A month after I graduated high school and just about a week past my eighteenth birthday life was about to become interesting. My dad's best friend had asked me if I would maintain his swimming pool and work in his yard while he and his wife went on vacation for the next two weeks. Tall pine and oak trees just outside the fence and stretching back several feet surrounded it insuring privacy. I was free of course to use the pool.
I got the idea that going around the property naked would be a trip. It was just a question of building up some courage. I started modestly at first, going nude only inside the house. That felt great. By the third day I had begun working naked outside, leaving my clothes inside the back porch.
I am five foot eight with a fairly good, albeit lean, physical build. I weigh 145 pounds. My circumcised cock measures a good six inches.
It was fairly early in the morning of my third day when I picked up the net and began skimming leaves and buds from the surface of the water. I held it's long handle clumsily across the pool but quickly adjusted to it. The automatic vacuum moved slowly across the pool floor.
There were other small jobs. Finished with the pool I began pulling up the clover and grass clumps that seemed to be everywhere between the flowers and along the fence. Starting directly beside the round white patio table I worked my way around the pool.
Voices next store sent me hurrying into the house to put on my clothes. Though they were quite far off outdoor nudity was new to me. I had the uneasy feeling that they were watching and ready to gossip if not already gossiping.
While I was inside wearing just my jeans with no underpants I helped myself to a coke and drank it slowly. How long do they plan to stay out there? Suddenly it occurred to me that there are too many trees between their back porch and me.
By day four I had grown a little bolder. Arriving on the property at eight, I immediately stripped naked and left my clothes inside the guest bedroom. Within just a couple of minutes I was outside swimming.
After swimming for about twenty minutes I started working again. There were some hedge bushes beside the driveway that needed to be cut. That job took a few minutes plus a few more to pick up the cuttings. By nine thirty I had finished.
Those dark blue trunks had to come off. Hurriedly I returned the equipment to the shed under the deck then returned to the swimming pool. The bathing suit came off.
This is better.
Having finished the yard work, I could spend my days enjoying the pool. I relaxed in a chase lounge.
I come from a close nit family though I do not tell mom and dad everything. Good heavens, I can't tell them about this. They would make a fuss and that's the last thing I need.
I had been home for about a hour when my mother inquired.
"How's the yard work going?"
"fine," I replied.
"The Jamisons will be home in another week. They'll be happy to see the nice work that you did."
Since the age of fourteen I had been cutting lawns on my own street. Aside from making my reputation as a good worker the job put more cash in my pocket then most boys my age. Mr. Jamison had offered me big money for this current job.
Ted Jamison is a man in his mid forties and quite handsome. His hair and eyes eyes dark brown. His face is square shaped and his nose straight. He said once that he's 44 so I took his word for it. He is my height but a bit heavier.
He keeps himself fit. I had seen him jogging at times and he mentioned something about going to a gym during his younger days. He also mentioned playing high school football as a wide receiver.
The second week had passed. Laying in the chase lounge I had not given any thought to the Jamisons returning. Instead, a little sleepy because I had not slept well the night before, I closed my eyes in the chase lounge. I was aware of the sound of car doors and footsteps but gave that little thought.
Suddenly I became aware of a hand closed around and stroking my rapidly stiffening cock. I opened my eyes to the last thing I ever expected.
It's Mr. Jamison! He stood over me naked.
"I spend a good deal of time myself out here naked when the wife's not around. I've been wanting a cute boy for a long time."
When I didn't react he continued to stroke my cock until it swelled to the full size and went erect. Though I had never told anyone I had always dreamed of a cute boy taking me, and having his way with me. I wanted him.
Ted pressed his body against me and his lips against mine in a passionate kiss. Mouths opened and tongues pushed inside licking. His hand continued to stroke my man meat while his other hand slid under me to find my ass. Making love to a 44 year old man is so cool! I'll bet not many eighteen year olds have this chance.
He sat up. Eagerly I spread and lifted my legs. Grabbing me by the ankles he rested my legs on his shoulders.
Now I felt the seven inches of his swollen and throbbing organ pushing into my tight virgin asshole, stretching it, rubbing against flesh, making it tingle, and ultimately going deep inside me. The pain was mitigated by the feeling of intense pleasure. The huge cock slid slowly back and forth for probably two minutes or better. I did not count the seconds but just took him and voiced soft guttural moans.
