“A-are you sure it won’t hurt?”

The meek mare led the red stallion into her cottage. She nervously looked back at the tall, muscular colt as he gave a small warm smile.

“Eeyup.” His answer was short and simple, comforting Fluttershy slightly.

“B-but, I’ve heard that the first time usually hurts,” Fluttershy mumbled. She was really hesitant to go through with it.

“So, what ya suggest we do?” Big McIntosh asked, closing the door behind them.

“Well… um… we could just cuddle together,” Fluttershy softly suggested.

“Fine by me.” The two ponies trotted towards Fluttershy’s bedroom, avoiding waking up the sleeping critters lying around the house. The two sat on top of the bed and nestled against each other. Fluttershy enjoyed the simple snuggling. The small pleasure was enough for her to fully enjoy herself. However, she did feel a small guilt, depriving the stallion of what he was anticipating. She frowned and turned away, causing concern to build on Big McIntosh.

“Something wrong, Fluts?” Big McIntosh asked.

“Y-yes I’m fine…”

“Don’t look fine to me. Looks like ya got something on your mind.”

The yellow mare sighed and looked at Big McIntosh, smiling softly. “Well, it’s just that you’re a very nice stallion… and I really like you. And I know you’re here for other reasons other than cuddling since I… um… suggested it to you.”

A blush formed on Fluttershy’s face, remembering why the stallion was at her home in the first place.

~~~

Earlier that day, Fluttershy stopped by Sweet Apple Acres in hopes of confronting the stallion. Her face was completely flushed as she trotted towards the barn. She noticed Big McIntosh from a distance, feeding the farm animals in the early sun. The nervous mare gulped, staring at the toned stallion she was trying to pursue.

“Okay, Fluttershy, you can do this,” she said to herself taking a deep breath. “All you have to do is go up to him and tell him how you feel. Shouldn’t be too hard. Just like Rarity said, release your inner goddess! You go get him, girl.”

Her body didn’t agree with her words. Her legs felt as if they were strapped to concrete bricks as she tried to walk towards the target. The anticipation and fear was unbearable. She forced her way towards Big McIntosh, who was still tending to the farm. Her heart raced as she inched closer to her goal. Standing near him, she cleared her throat and began to speak.

“Um… hello,” she said softly. Big McIntosh turned around and noticed the mare, coyly kicking her hooves against the ground.

“Oh hello there, missy!” he replied, smiling. “What brings you here this early in the morning?”

Fluttershy looked at the colt, blushing wildly. She didn’t know what it was that made her so attracted to him. It could have been his strong green eyes, or possibly his wild and unkempt hair. Most likely was because he was as soft-spoken as she was, not to mention hunky for a colt. Whatever it was, it made her talking to him all the more difficult.

“Well, um… I just… erm…” Fluttershy stammered over her words.

Go on. Just say it!

“Erm… I um … have… well…. have you seen Applejack? I want to ask her if she has any of her tasty apple fritters,” Fluttershy lied, giving a fake smile.

“She’s still asleep,” Big McIntosh answered, pondering why the mare was acting so strange. “Ya’ll just have to come back later.”

“Oh…” Fluttershy continued kicking the ground, looking away from the gaze of the stallion. “Well, thanks… I’ll just… go now.”

She awkwardly trotted from the barn. She hid under the shade of one of the apple trees and sighed, raising her hooves against her face.

“Oh, Fluttershy, you coward!” she scolded herself. “You could have had him then and there. All you had to do was say you liked him; that was it! But instead you chickened out, like always.”

Small beads of tears began to form down her face. Her frustration in herself built every second she thought about it.

“What’s the point, anyway? Even if I did tell him how I felt, told him what I wanted, it probably wouldn’t matter. I mean, what would he even think of me?”

“Probably say you’re a mighty fine mare who’s quite a catch.”

Fluttershy squeaked and jolted by the unsuspected deep voice behind her. Nervously, she turned around and noticed Big McIntosh standing before her, a soft smile beaming on his face.

“Oh… so you heard all of that, didn’t you?”

“Eeyup!” Fluttershy’s face reddened. Her secret was out.

“And what you just said… do you…”

“Eeyup.” He lowered his head down and glared into her gentle blue eyes. He could see her fears melt as he warmly smiled at her. “Now, what is it that you want with me?”

“Huh?”

“Ya said somethin’ about what ya wanted? Ah could probably help ya with what you want, so long as ya tell me what it is.”

The yellow mare’s face was crimson at this point. What she wanted seemed so unladylike, but it was something she’d been curious about for a while. She meekly began to explain to the stallion what he wanted him to do for her. His eyes widened at her proposal, a small blush forming across his face.

“Ya mean you want me to…?”

~~~

Fluttershy turned away from Big McIntosh again, avoiding his gaze.

“Ah already told you, Fluts, if ya didn’t want to go through with this, Ah’m not gonna force ya,” Big McIntosh reassured, stroking the mare’s mane.

“I know, and it’s very sweet of you,” Fluttershy smiled, trying her best to sound positive. “But this makes me feel like I forced you to come by tempting you.”

