My Reluctant First Times

When I was young our family struggled hard to get by. Both my parents worked hard but wages were low and raising a family of 6 was tough. One early spring my parents asked me if I would work the summer at a local farm. It was less than 30 miles away and the owner was a family friend from way back. He was to pay my folks with beef that fall when he butchered some cattle and it would be enough to get us by till next year.

I was nervous about leaving home but knew I needed to help out and gladly agreed. Please bear with me through this one my friends, it is true and at times still hard to deal with and understand. That being said it’s not all bad just hard to share but I need to do this for my sake and for my own heart. I know we all have our own roots and stories, so love you all and back to my story.

The following weekend on Saturday he showed up to pick me up. My parents had helped me pack and one small travel bag was filled with goodies, homemade cookies of all kinds, dried fruit and lots of my favorites..Slim Jim’s and sunflower seeds. He seemed awesome at first meeting, he told me he had plenty of chores but I would still have time for fun. He suggested if I had a .22 rifle I should bring it and help keep the place free of gophers and rattle snakes. I ran and got it immediately.

We went outside to load up my bags, he had an old 60’s Chevy Impala. Cool as hell! After hugs from my folks we climbed in and headed for his farm. We stopped at the supermarket and loaded up in groceries and sodas. He also got himself some beer and wine. We got back in that cool ass Chevy and headed out. When we got there I was shocked how big it was. He laughed hard. He said this is only my living area. I have 100 times this in planted fields and grazing fields. I was overwhelmed! Inexperienced me to take care of all that? He laughed again. He told me he had several young families that took care of most of it on a commission basis. Thank goodness!

He showed me into his small trailer amidst all the huge farm buildings and showed me my room and helped me get settled in. We then unloaded the groceries, filled the fridge and the cupboards and left for a tour of where I would be working. I was to help stack hay after harvest in several fields and help with irrigation in several others. He also showed me his prize bulls in the barns I was to help take care of. They were fricken huge!  That was a little bit spooky.

At about 4 he showed me the one field we had to pull irrigation tubes for the night and told me in the morning we would irritate several others. It wasn’t real hard work but after a couple of hours your back was aching for sure. He picked me up at the end of the field and we went back for dinner. He made an awesome beef stew and I ate plenty. He also showed me his stash of summer sausage and jerky and said I could help myself anytime I wanted. But, come late summer I had to help make some more!  I wasn’t used to that kind of plenty in our house! I was happy as could be.

That night he said occasionally I could have a beer but only with permission first and he handed me one. I drank it slowly with him. He had 3 to my 1. It didn’t take long and the full stomach, the hard afternoon work and the beer, I was ready for bed. He noticed it too. He laughed and told me to hit the sack, morning came early around here. I headed back and left my shoes by the door like he did and headed for bed. One thing I noticed was there were no doors in the bedrooms or the bathroom. I guess a guy living by himself didn’t need them.

I got down to my underwear and crawled into the small bed. I hadn’t been asleep long and I woke up having to pee. I quietly went down the hall and peed and I really had to go. I saw some dirty novels on the back of the toilet and couldn’t resist. I snuck one and headed for the bedroom. I turned the nightstand light on and started reading. This stuff was bad! Holy cow! The guy had fucked his maid, fucked his sister and forced his maid to let his German shepherd fuck her too!  

My cock was about to burst it was so hard. I snuck down the hall and figured I’d finish it another night. I crawled back into bed and couldn’t resist stroking my aching cock. I had stroked it before when I woke up with erections but had never been able to make it cum. I didn’t know how to do it right I guess. I stopped and listened to make sure he was still asleep and could hear him snoring lightly down the hall. My cock was pretty big for my age and very thick. I noticed in the school gym showers very few were as big as mine. And I liked to look at it when it was hard.

I slipped the covers down and played with it a little and admired the hard and spongy head. Just as I was getting into it a bright flash scared the shit out of me. He was standing in the doorway with a Polaroid camera. He had just taken a picture of me playing with my cock!  I didn’t know what the hell to do. I knew I was in deep trouble for sure. I begged him not to tell my parents and he said as long as I behaved no one but me and him would ever know.

