These Retirement Days

By Chartoe (Analslave , Ccdeshaholmes)

Published on Feb 15, 2003

Gay

This is the 4th chapter in my ongoing story. All comments are welcome at chartoe@aol.com

These Retirement Days 4

The doorbell rang and since my wife was visiting a neighbor I had to get up to see who it was. When I opened the door there stood our paperboy waiting to collect for the daily paper. He has been coming around for over a year now and I could have been paying by the month but something about him stirred my desires a little so I had told him to come by each week. He was not what you would call a gorgeous teenager but had some attractive qualities that seemed to make him desirable to me. He was somewhere under six feet tall with hair he kept cut short but not the normal buzz cut that most of the kids were wearing. He was not the jock type either but I guess he had enough physical exercise that he was not skinner nor was he fat. You could see the muscle development on his arms and his legs when he wore shorts.

He had told me when we had talked before that he was saving up for his college fund and I knew this was probably his last year of delivering papers. He said his usual hello with a big grin as he started writing down my name and address in his receipt book.

I reached in my pocket and realized that I had left my wallet in the bedroom. I told him to step inside while I went and got his money. When I returned he was standing patiently waiting. I handed him the money and asked him how the job was going. He started telling me that most of the time it went fine but every once in a while he had to go back several times to collect from some families. He started to leave and for some reason stopped and as he looked around asked if I was alone. I told him my wife was gone and he knew I didn't have any children that lived with me. He cleared his throat and turned a little red before he spoke.

He said that a few days ago he had been riding his bike across town and had noticed me going into the theater. He paused and then continued by asking if the rumors he had heard were true about the place. I asked him just what had he heard. He said he knew what kind of movies were shown there but had heard that some of the men would sit in the back and engage in some gay sex with each other.

I thought for a second and then told him that what he had heard was true and asked him how he felt about it. He turned even redder than before and said that he had been having some thoughts in that area but was too scared to approach anyone he knew that was his age. He went on to tell me about some of the dreams he had been having and the way he felt at school during gym class when they had to dress and undress in front of each other. He had calmed down a little and I told him that the feelings and dreams he was having were normal, that all boys and men had those dreams at one time or another.

He said he had heard that but wasn't sure he completely believed it. He paused for a second and I could tell he rally wanted to ask me something but was afraid to. I grinned at him and told him it was all right to ask me whatever was on his mind. He cleared his throat and wanted to know if I had ever participated in any man on man sex. I looked right at him as if it was a perfectly good question and told him that I had. I told him that when I was a young boy that a neighbor and I had fooled around with each other. I told him that this had continued on through High School and had only stopped because we had attended different colleges and had lost track of each other. I told him I had met my wife and we were married and had our children together.

His next question was did I still participate in such sex. I told him that after my cancer and operation that I had found that it was easier and really more fulfilling for me. He seemed a little at ease and I was beginning to wonder if he was going to carry this conversation any further. I could almost see the wheels inside his head turning and did notice that his pants were a lot tighter now than they had been a few minutes earlier. He took a big gulp and looked me strait in the eyes as he asked if I could show him how to do it with another man.

I had to catch my breath because I didn't want to sound as eager as I actually was. I told him that I would consider it a pleasure to show him, but when did he want to do it. He said that his parents were out of town and he had his house by himself for a couple of days. He said it would be up to me as to when we could get together. I knew it was best to get close to the fire while the flames were still hot, so I asked him when he would be finished with his collecting. He said he had two more stops to make and he would be through for the day.

I told him I would meet him at his house in an hour and would bring along a few items that we might need. He acted as if he was going to ask me something else but just smiled and said he would see me in an hour. I started thinking about what I would need and of course went to my little hiding place and retrieved my pump. I also got my collection of dildos, which wasn't but three but they were of different sizes and lengths. Made sure I had some lubricant to carry along and changed into an old large pullover and some baggy shorts without any underwear. I went about cleaning up what little things around the house that needed it and left a note for my wife in case she returned before I did.

The time was not going by fast enough for me so I decided to leave a little early hoping the boy would be home by then. I drove slowly over to his house and was happy to see his bike leaned against the wall inside his garage.

I pulled into the garage and was surprised when he let the doors down when I was inside. I grabbed my little bag of toys and headed for the door. He met me at the door and I could tell he was very nervous. He grinned and invited me on in and asked me where I thought we should go. I placed my hand on his shoulder and could feel him tremble from my touch. I also noticed it caused his shorts to tent out in the front.

