Pool lady (true story)
Posted Mon Jan 05, 2009 01:36 AM
This is a true story that happened to me just last summer, when I was, as I still am 20. It was my second summer home from college, and although I was glad to be home away from school, I was missing the parties, but most importantly my girlfriend who had recently broken up with me. Before, I guess it is important to know that I am about six foot, and skinny. I weigh about 150 pounds, and when erect my penis is long, about 7 ½ to 8 inches on a good day (the only reason I know this is that my ex actually measured with a ruler). I find myself to be pretty attractive, I have long hair and blue eyes, and I am obviously as horny as any 20 year old would be. Well, at my home we have a beautiful pool with tall fences on all sides, with oak trees hanging over top. Although the trees are nice, they obviously cause many problems for the pool. My parents have a pool lady who would come every week, she was supposed to come every Friday, but she sometimes would come at different days of the week. Being a slacker of a college student with no job, I spent my days waking up late, playing video games and lounging by the pool. On several occasions I would be laying out by the pool, when the pool lady would come in through the back fence door. I always would lay on the patio chair, with my rayban sunglasses pretending that I was asleep, but I would always be keenly watching her. She was in her mid 30’s. She didn’t wear a wedding ring, but I did know that she had a daughter somewhere around my age. She had curly brunette hair that came down to about her shoulders. Her outfit always changed, but she always had some sort of short shorts on which did a good job of accentuating her very plump ass, probably her daughters running shorts, and a bikini top. She had fairly large breasts, much larger than my ex girlfriends, she was tan but not too tan, as tan as you could imagine a woman being outside all day would be.
Each day I would find myself looking forward to her visit, I would wear my bathing suit such that the top of it was barely covering my cleanly and neatly trimmed pubic hair, I usually shave in into a V shaped pattern, mainly because shaving and trimming myself turns me on a lot, so I thus trim and shave a lot. As the summer days moved on, I was able to have a very simple friendship with her, meaning I would stop pretending I was asleep, and would acknowledge that she was there. The thing that made me most excited was that every now and then I would notice a simple glance, not much, and even though I am young I am old enough to sense the smallest bit of signals. About a month or so into summer, the urge to expose myself to her increased to the point that I masturbated to the thought of it almost daily. So, in an attempt to fulfill my little fantasy, I told her a simple white lie that I was getting a job as a lifeguard, and that I wanted to make sure she was comfortable with me sunbathing in a little more provocative attire, like a Speedo or such, since I would have to wear one for my job, and I didn’t want my awkward tan lines to be an embarrassment.
So the next week came and I was prepared, I had gone and bought a tiny little Speedo from Wal-Mart, which forced me to shave my pubic hair to a very small amount. (Luckily I am not too hairy of a guy). She came to work that week, and I did pretend I was asleep, I layed semi eagle spread, and made sure that the Speedo was slightly off-fitting so that my struggling to be limp penis was peaking out of the suit. I did that for a few weeks, as I also noticed that her stares increased a whole lot more. I also noticed that the size of her swimsuit top decreased exponentially so that her nipples were dying to peek out. As it came to the last month of summer, I realized I needed to make a quicker move. Concerned that I had been a chicken and lost my chance, God must have rewarded me. It seemed that our pool was having more trouble than ever, and needed a cleaning and chemical fixing or whatever two to three times a week, so I was able to still take my sweet time.
