Jester grew up protected from society because of the hatred from fans due to her brothers being heels in wrestling, Matt and Nick took Jester everywhere with them so they could keep an eye on them, and she would meet some amazing people like Bryan Danielson who she looked up to and also managed to convince him to help look after her just so she could spend time with him. The Young Bucks (Matt and Nick's Tag Team Name) never let Jester date because they were way too overprotective of her and loved her way too much to let go so they just kept an eye on her and scared away anyone brave enough to try and ask her on a date she would giggle at both the attempt and her brothers because she really appreciated them looking out for her, but she knew she would have to leave and start her own life eventually so she did, when she turned 20 she made an attempt to sneak away but failed she tried to talk her brothers into letting her go but it wouldn't be until a year later where they decided it was time to let Jester spread her wings and fly, and that she did she moved from Rancho Cucamonga, California all the way to Los Santos where she now lives.

Jester now on her own had to find her own mode of transport which just so happened to be the cutest most silliest thing she could find which her new friend Ally Reed helped her get she looked up to Ally as much as Ally looked up to her, they would ride together and she rode her little bike everywhere blasting her ride of the valkyries theme everywhere she went she eventually ran into some people who hated her horn so they blew it up, she was pretty upset and said she was just looking for friends, they said they would be her friend if she changed it so she obliged they then went on to rob a few stores which Jester was peer pressured into and was just scared that if she said no she would be hurt and thus begins her life of crime, they were eventually caught and Jester was sent in for 200ish months eventually she got out and met up with her now best friend Ally and told her everything, they eventually would sell weed together and also joined Public Works together where Jester met the love of her life Daniel Rogers who she deeply loves and cares about. Jester had an accident where she fell on her head and she barely remembers anything. Jester and Daniel broke up and now are just friends.

Trivia

• Jester loves the colour Blue
• Jester has been in a wheelchair multiple times and has been injured more times than she can count
• Jester's callsign is "American Dragon" a reference to Daniel Bryan (WWE) or Bryan Danielson (AEW)
• Jester uses Jackson as her last name instead of Massie because 1. she liked how it fit her first name and 2. she wanted to be like her brothers and just pay a little tribute to them