I knew he was so excited that if I touched his cock he would probably explode. I rubbed his back and told him that we should get better acquainted with each other's body by taking a shower together. He said it sounded great to him as he headed down the hallway to the bathroom. I started removing my clothes and noticed he had turned his back to me as he removed his. He quickly stepped into the shower and had the water running before I could get all my clothes off. When I stepped in he made sure his back was to me.

I stepped behind him and let my hairy chest and stomach brush slightly against his back. I could feel his body still trembling as I added some soap and water to my gentle massage. He moaned a couple of times and I could feel him start to jerk his cock. I reached around and stopped his hand as I gentle ran my hand up and down his shaft. He moaned even more and I felt his cock pulsing as his young cum splattered against the side of the shower.

He started trying to apologize when I told him that it was all right as I added some soap to his now semi soft cock. I had him turn around as I continued to soap up his cock and then his balls. For a young man he was pretty well hung. His cock was around six or seven inches long and it was plenty thick enough, even though it was probably not through growing. The thing that surprised me was that he was uncut and had plenty of extra foreskin. I figured that when he was through growing it might not seem as much but for now it was great.

I sucked the end of the foreskin into my mouth and gently nibbled on it as I pulled it away from his cock head with my teeth. I reached up and grabbed the sides of the foreskin and pulled it out as far as I could. I started sliding my tongue down into the foreskin tunnel and licking at the head of his cock. His cock instantly was hard again and just when I figured I was going to have some fun, my tongue was covered with hot cum as it shot out the end of his cock and coated my mouth. The sudden eruption caught me off guard but I quickly got hold of the situation and milked his cock with my hand as I swallowed his cock and cum down my throat. When his cock stopped jerking I slowly pulled his cock out of my throat and then pulled the foreskin back so I could lick all the cum that was clinging to his cock head. I gently let the foreskin slide back over the head of his cock and then out of my mouth.

He looked down at my cock as he caught his breath and I noticed his grin disappeared when he noticed I was not hard. I explained to him about my operation and that my prostate had been removed and even though my cock didn't show it I was really excited. I figured this was the best time to get into my toy bag, so I suggested we go to his bedroom. I was glad to see that he had a full size bed and not some small bunk type.

I reached into my bag and pulled out my pump and sat down on the edge of the bed. I slipped my soft cock into it and started pumping on it as he came over and watched. I asked if he wanted to do some of the work as he reached and fondled my balls. He watched as the suction of the pump pulled the blood into my cock, as it became hard. As soon as I removed the pump had tried to swallow my cock and choked. I laughed at him and told him that he had to learn how to swallow cock before he could just dive into it.

I instructed him on how to lick and enjoy the feeling of the cock in his mouth before trying to deep throat it. I let him experiment on my cock for a while until I finally showed him how to make it feel good for me. I finally worked up an orgasm and when it was over he asked me if I ever shot any cum. I told him that all my orgasms since the operation were dry but guaranteed him that I enjoyed them just as much as before the operation. I started telling him how much I loved to be fucked up the ass and for a second I could see that he had never really given this much thought.

His cock started getting hard again and I asked him if he wanted to have his first ass from me. I was very sure without asking that this boy had never had anything but his hand on his cock. He was getting very excited as he bounced about a little and I told him to calm down that we had all the time we needed to enjoy ourselves.

I pulled myself on up on the bed and spread my legs as I pulled them toward my head. I told him to reach into the bag and get the lube so we could get the show on the road. He grabbed the tube and I instructed him on how to place the end of the tube at my asshole and squirt some on it. I had to tell him to rub my asshole with his finger before pushing it inside. His finger slid right in with no trouble as he gasped. I pumped my ass back at his hand, which seemed to startle him at first.

It didn't take but a few seconds for Mother Nature to take over and the boy was fucking my asshole with first one finger and then two. I noticed his other hand had managed to move to his own cock. I told him it was time to fuck my ass. He removed his fingers and moved into position. I had him lean over until he was lying on my chest and stomach as I reached back and lined is cock up. I told him to push, which he did as his cock forced its way inside me. I gasped and leaned my head back as it entered and he stopped and asked if he was hurting me. I told him he was but that was just what I wanted him to do. He held himself up with his arms as I started pumping my ass up on his cock.

