Equine Sexual History: Apple Jack

by gale-wind

Rating: mature
Tags: Original Character, Big Macintosh, Slice of Life, Sex, Human, Applejack, My Little Pony: Friendship is Magic, Alternate Universe, Rainbow Dash, Other, Romance
Length: 2062

Gale Wind interviews Apple Jack.

On the second day of Gale Wind's trip to Ponyville, he begins his interview with Apple Jack. She talks about her traditional upbringing in nontraditional circumstances, her shame at failing to live up to her traditional morals, revealing her first experience (which she has tried to forget), failed sexual relations, her first successful relationship and how she almost ruined it in a night of drinking.

Information on Gale Wind

My Universe

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Other Character(s): The 'other' marking in this story refers to Doughnut Joe.
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Currently unsure on the format/perspective used in 'Apple Fritter'; if people like it, I'll use it more. If not, I'll just edit it.

Published 2012-11-14 04:20:01 UTC
Last updated 2012-11-23 16:49:48 UTC

Pre-Interview

This was the third time that Gale Wind had been to Sweet Apple Acres. Every time, the interview took place in a different way, with a different pony. Today it was a walk through the orchard. The pony in question, a blonde mare named Apple Jack, insisted that they do so. Walking the fields cleared her mind, and helped her be at ease. Gale knew the importance of flexibility in getting the sex history done accurately. Gale had his clip board with him, but it was moments like this that he wish he'd been born a unicorn.

"Here, sir, wear these boots. Them fancy loafers won't do you a lick a' good in the field. I'd hate them to get ruined, Sugarcube. Er, I mean, Sir."

"No need to call me sir." He looked at the hideous yellow galoshes, but he hesitated only a moment. "Thank you for the boots. I can leave my shoes over here?" He got a nod from Apple Jack and placed them just inside a barn. "Good. Now, as I was saying, you don't need to call me sir. Gale or Gale Wind will do fine. If it makes you feel comfortable, you can call me Doc."

"Why, that would be just plum dandy, Doc. I like that." Gale knew that many farm workers were uncomfortable with his work, but they did have a respect for doctors. He was right on the money with Apple Jack. The tan freckles on her face raised up as she smiled. With that sorted, they began their journey, heading West.

"So, how much were you informed about what I'm here to do?" He looked about him, admiring the trees. He knew enough to know that they ran a good farm at Sweet Apple Acres.

"Well, I'd say the Princess told me that it was gonna be about ya know, sex and all. She said it was real important. I mean, I don't know how it could be all that important to know about that. But Celestia is a real bright apple, so I trust her on it. Never steered this mare wrong, so I'll help ya out." Her words were a bit practiced. It showed her nervousness. Gale recognized this... it was shame. She might not have reason to be, then again she might not. Truth was, she was ashamed of something that might come up.

"The most important part of this is honesty. I'd rather you tell me nothing than a lie. But I hope you will be able to tell me everything that I ask."

She looked down at the pegasus, being an inch or two taller making it easy. "Are ya'll suggestin' I might be... a liar?" She crossed her arms to give herself a more serious manner.

:"Not at all. I say this to everypony. I also tell them about how their secrets are safe. I take down all the information in code. See, this is one of your fellow citizens here in Ponyville." He showed her a page from Fluttershy's interview. It was a sprawling mass of icons, shorthand, arrows and check marks.

"Well, I'll be. That does make me feel a good bit better, Doc." It showed. too. She knew she could look over that page for thirty minutes and not learn a single thing. She wondered how so many secrets would be kept. "And so, just ya'll at yer institute will know what we talk 'bout here?"

"That's right. Your secrets are safe."

She took a moment, thinking over her secrets. What so few people knew. Things that she hated about herself. Things she wished just weren't real. Perhaps it was time she got honest with one last person: herself.

"I think I'm ready, here. Why don't we get started?"

"First one is simple. What are the regions and cities you've lived in over your lifetime?"

Apple Fritters

It Seemed they'd already walked a mile, and that wasn't too far from the truth.

"You've told me about many unsuccessful sexual events in your life. When was the first one where your partner succeeded in helping reach orgasm." Gale was unflappable as always; Apple Jack was finally getting there, after all the questions.

"Aw shucks... ya'll real good at makin' it difficult to be honest." She hadn't lied, or mislead Gale in any way; though a couple time she asked if he could ask a few questions later. He agreed, and already had found out a few things she'd initially hid from him.. "Alright... I 'spose it was with my recent special somepony."

"Could you explain to me how it happened?" Gale was calm, but his questions were invasive. Apple Jack sighed as she grabbed two apples, sharing one with her interviewer.

"It's a bit of a story... I'm still... not sure if I did the right thing an' all. But I enjoyed it. For once....."

It was, oh- seven months or so ago. Seemed there was a real bad dry spell in the Buffalo's territory. The apples they got from my kin weren't enough; they were trying to give more, but they had just lost a large part of the crop to a parasprite infestation. Those people were suffrin', and well, Princess Celestia weren't gonna have none of that, now.

