One idea could be that Jessie from 'Toy Story' ends up in the world of 'Jessie' (the Disney Channel show). The characters in the 'Jessie' show are initially confused by this talking cowgirl toy. Jessie could then share her adventures from Andy's room and how different it is from their current situation. They could team up to solve a problem in the penthouse, like a missing toy that turns out to be a valuable heirloom.
You can start by looking on fanfiction websites such as Archive of Our Own (AO3). It has a large collection of various fanfictions, and there's a good chance you'll find Jessie crossover fanfiction there. Another option is FanFiction.net. It has been around for a long time and has a wide range of fan - created stories, including those related to Jessie crossovers.
One idea could be a Jessie crossover with a superhero universe. Jessie could use her skills and charm to team up with superheroes, perhaps helping them understand the value of friendship like she does with her friends in her own show. Another could be a crossover with a fairy - tale world where she brings her modern - day smarts to solve problems in a magical realm.
For the main Jessies, the Jessie from 'Toy Story' is brave and loyal. The 'Jessie' show's Jessie is resourceful and kind - hearted. In a crossover, they could combine these traits. When facing a challenge like a bully in the penthouse or a mean toy in the Toy Story world, they'd be both brave in standing up to it and resourceful in finding solutions. Their kindness would also help them make friends with the characters from the other universe quickly.
One possible plot could be that Austin and Ally are on a big music tour that takes them to New York where Jessie works. Their tour bus breaks down near the Ross mansion. Jessie's charges are huge fans of Austin and Ally. So, Jessie invites them to stay at the mansion while the bus is being fixed. Hilarity ensues as Ally tries to write new songs inspired by the crazy household, and Austin tries to teach the kids some cool dance moves.
One idea could be that the characters from Descendants end up in the world of Jessie by some magical mishap. Mal could use her magic to help Jessie deal with some of the difficult kids she babysits, like when they get into trouble at school. Another plot could be that the kids from Jessie visit the Isle of the Lost out of curiosity and try to bring some positive change there. Maybe they start a music club or something similar to engage the villain kids in a more positive activity.
It could be a character who is jealous of the power that could come from combining the two worlds. Maybe a rogue demigod who wants to use Jessie's knowledge of her world's technology and the magic of the Percy Jackson world to rule over both. This character might start causing problems by stealing important artifacts from both worlds to try and build a device that would give them ultimate power.
Yes, there are likely many out there. You can start by looking on popular fanfiction websites like Archive of Our Own. Just search for 'Jessie Luke and Jessie kiss' in the search bar, and you should be able to find relevant stories. However, the quality can vary greatly, so you might have to read through a few to find one that really suits your taste.
Perhaps there could be a cross - over for a talent show. The kids from 'Girl Meets World' and the kids from 'Jessie' both enter the same big - city talent show. They initially see each other as competition but then realize they can help each other out. Zuri could teach Maya some new dance moves, and Farkle could help Luke with his science - based magic trick. In the end, they all perform together and learn the value of teamwork across different 'families'.
I think Mal and Jessie would be an interesting pairing. Mal is used to being in charge and having a bit of an edge, while Jessie is all about positive energy and taking care of others. They could learn a lot from each other. Another good pairing could be Carlos and Zuri. Carlos is a bit shy and tech - savvy, while Zuri is confident and outspoken. They could have some really fun interactions, like Carlos showing Zuri some cool gadgets from the Isle of the Lost, and Zuri teaching Carlos how to be more assertive in a positive way.