Jesters have been around for many centuries. They were entertainers who made people laugh at royal courts. They wore bright costumes, played music, told stories, and made jokes. Dress to Impress added “Jester” as a theme to the game and as many would expect, many players aren’t aware of what it really is. In this piece, we explain what you need to know about the Jester DTI theme, what to wear and how to wear!

What does the Jester symbolize?

A jester is a person who entertains others by acting silly, singing, or telling jokes. In the past, kings and queens hired jesters to perform at court. They made people laugh, but they also shared honest opinions through humor. Because of this, the jester became a symbol of truth, freedom, and unpredictability.

The jester often represents both fun and chaos. In stories and games, the jester is usually clever, strange, or bold. The jester does not follow the rules, and that makes them interesting. They show that laughter can carry meaning and that fun can be powerful.

A jester wears a bright costume. It usually has two or three colors that contrast with each other. Red, green, yellow, black, and purple are common. The design often includes diamonds, stripes, or checks. The outfit also has bells on the hat and shoes. These small details make the jester easy to recognize.

What is a Jester's outfit called?

A jester’s outfit, known as a motley, features bright colors, mixed patterns, and playful details designed to grab attention and enhance movement. It includes a tight jacket or tunic, puffed sleeves, leggings, pointed shoes—often with bells—and a three-pointed fool’s cap, also called a cockscomb hat.

What to wear for the Jester theme in Dress to Impress?

Just like any other Dress to Impress theme, your jester outfit should show clear personality. Some designs look cheerful, others feel dark or mysterious. This depends on the mood you want to create. Think about what kind of jester you want to show—a trickster, a hero, or a villain. That choice will shape the look. It is important to keep the design balanced. Too many colors or patterns can look messy. Too few can be dull. Focus on the full outfit, including the hat, sleeves, pants, shoes, and accessories, and try to make everything match the theme.

Top 5 Jester DTI outfits you need to check

Many players have taken the jester theme and turned it into something special. A great jester DTI outfit centers all the attention due to its color choices, patterns, and distinct personality. These outfits show that you can follow the theme and still create something new. Below are five outfits that are worth checking out:

This design uses a bold concept and strong visual storytelling. The giant playing cards in the background support the outfit’s card-themed patterns. While that is not possible once you are up on the runway, it still looks cool. Red, black, and white dominate the look, while layered fabrics and puffed sleeves add texture. The top hat and dark makeup push the design into a more theatrical space. This jester feels like a ruler from a fantasy world. It captures both elegance and chaos, with every detail supporting a strong character. The look stands out because it builds a full scene, not just a costume.

Inspired by Pomni from The Amazing Digital Circus, this jester takes on a cheerful and animated style. The red, blue, and gold color scheme stays close to the original, but the outfit brings it into a more polished form. The short dress and puffy sleeves create a classic cartoon shape. The oversized boots and smooth hairstyle balance the brighter details. This jester feels light, fast, and fun. The colors and structure work together to create a clean and playful version of the theme.

This outfit takes the jester in a darker direction. The full red dress has long, layered ruffles that look heavy and dramatic. The black crown, dark lipstick, and white face create a ghostly mood. The background has red diamonds and broken hearts, which match the outfit and hint at an emotional story. This design feels more personal than playful. It doesn’t use classic jester colors, but the emotion and pattern work keep the theme clear. It shows how a jester can also express sadness and depth.

This jester follows the traditional look with modern touches. The dress uses black, red, and white diamonds to match the harlequin style. The fitted top and flared skirt give the outfit structure, while the tall hat and matching boots pull everything together. The character holds a staff, which adds power and completes the look. The makeup stays bold, and the sharp lines help the outfit stand out. This jester sticks to classic rules but adds detail and polish that make it look sharp and confident.

Here is the last outfit idea in our list, by another Reddit user. Large checkerboard patterns give the outfit a strong base, while the soft red tones and lace details add warmth. The fitted top, wide skirt, and formal hat build a royal shape. The background shows a stage setting, and the calm pose matches the mood.