Seductress

You have chosen this path because of natural or supernatural charm that grants you seductive abilities. Able to charm your foes, you are a source of lust and a source of danger for all who stand in your way. Taking advantage of this, you have developed a very esoteric skill set that makes you quite persuasive.

Charm Resistant

Starting at 3rd level when you choose this roguish archetype, you are resistant to the charming wiles of your enemies since you yourself have begun to master them. You have advantage on saving throws against charm effects if you don't have it already.

Seductive Wiles

Starting at 3rd level when you choose this Roguish Archetype, you can begin using your beauty to appeal to others. Once per short or long rest when you make a Persuasion or Deception check against a creature who would normally be attracted to creatures similar to you, you can roll dice equal to your sneak attack dice. Add half of the value rolled to the original check. Do this after you roll but before anything else happens as a result of what you originally rolled.

You can do this twice starting at level 9, three times at level 13, and four times at level 17.

Innate Spellcasting

Starting at 9th level, you have further harnessed your inner and outer beauty. Thanks to your development of your seductive attraction causing others to not wish harm upon you, you have a special knowledge that allows you to make use of certain arcane spells. You gain 1st level spell slots equal to your Charisma Modifier (minimum of 1). These special slots can only be used to cast Charm Person or Sanctuary.

Your spellcasting ability is Charisma:

Spell Save DC: 8 + proficiency bonus + Charisma modifier

Lipstick Conduit

Starting when you reach 13th level, your use of makeup has reached a new level. By using Alchemist's Supplies and a few gold pieces, you can craft any potion into a wearable lipstick. When this lipstick is applied to a creature's lips, that creature is not affected; instead, the next creature that is kissed on the lips by the person wearing the lipstick is affected. The effect of the lipstick ends if no creature is successfully kissed within 30 minutes of it being applied.

The lipstick has one use which increases to two at level 17 and three at level 20.

In order to craft lipstick, make an Intelligence Check with the Alchemist’s supplies (proficiency not required) and pay 5 gold pieces for other materials needed. The DC to make a stick of lipstick using the alchemist’s supplies is based on the rarity of the potion being used. If you fail the check, the potion is wasted but you do not lose the 5 GP.

1. Common: DC = 6
2. Uncommon: DC = 12
3. Rare: DC = 18
4. Very Rare and above: DC = 25

Empowering Smooch

A kiss from you is something to be cherished. Any person that receives one should not take it lightly. Starting at 17th level, you can greatly bolster the willpower of your allies who would normally be attracted to creatures similar to you by giving them one of your ever desired kisses. When you do this, they get the effects of the Heroism spell (you do not have to concentrate on it) for a number of minutes equal to your Charisma Modifier (minimum of 1). You can use this ability a number of times per day equal to your Charisma modifier (minimum of 1).