“Ah don’t feel that way. Just do whatever you want to do, and Ah’m fine with it.”

Fluttershy remained silent, worrying the stallion a little. While he was anticipating something from the night with Fluttershy, he wasn’t going to force himself on such a sensitive pony. Putting all urges aside, he decided to stay supportive, whether she went through it all or not. After a moment of silence, Fluttershy finally turned towards Big McIntosh, desperation in her glossy eyes.

“I want to give you what you came here for,” she replied softly lying on her back. She spread her legs, displaying her glistening folds. “I want you to be my first.”

She blushed heavily as Big McIntosh looked at her. He glimpsed at her flower, blushing mildly. He felt himself unsheathe and grow in size. His meaty bone displayed itself, pointing directly at the meek little mare.

“Oh my,” she said. “Yo… you sure that’s not going to hurt?”

Big McIntosh crawled over Fluttershy, giving her a seductive smile. “Maybe a little, but after a moment, you’ll start to enjoy it.”

His voice was husky and deep, arousing Fluttershy and making her slightly damp.

“Oh, okay,” she said shyly. “Y-you can get started…if you want to.”

Big McIntosh took her approval with a smile, positioning his sizable member towards her leaking vulva. Carefully, he poked the tip against her entrance, eliciting a gasp from the shy pony. Fluttershy covered her mouth with her hooves to stifle her moans.

“You okay there?” Big McIntosh asked out of politeness.

“Y-yes I’m fine. You can continue.”

Big McIntosh pressed into Fluttershy slowly and carefully. The soft spoken mare covered her mouth with her hooves and closed her eyes, hoping this would help make her more comfortable.

The stallion inched deeper into her womb, moving slowly to avoid causing her pain. She cringed from the push, obviously in discomfort.

“Hey, if ya want, Ah can stop now,” Big McIntosh stated, preparing to call it quits.

“N-no, don’t…” Fluttershy squeaked out with all of her strength. “Please… keep going.”

Big McIntosh continued onward, trying to go as slow as possible to avoid hurting her. Her inner walls tightened around his schlong, sending waves of pleasure through Big McIntosh. After little resistance, he began to pick up the pace, going moderately fast but gentle.

Fluttershy still had her mouth covered as Big McIntosh pumped himself inside her moist cave. She felt him push deep inside her, filling her completely with his meaty rod. The pleasure became overwhelming for her. It felt good, and she craved it.

“More…” she murmured inaudibly.

“Pardon?” Big McIntosh asked curiously.

“MORE!! I want you to fuck me harder!”

Her sudden outburst was a shock to the colt, but he wasn’t going to decline her wishes. He thrust deeper into her vigorously, making her moan in delight. The two were caught in hot, sweaty passion, both gaining satisfaction from their eloping.

“Goood… feels so good!” Fluttershy was practically melting in bliss. Her inner walls tugged Big McIntosh’s penis, attempting to milk him dry. Both felt their limits coming.

“Oh, Big McIntosh! Harder! Faster!” Even as she reached her limits, she demanded more. The stallion grunted and pushed inside of her, finally giving in to her warmth and unloading inside of her. Fluttershy finally reached an orgasm after Big McIntosh’s cum shot into her. He pulled out of her and lay on his back, panting heavily.

“Well, Ah gotta say, you enjoyed that more than Ah thought ya would,” Big McIntosh stated, laughing. Fluttershy crawled towards him and put her head on his stomach.

“How couldn’t I? I had the handsomest stallion take me for the first time. I’d say that’s enough to make the night pleasurable,” Fluttershy purred. Big McIntosh stroked the mare’s long, pink mane, enjoying the afterglow of their intercourse.

“I… I want to do it again,”

Big McIntosh stared wide-eyed at the mare, who was looking at him with passionate lust.

“I want you to ravish me, big boy,” she cooed, trying to seduce the exhausted stallion into having sex with her again.

“Ah’d like to,” Big McIntosh began, yawning slightly, “but that first time took a lot out of me. Maybe in a few minutes.”

Fluttershy pouted; she craved more of his touch, but was denied, forced to wait. Or was she? A devilish grin formed on her face as she giggled flirtatiously.

“Oh, so the big stallion is tired, huh?” she asked. “That’s okay. You won’t have to do anything except enjoy the show, and I’ll get a little taste of your hunky meat.”

Giggling coyly, she dragged her tongue down Big McIntosh’s stomach towards his shaft. Spreading his legs apart, her tongue reached the base of his flaccid phallus. Big McIntosh looked in amazement at the sexually-charged Fluttershy. It was as if she a different pony.

Fluttershy nudged the soft penis with her nose, trying to get Big McIntosh up again. “Wonder how the entire thing tastes…" She streaked her tongue around the slick flesh, causing soft moans to escape the stallion. After a few more licks and laps, Big McIntosh was erect once again.

“Well, look who finally decided to wake up,” she said, giggling. “This looks like it’s going to be a mouthful.”

“Heh, well I don’t want ya to hurt yourself tryin to… whoa, Nelly!”

