Any and all portrayed as having sex are 18 or older.
The impetus for this story is derived from a young single woman with a rather large yard who lived at the end of our street. She worked from home, was very pretty, her body was what I called chunky and my wife called pleasingly plump. The thing I noticed shortly after she moved in was that she didn't hire lawn service people like the rest of us did, she always hired young guys right out of high school to do lawn chores, shovel snow and whatever else she needed done. She did eventually marry one of the older boys, the following story is my imagination on overload as I describe life from her point of view. While the story line isn't fiction, the rest is, there are no intended similarities to persons or places.
Vivian:
I'm known as the chubby lady at the end of the street with a big lot and a propensity to hire young boys to do my yard work. I work from home as a transcriber and have no desire to be in the heat of the day nor outside for that matter. I am indeed chubby, I wear a size 16 dress, slacks and large blouses, my hips are wider than the norm along with my legs. I have huge tits that love to be sucked and played with, my thighs are thick but not flabby, in fact none of me is flabby, just big. My facial features are soft and attractive, I wear my hair long and I love lingerie. I love everything about it from the sexiness of the garment, the soft sensuous feel of the finer pieces to the erotic feelings that flood my body even if I only dress like a slut for me. I love the feeling of the gusset hugging my puffed full vulva and the sexiness of a bra that reveals nearly as much as it covers.
At 26 I am anything but a virgin, however, only one of the experiences in my younger years was satisfying, most of them left me hurting physically and emotionally. I have an unusually shallow vagina that also lays in an odd position, which means any guy with an average or larger sized penis has to wait a considerable time for my body to adjust. Not something most guys want to do, they wanna get on, bang hard and dump a load in my pussy before they leave or fall asleep. The few guys I fucked while in college were not gentle, save one, he had the foresight to wait while my body adjusted, ultimately bringing me to mind blowing orgasms. By the fifth time we'd gone out he'd cum in my mouth, my cunt and on our last date I painfully gave him my ass, only to find out four days later he was married and had two children.
I was devastated, how could I have been so foolish? Had it not been for a girlfriend who knew him he'd have strung me along for who knows how long. I made the decision then and there that I would not be a victim again, from that day forward I was the one who would decide who fucked me. No more being called fat ass, lousy fuck, or not worth their time, I would create my own atmosphere and live within it. I sought out the meek and mild geekier kind of guys, they had nothing to prove and weren't dominated by their ego.
I would initiate a make out session eventually reaching the point where they'd be feeling me up, I would then rub across the front of their pants, if it was more than I wanted I would offer a blow job in return for them eating my pussy. If it was small enough, I would let it go all the way. I liked being quickly filled with a shorter dick, some were fat others were not, didn't really matter to me, I didn't have to endure the discomfort and pain of a longer dick banging against my cervix and the sensations were the same. I had an opportunity to orgasm and many of them got their first piece of ass. Of the four geeky guys I slept with only two were what I would consider long term, both in my senior year, the first one graduating at the December semester and the other in the spring, except both lived on the west coast and went home.
After college I tried doing the same after returning to my relatively small city with no success, first there weren't many geeky guys I liked, second, the two I did like couldn't keep their mouths shut, which meant I never initiated anything with them. I receive a fair amount of ribbing from the neighbors for hiring local kids and not a lawn service, but there are two things they don't know. First, those boys are all eighteen, second, they all have small dicks. To put the cherry on the sundae I also hand pick each one and they become not only my lawn boy, but possibly a lover as well. I vet them carefully, making sure they can keep their mouth shut if they get their dick sucked or stuffed into my normally wet pussy. I never have more than one at a time, if one gets a part time job or moves on to other things I have him recommend the next boy, one who can be as discreet as he was.
Through the years I have learned that with a smaller dick I love every hole to be filled, I love having all three holes used during the course of their employment if they're with me that long. I don't allow every boy to buttfuck me, some are to squeamish and immature, I pick them carefully, usually an older one. It all began four years ago, a high school grad was mowing lawns through the summer before college. On a Friday afternoon while he was doing yard work I realized I needed to get some documents in Fed Ex before four, I told Phillip I needed to run into town, when he finished there was lemonade in the fridge, he was free to have a glass and I'd pay him upon my return.
He must have thought I'd be gone longer than I was, what I saw as I walked in at first startled me and then amused me. I knew I'd be going out that evening so instead of pulling the car into the garage I left the garage door closed and entered through the front door. With sneakers on my feet I made little to no noise as I turned the corner into the kitchen. Out of the corner of my left eye I noticed movement in the laundry room and moved back into the opening between the kitchen and dining area, leaning against the wall in front of the washing machine was Phillip jacking off frantically.
He had a pair of my panties wrapped around his little cock moving like a madman. His pecker was so short he was using three fingers, my panties covered the entire thing, as he arched his back and began to cum his eyes were closed, I walked within two feet of him and stopped. As he moved his hand he revealed a pecker about three to three and a half inches in length with a decent thickness. His little cut dick was still pulsing and throbbing, a drop or two of cum dripped off the tip of the purple looking head, as it softened it didn't hang much, there was nothing to hang.
Pushing himself off the wall he sighed heavily and opened his eyes, at which point he nearly fainted. I reached out touching his cock telling him it was okay I knew boys his age jerked off a lot. Then I asked if he liked my panties.
His voice quaked and quivered as he tried to answer. "I, I, I love them. Are you mad at me?"
Standing in front of me was the answer to my dilemma, he was eighteen, I'd caught him in a compromising position, deciding to use it to my advantage I quickly formulated a plan, something that would satisfy my needs and give him a few lessons before college. It was time to rope him in. I was unbuttoning my blouse as he stared, once open I shook them side to side slightly. My huge tits had him mesmerized, I lifted one cup then the other.
