Jessie Toy Story Drawing: Easy Step-by-Step Art Lesson
Inside you’ll find an easy, step-by-step Jessie Toy Story drawing lesson video and PDF. Stop your search and grab yours now.

Jessie Toy Story Drawing Art Lesson
This Jessie drawing lesson is a fun one for upper elementary students, especially with Toy Story getting some attention again. Jessie is such a familiar character for many kids, so that can make this project feel exciting right from the start.
I think this tutorial is a good fit for grades 4 and 5 because Jessie has a little more detail than some cartoon characters. Students get to draw her face, hat, shirt, pants, boots, arms, and that big braid too. The step-by-step format helps break everything down into smaller pieces, so the drawing feels much more doable.
There’s some good art practice tucked inside this project too. Students will use lots of curved lines for Jessie’s face, hat, hair, and clothes, and then add the shapes and details that make her western outfit so recognizable.
The coloring part is what really brings her to life. Jessie’s red hair, yellow shirt, blue pants, brown boots, and cow-print details all make for a bright and colorful finished drawing. Crayons are a great fit because students can keep things simple, but still end up with a character that really looks like Jessie.
Best of all, this is an easy lesson to teach with supplies most classrooms already have — paper, pencils, black markers, and crayons. It’s a nice low-prep way to bring a little character drawing, storytelling, and Toy Story fun into the art room.
Character Design in Jessie from Toy Story
Jessie from Toy Story is such a fun character for students to draw because there is so much personality built right into her design. Even before she says a word, you can tell a lot about her from her shapes, colors, clothes, and expression.
Her big cowgirl hat, bright red braid, yellow shirt, blue jeans, and cow-print chaps all help show that she is playful, energetic, and brave. She has that western cowgirl look, but with lots of bright colors and fun details that make her really stand out.
Students can look closely at how each part of Jessie helps tell her story. Her wide hat and long braid make her easy to recognize right away, and her bright outfit makes her pop on the screen.
The cow-print chaps are also a fun detail for students to draw and color. They are a great way to talk about pattern, repeated shapes, and contrast, without making the lesson feel too complicated.
Jessie’s face is another big part of her character design. Her large eyes, smile, and expressive eyebrows help show her feelings and make her look friendly and full of life.
Students can also compare Jessie to other Toy Story characters. Woody has his tall cowboy look with a hat, vest, and boots. Buzz Lightyear has a wider space-suit shape with rounded armor and bright green details. Jessie has her own look too, thanks to her cowgirl hat, long braid, and western outfit.
When students draw Jessie, they are doing more than just copying a favorite character. They are learning how artists use line, shape, color, pattern, and expression to make a character feel memorable and full of personality.
Grab this this free art lesson below!

Jessie Coloring Page

Jessie Drawing Lesson Materials List
Jessie Toy Story Drawing Step-by-Step Instructions
Time needed: 1 hour
Toy Story Jessie Drawing
- Draw a round head shape.

- Add the hairline, face and ears.

- Draw her cowboy hat above her face.

- Draw her shirt.

- Add the belt below, and the shape of her pants.

- Draw the boots and add spots inside he pants.

- Add her two arms.

- Finish with her braid in the back.

- Trace with marker and color.


