His statement was cut off by the wave of pleasure that he was receiving. Fluttershy had wrapped her lips around his meaty cock, lapping her warm, wet tongue around it. She suckled on the tip for a while to adjust to his girth, slowly going down on him and swallowing more of him. She took half of him down her throat before she gagged.

“Fluts, you okay?” Big McIntosh asked through his moans of pleasure. She didn’t respond. Instead, she gave him a tantalizing wink and forced herself deeper onto his phallus. Her sheets were becoming moist as her liquids leaked onto them. She put one hoof on her pussy and rubbed vigorously, moaning on his cock as she did so.

To Big McIntosh’s surprise, she didn’t choke. In fact, she managed to take him all the way down to the hilt. His member was completely covered in her saliva; the warmth of it was enough to push him over the edge again.

“Fl…Fluttershy! I’m gonna… heuugh!”

Fluttershy didn’t relinquish herself from him. She took everything as he unloaded into her mouth. She let her eyes stay half closed, looking at Big McIntosh seductively as her cheeks bulged with his seed. After making sure she had every drop milked from him, she pulled off his receding penis and swallowed his full load, showing her tongue to show him that there was nothing left.

“All gone,” she stated flirtatiously. “I swallowed it all like a good girl.” Big McIntosh couldn’t help but grin at her display.

“Who are you and what have ya done with my Fluttershy?” he teased, still lying on his back.

“I’m a little succubus,” Fluttershy cooed, licking her lips. “All I want to do is leave you dry.”

“Well, if ya really want to, we can do this more often,” Big McIntosh offered. “Though you kind of did a number on me already. Ah think Ah’m gonna…. wait, what are you doing?”

“I’m going to suck these plump balls of yours,” she stated, leaning in on his round orbs. “It’ll help you get your cock up again.”

“Again!” Big McIntosh exclaimed. “Look, hon, Ah’m tired and a little sore, honestly. Ah would appreciate it if you just stopped.”

“But what if I don’t want to stop?” she asked, licking his testes. “What are you going to do, big guy? Leave? I’m the one who invited you here for this. You’re supposed to help me get off by any means necessary. And I haven’t had my fill yet.”

“B-but Fluttershy…”

She refused to listen to him further and wrapped her mouth around his nuts, suckling them like a baby suckles its mother’s teats. Big McIntosh groaned in small agony. It would have been more enjoyable if he wasn’t so sore from being milked twice in a row, but Fluttershy wasn’t showing any mercy. In one night, he had turned one meek, shy pony into a lustful, cock-crazed demon.

Against his will, he was erect again, causing a longing smile to form across Fluttershy’s face.

“You know, I’ve yet to ride it.” She streaked her tongue along his meat stick until she reached the tip, positioning her vagina over it. “As they say, there’s a first time for everything.”

Without warning, Fluttershy dropped on top of his phallus, rocking her hips back and forth rapidly. Big McIntosh grunted at her movements. She was going to be the death of him; she was making him her toy, a tool to fill her longing hole with his girth. He had inadvertently turned her into an insatiable beast, and to his surprise, he wasn’t enjoying it.

“Oh, you feel so good,” Fluttershy moaned, grinding against his sore schlong. He just wanted it to end. He wanted to stop getting milked from the yellow mare that had become addicted to his touch.

“Oh, Big McIntosh! Why do you feel so gooood!?” she screamed out in pleasure as she reached another orgasm. Her liquids slid down his cock, warming it enough to push him over the edge once more. Without a word, whatever was left in him spurted into her womb. A small amount dribbled down his shaft. Big McIntosh had his tongue lolled out, completely spent. “Hmm…” Fluttershy looked at him curiously.

“What now?” Big McIntosh groaned.

“I wonder how much you can go through tonight.”

Big McIntosh grabbed a nearby pillow and screamed into it. This was going to be a long, painful night.

~~~

He didn’t feel much better the next day. He was still sore on his way towards Sweet Apple Acres, and completely bushed as well. He was considering sitting the day out.

“Boss!” Big McIntosh heard the voice of his clumsy employee. He turned and noticed his running towards him.

“Oh, hey, Caramel,” Big McIntosh said nonchalantly, noticing the brown-maned colt wobbling slightly. “So, how’d it go with my sister?

Caramel sighed. “Well, let’s just say I wasn’t the one bucking,”

“She mounted ya, didn’t she?”

Caramel nodded. “Still sore from it too.”

“You’re not the only one.”

“You got it up the plot too?!”

“Nope, but with how last night went, Ah won’t be using my tool for a long time.”

The two sighed and flopped on the ground, reflecting on how the night went for both of them.

“Mares are weird creatures, huh?” Caramel giggled. Big McIntosh gave him an amused look for his statement.

“Eeyup,” was the only response he received. They remained silent for a while, trying to piece together what they both went through. A small blush began to form on Caramel’s face.

“Um, Big McIntosh?”

“Hmm?”

“You ever consider switching over to stallions?”

Author's Note

And that's how CaraMac became a thing