. You need to see this."

I opened my eyes just as I felt him start to push. His hips moved towards me and there was a tearing pain. I knew my ass was going to get stretched even more than before. I was afraid to scream or say anything, but my eyes started to tear up.

"It's OK boy, go ahead and cry. I know it hurts. It's supposed to. Watch as my cock disappears into your little body." And, cry I did.

With that, he shoved the head past my anal ring. I had never been in so much pain, but then, my ass opened up and the head of his cock slipped into me. Unfortunately, I could see that the head of his cock was the smallest part and his cock got bigger in diameter as it went back towards his body.

He stopped for a minute, maybe to help me and maybe because the tightness of my ass was hurting his dick.

I watched as he pushed a couple of inches into me. Then, we withdrew a little and pushed another inch in. In and out, in and out, each time going deeper and deeper. The sight of something so big disappearing into my ass mesmerized me. It was surreal, but it was happening. I even could see my belly going up and down as his cock moved my insides around.

His kinky pubic hair got closer and closer to me until, finally, he was all the way in. I felt his balls bump against my butt cheeks and his hair scratch my semi-hard dick.

Then, he started the real fucking. The pressure and fullness was amazing and I started enjoying it. He varied from long strokes, where only the head was left in before he pushed again, and short strokes where he literally pounded my prostrate with the head of his cock.

My breathing quickened and soon was matching the rhythm of his movements. I wrapped my legs around his waist and my arms around his neck and pulled him closer to me.

He was very long lasting and pounded me for maybe twenty minutes before there was one giant push, followed by him exploding, "Ahh. Shit. I'm cumming."

His cock against my prostrate had a similar effect in me and I started cumming on my stomach as he filled my bowels with his seed.

I was overwhelmed, but he said, "Sit up".

When I did, he said, "Clean me up."

I reached for his cock, but he slapped my hands away and said, "No hands. And be sure you do a good job on my cock and balls."

His cock was no longer hard, so I had to dip my head down to get the end in my mouth and then slurp the rest in. I licked and sucked his cock until I couldn't taste cum on it any more and then let it fall from my mouth. He spread his legs for me as I got to my knees with my head between his legs and maneuvered my face to get to his huge ball sack. It felt great, licking the sack and gently taking one ball, then the other, into my mouth and gently sucking on them.

When I was done, I sat back down on the bunk, looked up at him, and didn't say anything. He smiled and said, "that's your bunk. Get some sleep. You're going to need it."

I started to reach for my shorts and was rewarded with another hard slap across the face. "You won't be needing those," and, with that, he took my clothes away.

I was kept naked in that room, alone. My pubic hair was shaved off so I would look like a little boy. I always had a "guard" with me though I think he was really the guy who collected the money from man after man as they came in for either a blowjob, riming, or to use my man pussy (that's what I was ordered to call it). The guards used me too and, often, men who weren't in prison jumpsuits; whites, blacks, Asians, people who spoke other languages besides English and Spanish. That's when I found out that Ruiz was pimping me to outsiders too. I took care of them all; normally five or six a day, sometimes more.

I also discovered that a hard cock in my ass caused my own dick to swell and I would often cum while being used. That was nice.

I never saw Jerry much and then, after two or three weeks, not at all. I was afraid to ask Ruiz, but one of the guards did tell me that Jerry had been paroled and deported. Why? Because Ruiz didn't have any use for a black American. No one wanted him, so Ruiz couldn't make any money off him. The guard also clued me in that I could have been paroled too. But, Ruiz had arranged for the judge in my case to use me for free as long as I served my whole sentence.

Over time, I lost touch with reality and my life became about nothing but sex and, unfortunately, the occasional punishment. Ruiz took the board to my ass six or eight times after that, beatings that I will never forget. He charged people to watch that too, so I wasn't sure if I had really done anything wrong or was just being used for another source of money.

My six months finally ended and I got my clothes back. By that time, the only way I could walk was bow-legged and I had to stay near a toilet. My asshole was so loose that I pooped involuntarily often. Just before I left, Ruiz gave me, what he said was my share of the profits he made from me; twenty bucks.

Once back in the States, I moved back in with my parents, but skipped a year before going to college.

My life changed. I no longer could get excited with a female; I could with a male, but only if I was treated roughly and used unmercifully.

Ruiz stayed in contact with me and he's going to be released soon. He told me that, when he does, he'll being taking over the gang that he ran when he was first arrested and he expects me to be in Mexico to pick him up at the prison. Something inside me is going to make me do it; I can feel it.