*This is a true story based on my first gay experience with an older man as a 20 year old. Names and places are fictional.
It was the August of 1990, I had finished college a couple of months before and had taken 2 months off before starting my new job as a postman. It was my first real job and I was looking forward to earning some decent money.
The sorting office was 5 miles from my house and I had to be there at 5am to unload the van. The early start was awful but the early finish was great.
I was met by my new boss Jim, whom I was going to shadow for a couple of days as he showed me the ropes.
We finally sorted the mail so I grabbed a bike and followed Jim on the route. Although it was only 5 miles from my house, I had never really been to this part of Notts. The houses were great, it was obviously a wealthy village as all the houses were detached on big plots of land.
"It's a great area Jim, the houses are amazing."
"Yes, it's really nice mate, the people are great, they're all mainly retired with the odd exception. I will say, be friendly and polite and you'll get some great tips at Christmas, I got over £400 last year."
"Wow, that's amazing." I said amazed as that was like a fortnights money.
I was really polite and easy going anyway, that's just my nature.
We were on the final stretch of delivery as we made our way up quite a long drive. You entered one side and cycled out the other. The house was lovely, big bay windows either side of a big black door.
"Wow, this is lovely Jim, who lives here?"
"Oh, this is Dr Ropers house, nice old guy, lives on his own as his wife died 15 years ago."
Jim knocked on the door as had a recorded delivery. Dr Roper opened the door.
"Morning Dr Roper, got a letter that requires your signature, just sign in this book for me please. This is Steve by the way, he's your new postman, I'm just showing him the ropes."
He was a bit strange as he didn't really offer any congratulations on the new job, he just said, "Nice to meet you." and shut the door.
"Don't worry about him Steve, he can be a funny old thing, he's generally OK, a good tipper at Christmas too."
A week had passed and I was now flying solo, having easily got to grips with the job. It was easy but tiring. I was nearly done and Dr Ropers house was one of my last calls. I cycled up the drive and quickly glanced through the bay window into the lounge. He was standing about 10' from the window in a dressing gown which was open at the front. He was just staring at me as I cycled past. I delivered his letters and rode off, I looked around and he was now at the window and was on his tip toes with his gown wide open.
This went on for the next 2 days, it kind of unnerved me a bit but, it also turned me on slightly. I was 6' 2" tall, had blonde hair with blue eyes and was considered good looking. I was a bit naive though sexually so didn't think too much of it
The next morning in the delivery office, I had a letter for Dr Roper which needed a signature, this meant knocking on his door to grab a signature, "will he answer the door unrobed.?" I thought to myself.
I got to his house and sure enough, he was looking down the drive. I knocked on the door and he opened it with no shame, his splendid 7" cock just hanging there for all to see. He had a thick thatch of pubic hair and his balls were dangling really low. I had a glance down and he noticed.
"Sorry about that, you don't mind do you, that I'm naked underneath?" he enquired.
"Fine by me, it's your house, you are entitled to do what you like." came my retort.
I could see that he was testing me to see what he could get away with. I must admit, I loved it. I wasn't camp in anyway but had always had a secret bisexual side. The fact that in front of me was a dirty old retired doctor pushing his luck really turned me on. I have always fancied older people, male or female, it didn't matter. I liked the fact they still had a sex drive and were confident with it.
"How's the job going young man, enjoying it?"
I looked down at his cock and replied, "it has its perks I suppose." and looked straight back up at him.
"Well that's lovely, tell me young man, do you like gardening, I could do with a hand around the back. The mower is too heavy for me, fancy helping an old man out.?"
"When were you thinking Dr Roper.?"