A Desperate Deal Goes South

Esther had two choices.

She could either stay out in the thunderstorm, praying she didn't get struck by lighting despite God certainly having turned his back on her by now.

Or, she could go back to the shelter made of boulders where Grant was. The man who most definitely knew there was going to be a storm and planned for it. The man who she'd agreed to let use her body in exchange for safe travel to the town where the father of her unborn child lived. The man who was going to fuck her in the ass before she ran away.

The jagged streak of a lighting bolt painted the sky followed by a deafening boom a second later. Esther had to make a decision fast. She weighed the likelihood of survival, and chose the devil she knew.

Adrenaline coursed through her body as she ran towards the faint glow of Grant's campfire.

Just minutes earlier she had been running away from him, and now was returning at an even more frenzied pace.

As lighting struck the ground around her and thunder boomed overhead, she didn't cry and she didn't pray. There was only room for animalistic survival.

It turned out prayers weren't necessary as she stumbled into the shelter.

"Get away from the entrance," Grant's voice directed. She saw him crouched in the furthest pocket of the shelter with his horse, Sunshine, laying next to him. How he got her back there she had no idea.

She crawled next to them, trying to make herself as small as possible.

"We're still not entirely safe in here, but it's better than nothing."

Esther had never seen him so on edge, even considering when a violent man had pointed a shotgun at him two days prior. He was petting and murmuring to a very spooked Sunshine.

Esther knew Grant wouldn't mention her running away until after the storm passed. It put her in the bizarre mind-state of hoping the storm would end while simultaneously dreading when it did.

They didn't have to wait long. The storm moved on as quickly as it had come.

"I'll deal with you in a minute," Grant warned Esther while carefully leading Sunshine out of the shelter. He'd taken off her bridle since it contained metal parts and left it several hundred feet from their camp. He spent a few minutes walking around retrieving different items.

Esther sat under the boulders, hugging her knees to her chest, paralyzed with fear and dread. Whatever he was about to do to her could not be good.

When Grant returned to camp Esther searched his face. He looked angry. No, he looked furious.

Without saying a word he grabbed the back of Esther's neck and hauled her out of the shelter onto her knees. Grant crouched next to her, roughly grabbed her hair and tilted her head back so she was looking up at his face.

"You're a dumb fucking cunt, you know that?"

Esther was shaking.

"I've been so fucking patient with you. I've been careful, I've waited on you hand and foot, I've spent money on you, delayed my travels, I fucking tried to make sure you were pleasured for Christ's sake. And when even that was a problem for you I listened. Even though I was under no obligation to. I've been way too fucking nice."

He backhanded her hard across the face, keeping her head firmly in place by her hair. Esther was too stunned to move. She tasted blood.

"You're a spoiled fucking brat, and you need to be punished like one."

He let go of her hair and she slumped forward on her knees, catching herself with her hands.

"Take your fucking clothes off," Grant spat while unbuckling his belt. Esther stripped down as fast as she could.

He knelt fully clothed on a sleeping mat, leaving Esther kneeling directly on sharp grasses and small stones.

Grabbing her by the neck again, he forced her head and chest down the ground, so her ass was in the air.

"Arch your back."

He folded his belt into a loop.

"Don't you dare fucking move, slut."

The belt whistled through the air as Grant brought it down hard across Esther's bare ass causing her to shriek.

Without hesitation, he whipped her in the same spot, taking the raised welt to an open cut.

Esther was sobbing, biting into her knuckle so hard it broke skin.

Grant started alternating where his belt landed, flogging her back, her thighs and different parts of her ass, leaving red, angry marks behind.

"Worthless. Fucking. Whore."

The pain was almost unbearable. Esther clawed at the ground with her fingernails, thrashing her head and animalistically moaning as he brought the belt down on her tender flesh again and again and again.

After about thirty seconds but to Esther felt like an eternity, Grant shoved her hips to put her on her back. The grass stabbed and stung her traumatized skin.

Esther instinctively covered her breasts, but Grant ripped her arms away.

He didn't look at her face while he whipped her right breast once, landing on her small, sensitive nipple before giving a twin lash to her left.

"Spread your fucking legs and lift your cunt."

"Please, please, please," Esther incoherently sobbed, covering her pussy with her hands.

"Now, you fucking useless slut."

He cracked a warning strike on the ground next to her face.

Esther had no choice but to do as she was told. Spreading her feet apart and bending her legs, she thrust her hips up offering her pussy to Grant's sadistic whims. He'd warned her before that he could snap. She didn't realize just how serious he was about that.

Her breath caught in her throat when the first lash tore into the soft, pink flesh of her pussy. The pain was excruciating, but not quite as bad as she'd anticipated. It seemed Grant wasn't trying to permanently disfigure her there.

The leather assaulted her burning slit twice more, then miraculously Grant let the belt fall to the ground.

"Get back on your front with your ass up. I'm going to finish what I started."

Deliriously relieved that the whipping stopped Esther immediately flipped over. She pressed her chest and face to the ground, offering up her striped ass.

Grant grabbed the bottle of oil he'd been using to finger her ass earlier in the night before she ran away.

She felt the cool, slippery fluid run down her crack, flinching when it made contact with the welts on her pussy.

Grant roughly massaged oil all over her stinging ass, groping and kneading her flesh. Esther was more mentally prepared this time when his index finger circled her rim before pushing inside. He wasn't as gentle as before, quickly pumping in and out of her ass, and stretching it by moving his finger in circles before pulling it out.

Esther did her best to relax as Grant slid the wooden dildo he'd whittled along her pussy lips and crack and probed her hole. It was about eight inches long and had the thickness of a bottle's neck.

He started penetrating her ass with the tip. The fit was the tight and uncomfortable for Esther but not painful.

