House MILF - Sex Stories

House MILF

Forgive me if I forget to capitalize a sentence or two, cuz.. well... you know... It all happened one summer when I was sixteen. I was on a group outing with about ten other k**s from our school (a private boys school... I'm not saying which one). We were at this little private "swim resort" as it was officially known (again, I'm not saying where). It was a small lake, with all the usual swim resort stuff.. water slides, paddle boats, etc.. It was us, and two other "houseparents", a man and a woman. There might have been maybe 50 people there in total; mostly teenagers. The day started as you might expect. Everyone was doing "whatever". I was just "chillin'" in the waves, and minding my own business, when the housemother (we'll call her "Judy") came over and started splashing me. Well, I splashed her back, and she splashed me, and that was fun for a while. But then she jumped on my back and wrapped her legs around me (again, just "innocently playing"), and we went cruising around the lake like I was some sort of underwater pony ride. We played like that for a while, dipping and dunking as we went along. But as time went by, she began leaning down and hugging my torso more and more, with her legs pressing in between mine. I could feel her breasts on my back, and I started getting hard. I knew she could feel it too, because every now and then she would "accidentally" rub her calf against my crotch. I didn't have any 'cool moves' -- cuz I was just a stupid fucking k**, and what ...

... did I know about "cool moves"? -- so I did what any stupid fucking k** would do in that situation... I dunked her. I did that maybe three or four times, until she 'accidentally' slid around in front of me (legs still wrapped around my waist). So again, I did what any awkward k** would do in that situation: I dunked her some more! Mind you, by this time I had a full-on standing boner, with only a pair of nylon swim trunks between IT and for what would have been for anynormal sixteen-year-old, "the promised land". A boner which there could be no denying her venus mons was fully aware of! So, what did I do next? Yup, you guessed it... I dunked her some more! This, naturally, caused her to tighten the "bear hug" she had on me, in her ever-so-innocent attempt to "hang on". This, of course, had the affect of grinding my fully erect and now throbbing penis between the soft crevice of her cotton-clad vagina. This all proved to be more than I was able to contain; and I came right there in the middle of a pool full of 50 total strangers. Andshe never even flinched! Not a word... Not a smile... No gasp of astonishment...Nothing! She just sat there motionless, with her legs wrapped tightly around mine, looking in my eyes, while my cock hammered against her pussy for what seemed like an eternity. Then we went on "playing" as if nothing ever happened. That went on for probably another ten minutes, until the lifeguard blew the break whistle . And then things got a little weird.. With what ...