My first job as a paper boy

My father died in a car accident when I was ten years old. As a kid I never understood why my parents argued all the time. My dad drank, he was horrible to be around even when he wasn’t drinking. As a truck driver he was gone for long periods of time. My uncle owned a gas station and I would hang out there my summer days. When I was twelve my mom remarried and the guy she fell in love with was a real stand up guy. He tried to become super dad, but deep down I just didn’t like the guy. Maybe I wasn’t being fair ….but I just didn’t like the guy. One day he came home from work and told me he wanted me to go to town with him. I thought nothing of it. I hoped in his Ford pickup truck and we talked about church, baseball and just random stuff. We pulled into the local Western Auto and I figured he was going to look at tools or a lawnmower, etc…instead Sam talked to the guy about purchasing a Magnavox color television. He said he wanted to surprise my mom since he was on the road so much and he knew how much my mom loved watching her soap operas….or as she called them, “her stories.”

As he wrapped up the sale I was on the other side of the store looking at new bikes. The ones with high extended handle bars and banana seats. Sam walked up to me and said….you got your eye on that shiny new bike. Hell yes…I’m standing here looking at it was what I wanted to say. I just told him that’s what I’d like to have for Christmas. He winked and said, maybe Santa will bring you one like it. Seriously, I’m in the seventh grade and stopped believing in Santa several years earlier because I caught my mom putting out all my presents the year after my dad passed away.

Once we loaded the new floor model console tv in the truck Sam told me we could move the old black and white television into my room. I liked to watch cartoons on Saturday mornings and he said that way I could stay in my room. I later discovered Saturday mornings was one of Sam’s favorite times to screw my mom but that’s another story. When we got home and unloaded the new color tv you would have thought it was Christmas morning. My mom was surprised and super excited.  

A couple of months later Sam asked me to go next door and ask Mr. Rupp if I could borrow his push mower. I thought that was a strange thing since we had a perfectly good mower. Mr. Rupp was a handsome man who owned his own construction company. Many days Sam and Mr. Rupp would drink a few beers and talk about the Atlanta Braves. Living in Tennessee we weren’t too far from Atlanta. In fact Mr. Rupp and Sam went to a few games. One time I even got to tag along.

As I walked around the back of the house Mr. Rupp was taking a piss at the corner of his garage. I spoke. He didn’t seem phased by me walking up and he finished peeing. I looked at his dick…he saw me look and nothing was said. Let me add….I knew I was a boy who liked men. I hadn’t done anything with a man yet…but I knew I wanted to. My buddy down the street, Rodger use to take me to his basement and we would Jack off and swap blow jobs….but Mr. Rupp was a grown man with a big pecker. I told Mr. Rupp Sam wanted to borrow his mower. He grinned real big and said….go in the back door of the garage and get it. As I walked in his garage I could hear Sam laughing. Mr. Rupp and Sam lifted the door and at that moment is when I saw the brand new bike I had looked at a few months back at Western Auto. I was confused at first…I thought why Mr. Rupp would have a bicycle. As the men walked up to me….Sam said….is this the one you wanted….I was shocked. One of the very few times I responded with love and kindness to Sam. I hugged him and was speechless. Mr. Rupp stood beside me and said….sport….you need this for your new job. Still not following Mr. Rupp told me he had recently purchased the district in our neighborhood and he wanted me to start delivery the Knoxville News Sentinel.

Within the month I had leaned the paper route. Got to know my customers and many folks knew me as the kid whose dad had died a few years back. I delivered papers. On rainy days if Sam was home to drove me in his truck. As things progressed I was starting to warm up to Sam. My mom didn’t drive so we depended on Sam and when he was on the road Mr. Rupp would take my mom to Krogers to get groceries every Thursday. I got closer to Mr. Rupp. He was nice to me. Several months later I knocked on the back door of a customer’s house to collect fees for the newspaper. This gentleman came to the door wrapped in a towel around the waistline. He was still wet from his shower. Mr. Jones invited me in. He asked me how my good neighbor Mr. Rupp was, I told him fine I guess. He told me he and Mr. Rupp were good buddies who played poker together. As he handed me his money he dropped his towel. His dick was fat. I looked and didn’t shy away. He rubbed his nuts and he said….Mr. Rupp says you are a queer. I wasn’t mad, shocked or scared. I didn’t say a word…just stared at his dick. He walked closer towards me and spoke. “Touch it….you know you want to.” I don’t know what came over me but I dropped to my knees and put his cockhead in my mouth. He was very reassuring that I was doing a good job. He placed his hands under my armpit and lifted me up. He asked me if I wanted to go to his bedroom. I spoke with a very direct voice and said…yes sir….show me what to do. As a fourteen year old boy I knew exactly this was something I wanted. To be honest…I wanted this to be Mr. Rupp…but at this point I just wanted a man to train me. It was a great experience. He undressed me and lifted me onto the center of his bed. He touched my cock and in one swift action….he swallowed my pecker. I shot my cum into his mouth within seconds.

I tried to such his fat cock but kept gagging. Eventually he told me to just lick …like a popsicle or an ice cream cone. I had tasted my buddy Rodgers cum before but when Mr. Jones grabbed the back of my head his load flooded my throat. Damn….never in my life was I ever so pleased with myself for taking such a creamy load. When I got dressed he paid me for his paper bill and gave me a five dollar tip. Nothing was said….no warning…not to say anything, he just kissed my cheek and said if I wanted to do it again he would let me. From that day I knew I was a cock sucker.

A few weeks later Mr. Jones and I had been together every Thursday. I rode my bike around the back of his house. Walked in his kitchen door and he would say….Timothy, I’m back in the bedroom. This man sucked me dry. He licked my hole. Would finger me and I begged him to fuck me but he just softly said…son, not yet….you aren’t ready for this monster. I had played with my hole. I used Vaseline and stuck my moms hairbrush handle in my ass. I used a screwdriver handle one time I took from Mr. Rupp’s toolbox. This went on for about six months. I remember in gym class looking at guys in the shower but none of them were as big as Mr. Jones. Finally one afternoon when I got ready to leave I kissed Mr. Jones and asked ….when are you going to screw me. He told me …..next week ….I would get my ass filled with cock. All week I played with my hole. Jacked off several times. Finally on Thursday when I walked in to the back door Mr. Jones called out….Timothy ….come back to the bedroom. As I walked down the hallway starting to undress ….when I walked in to his bedroom Mr. Jones said….we are ready to fuck you son. Standing naked beside Mr. Jones was my neighbor, Mr. Rupp. His dick was hard as a rock. He walked over to me and whispered in my ear…..I’m so glad your dad let you work this paper route.

I fucked both men for five years. In the fall of 1976 I moved off to Tennessee Tech in Cookeville, Tennessee. Who knew I would have earned so much money delivering papers. But Mr.Jones and Mr. Rupp took very good care of me. One weekend when my mom and Sam visited campus Sam handed me an envelope. He winked and said your favorite newspaper customers miss you. I hugged Sam and told him….tell them I’ll be home for Thanksgiving. Several years later I discovered my stepdad had a hand in making these arrangements and introductions. Every young gay boy needs a Mr. Rupp and Mr. Jones in their lives.