Author's Note

Apologies for not updating in a while, life was life, and that's all there's is to it. Anyway, please continue to enjoy "Sunset's Overall Fetish", as it brings me confidence to know I have a decent following.

Chapter 4- Cowgirl Jack

I woke up early the following morning, not getting as much sleep as I would like. Thankfully, I still have plenty of time to get myself prepared and ready for the day. So I brushed my teeth, took a shower, ate a good breakfast, and got myself dressed. I was going to see Applejack first, but then I was going to see Rarity. So today, I decided to bring an extra set of clothes that were more stylish and city like compared to the boots, jeans and tank top I was going to wear this morning at Applejack's place. It was a necessary measure since I was going to be helping out on the farm, at least that's what I've been told. Anyway, I got on my motorcycle and headed towards Applejack's house.

About a half hour later, I ended up reaching Applejack's house, and there she was, already working on the farm. Wearing loose fitting dark blue denim overalls and a t-shirt underneath. She saw me come down the hill and she tipped her hat at me.

"Mornin' Sunset", Applejack exclaimed. "Glad ya came, because I got a lotta things that need to be done." As soon as she said that, she threw some articles of clothing at me. "Go ahead and put those on", Applejack then said. "I know gettin' your clothes dirty can be a hassle, so I want to give you some of my ol' dungs, just in case."

"Thanks", I replied. "I'll be back in a bit." I head to a private area where I can go change. I look at the clothes Applejack gave me. A white cotton shirt that only goes to the tip of the elbow, and light blue denim overalls. Just when I thought my day would be free of sexual frustration, I'm thrown two consecutive curveballs. Not only is a friend of mine in overalls again, I'm also going to be wearing overalls again myself, and they aren't even my own. I go ahead and put them on, and when Applejack said old, I could see why she would say that. The overalls come up to my crotch and start to rub against my penis. Every step I take, my penis is getting harder and harder. I need to think of something and fast, or I'm gonna blow...

"Hey Sugarcube, what's takin' so long", Applejack asked from afar?

"Sorry, they're a bit tight", I reply back.

"If the dungs are givin' ya trouble, just push down on the fastener. It'll make 'em loose", Applejack exclaimed. I did exactly what she said and suddenly the overalls felt looser. Now that they're no longer rubbing against me, I was able to head outside and help out with the farm work.

There was plenty to do, including milking cows, collecting eggs, feeding the animals, and cleaning up the barn, but as I was doing my work, I noticed Applejack was looking at me a bit. It's almost as if she knew I had something to hide. After finishing up the work, she immediately tapped on my shoulder, and I turned around. The t-shirt was gone and replaced with her bare body underneath her overalls. Since it was getting late in the morning, I wouldn't be surprised if she took off the shirt because she was feeling warm.

"So Sugarcube, I've noticed that when you were workin', ya had somethin' going on with your lower regions." At first, I was surprised that Applejack would say that, but given that she was looking at me a lot, I don't blame her for thinking that now. She then proceeded to adjust her overalls in front of me, and she adjusted my overalls to go back to the tight feeling I had before. Applejack waited as I got an erection.

"Wh... what are you..." I was about to ask, before she cut me off.

"Honestly," said Applejack. "I can't lie to ya. Ya look pretty sexy in my old dungs." She said this as she was taking off the cotton shirt I was wearing. I was blushing a huge amount when Applejack starting playing with the overalls I was wearing, even rubbing my crotch. A moan escaped my mouth, and Applejack looked at me. "Do ya have a fetish for dungarees or somethin', Sugarcube? Or are these just too tight to resist?"

I blushed and my erection reached its maximum size. Applejack saw this and proceeded to unzip the fly of the overalls. She began dishing out my penis before pulling it out. She then began to lick and suck my penis, before pulling out.

"Ya taste so darn good," Applejack exclaimed. She proceeded to lick and suck some more, and I was getting so close to cumming, just from her mouth alone. Eventually, she stopped, before looking at me with seductive eyes. "What do ya say we go for a lil' roll in the hay?"

Upon hearing that, all I could do was blush and nod. I knew exactly what she meant, and seeing her unzip the fly of her own overalls only made my assumption even more correct. She then proceeded to push me down onto a pile of hay before getting on top of me. Before I knew it, I felt my penis being inserted inside something, and I could see Applejack's expression.

She started moving up and down, putting one of her hands down on the ground, and riding me cowgirl style. Moans escaped my mouth, my vagina starts getting wet, and Applejack gives a seductive smile. My body is unable to resist the pleasure and my body falls back. Applejack starts riding me faster, holding her hat with her other hand. I couldn't hold on much longer, I was about to let it go.

"Yee-haw!!!!!!" Applejack let out as I proceeded to cum inside her. My juices squiring onto the overalls and inside Applejack's vagina. I begin to pant as does Applejack. I might have made her cum too, but there was no way for me to tell. After a bit, she gets off of me and helps me up to my feet.

"That, felt amazing", I exclaimed. Applejack smiled and proceeded to help clean up the mess we made in the barn. After cleaning up, we looked around and zipped up the overalls.

"Sugarcube, we gotta do this some time again. You in my old dungarees just looks so hot," Applejack said to me softly. "If ya want, you can keep 'em, so when ya need to spank it, you can wear 'em and think about me."

"Thanks," I reply. "Although, I should probably put them somewhere away from the rest of my clothes so I can wash them later."

Hearing that, Applejack hands me a bag and helps me take off the overalls to put in the bag. I put my jeans and tank top back on and put the bag in a pocket on my motorcycle. She plants a kiss and gives me an apple to eat. I thank her and as she tips her hat at me one more time, I put my helmet on and ride my motorcycle back to the city.

Back at the apartment, I prepared lunch and put Applejack's old overalls in the washer (Or, I guess she calls them "dungarees", has a nice ring to it). I ate a sandwich, washed my hair, and put on a leather vest, t-shirt, and skirt that I had prepared for later in the day.

An hour passes, then I hear a honk outside my apartment. A limousine was just outside my door.