It didn't take but a few strokes until he let his weight down and started fucking my asshole for all he was worth. A couple of times he tensed up and I wrapped my legs around him and stopped him. He looked down at me with a hurt look on his face and I almost laughed at him. He wanted to cum but I wanted to enjoy the fuck too. I started pumping back on his cock as it was making my asshole feel great. The closer I got to my orgasm the closer he was getting to his. I finally couldn't hold him back any longer as I told him to go ahead.

He started pumping into me faster and faster and just before his cock started shooting his cum into me my asshole tightened up as I went through my own orgasm. He looked like a wild animal caught in a trap as he rammed his cock into me and then tried to pull it back out. The desire to force it back in would take over before he could pull back and he was ramming it back into me again. He was moaning and groaning as his body went through this violent orgasm. He was cussing like a sailor as his balls continued to empty themselves into my asshole. He finally collapsed on top of me as I hugged his sweaty body into mine and rubbed his back. His body gave a couple more uncontrollable thrusts as he tried to catch his breath. When he raised his head he said he had no idea it could be that great.

His cock had gone soft and my ass had managed to force it back out as he rolled over on his side. He reached up with one hand and rubbed my asshole as he slipped just the end of a finger inside. He slowly moved his finger around just inside my asshole, as he didn't want to release the hot moist muscles. His finger felt great as my body was coming down from my own orgasm.

After a few minutes I noticed that he had started alternating his hands at my asshole. He was getting his finger slippery and then taking it to his own asshole, where he was pushing it inside himself. I waited for a few moments before I suggest we try another toy of mine on his asshole. He sat up and waited for me to retrieve the dildos. He looked at the largest one and said he didn't think he was up to that one. I giggled and took the smallest, which was about the size of two of his fingers and spread some lube on it.

He moved to the middle of the bed and pulled his legs up as he propped his head up on some pillows so he could see most of the action. I placed the dildo at his asshole and slowly pushed it in. He managed to take it with very little discomfort. I started working it in and out and from the expression on his face and the fact that his eyes were closed I knew it was feeling good to him. I started pulling the dildo all the way out and then pushing it back in. He was moaning and would groan when I pulled it all the way out.

I quickly switched the dildo to the middle size one and besides the louder moan I am not sure if he even knew I had switched it. His asshole was responding wonderfully as it seemed to open up as I pushed in and closed as I pulled it out. He had started involuntarily pumping his ass back at the dildo and I figured he was ready for the big one. I kept pumping the one in his ass as I took the large one and rubbed it underneath his asshole to collect some of the lube and ass juices. I noticed his cock had gotten hard and was leaking some pre-cum. I leaned over and sucked the head of his cock into my mouth as I quickly switched the two dildos.

As I pushed the large dildo in his ass I sucked his cock down my throat. I thought that he might cum the first time the dildo rubbed against his prostate. I was almost right as his cock released a steady stream of pre-cum. I pulled my mouth off of his cock to his disapproval so I could really work his ass over with the dildo. I found the right spot and after forcing it all the way in I started moving it just an inch or two as it was causing him to buck around on the bed. His cock jerked a couple times as it sprayed cum up to his chest. I continued to work the dildo on his prostate, which kept his cock hard and shooting.

After about three good loads of cum I slowed down and worked the dildo out of his ass. I moved down and started licking the red moist lips of his asshole. I worked my tongue in and around as far as I could as I gave his soon to be sore asshole a warm massage. I noticed that as I massaged his balls that his cock was beginning to grow again so I decided to treat myself to some fresh cum.

I sucked the foreskin into my mouth as I worked his balls with one hand and slowly pushed the big dildo back inside him. It caused the effect I was wanting as his cock now was hard but my teeth were holding the foreskin shut and wouldn't let it slide back down his cock. I started working the dildo faster as he started arching his back as his balls pulled up close to the shaft. His body jerked as he grabbed my head and I tasted the first blast of cum as it leaked out between my teeth. I squeezed the foreskin tighter as it began to swell up like a balloon as it filled with cum. He finally eased back to the bed so I started gently sucking the cum out of his foreskin. I pushed my tongue deep inside the hot gooey cum soaked foreskin and then started sucking it out. I managed to clean his cock for him as he just lay there and enjoyed it.

I finally got up from the bed and told him I needed to get home before the wife got back but if he wanted me to join him later then just give me a call. I collected all my toys except the large dildo and told him he could use it for a few days. I left him lying there in a half dazed look as I went home.

Next: Chapter 5


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