Paper route

Need for extra money….I picked up an early morning job of delivering news papers to the train depot and subway. Meeting business men traveling to the city was always a treat.

  • Score 9.1 (67 votes)
  • 2290 Readers
  • 1169 Words
  • 5 Min Read

True story….some locations and places have been changed….

i turned eighteen in April of my senior year. I was planning to attend college in the fall in the city. I took the train many times and to visit campus, use the undergraduate library and knew a great deal about the campus. My dad was a steel mill worker and a hard worker. I decided before graduation that I’d pick up another part time job. I worked in the city at a mom and pops grocery. But I knew I would be wise to earn more money before September. One Saturday I took the train to the college and saw a man delivering newspapers to a local news stand. I approached the guy….met Stan and told him I’d be available to work early mornings. In the 1970’s a hand shake and a verbal exchange was all the interview and getting hired was required.

In May…the first week after Memorial Day I met Stan on the corner of 18th Ave. In Brooklyn. Many business men took the train into the city and living in Brooklyn and other boroughs. I’ve always been attracted to men dressed in trousers, neckties and dress wear.

The first week I followed Stan to deliver papers to five different locations. However, with my out going personality and boyish looks…as my mom always said….my handsome charms will always be my best asset.

The Monday I unlocked the corner news stand….sorted the cash drawer….making sure I had plenty of change. I had a hot cup of coffee and my flat horse shoe size weights on the stacks of papers so a gust of wind wouldn’t blow anything off the shelf. After a couple of days I was a natural. I established a route and became aware of regular customers. There was one daddy who I leaned was an attorney and he was always at the newsstand by 5:45 am every morning. His name was Mr. Tipton, he was a graduate of Princeton and always tipped me fifty cents every morning. He was encouraging that I would be attending Brooklyn College. Every day was like clockwork. He bought his paper, chatted and left me my tip. One morning was a down pour of rain. Mr. Tipton was drenched. I opened the door and let him come in my news stand. I got a towel and dried off his shoes. I helped him remove his black wingtip dress shoes. I was on my knees in front of him. I gave him my cup of coffee to warm him. I rubbed his sheer stocking feet with the towel and tried my best to warm him up. I looked up and noticed the growing bulge in his trousers. Fuck….i slipped my hands up and cupped his crotch. He was startled at first….i winked and said….sir, please….i have wanted to do this for weeks. I unzipped his trousers…pulled out his cock and kissed his fat cockhead. After a quick blowjob…..he put himself together….i flagged him down a cab and off he was to work.

The next morning he bought his paper…handed me an envelope…inside was ten spot and a phone number. He had written a note…call me Saturday. Ten o’clock. Like clockwork…Saturday morning I called….he was at his office and was alone. We made plans to meet on the subway the next day and go to his country home outside the city. While riding on the subway he sat close to me. His breathe smelled like cinnamon. Fuck…I wanted to kiss him. As we exited the train….we took a cab to a beautiful family estate. Come to find out his father was a high official senator in his dad. The property had been passed down for generations. He took me around the grounds and we ended up above a garage quarters to a small apartment the grounds keeper lived in.

Immediately we undressed. He sucked my cock and was very attentive, hell….he definitely handled my cock with experience. We moved to the kitchen table and placed me on my back. He rimmed my hole and oiled his fingers with coconut oil and started stretching my boy pussy. I sucked him and got him wet. He slowly put the fat head in and I loved it. As he was fucking me the door opened and the grounds keeper entered the room. Without saying a word…..this man bent down and swallowed my cock. I was estataic …..getting a great fuck and a skilled cock sucker driving me wild.

Mr. Tipton pulled out of me and we all moved to the bed. These men treated me like I was the most desirable person in the world. I had never felt like this before. I ended up getting fucked by both me twice that day. Samuel, the groundskeeper kissed me and said….son, please come back next week. I was so intrigued. I took the train every other Saturday to the estate. Sometimes Mr. Tipton would join us.

Every Monday when he purchased his paper he would wink and say….Samuel called after dinner on Sunday evening asking about a purchase or repair. That was a great excuse for him to travel the next weekend to the estate.

This arrangement would continue for more than two years. My years at college were enjoyable. My studies were very successful. I enjoyed my time with these men, however….there was something about Samuel that just drove me crazy. One November afternoon it started to snow. I called home to explain to my mom I was stuck in the city and was going to stay with a friend. It was amazing to spend the night in Samuel’s bed. The next morning he made eggs and strong coffee. At that moment…I knew he was going to be the man I needed. In fact…he set the standard for me the rest of my adult life.

Ten years later, Mr. Tipton’s wife passed due to cancer. Our weekend trips were more convenient and the three of us were always together. After my graduation….i got a job as a city clerk….then I was promoted to city manager. I’m sure Mr. Tipton made some phone calls. After twenty years. Samuel was ready to step down as the grounds manager. Mr. Tipton moved him to a cottage on the outskirts of the property. The weekend after Labor Day , I moved in with Samuel. The three of us fished, enjoyed hunting and drinking scotch around an open fire in the evenings. This relationship went on for years.

I never expected my newspaper days would change my life. Each morning as I read my three papers….i think back to the morning Mr. Tipton was soaked and I dried his feet and sucked his cock. Later in life….when it was raining….,I’d demand he step outside and get wet. Off course….he would be happy to replay that moment for me.

Today Samuel and I are happy together. I loved these men and leaned how to love more than one man at a time…..

Report
What did you think of this story?
Share Story

In This Story