Jessie's appearance is a mix of Ivan and Veronica. She resembles her father with the hair color, and her mother with the hairstyle (hair held back in a ponytail) and blue eyes. Jessie wears an orange turtleneck shirt with the letter "D" on it, blue skirt and boots, similar to her mother's cheerleading outfit. Sometimes, she wears a blue dress. She is slightly taller than Tommy, but shorter than her mom when she was younger. Jessie has a high voice, sounding similar to her mother when she was young.
Like her father, Jessie is smart and good-natured, likes eating ice cream, and is just as beautiful as her mother. In school, she's a popular girl, treated similarly to Trixie when she was young, with everyone respecting her, and she's also a cheerleader, much like her mother. Jessie cares about looking as pretty as possible, since she has been to lots of beauty pageants and won many awards, and she's also a tomboy on a few occasions. She is nice to pretty much everyone, except for bullies, and is Tammy Turner, Celia James and Mitzie Mulligan's best friend. Although, Jessie sometimes acts a bit strict, especially towards her younger half-sibling, Greg, and at times acts motherly to her friends and Greg. She is said to be a strong girl, but mostly tries to resolve issues using brains rather than brawn. Like her parents, she also speaks Russian. Jessie is also a very talented singer. She has a secret crush on Tommy, much like her mother's crush on Timmy, Tommy's father. Jessie also has a mildly bitter rivalry with Amanda Martin, another popular girl in school. Much like her mother wanting to be like Trixie in the past, Jessie also has a tendency to freak out and wanting to be like Amanda. Although, Jessie and Amanda later become good friends.
Stretch Gal - Jessie's superhero alter-ego in the Crimson Chin comics.