Roguish Archetype: Jester (Remnant)

Comedy is an art form that some few study with an almost religious zeal, honing their words and their blades with endless practice and performance. Some that style themselves as jesters are simple entertainers with an adventurous bent, while others are genuine devotees of trickster deities such as Garl Glittergold, Avandra, or the Laughing God Who Has No Temples, and consider their jesting a holy calling of sorts. Regardless, a jester is a student of life, emotion, and culture. They appreciate both the highs and lows afforded to mortals by the conditions in which they live. A jester observes and comments, always knowing the right word or phrase to get a laugh, a tear, a bellow of murderous rage, or to simply swing the opinions of others their way.

Harlequin’s Mask

When you choose this archetype at 3rd level, you gain proficiency with the disguise kit and two of the following: Dexterity (acrobatics), Charisma (Performance), or one kind of gaming set.

You may, as an object interaction, either don a mask in your possession with traditional harlequin markings, or apply face paint from your disguise kit to achieve a similar effect. In either case, while wearing your Harlequin’s Mask you have aadvantage on any check to specifically cause a distraction or otherwise draw attention to yourself.

While wearing your mask, you make also cast the vicious mockery cantrip as a bonus action on your turn. When cast in this way, vicious mockery deals no damage.

Arcane Buffoonery

Starting at 3rd level you gain the ability to cast a variety of spells as part of your jesting.

You learn the cantrip Vicious Mockery, Prestidigitation, and Minor Illusion. You also learn three of the following spells: Tasha’s hideous laughter, illusory script, color spray, faerie fire, feather fall, and jump.

You make cast the spells that you know from this feature once each per short or long rest, as if you had used a 1st level spell slot. If you choose to know the jump spell, it may only be cast with yourself as a target when using this feature.

Charisma is your spellcasting ability for any spell you receive from this archetype, and you use your Charisma modifier when setting the saving throw DC for a spell you cast with this archetype and when making an attack roll with a spell granted to you by this archetype.

Spell save DC: 8+prof modifier+Charisma modifier
Spell attack: Prof Bonus + Charisma modifier

These spells may only be cast or channeled while wearing your Harlequin’s Mask.

Cruel Comedy

Starting at 9th level, your aptitude with the art of jesting gains more refinement, and your comedic barbs become ever more brutal and merciless. Whenever an enemy fails its save against your Vicious Mockery, the first attack you make against that enemy before the end of your turn has advantage.

In addition, while wearing your Harlequin’s Mask you are immune to being charmed.

Jesting Magician

At 13th level, your repertoire of inherent magical knowledge expands to include several more mischievous tricks. You learn three of the following spells: cloud of daggers, calm emotions, misty step, enthrall, mirror image, crown of madness, spider climb, feign death, and rope trick.

You may cast the spells that you know from this feature once each per short or long rest, as if you had used a 2nd level spell slot. If you choose to know feign death or spider climb, they may only be cast with yourself as a target when using this feature.

In additional, the spells you have received from the Arcane Buffoonery feature may now be cast as if they were using 2nd level spell slots. Spells from either of these features may only be cast or channeled while wearing your Harlequin’s Mask

Last Trick

Starting at 17th level, when you are reduced to 0 hit points and are not killed outright, you can choose to drop to 1 hit point instead creating an illusionary double of yourself that lays dead on the ground. You and all equipment on you become invisible until the end of your next turn, you take the attack, or cast a spell. Your speed is also doubled during this invisibility. At the end of your next turn, the illusionary double that lays dead on the ground explodes into small shower of glitter and confetti.

This ability can only be used once per long rest.