(Tip and Jack Pumpkinhead)

*Author's Note: The second story arc begins and this is loosely based on The Marvelous Land of Oz and just like the source material, Dorothy will NOT be in this storyline*

*December 19th, 1900*

*Gillikin Country*

Five months had passed since Tip's encounter with Dorothy as the young boy sat outside of his home while humming to himself as he looked up at the beautiful night sky.

"I wonder how Dorothy has been doing. I hope she has managed to head back home…" Tip had spoken quietly to himself as he drowned himself into boredom before another thought came to him.

"You know, I don't remember much about my parents or anything else. Mombi has only told me that she found me and that was it…" Tip had spoken out once more as his thoughts were interrupted by loud banging as this startled him as it belonged to Mombi.

"Boy! I told you to head over to the pumpkin fields and fetch me some pumpkins! Do you NOT want dinner tonight?!" Mombi had spat out to her servant in a voice of disdain as the young boy quickly nodded his head in understandment as he didn't want to anger Mombi any further.

"Y-Yes Master Mombi! I shall head to the fields at once, I won't take long" Tip had responded back in a polite tone of voice as he quickly ran over to the pumpkin fields which consisted of small, medium, large and plenty other different shapes and sizes of pumpkins as Tip walked around as he suddenly came up with a plan.

"Wait, If I can scare Mombi by creating a living pumpkinhead than that will surely get a good laugh out of me! It's gonna be perfect!" Tip had spoken out to himself as the boy snickered to himself as he found two pumpkins, one for Mombi's pie and the other which was just the perfect size for his prank as he quickly gathered it and ran back to his home which he always found to be stuffy due to Mombi's habit of clogging up space.

"Mombi! I've gotten the pumpkins like you've asked!" Tip had spoken out while knocking on the door and after a few minutes of waiting, Mombi had finally answered the door with a smile on her face.

"Finally! Now I can make my famous pies with these but, what are you doing with that pumpkin? I didn't ask you for two pumpkins you nitwit!" Mombi had spoken back to the young boy in a tone of disdain as she saw Tip walking past her rather quickly as he began to answer her question.

"Oh Nothing much! Just something I'm keeping for myself, that's all" Tip had answered back in a sing-songy tone of voice as he quickly went to his room as Mombi was left confused.

"This boy confuses me sometimes but as long as he stays away from my site then I should be good! I still haven't forgotten about that blasted girl and her little friends.." Mombi had spoken out to herself as she walked over to the kitchen area which was rather small yet fitting to her tastes as she prepared to fix her pumpkin pie.

*Tip's Room*

Tip was inside of his room which wasn't the most comfortable but it was still manageable for the boy.

"Mombi is gonna be scared out of her pants once she sees this, I can't wait to see her reaction!" Tip had spoken out in a sneaky tone of voice as he prepared to build the pumpkinhead and after a few minutes of building,

He was finally finished as he looked at his work. "Marvelous, It looks splendid and I think I should name it as well. Its name shall be Jack Pumpkinhead, that's it! Jack Pumpkinhead shall be his name" Tip had spoken back in joy as he continued to stare at his work.

Jack's head was a very large carved pumpkin that resembles the wickedly jolly expression of a traditional Halloween pumpkin. His tall figure is made entirely from bark and dead tree limbs of solid hickory and jointed with wooden pegs. His neck is a sharp stick upon which his pumpkin head is placed. His clothing consisted of purple trousers, a red shirt, a pink vest with white polka dots, stockings, and shoes.

"Now all I need is the powder of life and I'm lucky to have stolen this without capturing Mombi's attention the other day but I just hope this works.." Tip had spoken out as he grabbed the powder of life and sprinkled some of it on the pumpkinhead and after a few seconds of silence, Jack Pumpkinhead slowly began to twitch and move as his body moved around in confusion before staring back at Tip as he had begun to speak.

"F-Father? Are you the one who created me? Who am I? Where am I?" Jack Pumpkinhead had spoken out to Tip in a curious tone of voice while looking around before his questions were answered by Tip.

"My name is Tip and I'm not your father; however, I've created and gave you life nonetheless and as for your name, It's Jack Pumpkinhead and that's what you shall be called" Tip had answered back as this made Jack let out a sigh of wonder before speaking once more.

"I see, well, I hope that I can serve you well, father and what shall I do for you?" Jack Pumpkinhead had asked Tip as he waited for his command as Tip had a sneaky smile on his face which made Jack Pumpkinhead rather confused as his expression matched his emotions.

"We shall prank good old Mombi! Her reactions is gonna be splendid to see but let me show you the way, okay?" Tip had answered back in a sneaky tone of voice as he got up to walk; however, Jack Pumpkinhead struggled to get up as this annoyed Tip as he quickly went over to help him stand up.

"Come on! Don't you know how to walk! It's easy as counting your fingers so let me show you!" Tip had spoken out once more as he held on to Jack Pumpkinhead and slowly showed him the ways of walking and after some time, Jack Pumpkinhead was able to walk with little to zero trouble as this made him happy.

"T-Thank you, F-Father! I-I truly appreciate it.." Jack Pumpkinhead had spoken out in thanks as he and Tip finally made their way towards the kitchen area which Mombi was currently at as this made Tip snicker with laughter.

