A/N Hello! This is my first attempt at writing a fanfiction. I've had this Idea in my head for a while now, and though I would share it with all y'all! I hope you enjoy, and feel free to comment and review (if your reading this on ) Also, any chapters with Thomas' name in the title are like interludes. Explaining what's happening when not in the Underground. 😊 Enjoy!

Undertale belongs to Toby Fox, not me. I think we all know this.

July 17th, 2020 - Ebbot Town

Annie was playing with her dolls. The collection of DIsney Princess' sitting around the tree stump (with Cinderella in a place of honor, or course) with little teacups in front of them all almost looked out of a fairytale, except that the hostess of this party was making a juicy mess of an apple, trying to cut it with a plastic knife that came from one of the little play kitchen sets their mom had gotten her. Thomas slowly crept up on her and leapt up suddenly "ROAR!" Annie shrieked and jumped up, thinking it was a bear, until she saw her older brother standing above her. She proceeded to scold him, sounding oddly mature for an eight-year-old.

Thomas looked down at his younger sister and once again notice how alike she looked to their late mother. Her hair was the same light milk chocolate color, eyes the same sunny sky blue, the only difference was that while their mother had always had marks and bruises on her face, Annie never had a scratch. Thomas made sure of that. He looked slightly closer to their father, which unnerved him in every possible way. His hair was the same as his mother and sisters, but his eyes were the same shade of green as his fathers. Not unlike the color of beer bottles. He shook this though out of his head and turned his attention back to his little sister. "Thomas! Are you even listening? Where is your hat? I want to go play Cinderella and Cowboys!"

"I'm going! I'm going!" He replied as he ran out of the woods and back to their small house. The cowboy hat had been a gift from Annie on his most recent birthday (his 12th, if you must know) She had gotten it in an adult size so that he could wear it "forever and ever!" so it was a little big on him still. She had even attached a small blue ribbon on it, saying that "This is proof that you are the official Cowboy Protector of Princess Cinderella-Annie!" He found it on his dresser, like always, and ran back out to Annie. Annie had managed to run into her room and had changed out of her play clothes and into the pale blue dress that she had dubbed her "Cinderella Dress" she had on her blue sneakers, and a blue ribbon in her hair. (Her favorite princess was Cinderella, she's eight, what do you think she would dress like?)

A few hours had passed, and it was getting closer to lunch. "Come on Annie, we've been playing since nine in the morning! Let's go get some lunch! I'll make you some Kool-Aid with a Sloppy Joe!"

"I'm not hungry! I wanna play on the Mountain!"

"Annie! You know what happens to people who go up there! They disappear and no one sees them again"

"...fine. I'm staying out here and playing for a few more minutes though."

"Alright! It will take a while to make the Sloppy Joe anyways." Thomas turned around and walked back towards the house, hoping that their dad was still at the bar for the day. As Thomas went back home, Annie started running towards Mt. Ebbot.