Crooked Jester

This group of twisted and malevolent jokesters come from all walks of life. Some were once court jesters, cast aside by their nobles for the littlest of reasons. Others come from the circus life, having been abandoned by their ring masters and fellow carnies. Some come from a bleak childhood, where their sick sense of humor was their only solace from the dreaded existence they lived. Despite their upbringings and what differences had led them down this walk of life, they all share on thing in common. The bitter taste of rejection and disdain, having been cast out and left to wade in the muck. For others, this may be just another stepping stone in their life, another hurdle for them to cross. But for theses folks, whose lives have been nothing but darkness and dreariness, the toll on their minds makes them snap. And with that snap of the psyche comes a different feeling. No longer is there a bitter taste on their tongue. Now it's some new, something fresh. Something that tastes a little...funny.

 

Wolf In Clowns Clothing

Upon choosing this archetype at 3rd level, you learn to put up a rather comedic, defenseless guise, tricking people you come across into believing you're incapable of inflicting harm unto them. You gain proficiency in your choice of one of the following: Charisma (Persuasion) Charisma (Deception) or Charisma (Performance) but gain disadvantage on all Charisma (Intimidation) checks you make. 

Additionally, each time you would strike a creature for the first time during combat, it is treated as a sneak attack, regardless if you have advantage or not.

Tricks of The Trade

 

At 3rd level, you have adapted to incorporating some, not-so-innocent, tricks into your fighting style. Whenever you hit a creature with your sneak attack, you can roll 1d6, then apply an effect based on the number rolled, as shown on the Tricksy Tricks Table below.

Tricksy Tricks Table

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 You can use this feature an amount of times equal to your proficiency bonus and regain all uses of it upon the finish of a short or long rest.

Clown College

Beginning at 9th level, through questionable means, you've learned some of the trades taught through a handful of bardic colleges. You gain the ability to cast one of the following bard spells, once per day: dissonant whispers, tasha's hideous laughter, crown of madness, and enthrall. You also gain the ability to cast the vicious mockery at will.

Charisma is your spellcasting ability for your bard spells. You use your Charisma whenever a spell refers to your spellcasting ability. In addition, you use your Charisma modifier when setting the saving throw DC for a bard spell you cast and when making an attack roll with one.

 Spell save DC = 8 + your proficiency bonus + your Charisma modifier.

 Spell attack modifier = your proficiency bonus + your Charisma modifier.

Big Bag of Tricks

Upon reaching 13th level, you've grown quite the repertoire of goofs and gaffs to torment your foes, adding more to your arsenal. The DC needed to succeed on the saving throws caused by your Tricks of the Trade feature increases from 15 to 18. Additionally, the dice your roll for you Tricks of the Trade now becomes 1d8, and you gain the following additions to your Tricksy Tricks Table:

Twice the Dice, Twice the Fun

At 17th level, you have finally mastered the art of clowning around. When rolling for you Trickys Tricks table, you may roll an additional dice and apply both effects rolled. If you roll the same number, you instead choose what number one of the results is and apply the effect regularly. Additionally, your dice you roll for your Tricks of the Trade feature now becomes 1d10, and you gain the following additions to your Tricksy Tricks Table: