With Applejack
With the sun hanging low in the sky, Caramel kept up a brisk pace as he pulled along his heavy cargo in the rickety wagon. He knew little of what he was moving. Barrels for sure but he couldn't tell what filled them. A good guess would be cider but Applejack had ordered to move those kegs from up and out of the cellars and somewhere close to the Everfree line of the property. And unless she was selling the barrels to the local recluse in the woods, he couldn't understand the point of it. He was pretty sure that the Apples, Applejack in particular, weren't of the littering type so what was she up to?
The mare in question trotted close to his side, keeping a careful watch on anything that moved ominously in the bushes they crossed by. Caramel wasn't expecting any creature, big or small, to be bold enough to attack on Sweet Apple Acres land but he pretended to enjoy the company. Applejack could have just let him go off by himself but she apparently felt the need to accompany him.
Which is a bit strange when he considered who he was dealing with.
Despite the fact that she hires farmhands like him to help with the larger loads, Applejack acted like she wanted to do everything and anything by herself. And in this case, there was little reason as to why she didn't haul these goods by herself. A couple of barrels is no sweat for that farm gal. All of this thinking made him wonder if Applejack thought of him as a worker that needed a personal touch. If that was the case, he knew he should try to stay out of her headlights for a while. Draw less attention.
If she really respected him, he wouldn't be watched but trusted to get the job done.
His gaze wandered to Applejack's bobbing flank and her peach-like rear. Her cheeks were firm and full as her tail gently rocked side from side, almost parting to give him a money-making shot of her privates. Out of nowhere, he imagined throwing a coin at it and watching it ricochet off her iron thighs. She was a nice sight for the eyes but Caramel couldn't see himself in any sort of a relationship with her. Trying to forge a friendly employee/boss relationship was already too much for him to handle.
If he had to be honest, it seemed that she barely tolerated him on most days. Stalking him around chores and taking over if he couldn't complete them to the precise speeds of her insane demands was a common. Too common. He'd think that this particular stalk was no different than the others but there was a lack of Applejack's contempt in the air.
“Say Caramel,” Applejack actually said at a normal level. Caramel had to take another double-take, making sure he wasn't hearing things. “What are you looking so hard at?” Applejack lightly bumped into him, her eyes alight with laughter.
Caramel hastily looked away, eyes dancing from the vanishing trail they tred to the dense forest he hardly noticed they'd entered. Somehow, he manged to come up with bland lie before Applejack could tease him any more.
“Nothing but the cl-clear blue.” He said with only one stutter. Brilliant.
“Is that true?” Applejack snorted, her eyes roaming his figure no different than what he was doing a minute ago. “I swear I saw some yellow-belly stallion staring too hard at something he oughta know better to. You calling me a liar?”
“Well, this yellow-belly knows better.” Caramel slowed his steps to look her straight in the eye. Honesty does go a long way and this could be his chance to endear himself. “And I'm not calling you a liar.” He admitted, dragging his eyes to the ground and folding his ears. “I'm sorry, Miss Apple-”
“Applejack.” She corrected, raising an eyebrow but obviously willing to hear him out.
“Miss Applejack.” Caramel conceded, laying it on thick. “It was entirely unprofessional of me to be eyeing you up like some- OW!” Caramel screeched as something pierced his back hoof, causing him to buck wildly. He bolted from the path, shrieking in pain as something painfully wiggled into his throbbing hoof. Barrels flew out in sets of threes and two as Caramel tried to turn around, fighting the white stars blinding of agony getting in his way.
“Calm down, Caramel.” Applejack might have shouted in front of him. Or in the back. He couldn't tell but suddenly he felt hooves unhook the yolk connecting him to the cart. Caramel stumbled for a few feet further, trying to rush in the direction of the farm before tripping over his spaghetti legs. He collapsed on the ground with his pulsating hind leg saluting like a flag, madly kicking into the air as he tried to regain his composure.
Applejack was here, seeing him act like a fool. He had to salvage what was left of his dignity. But the swears that ran out of his mouth wasn't helping his cause.
“Calm down,” Applejack repeated which confused Caramel who was acting like any normal pony. He could freak out as loudly as he pleased, there was something inside of his hoof! “I've seen these things before.” Applejack said all insightful-like as if her knowledge of animals really meant anything to him at this point. What they really needed to talk about was her lack of rushing him to a doctor.
The farm mare strangely went to sit next of his writhing mass and softly handled his leg, tilting and turning the hoof for a better look. From his direction and lack of desire to move his head more than necessary, he could only see the tips of her hat but for some reason, he swore he heard lip-smacking sounds. In fact, something dripped onto his lower back but Caramel decided to hurry Applejack along than question it.
Might be unscheduled rain for all he knew.
