The normal disclaimers apply, anyone engaged in sex is 18 or older.
The basis for the main character in this story stems from a girl who hung out with and went to school with our daughter, I interjected a younger version of myself as the teller of her story. Be forewarned, this story is long, I normally split the longer ones into two parts, unfortunately there was nowhere to successfully break this one without it seeming chopped up.
Flat Chested Alyssa
It's amazing what five years can do in the way of appearances and maturity. I remembered her as the average height ultra-skinny girl of fourteen who ran around with the chubby girl down the road and my sister the same age, at eighteen I was much like they were, average kids trying to fit in. Alyssa always caught my eye, not in a boyfriend/girlfriend sort of way, while my sister was developing naturally and Alison (the chubby one) was still growing out of her baby fat Alyssa was skinny, flat chested, no hips or butt to speak of. Her greatest asset was her angelic face, I was always enamored by how naturally pretty she was, long naturally blonde brownish hair, always a smile on her face, never a harsh word uttered from her lips.
When I would look at them I would wonder to myself what they might look like as they got older, would Alyssa fill out, would Alison grow into her body and be the knockout she was likely to be, would my sister remain on her course to be above average in every way? Only time would tell, they would sit on their bicycles at the end of our driveway talking, giggling, and whispering the way girls that age do. We all lived in a housing development with what were referred to as *expanded lot sizes*, in other words the houses were on two or more acre lots with five being the maximum, when it was first developed it was for the supposed horse market that never developed.
The city fathers were convinced if they developed the lots in larger parcels people with horses would automatically inhabit the new subdivision. Never happened, there was one family with three horses for a few years until they got tired of city ordinances that stated they couldn't spread the manure on their own land and a host of other reg's that only idiots could think up. Most of the lots were like the one we lived on, just over two acres with outbuildings. in our case the out-building housed a tractor with a plow for snow removal, the zero-turn mower, dads fishing boat, and a host of other things my folks didn't want laying around the yard.
Most lots were similar to that, and like most everyone else in our little patch of the world all our parents were professionals with above average incomes, which allowed us to live where we did. Alyssa was an only child, her folks both worked in the medical field, my parents owned three hardware store/lumber yards within the county, my dad the CEO and mother the CFO, Alison had an older brother no longer at home, her dad was a judge, her mom a dentist. We didn't know we were what would now be called "privileged", Alyssa's family was mixed race Dutch and German, Alyssa being a first generation American. Alison's family was black and from the deep south, then there was my sister and me, half Italian, half American.
We didn't know we were supposedly privileged, we were a bunch of kids from the same street who ran together, none of us wanted for much, we didn't always get what we wanted, but we always had what we needed. Alison and my sister were showing signs of developing but Alyssa had no more than little bumps on her chest, I knew from overhearing them talk that my sister and Alison had begun their cycles and Alyssa hadn't.
All of that to say I now stood on the front porch at the age of twenty three watching 19 year old Alyssa walk down the road toward Alison's, I hadn't seen either one for longer than a glance or two at a distance while home visiting from college. It had been my father's dream that I would one day take over the business as he had done with his dad when there was only one store. Both of us kids worked in the stores summers and weekends, it wasn't a hard job and was actually quite enjoyable if you had an extroverted personality, as I got closer to graduation from high school I became more convinced that taking over the family business would be a good thing.
Though I was 19 and knew better I pissed away my first year at college majoring in beer drinking and skirt chasing barely getting by with a minimum passing grade. The week I came home after that first year the old man took me fishing, which turned out to be us talking in the boat while he allowed me to drink beer, the conversation went something along these lines.
"Okay, you spent the first year drinking beer and trying to get laid, now it's time to get serious or find something else to do, I'm not going to continue paying for an advanced education if you're going to throw it away. So what's it going to be Ken, beer drinking and pussy or an education you can use to someday take over the business, because if you aren't going to do that then I'm gonna sell it as soon as your sister is through college or married, whichever comes first."
I took his words to heart and buckled down the next four years graduating with a Bachelor of Science in Business Administration. I was a twenty three year old sitting on the porch nursing a beer as I watched Alyssa and Alison walking back toward our house, my sister burst through the screen door running toward the other two meeting them at the end of our drive hugging and squealing. All three were nineteen and still as giddy as when they were fourteen, some things don't change, and that isn't always bad.
Alison and Alyssa waved when our eyes met as they walked to the house with my sister, Alison was an absolute knock out, she had indeed grown into her body with soft supple curves accentuated by a rather robust chest, they weren't grotesquely large, they looked appropriately sized on her body, they were certainly ample. My sister Corrine was a spitting image of our mom, dark brown hair, slim waist, adequate breasts, hips that flared gracefully and an ass you'd love to simply rub.
At five ten Alyssa was still taller than the other two, her long dishwater blonde hair was now braided on both sides becoming one large braid that hung to the middle of her back, still not much of a chest, I figured maybe an A cup, slim waist, long slender legs and a cute little butt if you could call it that. It was she I couldn't take my eyes off of, she seemed to radiate a confidence and allure I had seldom seen prior, I couldn't call it a sexual awareness because I hadn't seen her in almost five years much less know what her personal life was about.
As she stepped onto the porch we instantly caught each other's eye, a soft smile between the two of us, I found my heart was beginning to race slightly, had she winked at me or was I imagining things. There was no reason for her to wink at me, it had to be the angle of the sun or something like that. Her top was a loose-fitting blouse tied under her breasts low enough that only an inch or more of midriff was exposed above her ultra-low waisted shorts. You've seen them, the zipper is three inches long and the legs while tight to the body basically end where a pair of underwear would, I could only imagine how skimpy her panties must be.
They were all home for the summer after their first year at state, all 19, all ready to take on the world, our conversation revolved around college life for the most part, it became increasingly apparent that they had done more than study, much more. They were talking about boys when the conversation evolved into bits and pieces about intimacy, I was poised to get up and go inside when mom came through the door with a platter of freshly grilled burgers and pop. Mom and I were side by side on the wicker love seat when she touched my arm.
"Are you ready to start taking the reins on Monday Ken? I've hired a young housewife with a degree in finances to work with you, that way you'll both be on the same page as things develop. Her husband is the yard foreman at the Spencer store, she already has a decent working knowledge considering she worked as a cashier through high school and college. They've been married just over a year, sweet couple."
Taking the reins as she called it, good question, was I ready to try and fill my father's shoes? Testicular cancer took him from us the beginning my senior year, something that still made my eyes leak, he died far too young, I felt robbed in a way. Then again, nowhere as much as mother did, she took over the operations, hired the housewife to fill her position and was eagerly awaiting me to take over her position as CEO. Your head always becomes your worst enemy when you're facing the unfamiliar, mine was rolling around like afternoon thunder clouds being blown by the winds.
