Sex With The Pool Boy

Mistermasterbates

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I was the pool boy, we lived in a large gated community with a golf course at one point in my life, and i remember i took a job near the facility center and all i really had to do was turn off the lights and pick shit out of the pool once or twice a day. my uniform was a light blue shirt with my nametag pinned on it, and this pair of old white swimming trunks that smelled like 15 other people.

One day, two golfer dudes that were probably in their 30s came inside the main building while i was half-assed cleaning the pool. Theres a big row of door/windows so you can always see in and out, and even though one of the guys left, the other was sitting down inside the lounge area, every time i looked over his head shot back down. my skin complexion is a little tan, so i thought he was one of those racist, rich, white dudes.

Eventually though, he stood up and started pacing around the window/door wall like he was trying to decide whether or not to come outside, and i started getting a little nervous, cause I was kinda scrawny back then and it's not like i would have been able to fight him or anything. Then all of a sudden, the exact same time that i finished scraping the pool bottom for little grass chunks and whatever and finally put the pool wand down, he decided that was the perfect time to start walking towards me. I've never been confrontational, so i was just like, "What's up?", and he just kinda stuck his hands in his pockets and looked at me.

Bruhhh my heart was beating so fast, cause he was just standing there, then he came hella close to me and half-mumbled something like, "So you wanna come back with me?" I didn't know what he was saying so I just asked him what he said, and he repeated, "You wanna come back with me?" At the time i was too confused to say anything so i just stood there while he was breathing down my neck, and he probably thought i was fucking terrified because he just backed away and left. I was so confused by that situation for the rest of the day. But tbh, looking back i fucking wish i would've said yes, lol. He was 100% my type, daddy-ish, and he had nice watches so it could've been good money too lmaoooo.
 

dadforlads

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When I first moved to Florida I had a big house on the Atlantic coast in a small town. I had a large pool 1/2 Olympic pool size. The first summer my youngest daughter 20 came down from her college to visit. She has no problems making friends anywhere we lived so it did not take much time for there to be 8 to 10, 18 to 20 something friends lounging around the pool several times a week. No problem these were all nice looking and acting young people both the guys and the gals.

My office had a sliding glass door that looked out onto the pool deck so I enjoyed watching the mostly naked people around the pool and in the hot tub. Once summer break ended my daughter went back north to school and the parties pretty much stopped. I was in town one day and by chance ran into a group of the young people at the local fast food joint. They insisted that I sit with them for lunch.The table talk was about how school was going and weekend activities and I pointed out that they could come by for a swim anytime just to let me know. After lunch finished they began to all wander off except for the youngest guy in the group.

Turns out he had graduated HS that summer but was not going to away for college. He was attending the community college in town and looking for part time work. I mentioned that I had some projects around my place if he was interested and he asked if he could come by to discuss the work later. I did have a pool service company that came by weekly to service the chemicals but between service visits the leaves and such would get in the pool. I hated to spend time dipping that out myself so I offered him that task along with planting some shrubs and trimming what the lawn service did not take care of along with a few other tasks to give him enough part time hours for his liking. My house was a big spread out Florida style one story house so he also got to keep the patios and deck swept and in shape. I told him he was cleared to use the pool and kitchen and even a bedroom if he needed.

When the Florida sun is out it gets bright and my sliding glass doors all had a light tint so unless there was a light on inside the house you could not see in. I was at my desk the first day he came by to do the pool. He picked a spot right in front of my glass doors under the covered patio and peeled off his shirt then dropped his shorts and stepped out of his briefs to change into his very skimpy speedo swim trunks. Before getting his speedo on, he was looking around for something and just standing there complete naked. He was thin but wiry and clearly athletic with sculpted defined muscles. His tan was flawless on his hairless frame except for the crotch area that was Lilly white butt and a trimmed redish blonde pubic area where the speedo would soon be covering. He slipped on his speedo and turned to walk over to the main entrance doors to the house. He slid the door open and called out for me, I called back to come to my office. He was walking down the hallway and into my office asking about a towel when he entered said Hi then must have noticed the view out my window because he froze and blushed all over that fine body.

Before he could speak I told him everything was cool, after all we were both men. He did recover his voice and I got him a towel and showed him where all the supplies were and he went to work. When he finished work he waved at my window then dove into the pool. From the pool he was beckoning for me to come out. When I got to the pool he said the water was great I should come for a swim. It did not take me long to realize he was not wearing his speedo any longer as it was floating near him in the pool. When I am home alone I only wear cutoff shorts and a tee shirt so I stepped out of my shorts, no underwear, pulled the tee over my head then stepped into the pool. He wasted no time swimming over to me and wrapping his lanky body around me in a tight hug while planting a kiss on my lips. He told me he was smitten by me from the first time my daughter had invited him over to the house that summer. He further told me his favorite fantasy was to be the pool boy seduced by his boss home owner. We played out his fantasy many times over the next 2 years until he transferred to a 4 year college to finish his Oceanography Degree.

That was 20 years ago this year. He would be 40 now, we lost touch after he finished college and went to work. I did hear he married and has a family.