Life With the Pirates

By Chartoe (Analslave , Ccdeshaholmes)

Published on Apr 9, 2002

Gay

This is the fifth chapter in the fictional story of sex and pirates. If you have any comments please send to chartoe@aol.com

Life with the Pirates 5

I woke up as someone was sucking on my cock and pushing his fingers up my ass. When I looked it was the man that Old Joe and I had spent the night with. He was up for a little sex and was helping himself. He had my legs spread apart and was doing a very good job of sucking my cock as he fucked my asshole with his fingers. I could tell he had used some type of oil on his fingers and they had really gotten my asshole warmed up.

It was apparent to me that the fat man wanted to fuck my ass but I knew it was not going to be easy because of his size. Old Joe was awake and was paying the man's ass a lot of attention. I could tell by the way the man started grunting that Old Joe was putting his huge cock to good use up the man's asshole.

Old Joe was not far from cumming as I heard him grunting as well. I could see the force of Old Joe's thrust as it sent waves through the fat man's body. When the ripples stopped I knew that Old Joe had emptied himself into the man.

The fat man raised himself up and said he wanted to fuck me. They picked me up and carried me to a table and placed me on my back. Old Joe pulled my legs up above my head and spread them out as far as he could. The fat man moved in between my legs and picked as much of his stomach as he could above me. He then pushed himself between my legs and I could feel his dick pushing against me.

He let his stomach rest on me as he grabbed my legs and pushed them even further above my head. He thrust his hips at my ass but his cock was not lined up to enter me. Old Joe moved around and got underneath the table and grabbed the fat man's cock. He placed it at the entrance of my asshole as the man thrust forward. His cock entered my asshole with very little pain as he started pumping rapidly into me.

Even though he had a nice size cock I don't believe he was able to get more than about three inches along with the head into me. It was enough to please him even thought it only teased my asshole. He kept pumping into me and within seconds I could see the sweat running down his body. He drove his cock into me and grunted as I felt his cum shooting just inside my asshole. When he was spent he leaned on top of me and for a second I thought the table was going to break from the weight of him and myself.

He finally pulled himself up and stepped back as he watched his cum run out of my asshole. He started getting dressed and told Old Joe to go tell his help that he was ready to eat. The three of us went into to small room with a table filled with all sorts of food. Old Joe and I had eaten enough in just a few minutes but it was apparent the fat man was going to be at the table for a while.

He looked at Old Joe and asked if he would need the room that we had used the day before. Old Joe said that they needed it for the rest of the day and he was welcome to come by anytime he wanted. The fat man said he definitely would be by later, but had to tend to the shipping business first.

When we had finished Old Joe and I started back to the little building we had used the day before. When we entered this time Old Joe grabbed a meshed hammock and hooked it up between a couple of post. He had me remove my clothes and climb up into it. He then spread my legs as far apart as he could and tied them to the sides of the hammock. He had placed me in the hammock in such a way that my ass was sticking out away from the rest of my body, but it was actually comfortable. I could rest my head along with the rest of my body on the rest of the hammock.

Old Joe asked if I was comfortable or not. When I told him that it felt good all except the ropes that were stuck in the crack of my ass. Old Joe said he could fix that as he pulled out his knife and started cutting the ropes around my ass and balls. When he had finished my ass was hanging out of the hammock and there were no ropes covering my cock and balls. He told me that it looked like that would work and I was apparently open for business.

Old Joe said that all I had to do was lay there and take on all comers for the rest of the day. He handed me a bottle of wine and told me to drink about half of it. I started sipping on the wine as Old Joe informed me that two or three ships had landed during the night and there would be a lot more horny men on the island. The wine was doing its job as my whole body had started to relax and I was actually enjoying the swinging of the hammock. Old Joe took the bottle from me and said he wanted me relaxed not drunk as he took a couple of swigs from the bottle.

Old Joe said he was going to go spread the word that I was ready for business and for me to be ready when the door opened. I leaned back and let the floating feeling from the wine take over my body. I didn't have to wait long until the door was opening and a sailor of many years entered. He walked up to me and grinned as he pulled his cock out of his pants and started stroking it as he poured some oil onto my asshole.

The man grabbed my hips and actually swung me toward him. He rubbed his cock against my asshole just before he pushed the head of his cock into me. When he noticed that I apparently didn't feel any pain, he pushed the rest of his cock into me. He started pumping his cock into my ass, but it was apparent he wanted to enjoy a long slow fuck, he was in no hurry as he pushed and pulled me on and off his cock.

He grabbed my hips real hard and rammed his cock into me as I felt his cock unloading his hot cum deep into my asshole. He grunted a couple of times as he let all of his cum empty into me. He slowly pulled his cock out of me and said he would be back for seconds before his ship pulled out.

I could feel the cum running out of my asshole, but there was nothing I could do to clean myself up. I was tied in the hammock and was at the mercy of anyone that entered the room. Old Joe entered the room and asked how the hammock was working out. When I told him it was actually comfortable, he said good as he left the room to get some more customers.