The next morning he came and got me at 4:30 am and we started our day. It was long and not used to that kind of work I was pretty beat when we came home. Not to mention I didn’t sleep well wondering if he would ever show that picture to anyone. He treated me fantastic the whole day like nothing had happened. He really was a nice guy. He fixed hamburgers and French fries when we got back and I ate like a half starved street urchin. He smiled and finished his and asked if I wanted another. I said no but thank you, it was really good.

He said go ahead and take a shower and get cleaned up for the night. He was going to make some rounds and come back. He said it would take that long for the water heater to heat up again. I showered and washed good, brushed my teeth and got into my pajamas and sat down in my room. There was a small radio so I found a decent station and laid back and fell asleep immediately. I woke up when he came back in. He laughed at me and said tired? I said yeah I guess so.

He showered and came back to my room shortly after. I was not quite asleep but close. He said do you remember the picture? I squeaked a yes. He said well here’s the rules if you want to keep that quiet. You will sleep in bed with me from now on, So follow me. I shut off the radio and followed him back. I was confused but wasn’t going to risk making him angry. After all he treated me very well. He pulled back the blankets, pulled off his underwear and crawled in. He was nicely built for an older guy I noticed he had plenty of muscles. His cock was smaller than mine I noticed too. He told me to crawl in the other side and rule number 2 was no clothes in his bed. I reluctantly pulled down my underwear with my back to him and quickly crawled in

He shut off his lamp and asked me if I had done that before. I said what. He said you know played with your cock. I said not very much. He laughed and said he did once in a while too. He got horny living alone and did it occasionally. He then asked me how many times I had cum from it and I honestly said none. I never had cum. He asked me if I had sex with anyone and I told him no as well. I felt him scoot closer and I got scared. He said he would show me how to do it right and make a man out of me. I had my back to him and he pulled me close to him. Now I was really scared! I could feel his hard cock up against me and he put his arm around me. He said relax, I promise I’ll not ever hurt you and everything will only be between me and him. He also said he would burn the picture in the morning so just relax and enjoy it. His hand stroked my belly and kept inching lower towards my now aching cock. What was going on here I thought. Why is it hard when this guy was touching me?

After what seemed like an eternity his hand found my cock. He wrapped his fingers around it and I wanted to run and scream. It felt so good though!  He pulled me tighter and he was ever so slowly grinding his cock against my butt. He started to stroke it by pulling the skin back and forth. I had never tried that before. He had me squirming for more and he laughed and told me to hold still. He rolled me unto my back then and said he only did this for special people and he pulled the covers back and his head went down to my cock. What the hell was he gonna do I thought?  He took my cock and put it in his mouth! I had never felt anything like it!

He bobbed up and down slowly and sucked hard on it. I was going crazy! I was trying to get more inside his mouth and I couldn’t help it. He reached down and started to play with my ass and moved faster on me. My legs went stiff as boards and I felt this overwhelming feeling inside my whole crotch area and just then he snaked a finger in my butt. My cock felt like nothing I had ever felt and it started jerking and shooting inside his mouth and I pushed hard tryin to get deeper cause the sensations were just too much. It felt like I came for minutes but I’m sure wasn’t near that long. I slumped back onto the bed and he let my cock go. I was completely spent and just lay there wondering what had just happened. He told me well, now your a man. That’s your first cum and there will be plenty more to come! I rolled back on my side not understanding what had just happened or what to do. He rolled me unto my stomach and put a pillow under my hips. He told me to lay still that it was his turn.

He put some baby oil on my butt and got on top of me and lowered himself and started humping my ass cheeks with his cock. He kept pressing harder and harder and humping my ass faster. It was uncomfortable for sure but my damn traitor cock was hard again. And it kinda hurt. He slowed for just a second and his cock was jerking between my cheeks and he emptied his cum all over my ass and it ran down to my balls. He got up and brought back a warm wet washcloth and wiped me clean. He told me that it felt really good and we would have lots of fun nights like that this summer.

Thanks for reading so far! I will add the rest of the story in more additions starting tonight. This all really happened and there was lots more after that night. Thanks again for reading hope you enjoy this as it finishes.