My Housekeeper - Sex Stories

My Housekeeper

... times, much to my embarrassment. It seemed to bother her not a whit.

During these chats I learned that she was from rural Indiana, was high school educated, was a mom at 19, and had been long divorced. Her current partner, a boyfriend, was 29 years old (ten years her junior), a jack-of-all-trades currently working for a remodeling company. I learned that they worked hard to make ends meet and took pride in their self-reliance. Given the work ethic that I'd observed, I was not surprised.

She did surprise me by pointing out her ankle bracelet, revealing that it was a signal of an open relationship. She explained to me that her boyfriend occasionally liked to hit on 20-year-olds. That revelation was accompanied by an eye roll. She said she preferred older gentlemen. And added, laughing, "If I had to do over, I'd marry some old rich guy instead of some hot, hung, young guy with no money."

This went on over the weeks into months, she, doing a bang-up job of keeping my house in order. We, talking candidly when she was done. I, sneaking glances at and becoming obsessed with her breasts as well as her confident demeanor. She, tacitly allowing, maybe even encouraging the peeking and strutting her self-assurance. It turned into a routine. And I became quite fond of her. Beyond the physical attraction, I sensed a bossiness, an air of female superiority, waiting to be unleashed. That of course, was my weak spot.

One fateful day, she was working downstairs. I was still in my ...

... upstairs office. I was feeling kind of horny, and the door was closed so I pulled up a video of one of my favorite porn themes - down blouse. I just love the thought of a lady with great tits (I actually prefer modest size to Playboy-size) catching me taking a peek and then giving me permission to stare while she fondles them and teases me with ever more daring revelations. In my favored videos the actress demands that I masturbate for her, to show my appreciation for the privilege of admiring her assets. Very much a female domination over a submissive male thing. She continues the tease and, coaxing me to a climax, she reveals her nipples and allows me to cum for her. I think all those years of being instructed to jerk off for my wife still held a thrill for me. It wasn't my only fantasy. But it was one I was quite fond of.

Anyway, I began watching one of these videos. Good-looking brunette, tracing her finger over her sternum and showing off a very loose-fitting top. I unzipped my trousers and began to rub. I saw it was 16 minutes long. A nice build-up, I thought. But just a few minutes in I heard the garbage truck pulling up the cul-de-sac. Shit! I'd forgotten to put out the compost. And I had two huge bags I needed to transfer into the big bin that's picked up mechanically by the big truck. I had to get there before the driver moved on. Without thinking I jumped out of my chair and ran to empty the bags. About halfway out the back door I thought of the running video. ...