Name: Trip Fadecloak
Race: Rock Gnome
Subclass: Lore Bard
Trip Fadecloak was a well-respected writer from Waterdeep, the City of Splendors. Having developed a knack for telling stories at an early age, he quickly became known as a famous best-selling author for numerous books & plays, such as "Beauty & the Tiefling", a steamy romance about an aasimar woman falling in love with a troubled tiefling, "Twelve Angry Clerics", a legal thriller about 12 very different clerics attempting to solve a murder, "The Tantalus Archives", a series about a sarcastic wizard detective investigating crimes and stopping the scheming of a villainous lich, and his most popular series, "A Song of Life & Death", a political epic about murder and betrayal. He would often frequent the many taverns within Waterdeep, mesmerizing audiences with his tales of daring adventures and dashing heroes.
Unbeknownst to the public, however, was the fact that Trip felt quite empty in his own life. Depression gnawed at him constantly, as he never achieved any of the feats or accomplishments of the heroes in the stories he wrote. He'd always heard about the deeds of heroes, like famous dragon-slayers or the stalwart adventurers who braved the Undermountain at The Yawning Portal, and felt envious that he lacked the courage of such figures. And, as time went on, Trip began having difficult inspiring himself. He developed writers block, and soon nearly two years had passed without him being able to write anything. Desperate, he began seeking out information through various contacts he had created throughout his career, some of them in the criminal underworld. Trip created an alias, Tricky Nym Suda (or, adjusted, "Tricky Pseudonym"), for dealing with this network of spies, and began using the information he gathered as inspiration for his novels. He even managed to gather valuable secrets about some of Waterdeep's most powerful and influential figures, subtly pulling the strings to his benefit, and using them as characters in his novels to compensate for his creative block.
Trip made a mistake, however, when he published his latest novel in "The Tantalus Archives", "The Eye of the Beholder". In the story, his character Tantalus was investigating the real-life criminal organization known as The Xanathar Guild, when the wizard discovers that the leader of the mafia is in fact a Beholder. Trip had taken inspiration from a ridiculous rumor that the Xanathar was some kind of monster, and thought it would make a good plot twist. Unfortunately for Trip, however, the REAL Xanathar Guild apparently didn't take kindly to the author's interpretation, and dispatched assassin's to kill the famous gnome.
Trip was forced to flee his home, at least temporarily, in order to save his own life. Exhilarated by this close encounter with death, however, his experience somehow managed to thrill him greatly. Realizing that he now had an opportunity to become the actual hero of his own story, he ventured forward to seek out adventures, eager to make his next series of novels a chronicle of his personal experiences.
Trip will often use his famous status of an author as an ice-breaker, asking if the locals have heard of his work. He also enjoys captivating audiences with stories, or telling fortunes using a marked deck of Tarot cards. Both a charmer and occasional liar, he delights in mingling fiction with reality, despite some of the trouble it gives him.
In combat, he will often narrate events as they unfold, describing the actions, or possible actions, of his fellow allies as "inspiration"...for example, "The Fighter gripped his blade and steeled himself for the killing blow." His "Cutting Words" offers a similar benefit, as Trip discovers that his magical talent for articulation allows him to warp reality, causing enemies to miss their attacks... "The dragon choked upon its flames, and realized the folly of its ego".
While his alignment is somewhat chaotic and leans more towards neutral in his morality, Trip does have a deep desire to be a good person, as he yearns to be a hero.