But once it slid past a finger's length and deeper into her bowels, her insides felt like they were being scraped and forced apart. She was thankful Grant had made her wash herself out so thoroughly so she didn't need to worry about making a mess.

Grant forcefully slid the dildo into her ass five inches, then six, then seven despite her muscles' resistance. He held it there for a few seconds, causing her ass to constrict around it before yanking it out. Esther moaned in pain.

"If you hadn't tried to cheat me on our deal, maybe I would be going easier," Grant said lining up the dildo and thrusting it back into her ass. He sawed it in and out, poking in different directions and moving it in a circle to stretch her. Esther's face was screwed up in discomfort.

Finally he was finished with the dildo. But with horror, Esther heard him unzip his pants. There was no way he was going to be able to fit his girthy, eight-inch dick up her ass after stretching it with only a thin dildo.

She felt more oil being dripped down her crack, and Grant's fingers working it inside her still extremely tight hole.

It was especially humiliating to Esther that he didn't even bother to take his own clothes off to fuck her. Like she was just a thing to relieve himself in, a toy for him to roughly masturbate with.

He dragged his mushroom tip up and down her crack, while slapping her ass a couple times.

The moment Esther dreaded most had come.

With a firm, steady thrust Grant buried himself to the hilt in Esther's ass.

Esther shrieked into her hand, all resolve not to cry abandoned.

Grant pulled out almost all the way before forcing himself even deeper.

"At least you're fucking tight."

Esther felt like she was being split in two. She involuntarily pulled away from his onslaught, but he held on tight to her hips, using them as leverage to slide in and out of her throbbing hole.

"You're such a filthy whore. What kind of dirty fucking slut lets a man use her ass like this?" he goaded, picking up speed.

It felt like her inside were being mashed up, like she was being shredded from the inside out.

But as he fucked her ass more, it slowly started stretching to accommodate him. While she was still in a lot of pain, her loud cries died down into whimpers every time he thrust into her.

"I bet you fucking love being used like this. You know it's all you're fucking good for, now that you're a ruined little slut."

He was right Esther thought to herself. She was getting what she deserved. It was all her fault she was in this situation in the first place. She's the one who had sex out of wedlock like a harlot. She's the one who got pregnant. And she's the one who asked Grant to escort her to find the husband of her unborn child in exchange for letting him do anything he wanted to her body during the trip.

With a fresh wave of squirming shame, she realized his abusive words were actually making her wet.

This didn't go unnoticed by Grant. "You really are nothing but a fucktoy, aren't you," he said, amused.

He shoved three fingers into her cunt, still sore from her whipping, making her moan in pleasure and pain. Transferring her wetness from her pussy to her clit, he started rubbing it, making her jump with sensitivity. At the very least it was a distraction from the large dick pumping in and out of her ass.

"Just a horny little piece of fuckmeat. There's nothing you wouldn't let a man do to you, is there?" he rubbed her clit faster and faster. Esther fought the urge to cum. There was no way she wanted to give him the satisfaction of cumming while he dick was ramming into her ass.

He was just as stubborn as her, keeping her clit well lubed with her own juices, and staying at a constant, fast pace. She felt the tingling, tightening sensation build until her muscles couldn't hold back.

As her pussy exploded in a pulsing, throbbing orgasm, Grant grabbed both her hips, violently pounded her ass, then pulled her back on his dick as deeply as possible. He paused for a split second before emptying his thick, hot cum inside her. Esther writhed from her orgasm and brutal fucking.

Grant held her in place for a few moments, breathing hard. After every drop of cum had been squeezed from his dick, he pulled out of Esther's abused ass. A dribble of cum mixed with blood oozed out of her swollen, gaping hole.

Grant grabbed a cloth, wiping his blood-stained dick off and tucking it back in his jeans.

Esther was crying. She felt dirty, used, and degraded, like she was barely human. If she'd known this is what Grant had meant by using her body however he wanted, she would never have agreed to their deal.

"It's alright. It's over now. Drink this."

Esther looked up. Grant was holding the water canteen out to her. She tried to sit up, but found she couldn't.

So Grant spread out a soft blanket and helped her into a sitting position on it, then handed her the water. She drank deeply.

"Now you sit there while I get you your supper as promised." All of his anger seemed to have abated.

He handed Esther a plate of fresh bread, hard cheese and grapes that he must have picked up as a surprise from the town they'd stayed at the previous night. She ate ravenously. Despite her aching, exhausted body and mind, the fresh food delighted her.

"Now, drink this," Grant handed her a flask after she had her fill of food. Esther took a swig of the whisky, making a face as she swallowed the burning liquid. She didn't need to be told that alcohol is one of the best medicines for pain.

"I'm going to dress your wounds now. You just keep on drinking that," Grant said, showing her a tin of ointment. It was supposed to be for horses, for things like sores and muscle pain, but it worked just as well for humans.

Esther expected it to sting, but as Grant softly spread it along a lash on her thigh, it brought relief. He carefully dabbed it on the welts and cuts he could access from her seated position.

"I'm going to have you lie on your side now."

He spread the ointment along her striped ass and back.

"This is going to hurt, but I'm going to be as gentle as possible." Scooping a large amount of ointment onto his index finger, he spread it around the opening of Esther's damaged ass. He pushed ointment inside, coating the raw flesh. Esther whimpered, but she didn't cry.

"Alright, I'm all done," Grant reassured her. "Tomorrow we'll properly clean you, but that needs to wait."

He brought over her sleeping gown, helping her pull it over her head. Underclothes would be too irritating.

By that time the whiskey and endorphins were starting to kick. She felt warm and sleepy, and her pain was disappearing. Her night started seeming more like a dream than something real.

Grant helped her onto her sleeping mat. As he tucked a blanket around her, she'd already fallen into a dreamless sleep.