When the door opened this time there were four men who entered the room. There were three older men along with a young sailor. The way the men were talking I gathered that the young sailor was new to sex and the others were there to show him the tricks. One of the men moved in and forced his cock into me as he drove into my asshole as hard and fast as he could. He was really thrusting into me as the slapping noise of his body hitting my ass was echoing around the room.

The man didn't last very long and was replaced by one of the others as the remaining two watched on. The second man was doing something right as my cock started to grow and the others noticed and made comments about how much I was enjoying the fucking. When this man came, the third was ready to fill my hole as soon as he pulled out. The third man lasted no longer than the first two. When he pulled his cock out I could hear the cum running out of my ass as it hit the floor below me.

The three men started pushing the young man toward me as they started telling him that it was going to make a man out of him. I could tell he was quiet embarrassed from having to fuck for what was probably his first time in front of the other men. He opened the front of his pants and started pulling his cock out. The three men started gasping and making comments as they noticed that the young sailor had about twelve inches of hard cock. I had to look when I heard the gasp but the sight of his cock only caused my cock to grow more.

The young man placed his cock at the entrance of my asshole as the other three men stepped beside me to watch as this monster of a cock entered me. He pushed his cock at the entrance and let out a moan as the head and about four inches slid in. He started pumping as more and more of his cock sank into my asshole. The three men were really getting turned on watching the young man's cock slide in and out of my asshole.

The three men grabbed the side of the hammock and were swinging me back and forth as the young man's cock was being pulled almost all the way out and then back in again. I knew the young man was close to cumming when he grabbed my hips and thrust harder into me. I felt his cock as it started swelling and then shooting cum deep in parts of my ass that the others had not reached.

He pulled his now soft cock out of my asshole as the cum continued to drip on the floor below me. The other men were so excited from watching that each of them took another turn at my ass. As they left the room they were laughing and patting the younger boy on his back.

The rest of the morning was filled with men of different sizes visiting my hammock and fulfilling their pleasure in my asshole. Around noon Old Joe entered the room and untied my legs and then washed my asshole off. He helped me get out of the hammock and walked me around the room until my legs felt strong enough to hold me up.

We left the little building and went down to a little tavern where we met up with the Captain. Old Joe handed the Captain a large sack of coins and said that was what we had earned this morning. The Captain grinned at me and asked how I was getting along with my new chores. He actually seemed concerned but I don't know if he was concerned for me as a person or as a profitable possession.

We had a long lunch, which was followed by plenty of wine. I liked the way the wine made me feel so I drank as much as they would let me. Old Joe again stopped me from drinking too much. He said he would be sure and get me a bottle when we left the island and he would let me get as drunk as I wanted. The Captain laughed at Old Joe and me as we pulled at the bottle of wine.

When we had finished Old Joe and I headed back to the shack. When we got there Old Joe suggested that I should relieve myself before I climbed back into the hammock. When I got back into the hammock I relaxed and within a few minutes was napping.

I was quickly awakened from the force of a cock being rammed into my ass. The sailor who was at my ass just laughed as I looked at him surprised. He continued to fuck me fast and hard and was actually through before my cock had even started to grow. As he left I was amazed at the size of the man that was entering the room.

This man had to duck to enter the doorway and weighed as much as three normal men. His size was really starting to scare me. I was thinking that if his cock was anywhere near in proportions to his body I was in trouble. The man walked up between my legs and I was relieved to see that his cock was not more than eight inches long. However it was very thick compared to most men's cocks. As he pushed it into my ass the pressure was greater than any caused by the other men. When his cock was all the way inside me I could feel my own cock rising from the attention my prostate was receiving.

He was thrusting into me as hard as he could and my cock was spraying cum all over my chest and stomach. Every time he thrust in my cock would shoot my cum out. This went on for several minutes until the man finally shot his cum inside me. When he was through I was totally spent and the next few men were nothing but a blur to me.

I could not tell how many men visited me that day but I do remember that the fat man did make a visit to me and satisfy himself before he left. Before he left he leaned over and gave my cock a good sucking. When I came in his mouth he swallowed and patted my ass and then left.

Old Joe came into the room and cleaned me up and again helped me walk around and get my legs underneath me. We started back toward the ship when I reminded Old Joe about the bottle of wine he had promised me. He laughed and said that it had all ready been put on the ship. He helped me to the Captain's cabin and put me to bed. Sometime during the night the Captain had come to bed but had not tried anything sexual.

The next morning the Captain let me sleep in as the ship headed back out to sea. I finally managed to move to the galley to get something to eat. The cook was busy as usual and started enquiring as to how I liked the island. While I was there a couple of the sailors entered the galley and the cook had to service them. They both looked at me but I guess I was off limits for at least today.

When I returned to the Captain's cabin Old Joe was there and handed me the bottle of wine that he had promised. He told me to go ahead and drink all I wanted. When the bottle was empty Old Joe started removing his clothes as the Captain entered the cabin. He also removed his clothes as the two of them moved into bed with me. The two of them took several hours of pleasing themselves as well as myself. At some point I fell off to a very relaxing sleep.

Next: Chapter 6


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