“What- What is it?!” He managed to say without a single curse word. “ May Celestia burn it all with kerosine and cheap liquor!” That didn't count. Not at all.
“It's a wood wrake. They're nasty varmints that burrow into trees and it seems like this one has mistaken your hoof for a tasty root.” The mare preached as if Caramel really cared. Who knows how many liters of blood he could be losing thanks to her lack of action! “You should mind your step next time.”
“You should mind your steps.” Caramel snapped. “What are you doing, that hurts!” He tried to sit upright but Applejack quickly pushed him back down. He lifted himself up slightly with his forehooves, catching Applejack sliding her wet, dripping tongue against a white squiggling snake thing lodged firmly on his hind hoof. Her tongue danced around his searing skin and the unwanted pest, carefully stimulating the whimpering reptile into loosening its grip.
“What are you doing?!” Caramel sputtered. It was just so nasty and gross and she didn't know where his hooves had been!
“I'm doing you a favor.” She said in between licks. “We got to get the wrake out before it digs it's way up. If I wait until later, the wrake could have made holes in and out of your leg. Don't you want to keep on having a hoof and functioning leg?”
“Yeah.” Caramel grumbled, already returning to his former position and resigning to his fate to having this extremely awkward moment. He relaxed into her through ministrations, gradually feeling the pain fade and some distant, hazy pleasure rising in its place. Oddly, he felt his breath getting tight, quicker.
“Did- Did you get it?” He sighed out, ignoring the tingling sensation rocketing along his body.
“Not yet.”
Caramel twisted on the ground, slowly feeling heat rush to his neither region as Applejack focused on one spot. “Did you get it now?” He gasped, steadying himself against his member hardening and pushing against the ground.
“Not yet.”
Caramel groaned into the dirt, full of need as Applejack weaved back and forth. He trembled slightly, his tail twitched wildly and he tried to keep his body shudders to himself. Who would have known that his hooves were so sensitive? Obviously he should've but still. How often does a pony play with their hooves?
“What was that?” Oh god, she noticed.
“Nothing.” Caramel squeaked. “Just hurry up. It's doing weird things.”
“What kind of weird things?” Applejack sounded off, wispy. However, Caramel was too distracted by his rock-hard dick flexing against it's harsh treatment. His hips wiggled and Caramel's sight blurred under the flash of pleasure brought by him humping the ground. His stomach smeared with pre-cum and wet dirt was going to be hard to explain when he had to get up.
“Things like...” Applejack took a long leisurely lick, blowing her hot breath right on the tingling ache. Causing him to squeal. “That.” She finished.
“You! Get off me! Right now!”
“Aw, you know I can't do that, sugar. I got to get the wood wrake out. You can be all natural-like. I won't judge.”
“You're just saying Th-AT.” Applejack increased her ministrations. Caramel grounded himself into the floor, huffing out desperate moans before cumming hard and loud. He heaved, trying to catch his breath over Applejack's smug silence.
“Thank you, Applejack. I-”
“It's good to see you so loose.” She stated lightly, her hooves oddly moving to his sides. “You even forgot the Miss.” She flipped him over, her deep, dark eyes catching him off guard. Out of reflex, his tail went between his legs, covering his limp member and his heavy blush that adorned his underbelly.
“What is it?” He paled as Applejack smiled as if he was a morsel on her plate. “We're done, right?”
“Jeeze Caramel, why'd ya had to let yourself get so dirty on the job?” Caramel stared at her in horrified silence. “That so unprofessional.” She added. “I can't take you back to the farm looking like this.”
“I don't like where this going.” He tried to sit up but Applejack pushed him right down, her hoof pawing down his chest before reaching his quivering tail. She leaned forward, biting his tail and pulling it to the side, revealing him in all his glory.
“We need to make some sort of liquid to clean up all that mud.” She said, lifting herself up and sitting on his belly, her plump ass pointing in his direction. She grabbed his hoof again and bit directly on the sole.
Caramel slammed into the ground, hips rocking up and down as rings appeared in his eyes. He shuddered out a long aching cry and begged for Applejack to get off him. The farm mare didn't reply. Her motions went through his hoof, right to the base of dick, already readying to blow again. Caramel tried to think of anything that calm him down.
Running water. Losing a job. Uh, a puppy in a cardboard box. None of it was working.
“Applejack.” He moaned, repeating her name over and over in a gasping mantra.
The farm mare hummed a pleased tune before rubbing her knee against his member. He hardly had a chance.
It all went white and Caramel screamed, feeling the orgasm sinking straight to the bone.
Caramel woke up to the back of the wagon, out of breath and again to Applejack's bobbing flank pulling them along.
“You-”
“You what, Caramel?”
“I don't even-”
Applejack laughed.