The skies were starry at Sweet Apple Acres. Luna’s night sky painted the atmosphere as the wind sang its symphony. It was a perfect setting for a certain farm pony to settle next to a tree and relax. After a long work day, Applejack reveled in relaxing under the shade, her ten gallon hat covering her face and a stick of hay dangling out of her mouth. With her brother gone for the night, she had to take an extra shift, toting the extra wagons of apples to the farm. She happily took on the responsibility, but it still made her a little agitated that he dumped all his work on her for a night with a mare. She wasn’t without help though; Big McIntosh’s employee, Caramel, offered to work extra hours to help her with her work, leaving her some time free time when she needed it.

“Applejack!” Caramel grunted, pulling the heavy wagon loaded with apples. “Sorry to bother you right now but…”

Applejack sighed and pushed her hat back on top of her head. “Ah got it. Ya need help with the wagon, don’t cha?”

Caramel looked at the nonchalant mare nervously, nodding his head. Applejack gave him a wry smile.

“Alrighty then. Ah’ll handle the wagon and you. Just make sure none of the apples fall out, ya hear?”

“Y-yes, Applejack,” Caramel stuttered. He unlatched the wagon and stepped aside, watching as Applejack latched it onto her back. She pulled the wagon with ease as Caramel trailed behind her. He was watching from the background, blushing as he followed the orange mare.

There was something about the mare that made Caramel’s stomach churn. Every opportunity he had to help, he jumped at the task, generally when his boss told him to give her an extra hand. He admired her. Her ambition, her embrace towards work, and her love for her family. Earlier that day though, he realized that he didn’t just admire her, but he also liked her. And additionally, he was aroused by her.

~~~

Earlier that day, he was tasked with carrying a bucket of apples on his back. He struggled with the job, swaying a little and dropping a few apples, some of which ended up bruised. Applejack, who originally was bucking the apples off the tree, noticed the struggling stallion clumsily carrying the bucket.

“Um, Caramel, ya need help there?” she asked, with more concern about what could potentially happen to her apples. Caramel, however, wanted to impress his crush.

“No, ma’am,” he stated. “I have this handled!”

He easily bit those words as he tripped over his front hooves. The bucket careened down the hill, apples rolling out in every direction. Applejack walked over him and gave him a bemused look, causing the golden brown colt to chuckle nervously.

“Sweet Celestia, where does Big Mac find you ponies?” she sighed, shaking her head playfully. Caramel looked away sadly, embarrassed that he failed her.

“Sorry…”

“Eh, it’s alright,” Applejack stated, patting the colts head. A small hint of red showed on Caramel’s face. “Just a little extra work we’re gonna have to do now. Might be beneficial to ya since ya get paid by the hour!”

Applejack winked at Caramel, causing him to blush even more. “At any rate, since you’re under me ‘til Big Mac gets back, Ah’m gonna work ya if ya mess up like this instead of cleaning up for ya. So find the apples that aren’t bruised and put em in the barrel. Ah’ll handle it once you’re done but ‘til then, Ah’m gonna buck the rest of these apples.”

“Y-yes, ma’am,” Caramel obeyed, bringing himself back on his hooves. Before he started working, he took the opportunity to catch a glimpse at Applejack while her back was turned and trotting away. The motion of her bouncing, luscious flanks sent Caramel in a trance. The sweat of her work dripped down her back, making her prize glisten in the hot sun. The things he imagined were beyond the realms of what was appropriate. His thoughts began to go down more perverted territories, making him unsheathe slightly. If only he could…

“Um, Caramel, ya alright in there?” Applejack asked with an eyebrow raised. Caramel jolted back in surprise. Had she been staring at him the entire time?

“Yes, ma’am! I’m alright, ma’am!” he blurted stiffly, causing him to internally face hoof at his action. Applejack rolled her eyes at the comment.

“If ya say so. Just get done with the job by the time the crows come to roost, okay?”

~~~

The moment was embarrassing, but Caramel moved past it and focused on what he needed to do at the moment, which was simply follow Applejack as she pulled the wagon with all of her strength. There was something about her that drove Caramel wild. Her unkempt mane painted even more imaginative imagery in his head.

I wonder if she would take it rough. A goofy face formed on his face as he thought about him mounting the country beauty. He found himself slipping into his daydream, becoming stiff from his thoughts.

“So, hon, whatcha thinking ‘bout over there?” Applejack asked, snapping Caramel out of his trance.

“Um, nothing really!” he lied smiling widely to deviate the question.

“You gotta be thinking ‘bout something! You’re back there smiling wider than a dog receiving a bone.”

“Oh, well it’s just that …well… Big Mac has sure been gone a bit. Wonder what he’s doing now.”

“If Ah had to guess, probably sleepin’ round with some mare right now,” Applejack responded.

“That was straightforward,” Caramel giggled.

“What else am Ah supposed to say? Ah know exactly what he’s doin’. Jerk does this every now and then, leaving me with the rest of the work while he goes off and sleeps with Ah don’t even know!”

“But hey, at least you got a little help around now.”

