Over the summer I usually post flyers for people who have a pool that needs cleaned. Living in Southern California means there is a lot of people with pools. I get relatively good business but the people I cleaned for were always rich and boring. Never did any of them actually try to even talk to me.
This summer I got a call from a guy named Damien. He sounded like a big muscle head on the phone just by hearing his voice. He needed someone to clean his pool because he didn't want to so, I accepted the job and got my supplies and went to his house.
When I arrived I noticed the house was large and very expensive. I wondered how this guy afforded this and thought he was an actor. I never knew what he looked like but when he opened the door and greeted me he seemed like a normal guy. Damien was tall and muscular and had medium length blonde hair. He invited me in and showed me around but not to all of the rooms because he needed his pool cleaned very quickly because he said he was having friends over later.
I finished cleaning right when his friends showed up and all of them had the same style and figure as Damien. I thought nothing of it but thought it was weird that they held each other so close and tight when they greeted each other.
Damien was a regular. I cleaned his pool about every week. Sometimes he would lay out and tan in his speedo and sunglasses and really never swam and other times he would be inside with a friend or two. I found it weird that he had guys over all the time. And they wouldn't stay very long only only for about an hour. One time I finished cleaning early and went inside to look for Damien and heard loud moaning. I didnt think anything of it other than he had a girlfriend over. I just decided to go home.
I went on vacation the next week not getting to clean Damien's pool and when I came back it was a lot of work. I had to work an extra hour. Damien had a friend over but after he took a swim. It was the first time I ever saw him actually swim. I noticed something else odd too. Now I am pretty straight but this made me look twice. As Damien was standing on his diving board stretching I noticed something hanging out of his speedo. It was his penis. I never really looked before and then saw how big it was. It had to be at least eleven inches and was quite big in my opinion. I just graduated high school and I was only about 7 inches so I had admiration for Damien. After awhile I kept staring and Damien noticed and said "is something wrong?" And smiled at me. Then I knew that he saw me gazing at his junk. I quickly said "no nothing is wrong." Damien went in after awhile and I finished cleaning the pool.
I went home and all I could think about was Damien and his massive penis. I never thought I would even catch myself looking at a guys junk let alone stare at it! I checked out Damien a few times more the next few weeks before finally he said something to me. He didnt have any friends over for awhile and I asked " any of your buddies coming today?" He replied " nope but I wanted to talk to you" I had no idea why he wanted to talk but this next conversation was very eye opening. "You see Johnny, I don't swim much but when I do I see you staring at me. I was weirded out at first and then finally realized what you were staring at." I was completely embarrassed I didn't realize he had caught me that many times. I responded "I don't know what you mean" "oh Johnny, you stare at my dick all the time and I thought maybe you'd like a better look" my eyes opened wide as I said " sir I'm straight. I like women. I don't even think about guys that way." I was luckily already finished cleaning so I went home in a dash. But I thought about what Damien said and wondered if that meant he found interest in me. I knew I was straight but maybe I wanted to try something different.
The next few times I went to clean his pool I didn't even bring up that conversations or stare at his penis. I did my work and went home. Finally one day Damien said " listen I'm sorry if I came onto you in a rude way. It's just you're so cute and I though you were checking me out." "Damien, I have to be honest. I have stared at your junk like crazy and noticed you're quite big." "Well Johnny, do you wanna see it?" I thought he meant just to gloat. But I was interested. "Sure!" I tried not to sound eager but I was a little excited. "Okay then" he said right before he dropped down his speedo and out came that monster. It wasnt hard but it was still about 9 inches long. My eyes opened wide and stared heavily. "Well Johnny whatya think?" "It's pretty big sir." "Well thanks. It'd look better hard but I haven't really had any action lately so it's all soft right now" I thought to myself. I wondered if he would let me touch. I didnt know of he swung that way but I was curious. He then asked me a question. "Johnny I was wondering. By chance are you gay?" I instantly replied " no sir!! I'm just a little curious" " Johnny I like guys and you're cute. It's really fun and feels great you can try it. That is if you would like." I felt eager to touch his huge shaft but hesitated because I didnt wanna be bad and him disappointed and then it be even more awkward. "Damien I'm nervous, could you guide me maybe?" "Of course come here and sit beside me." I sat in the chair and he pulled me close and grabbed my hand. I pulled back but he grabbed my hand again and this time put it on his penis. I felt had thick it was and started stroking it. I knew what to do since I've masterbated so many times before and of got hard. I was I. Disbelief that I was actually jackin my boss off but kinda liked it. He lightly moaned and said "Johnny you're actually good at this!" I went faster feeling it getting harder and I was getting hard myself. He told me to get naked too so I did. He grabbed my penis and said "you have a nice one yourself" "not as nice as yours though sir" he looked at me and we made eye contact before he said "wanna try something else" I nodded and he said "try putting your mouth on it" I looked at him funny before he guided my head with his hand down to his shaft and I put it in my mouth. He guided me as he moaned and then pressed my head down until I gagged and choked and bobbed my head and then he let go. I took it out of my mouth and gasped for air. He laughed and then laid down on the ground. He told me to 69 and I got in the position and felt him licking my ass. I enjoyed it And moane over and over still trying to take this big penis in front of me. Before I knew it I was getting 3/4 of his dick slowly working my way to put the whole thing in and he cummed a bit and I swalled it and actually enjoyed the taste of his hot cemen. He then rolled him self on top of me and I looked and before I knew it he had the tip of his shaft teasing my ass. He then inserted and I screamed "holy fuck!" He smiled and kept going until he put his whole dick into my tight ass. I moaned heaving and grunted from it ripping me apart. He moaned loudly and took it slow and then he started thrusting harder. His balls slapping against me. He was pounding my ass harder than I could stand. He moaned and screamed on pleasure as he fucked me harder and harder. After that he wante me to ride him. I gently put it in and took it easy. It gave him little pleasure as I knew I wasn't very good. But he didnt care he still moaned very loud. I started going faster an then felt him cum deep inside me. I loved that feeling. It made me moan so loud. He helped me finish myself before we both cleaned up and I went home.
I thought all night about Damien and our intercourse and couldn't wait for more. This happens for a whole 3 months. Me going over and him pounding my ass. It eventually got easier and I got a lot better. We never wore a condom because he loved going bareback and with him licking and spitting in my ass each time it slid in easy. He even invited me to some group sex and we fucked multiple people but I didn't really wanna share. I was having sex with Damien at least 2 times a week. Eventually we slowed down to about once a month until he got an acting job in Florida and moved. I always masterbated to the thought of him and we had a phones ex a few times but eventually the calls stopped coming and our lives went back to normal. I missed Damien but I knew that he wasn't coming back and moved on.
story by: EroticJoshua
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