Chapter 1

Ashton had always been a little overweight for as long as he could remember. All throughout high school he played sports like other guys and such, but for some reason, never really developed the thick arms and narrow waists like so many other of his buddies. No, instead Ashton was the soft and chubby one on all of his intramural teams.

However, that really never bothered the 5'9" and 180lb chubster. As Ashton was blessed with a comely face and had a friendly demeanor, he usually punched well above his weightclass when it came to girls. Thus, Ashton never really gave much thought to his weight, except in his deepest and darkest fantasies, and in those made up mental scenarios, Ashton was doing anything other than losing weight. And while he may have secretly fantasized about giving in, going all gluttonous, and gaining a ton of weight, such ideas remained in the world of fantasy for Ashton.

That however, all drastically changed when Ashton's long long time divorced dad, with whom he lived, remarried a fat woman named Mary. To say that Mary was a big woman was understatement of the century as Ashton guestimated Big Momma Mary's weight to be around three hundred to three hundred and fifty pounds. The immense size of his Dad's new romance and now wife was of no shock to the single child as Mary's massive and jiggling form was the spitting image of his mother's... that was before she lost over 200 pounds and subsequently her marriage in the process. Ashston quickly realized that his Dad Guy, definitely had a type, and from what he could discern that type began with and at three hundred pounds.

Big Momma Mary, as Ashton affectionately called his step mom in his mind, however was a group package that came complete with her own transgendered knock out of a daughter, going by the name Jessica. Like her mother the slightly older Jessica at 25 year old, was a big girl, with an estradiol enriched monstrous rack of boobs and wide and soft surgically enhanced hips and ass. In the front she had what looked like the beginninings of a soft little belly developing, but in reality, her little belly bump was what was left over from belly liposuctions that narrowed her waist while fattening and widening her hip and ass. Jessica was a drop dead gorgeous and thickly hourglassed Amazon, with a deep and sultry voice and the cock to match it all.