Wallflower's Little Side Business

I opened business much later than usual, and with a much poorer mood than ever, but luckily, people started to pay with money again.
Apparently, the rumor that prices had gone up for lack of sales, my challenge of surpassing the two most sexual talented girls in CHS, and the fact that I didn’t bother to open business on time had people worried that I would stop selling weed, so everyone had gather as much money as they could and bought as much as possible in case the surplus closed, even some guys had the bravery to face the dick-girl and buy some.
They avoided me like the plague, as if touching me would automatically make them gay or something. Fucking paranoid bastards.
As much as it pleased me to finally have money again, I couldn’t shake this feeling of sadness since my encounter with Sunset, I even let that Vinyl girl suck me off to take my mind off things, but it didn’t work. Besides, her technique didn’t get close to Pinkie or Sunset.
She assured me that if I had a vagina, she would make me beg for more. Yeah, bad luck you deaf fuck.
Suddenly someone arrived that I never saw before in my business.
Applejack, the farm girl that I thought had too much pride to buy weed in a dark alley, or, well, a bunch of trees that gave some shade.

“Are you going to buy weed?”

“Nope, I came to give something to you.”

That was new, I’m more accustomed to people not knowing who I am. Hell, some don’t believe that I study here for fucks sake.

“What is it?”

“I heard what you did to Sunset, so I’m going to give you some payback.”

My heart stopped for a moment at hearing that sentence.
Was she referring to the face-fuck, or what I said to her?
Regardless.

“And why in the name of Bob Marley would I accept something like that?”

“Oh, I have a very convincing proposal,”

She said while unbuckling her pants.

“I don’t think letting me fuck you counts as a pun- “

My cheeks went completely red and my heart started racing as I saw a dick hanging form between her legs. A dick that was almost double in length than mine.

“You thought you were the only one in CHS?”

She said with a smile while stroking her pride.

“Big…”

Was the only word in my mind right now.

“Yeah, I was blessed. You should see Derpy´s though, there is a reason she wears a long skirt.”

God dammit why doesn’t she buy weed? Wait, I like dicks? I didn’t even like my own.
I looked again towards Applejack´s package, which was starting to get harder and pointing at me.
Yeah, I like dicks. This business is making me discover many things.
Like Sunset.

“So, do we have a deal?”

“Ye- yeah.”

“Good, now get on your knees.”

“I want something else…”

“You can tell me after I finish.”

“Okay…”

I got on my knees, luckily, I decided to put a rug in case someone complained of having her knees in the dirt.
I was ready to start, but Applejack got behind me.

“What are you doing?”

“You may not have a pussy, but I know there´s another hole that I can use,”

She said while lifting my skirt.

“That was not part of the deal! I didn’t fuck Sunset in the ass!”

“Trust me, I never seen her so worried, even after the whole demon incident, so doing the same to you won’t cut it.”

Sunset is worried? For what I did? What is she thinking?
I need to know, and for that… well, maybe I will like it.

“Just don’t break it.”

Applejack didn’t give me some snarky remark, in fact she appeared to have gone still, but as I started to hope that this was going to stop, she moved my panties aside.
I bent over and prepared mentally for what was to come, positioning my hands for an expected hit from behind.
To my surprise, the first thing I felt was something small and wet entering my asshole, moving around inside and outside of it.
I looked behind me and saw Applejack with a little bottle of lubricant.

“Just making you ready, I’m not sadistic.”

I could also see that she had a condom on, another smart choice. At least I was getting rutted by someone competent.
I returned my gaze forward and started concentrating in relaxing my muscles, to make it as easy as possible to-

“Aghhh too… big.”

I bit my lip trying to hold a scream. I could feel the head entering thanks to the lubricant, but the rest of her dick seemed to need more force to enter.

“My girly, you sure are a tight fit.”

I clawed at the rug with my fingers, feeling more and more of her large dick entering my posterior, making me feel a fullness that I never thought I would experience.
I was starting to believe that she would never stop entering me, but at last, I felt her hips press against my buttocks.

“F- Fuck,”

I groaned, feeling my mouth salivate as the sensation spread out to my entire body.

“I will give you a minute to get accustomed to the feeling,”

She said to me with her cocky tone, but that seemed impossible. My ass would probably take the shape of her member forever.
I could feel it stretching me with every pulse of her heartbeat.
A minute must have passed as Applejack started moving again, pulling out slowly, making my brain short-circuit while trying to process the mixture of pain and pleasure coming from the foreign object stuffed inside me.
Applejack stopped pulling when only her head remained inside, and immediately started pushing, and then pulling, and then pushing, again and again.
My face was in the floor right now, cross-eyed, and my dick was surprisingly hard.
Since before all the pleasure was coming from me inside of others, this brand-new sensation was totally alien to me.
The pain was slowly losing the battle against the pleasure, making the whole ordeal much more confusing, my brain still was trying to decide if I liked this or not, although my dick was screaming yes.
My legs and arms decided to stop responding and I fell on the rug, but Applejacks dick managed to stay inside.
Without missing a beat, she positioned herself over me, and continued pounding my backside.
As I laid flat on the ground, my dick started to be rubbed by both the rug and my belly, adding more pleasure to the cocktail of emotions.
My tongue started hanging outside my mouth, I doubted my brain could form meaningful words anymore.
I felt elated by the pleasure, I was losing my mind.

“Yeah, this will teach you to play with the feelings of others.”

Suddenly, the pleasure was lost.
My brain presented the verdict, I didn’t like it in the ass, and my now softening member agreed.
I didn’t feel pain anymore, but the heat that my body was generation due to the intense sensations started to cool down.
I simply lay still, waiting to be over.
Luckily, it didn’t take long for Applejack to finish inside me, her undoubtedly hot loads being mercifully packed in the condom.
Once she was finished and pulled out, I stood up, my legs still a little wobbly.

“I hope you learned your lesson,”

She said to me with a smirk, but I didn’t care.

“I want to know…”

“Uh? oh yeah, you wanted something. What do you want to know?”

“Sunset told you I made her suck my dick, right?”

“That’s why I’m here.”

“Did she said something about… what I said to her?”

“What? About the sucking?”

“No, what I said to her after it.”

Applejack´s smirk started to lessen, but whatever.

“She… didn’t mention you saying something. She didn’t mention how things ended… did I assumed wrong? Shit! if that’s the case I’m- “

“It doesn’t matter. I will go to rest a while,”

I said, leaving the farm girl behind me.
She said something, but I didn’t hear her, nor I cared.
I closed the door to the garden, locking it, and fell against the bags of fertilizer. Maybe I should make them my new bed.
I heard someone banging on the door, but I ignored it until it finally went away.
My ass hurts, my eyes are watering, and I feel like wolfs could eat me alive and I wouldn’t care.
And all of this started because I decided to sell weed.

“This business is busting my ass.”