I decided that it was time to be even braver. The next days that she came to work, of course, pretending to be asleep, I had a washcloth just covering my penis. I didn’t even bother to completely shave my black pubic hair; I just left my little triangle in clear daylight. Although my penis was somehow covered by the washcloth, I was almost sure that from across the pool, my balls were in clear daylight. She seemed to clean from directly opposite of me a lot more. I only did that for a few days of her work, and then I decided to go fully nude. The next day that she came to work, I knew I was getting stairs from her, and thus my penis slowly began to engorge, but I attempted to sort of tuck it underneath my thigh so that I didn’t have my large dick sticking straight up in the air. That first day was all that it took. I layed on the patio furniture, and she slowly walked up to me. She had gorgeous brown eyes and perfectly straight white teeth. Either she was way to hot to be a pool worker, or I was just way too biased. She sat down next to me, and subsequently my erection exploded into full form. I obviously couldn’t measure, but it felt like the biggest erection I had ever had in my life. She didn’t even say a word, she untied the top of her bathing suit and her (I am no boob expert), but I would say small D’s, but definitely voluptuous natural breasts sprang into view. Her nipples were very large, but a light pink. She had the most perfect breasts I had ever seen, granted I had not seen that many. She then immediately bent down and started to suck on my cock. She went up and down, she didn’t use her hands. She flicked her tongue around as her mouth went up and down. She took almost all of my cock, but had to stop about an inch short. When she was forced to stop on my cock, I put my hands on the back of her head and forced her mouth to the base of my shaft. I had never done that before, I had only seen in it rough porn, but I decided to be different from my usual “gentle” self. After what seemed like forever of this amazing blowjob, she stood up and took off her tiny running shorts, which to my amazement I found she had no underwear on. Her pussy was dripping wet already. Her outer labia lips were slightly engorged and she had a tiny little landing strip. She started to get on top of me, and slowly put my large cock inside of her. Before we really got started I stopped and told her I wanted to get a condom. She told me not to worry, that she was on birth control. (Looking back I should have gotten a condom, due to diseases and such). That is all she had to say, so I began to thrust away, without a word, she motioned at me to stop and lay still. She then began to slowly bounce up and down on my cock, such that the tip of my penis would just be visible, and then she would slowly slide down all the way to the base. I began to play with her nipples, as they had already become extremely erect. While she was bouncing she touched her clit and then seemed to have a slow, small but trembling orgasm on top of me. After that initial orgasm I then went to town on her, I bent her over and entered her from behind. I grabbed onto that sexy area where her thighs met her torso so I could slam back and forth. She had a gorgeous ass. A little bit of cellulite, but I am not one to complain. I loved watching her slightly fat ass jiggle with each pound that I took. I don’t know if she was faking or not, but she began to violently convulse and made me get out of her. She was trembling from her orgasm, and if my eyes weren’t playing me, I could have sworn I saw a little pussy squirt, but I am still not sure.
Then the sexiest line I will ever to this day hear came from her beautiful mouth. She turned around, and the first thing from her mouth that day said, “Do you want to fuck my ass”. I couldn’t do it quick enough, my ex girlfriend never let me get close enough to her asshole at all, and I ALWAYS asked for it. We got into the pool for some lubrication, but only stayed on the second step. She left her ass in the water, but had her upper body on the pool deck with her large breasts flattened on the brick. It took me a minute to find the right hole, and I took my time because I did not want to hurt her. I slowly entered her as she gave a slight moan. I then inched my larger now that ever cock into her ass. Once I got the whole thing in I picked up the pace, and began to pump back and forth. She looked back at me and puckered her lips to let me know this pain felt good. Once I got into her ass I knew I wouldn’t last long, the tightness of her ass was something that I had never experienced before, it was amazing. She slid her hand underneath her belly and began to vigorously fingerfucking herself. I had had enough and I wanted to see some of the action. I picked her up and threw her up onto the pool deck such that her back was on the brick. I didn’t even attempt to be gentle when I was reentering. I just slammed right back into her ass and she gave a much large grunt and immediately began to touch herself. It was the most amazing scene I had ever seen, I stuck my dick as far as I could go and then began to help her touch herself. I inserted four of my fingers along with her two fingers into her pussy which was now turning red. The double stimulation appeared to be too much for her and she screamed with pleasure. Her previous two orgasms had been attempted to be held quiet, as to not alert the neighbors. But this orgasm, with my cock in her as and about a fists worth in her pussy, was way too much to handle. She moaned a screamed and grabbed my hair; she pulled me into her face. I thought she was going to kiss me, but she stuck my face onto her neck and told me to bite her neck. I obviously did and moved my way to her breasts where I bit and prodded as she finished her orgasm. Once she was done I removed my still surprisingly ready for more dick out of her ass, as I could tell after that orgasm she would be too sensitive for anymore action.
I went and sat on the side of the pool with my legs dangling into it. She swam to the side and began to suck me off. She vigorously began to finish me off as in thanks for her three orgasms. I warned her before I was going to come, expecting her to not let me go in her mouth, since my ex would NEVER let me. I told her I was about to and she just sucked harder, that by itself turned me on and I exploded into her mouth. I didn’t expect to have a lot of cum considering I had been masturbating about everyday to the thought of her, but it felt like a lot going inside her mouth. A small little dribble made its way down her chin, but she grabbed it with her finger and sucked it down with the rest of my cum. After she had swallowed it all she gave me a couple more sucks to assure I had no more cum left for her.
We then just stayed where we were in amazement at what had just happened. After what seemed for a while she got out of the pool, dried off, put her top and pants back off and said “ill see you next week”, as if nothing had happened, and walked out the back door.
Posted Tue Jan 06, 2009 03:43 PM
Posted Thu Jan 29, 2009 04:09 PM