The mare turned and chuckled a little. “Yeah, emphasis on the little,” she teased. Applejack pulled the wagon to the farm, asking for Caramel to unload the supply into the buckets. Caramel did his best not to mess up the job this time, carefully stashing all the apples in the proper barrels.

“Well even with a few setbacks, Ah say ya did a mighty fine job today!” Applejack complemented, giving a warm smile.

“Thanks, Ms. Applejack,” Caramel responded politely. “So, I’ll see you tomorrow, I assume?”

A small smile crept onto Applejack’s face. “Ya could go home, or you could come to the barn and get a little reward for filling in for my big bro.”

“R-reward?” Caramel blinked, surprised by her statement. “But you said it yourself, I was of little help!”

“Ya took that seriously? Sure, ya might be a clutz at times, but you’re still a helpful one, nonetheless. Ah personally think ya should be rewarded for taking on my brother's load.”

Caramel smiled proudly. The complement gave him a boost of confidence that he hadn't experienced yet. Still, there was one thing plaguing his mind.

“Why do we need to go to the barn?” he asked curiously. Applejack’s demeanor turned more devilish. She turned away from the colt and flicked her tail, slightly brushing it against his face.

“Oh, you’ll find out when we get there,” Applejack giggled, gesturing him to follow her to the barn.

The inside of the barn was spacious and somewhat damp. Most of the animals were closed off and asleep, leaving only the sounds of spontaneous breaths of the farm creatures. The moonlight crept in through the open cracks of the door, which provided the only light source.

“So, what is the reward?” Caramel asked nervously.

“Oh don’t worry, Caramel. You’re gonna get your reward pretty soon.” Applejack went towards the barn door and slowly closed it. The light source slowly faded until it eventually left, leaving nothing but darkness. Caramel became anxious.

“Um, Applejack, what are you doing?” he asked shakily, becoming nervous from the sudden turn of events. Before he knew it, he felt something wrap against his hooves, tying them together and causing him to fall to the ground.

“What’s happening?! Applejack!”

All he heard was a small chuckle, as he was lifted and in the darkness and placed on something that was prickly and firm.

“Why are you….mphmh.”

Caramel’s voice was muffled when the culprit covered his mouth. The chuckling grew slightly sinister. The devious mare went to the candles mounted on the walls and lit them, leaving only a small luminous glow to appear in the barn. Caramel was positioned on top of hay stack, hooves tied so he couldn’t move and mouth covered with cloth so he couldn’t make any noises.

“Keep struggling and the rope is just gonna get tighter,” Applejack stated, trotting closer to the struggling colt. “Though this does make this more fun for me.”

Caramel muffled through the cloth, trying to communicate and announce his confusion to Applejack.

“Bet you’re wondering why Ah got ya tied up like this huh?” she asked slyly, leaning in on the confused colt. “Well, knowin’ what goes on in your little brain when ya think I ain’t watchin’ is probably along the lines of this.”

Caramel’s eyes widened by her response. She leaned on his back, positioning herself to where she could reach his ear.

“That’s right, hon. Ah know what you be thinkin’ when Ah’m not looking,” she cooed in his ears, causing nervous sweat to creep down Caramel’s brow. “Ah saw ya looking at my flank earlier today when you thought Ah wasn’t looking. Ah even saw your little stiffy trying to show out!”

Caramel’s face was beet red in embarrassment. He had been caught red-hoofed and he didn’t even know she was aware of it. His concerns rose when a sinister, seductive smile formed on the orange mare’s face.

“Well Ah just wanna say that Ah ain’t the type of mare to take it from another stallion. Ah personally partake in a different rodeo show!” Applejack chuckled and leaned in on Caramel’s ear. “In other words, Ah ain’t the one who’s gonna be bucked tonight.”

The words were soft and seductive. She tenderly nibbled on Caramel’s ear, arousing Caramel more than he wanted to admit. However, her words were startling to him. What could she possibly mean by “she ain’t gonna be bucked”?

“Ah’m sure you gotta lot of questions, but the answers will come once Ah get back. Now don’t go nowhere…not that ya have an option.” With a small laugh, she left Caramel alone in the soft candlelight of the barn.

The only company Caramel had was his thoughts. Trying desperately to assess the situation, he thought of different possibilities, and possibly find a reason to why he was tied up. Was this some kind of fetish or hers, a kink that she gets out sometimes? He tried to think of what was going on, which became harder as his growing erection started to brush against the bristles of the haystack. The itch became unbearable, and there was nothing he could do to remedy it.

Minutes passed before he heard the barn door creak open. He didn’t dare cock his head to see what was going on, mainly out of fear and knowledge of who it was.

“Well look who patiently waited like a good little colt!” Applejack teased. “Just checking on the family, seeing if they were alright, and of course, finding the right toy for tonight!”

The right toy?

“Yep, my brother ain’t gonna be the only one tonight gettin’ lucky!”

Caramel’s worries were sent skyrocketing. He refused to look at the toy that Applejack had. His refusal soon faded as he felt something cold poke against his rectum. He squirmed by the sudden press against him and turned around, seeing Applejack wearing a strap on. The silicon dildo was at least ten inches, which alarmed the already shivering colt.