"Okay, I want you to stand behind Mombi and once you do, I want you to tap her on the shoulder and she'll be scared stiff!" Tip had commanded his new companion as Jack Pumpkin head did what he was told as he walked over towards Mombi who was still making her pumpkin pies until he was right behind her as he began to tap on her shoulder.

"E-Excuse me.." Jack Pumpkinhead had uttered out in a polite tone of voice while Tip's snickers could be heard in all of this as this alerted Mombi.

"What is it now, Boy! Can't you see that I'm.." Mombi had responded back in a tone of disdain and annoyance as she turned around to see not Tip but rather Jack Pumpkinhead standing right behind her as this made her scream so much that she fell back thus forcing the pumpkin pies to fall right on her which made Tip burst out into laughter.

"Woow! You could have seen your face! You was so scared of a pumpkin!" Tip cried out while bellowing out in laughter as this annoyed Mombi greatly as her anger and annoyance had finally come out.

"BOY! Take this THING into the dungeons at once and I shall deal with YOU later!" Mombi cried out in anger while wiping some of the pie from her face while Tip did as he was told while still snickering to himself in the process.

"Oooh, how scary!" Tip had playfully spoken back as he motioned his hand to Jack Pumpkinhead so that he could come back to him as he did just that.

"I guess she didn't like the prank or whatever.." Jack Pumpkinhead had spoken to Tip in a rather sad tone of voice as the young boy had shrugged it off.

"Bah! It's okay! Mombi isn't much of a fun person so It's understandable" Tip had whispered back as he and Jack Pumpkinhead slowly made their way towards the dungeons which were located in the basement of the home. The Dungeons were rather dark and damp as there were many doors as well as this was Tip's least favorite area in the house.

"Sorry, you'll have to stay here for a while, okay? I'll sneak you out once in a while when Mombi is away or sleeping" Tip had advised his companion as he had opened the dungeon doors as Jack Pumpkinhead carefully walked inside of the small and dark cell as the door closed behind him.

"Father? Will I ever be free? I don't want to be stuck in such a terrible place like this' ' Jack Pumpkinhead had asked his creator as Tip had shaken his head in denial as this brought relief to him.

"Nope and Like I said! I'll sneak you out whenever Mombi is away but for now, You gotta stay in here" Tip had reassured his companion while closing the door behind him as he quickly left the dungeons to check on Mombi; however, he decided to eavesdrop on Mombi's rant as he had heard it beforehand.

"That darn Tip! I was so nice to take him in when he was just a baby and this is how he replays me!? Fine, I shall turn him into a marble statue right when he shows his ugly face and once I'm done with him then I shall find that blasted girl as well if she's still around!" Mombi had cried out to herself in annoyance as this had shocked Tip to the core as he didn't want to be turned into a statue.

"Oh no! I've done it this time! I gotta get Jack and get out of here!" Tip had thought to himself as he quickly ran towards his room and began to pack some things which he didn't need but he felt like it might have some use as he looked out of the window as an idea came up in his mind.

"That's it! If I can go to the Emerald City and ask King Scarecrow about my past then I can finally know who I am while also escaping from Mombi as well but I gotta wait until Mombi goes to sleep since the door that leads to outside is also in the kitchen.." Tip had spoken out in a tone of confidence as he decided to not act on pure instinct but rather follow his brain and wait until Mombi headed to bed and after a an hour or two of waiting, he heard the doors close rather loudly as this was his que to get Jack Pumpkinhead and get out of the place.

"Good, she's asleep! Now I gotta get Jack and get out of here, fast!" Tip had whispered quietly to himself while finally getting up and carefully heading towards the dungeons as he didn't want to wake Mombi due to the creaking sounds that were produced when walking as eventually, Tip had made it to the dungeons.

"Yes! Now I gotta get Jack and I should be all good to go!" Tip had whispered quietly to himself once more as he carefully opened the huge door knowing it would produce a loud and creaky sound as he managed to enter the dungeons with ease as he looked over to see Jack Pumpkinhead's face peering through the window.

"Hey, It's time to go! We're leaving this place and heading to Emerald City so I could find out my true identity.." Tip had whispered while walking towards his cell as this made Jack Pumpkinhead excited.

"Yippie! We're finally gonna.." Jack Pumpkinhead had cried out in joy; however, he couldn't finish what he was going to say as Tip quickly hushed him as he knew that Mombi could wake up at any given moment.

"S-Sorry, I-I'll do better.." Jack Pumpkinhead had apologized as he tried to talk in a quiet tone of voice; however, he didn't know how to talk quietly while Tip had shaken his head in annoyance.

"I'll teach you how to whisper and talk quietly later but we need to get out of here now!" Tip had whispered back in annoyance as he carefully opened the cell as Jack Pumpkinhead slowly but carefully managed to leave the cell while the door closed behind him.

"Okay, let's get out of here.." Tip had whispered to Jack Pumpkinhead in a commanding tone of voice as he and Jack quickly went upstairs to the kitchen area and finally, Tip had opened the front door as he and Jack Pumpkinhead were finally free from Mombi's rule much to the pair's relief.

"Now what? We just can't stand there!" Jack Pumpkinhead had spoken out in confusion as he was met with a smile from Tip.

"Now, Our journey to the Emerald City begins!" Tip had spoken out in a tone of joy as the young boy and Jack Pumpkinhead had officially set out on an adventure to discover the true origins of Tip; however, the journey wasn't gonna be easy for the poor lads..