Jester

Most rogues prefer the shadows to hide themselves in. But a strange few known as war jesters thrive on attention and live for being the distraction. They use a wide variety of strange and often theatrical tricks to confuse an enemy, and leave openings for their allies to strike where the defenses have been distracted.

Quick to the Punchline

Starting at 3rd level, your confidence propels you into battle. You can give yourself a bonus to your initiative rolls equal to your Charisma modifier.

Emperor's New Clothes

When you reach level 3, you can don a colorful jester outfit that includes a jester hat and shoes with ringing bells. Using an action, you can change the color of the outfit and the design. While wearing the jester outfit, you have advantage on performance and acrobatics checks but disadvantage on stealth checks. Additionally, your AC is 10+DEX+CHA while wearing the outfit.

The Ol’ Switcheroo

Starting at 9th level, when you get hit by an attack, you can use your reaction to replace yourself with a decoy. You don’t take any damage from the attack and teleport 30 feet away to an unoccupied space. As apart of this reaction, you can attempt to hide. Once you use this feature you can not use it again until you complete a short or long rest.

Stand Up Comic

At level 13, You have perfected the art of the standup. Whenever you complete a performance, you can choose to cast hideous laughter on up to 10 characters watching the show. This can only be used once per long rest. Additionally, you can cast hideous laughter at one creature up to your charisma bonus per long rest.

Jack in the Box

When you reach 17th level, you have become adept at laying ambushes and quickly escaping danger. You can take two turns during the first round of any combat. You take your first turn at your normal initiative and your second turn at your initiative minus 10. You can’t use this feature when you are surprised.