Author's Note: This story is a Jack tale, so its going to be told using folksy language.
*****
Once upon a time in the foothills of Appalachia there was a good ol boy named Jack. As a young'un his family was so dirt poor and white trash, they didn't have a pot to piss in and that was afore his daddy went up to Heaven. Jack and his momma had to run a scald of farmland down to its last dairy cow. So little Jack, he grows up as skinny as a beanpole on account of eating lean his whole life.
One of my earliest memories of Jack was back when he still went to Sunday school. The preacher man got up one day and tells us all: "It says here in the Good Book that a man should not covet his neighbor's house, his cattle, or his ass!" and Jack, who was sitting sleepy in the back of the room, holds his hand up and asks "What about his wife's ass?" Just goes to show you what kind of moral character we was a-dealin' with.
Since then, Jack went and earned himself a reputation among us good Church-going folks as a heathen, a drunk, and a ne'er-do-well; lazy as can be when it comes to honest work but crafty as the Devil when it comes to a-drinkin' and a-whorin' on another man's dime.
Seemed like everybody in town had fallen for one of his silver-tongued snake oil schemes. Pretty soon, we all just started calling him Stingy Jack, as to not confuse him with the Jack what ran the corner store during those days.
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Remember that last ol' dairy cow I mentioned before? Well, one day it turns out her milk's gone dry. His momma told Stingy Jack, "Now boy, you take this here cow into town, to the dang ol butcher shop, and you have her cut up into some nice steaks for supper tonight." And so Jack went to do just that. But as Stingy Jack was walking down the back country road, leading that dairy cow by a rope, he came across old Mr. Nancy.
Mr. Nancy didn't go to Church on account of being even more of a heathen than Stingy Jack. Mr. Nancy was a Negro loan shark that was crooked as a rattlesnake, and he would go around making deals with folks; you could take one look at his fine silk clothes, and tell this had made him a rich feller. Mr. Nancy wasn't too popular in those days, after it was found out that he'd gone and been paid by the coal company to break the mining strike.
Despite Stingy Jack being a dreg of society and Mr. Nancy having high class friends in industry and politics, the two of them was fast friends thick as thieves, and they's never missed an opportunity to make mischief together.
"Hello there, Jack-rabbit, I ain't seen you in a coon's age!" Mr. Nancy called out with a wave and leaned on his sturdy cane.
"Well I'll be! Old Uncle Nancy, a sight for sore eyes to be sure!" says Jack. "I thought you got locked up when the Sheriff chopped down my moonshine still!"
"There ain't locks forged by human hands can hold me!" Mr. Nancy gave out a hearty chuckle, and hooked a thumb over his shoulder. "Well, seeing as you're out of clear, I s'pose I can buy you a drink the old fashioned way, then?" And Stingy Jack saw there was a rough lookin' bar there that he hadn't noticed before, and he felt mighty thirsty.
"Oh my dear friend, it has been too long indeed!" After tying the cow to a tree, he followed the old man into the bar, and Mr. Nancy motioned for a pretty Negro girl behind the bar to pour Jack a shot of whiskey. Jack threw that shot back, and the rogue gave that pretty bartender a wink, and she was tickled and fluttered her eyelashes at him with a smile.
The two rogues played a game of cards, and o'course both of 'em cheated, and they laughed like old friends do.
Mr. Nancy handed Jack a banjo, and he started picking at the strings. A young fella named Johnny joined in with his fiddle, and Jack's voice sung out above the bar.
"Rye whiskey, rye whiskey, I cry! If I can't get my whiskey, lordy I surely will die!
They say it'll kill ya, but I know a man past 90 and he's still mighty spry!
I'll drink my own whiskey, I'll finish your wine, some ten thousand bottles I killed in my time!
I make myself welcome wherever I go, and them what don't like me can leave me alone!
Jack of Diamonds, Jack Daniels, I know you of old! You've robbed my poor pockets of silver and gold!
Its whiskey when I'm thirsty, home brew when I'm dry!
Pretty women when I'm lonesome, and Hell bound when I die!
Rye whiskey, rye whiskey, I crave! I'll drink this here whiskey til I'm laid in my grave!
Til I'm laid in my grave..."
*******
Pretty soon, Jack had that cute Negro girl sittin' in his lap, and she was planting kisses on him in between shots of whiskey that Mr. Nancy kept lining up for him. Didn't take long before Stingy Jack was good and roaring drunk, and he took that pretty bartender by the hand, and being the classy date that he is, pulled her into the girl's bathroom.
The two of them was kissing and laughing as they slipped out of their clothes, and Jack tugged her britches down and got her bent over the sink. He could look at her pretty coffee-colored face there in the mirror, and he saw her smile as he started working his way inside her sweet folds. Adjusting himself a little bit, Jack slid his arm around her waist and felt down into her soft velvety pussy until his fingertip slid over the nubbin of her clitoris.
Jack started rubbing and teasing it, and he felt her warm little pussy moisten up real good. Her hands was holding on to the sides of the sink real tight when Jack started moving his hips, and judging by the look on her face and the soft little gasps she was making he was doing a good job pleasing her.
When she started buckin' her hips and pushing her ass back against Jack's cock at a certain angle, he smiled and grabbed her waist and gave her some more just like that. She bit her lower lip and looked at his eyes in the mirror, and he gave her another roguish wink.
The tight clenching of her pussy lips around his cock finally got to him, and Jack let his seed gush into her warm depths, the boy didn't even try to pull out. With a kiss on the cheek, Jack stumbled back out into the bar where Mr. Nancy was smirking at their table and dealin' out a hand of Tarot cards: Temperance reversed, The Ace of Pentacles, the Devil, and the Lovers.
"You know Jack, I see y'all are finally getting rid of that old cow out there."
"Yep, I gotta tote her all the way into town to get slaughtered." He said with a shrug.
"Well that's quite a ways to drag the poor beast." Mr. Nancy suggested as he lit up a cigar. "Why not let me take her off your hands?"
Sure enough, Stingy Jack brightened up at the suggestion of shirking his chores. "Well, what are ya offering?"