My personal headcanons for strawberry shortcake
Basically she's apple jack in a different font. Hardworking strawberry farmer. Wears berry stained overalls with that striped sweater. Along with her signature strawberry hat. Usually dresses more masculine/butch but mainly for work reasons. Can't wear anything she can't afford to stain.
She likes to dress more feminine for social events/outings but at the same time for the reasons previously stated she's never about staining anything really nice she wears.
I never can buy it when they give her a male love interest so I'm thinking she grows up to be just a straight lesbian.
I headcanon she's an orphan. Abandoned by her mom then left in the care of granny. Either granny is pretty old now where strawberry is taking on most of the responsibilities on the farm or she died already and now the farm is her responsibility.
She basically has raised her little sister since she was an infant. Which is why she is very protective over her and anxious over certain people watching her. She loves her granny but she did push her into a parent role for her sister apple.
strawberry's goals are to keep their farm in business (in a way to carry on her grandma's legacy) and to take care of both her baby sister and granny in her older years. But overall she just loves to provide and care for those she loves.
She's like steven where she has to help people and loves feeling useful.