Jessie

Jessie is a well-known actress who seems to be a close friend of Amy Rose and Weiner. She is very dramatic and easily overreacts over the most simple things.

Jessie also dresses like a pirate, hinting that one of the characters she plays as is a female pirate.

Background
Nothing is known about Jessie prior to her appearance in the series, only that she is an actress who works for the Stage Director. She is known to be very dramatic and an infamous attention-seeker of Station Square.

"The Perfect Actress"
Jessie is seen talking to Amy and Weiner shortly after Sonic comes up with the plan to save Amy's career. Amy explains to Weiner and Jessie that she has stage fright and cannot kiss Sonic on-stage because of this fear. Weiner replies by saying it's a dumb excuse not to kiss anyone, while Jessie implies that it's a real sad story. Amy replies by saying it's not an excuse or not even supposed to be sad, but both of them ignore her statement and Jessie exclaims she will go write the sad story on her Snapchat timeline and leaves crying. While away, Weiner tells Amy that Jessie is way too dramatic.