“So you finally took notice, huh?” Applejack cooed as her tone became more seductive. “Like Ah said, Ah partake in a different rodeo show. Ah ain’t the submissive type, and Ah don’t like being bottomed. So if ya wanna have a night with me, ya gotta play by my rules.”

Applejack giggled coyly, opening a bottle of lubricant and rubbing it over the dildo, lathering it to make it slick.

“My bro always teased me by sayin’ Ah’m gonna turn somepony gay by doing this to them. That’s fine with me, so long as Ah have my fun with them.”

With them!? Caramel tensed up when he felt Applejack try to press the dildo into his sphincter. Discomfort filled his body as he muffled through the cloth strapped around his mouth.

“I’d loosen up if Ah were you! It’ll hurt a lot less if you don’t squirm.”

She seemed to have more experience with this than Caramel would think. The question on his mind was how many other stallions have she done this to? Caramel decided to take her advice and loosened up, relaxing a bit and letting the mare take him. The cold, silicon phallus penetrated his whole. If it wasn’t for his mouth being strapped by the cloth, his muffles would have been more audible.

“Prepare yourself, Caramel,” Applejack whispered into his ears. “Ah’m about to go real deep and play real rough.”

Applejack forced herself deeper. She managed to bury the toy to the base, interlocking their bodies together.

“Ah’m gonna stay like this for a few seconds so you can get adjusted to it. Just stay calm and I assure you, this will be the ride of your life.”

He didn’t really have much of a choice. He braced himself for what was to come. Applejack started to pull the dildo out halfway and pushed it back in rhythmically. Every thrust caused Caramel to jolt a bit, while Applejack grunted and moaned. The base of the strap slapped against her clitoris, still allowing her to receive pleasure from the act. She gritted her teeth and picked sped up, the aroma of her musk and sweat filling the room.

Periodically, she brought her hoof down on Caramel’s flanks, causing the sounds of the smacks to echo throughout the air. She brought them down hard enough for the impact to leave marks, though not hard enough to hurt him, though Caramel was practically tearing up at this point.

Caramel grunted through the cloth. He was enjoying it a lot less than the mare screwing him. The silicon dildo assaulted his sphincter, filling his rectum with every thrust. He felt pain, humiliation, and completely conflicting with his initial thoughts, aroused.

“Well well, looks like somepony is startin’ to enjoy this, or at least his bone is,” she giggled, watching as his erection brushed against the bale of hay. Caramel was embarrassed to admit his arousal of being mounted by the mare. “Since Ah’m such a nice pony, Ah’ll help you deal with your little friend.”

She brought her hoof towards Caramel’s penis and wrapped around it, stroking it slowly. She gradually brought sped up until she was vigorously jerking his schlong, biting down on his ear to display her dominance.

Applejack could hear small, stifled moans escaping Caramel’s mouth. She let out a toothy grin as she rubbed his meat, pumping herself in and out of him.

“Glad ya finally enjoying this, hon!” she cooed. “Almost done here.”

Caramel was in an odd position. The assault his rectum was receiving both felt good and painful, while a normal hoofjob that still felt like heaven compared to what he was receiving in the back could have felt better if he wasn’t brushing against a bale of hay, causing him to itch irritably. It was an awkward mixture of pleasure and discomfort, and Caramel sadly enjoyed it.

It wasn’t too long before Caramel reached his limits. The odd anal pleasure combined with Applejack’s spanking and hoofjob was enough to push him over the edge. Caramel came on top of the haystack. The sticky substance crept down the edges and smeared on his belly.

“Oh, Caramel, Ah’m getting close too!” Applejack moaned, feeling an orgasm coming on. Devoid of energy, Caramel took Applejack’s increase in speed without much hesitation. His only reaction was a small moan with every time their bodies slapped together.

“Ah, Caramel, you feel gooood!” Applejack buried her plastic bone inside of Caramel, riding out her orgasm. Caramel was fairly joyous that she didn’t have an actual penis, otherwise his discomfort would have intensified immensely when she came inside of him. Applejack stayed inside of Caramel for a few moments, enjoying the afterglow and licking Caramel’s ear.

“Thanks for playing with me tonight, sug,” she whispered. She pulled out of him and took off the strap-on. She then untied his hooves and the cloth around his mouth. Caramel was breathing heavily, his face completely flushed from the activity. Applejack smiled warmly, pulling him into a kiss. She wrestled with his submissive tongue for a few seconds before breaking with him.

“Call that a little gift for being a good boy tonight,” she purred seductively. Caramel was speechless. The only thing he did was look at the cowgirl who had just assaulted him.

“Ah’ll clean up the barn, hon. You should go home and get some rest. Trust me, you’re gonna need it.”

“Y-yes, ma’am,” Caramel panted lightly. He got on his hooves and wobbled towards the exit. He found it very difficult to walk straight, feeling the sting of the activity every time he moved. His flanks also burned from Applejack’s excessive spanking. He was very confused about what to think about what had happened. On one hoof, he kind of liked it, but on the other hoof, it was an awkward experience, demeaning in every sense of the word.

There was one thing he knew for sure though: he was no longer going to offer to help Applejack after hours.

Author's Note

Well, that's why no one goes to her barn often