Captain Lillian

A pirate by trade but a philanthropist at heart, Lillian Zynnis never dreamed of being where she is today. Due to an unfortunate childhood and the appearance of key allies in moments of weakness, she has achieved more than most mortal beings can hope to, and is still in the prime of her youth.

Rocky Childhood Born into a family of elven merchants, Lillian was at sea for much of her young life. When she was 13 years old, the merchant vessel they called home was thrown upon coastal rocks and ripped asunder during a terrible storm. Somehow, Lillian survived, but only she. From then on, she worked on any ship that would take her, doing hard labor and menial servant's tasks until she was experienced enough to become a full-fledged crewman.

Climbing the Ranks Lillian was a clever and deft youth, qualities that transferred well into the life of a sailor. Working primarily as a bodyguard for merchant vessels, she used her feel for the sea to help maneuver her pilots out of dangerous situations. Through recommendations, she quickly became a pilot herself, and was always in the good graces of her captains.

A Sailor's Mouth Though her captains and crewmates loved her, the sentiment was not shared among those whose business was on land. Often speaking out of turn and quick to share her true thoughts about people she disagreed with, the merchants and nobles she dealt with came to view her as a nuisance. She was tolerated due to her ability to pilot a ship, but if the time ever came that her abrasive personality outweighed her usefulness, things would turn ugly.

Things Turned Ugly When dealing with the powerful Amodeo clan, Lillian ran her mouth too far one day and paid the price. One night at port, the Amodeo clan sent assassins to kill her while she slept. Fortunately for her, someone or something was watching over her and warned her of her impending doom. When the assassins arrived, they found her ready and waiting with a tattered black cloak from which she pulled gun after gun out of to blast away her would-be killers. She then grabbed some of her closest mates and hopped aboard a sloop which no one had seen anchored in the port even just hours before.

Outlaw Captain Now, she runs from the Amodeo clan aboard The Bargain, with her mysterious cloak and trusted mates. The Amodeos have placed a measurable bounty upon her head so she travels in disguise most everywhere, smuggling goods and people to undermine the Amodeo's private economy. She seems different from before, and at some times people swear she speaks to someone who does not appear to be there.

Captain Lillian Medium humanoid (wood elf), chaotic good Armor Class 19 (leather armor)

19 (leather armor) Hit Points 68 (10d8 + 20)

68 (10d8 + 20) Speed 35 ft. STR DEX CON INT WIS CHA 12 (+1) 20 (+5) 14 (+2) 11 (+0) 16 (+3) 16 (+3) Saving Throws Dex +8, Int +3

Dex +8, Int +3 Skills Acrobatics +8, Deception +9, Perception +9, Persuasion +9, Sleight of Hand +11

Acrobatics +8, Deception +9, Perception +9, Persuasion +9, Sleight of Hand +11 Damage Resistances fire, bludgeoning, piercing, slashing from nonmagical weapons.

fire, bludgeoning, piercing, slashing from nonmagical weapons. Senses passive Perception 20

passive Perception 20 Languages Common, Elvish, Thieves' Cant

Common, Elvish, Thieves' Cant Challenge 7 (2900 XP)

Fey Ancestry. Lillian has advantage on saving throws against being charmed, and magic can't put her to sleep.

Sneak Attack (1/turn). Lillian can add 17 (5d6) damage to a Rapier or Dagger attack if she has advantage on the attack roll. She does not need advantage if no other creature than her target is within 5 ft. of her or if there is another enemy of the target within 5 ft. of it, that enemey isn't incapacitated, and she doesn't have disadvantage.

Rakish Audacity. Captain Lillian adds her charisma modifier to initiative rolls.

Suave Defense. When wearing light or no armor and wielding no shield, Lillian's AC includes her charisma modifier.

Tattered Cloak. While wearing her tattered cloak, Captain Lillian has resistance to bludgeoning, piercing and slashing damage from nonmagical attacks and fire damage.

Actions

Multiattack Captain Lillian can make three attacks.

Rapier Melee Weapon Attack: +8 to hit, reach 5ft., one target. Hit 9 (1d8 + 5) piercing damage

Dagger Melee or Ranged Weapon Attack: +8 to hit, reach 5ft. or range 20/60 ft., one target. Hit: 7 (1d4 + 5) piercing damage.