So, for the first time, I, and I alone amongst my friends, was called before the Princess's throne, I was a good bit nervous, even if she was hardly a stranger. She'd never been nothin' but the nicest sort.

I walked up that big hall, and saw a few folks I did know. The Cakes were there, and I saw a few of my cousins. Orange folk from Manehatten. Lastly, I saw a feller' that I'd met a few times. Joe. Or Doughnut Joe, as most call him. We all watched as her majesty came up and began her declaration.

"Fine Mares and Stallions, you are here for a very important task. You are Equestria's finest providers of food: be it in producing food, preparing food, or making sure it gets to those who need it. Our Buffalo friends are in grave need. I require all of you to go to them and see an end to this famine. You will need to use what you are delivering and what they have. Every morsel counts. Getting a little more out of hay or fruit could mean the difference in the most vulnerable surviving. The calves, the elders, those that are sick. They will suffer without your help. Good luck, my little ponies. I have faith in you all."

She then apologized that she had little more time to instruct us, but she assured that the treasury would compensate our trouble. Didn't matter to me... I wouldn't miss a chance to make good on the trouble I caused the Buffalo. I had made a few friends, too, and it would be nice to see them.

And so we went. We loaded up into the train. I was wonderin' just how much I could do. My part was done. I'd bucked them apples already. I ain't a bad cook, no siree, but my talent wasn't nothin' like the rest of them. The trip was a doozy. And it weren't long 'fore I was meanderin' about the other cars. Most of the ponies were asleep in their beds, but there was one stallion still up. Joe. I'd met him once, after that Grand Galloping Gala that eh... ended in a weee bit of trouble. We'd skeedadled outa there and high tailed it to our buddy Spike's favorite doughnut shop. I'd not thought much of him then, but I was just happy we hadn't gotten into much trouble. I had still been bummed 'bout not sellin' much. He'd given me a bit o' advice. I've even sold to him some 'uh my fine apples.

This time, though, I noticed a bit more. He's a handsome stallion, for sure. He held himself in a way I liked. And when he weren't in his work duds, he was quite a well chiseled mustang. For someone who makes doughnuts, he sure done took care of himself! I ain't one to just wait for some colt to sweep me off my feet. We started talking and, why I must say, there is just somethin' a gal like myself likes in a Bonclyn accent. I knew it weren't a good idea. We were about to be real busy, and it was serious stuff. Ya'll know enough now to know I was tired of flash in the pan sex. But Joe, while he never hid his desire to go further, he never made an actual move. He wasn't some hasty foal, hopin' for a lil' grab or some tail.

So, we went back to my little room. I tried to whip out what he had, but he was much more interested in me. He uh... wanted me. Not just for a hole to bob in. He wanted to please me. He had my skirt up lickity quick, and my, eheh... big ol' granny panties on the floor in no time at all. I hadn't been expecting anything fun to happen, but he didn't care a bit. He licked me. Gaawleee, I never felt nothing like that before. Oh sure, it had happened; you know that. Joe wanted to do it, though. He loved it. Had me sitting on my bed, legs over the edge. He was fast to get access, but once he saw it, he slowed down. It was torture, but it was a good torture. He nuzzled in the my fur patch, kissed those lips. And my legs. My thighs. The trail of kisses he laid out on my tendon was unbelievable. He found things I never knew felt good. I loved those thick, coarse fingers. He knew how to touch my mounds, using the texture to rub me just the right way. By the time he actually opened up my lips, I was drippin' like an old cider barrel. He plunged his tongue into my dark amber treat, and then sucked on my nub.

Had to cover my mouth with my skirt, just so we weren't waking the whole dern train. By the end, I had my legs wrapped 'round his head, shakin' like apple butter. I came, but he didn't even stop! I didn't even know I could keep going. After umm, three, four times... gosh, don't rightly know. I pulled his head up to mine for a long kiss, even if he smelled like, well, me. His face was glazed with my juices, glistening in the passing star light. He told me I was the sweetest thing he'd ever tasted.

I couldn't stand it though. I had to give him something to thank him. So I finally gave that bulge in his pants and nice rub with my flank. At this point, the skirt was on the floor. He was more than pleased, in spite of his explaining he didn't expect anything. So, after I got him panting, I buttoned down my plaid top. Getting him sitting off the side of the bed, I whipped him out. He's short there, but wide. Just how I like 'em. I squeezed that hard little bugger tween my tits, but it was just a couple seconds before he was all over me. I think that might be the first time I ever wanted that. It feels so much better that way. We took our time cleaning up before he went back to his cabin. At that point, I just had the stars and sweet memories to guide me to rest.

"I think I fell in love with the colt right then and there. Weren't 'cause of how good he was at lickin'. Sure, he was great. But, it was 'cause he cared to do things right. No one had ever done that for me." She paused thoughtfully, "I never shoulda done it, though. I was distracted all that time I was s'posed to be workin'. And other reasons, like before." Morality wasn't something she wanted to confront again. She took a bite of her apple, swallowing it down before speaking again. "But I have a hard time regrettin' what I did. Feels funny how such a bad decision can be one of the bests in yer life"