Through my years as a D&D player, I have created a few characters who have stuck by me for quite some time…

Kelipso Lilywhite, a Transgender Teifling Ranger/Druid with his trusty winter-wolf companion, Gordon.

Allison Vanderguard, a Female Elf Bard who is trying to overcome boundaries as a woman.

The Brand, a Male Human Fighter/Rogue who works as a mercenary and who runs the Red Star Gang.

I will not deny that I make characters faster then I blink, but a few have stuck with me through my years as a D&D player. Some I try to build on by writing short stories while others I use in campaigns to progress their stories. From Kelipso falling in love with Jason, a murderer from another plane, to Allison being burned by radiant angelic forces for her crimes, everyone of these characters has a story.

Chapters

1. Kelipso Andre Lilywhite
2. Allison Jaybird Vanderguard
3. Mason “The Brand” Endwaters

Kelipso Andre Lilywhite

Name: Kelipso Andre Lilywhite

Race: Tiefling

Gender: Transgender (FTM)

Sexuality: Gay

Class: Ranger/Druid (Hunter/Circle of the Shepard)

Background: Outlander

Music set to: Blitzkeg Bop (Ramones)

Timeline

• Kelipso is born, a female, in Ghetts, a mountain village, to two Tiefling parents.
• Kelipso (age 3) befriends a white wolf-puppy, Gordon.
• Kelipso (age 9) comes out to his parents that he feels he Transgender (FTM) and is accepted by his parents.
• Kelipso (age 10) hides in his basement crawlspace after Red Dragon-Borns invade Ghetts in the name of Tiamat. The Pillage and slaughter everyone in the town but Kelipso escapes.
• Kelipso (age 13) is found by Druids in the middle of a nomadic passage through the towns neighboring woods.
• Kelipso (age 15) is taught druidic magic and is taught to not harbor hate in his heart less it destroys him. Kelipso also learns that Gordon is a winter wolf.
• Kelipso (age 18) leaves the druids and starts to discover the world for himself.
• Kelipso (age 20) finds a Tavern.
• Kelipso falls for a masked man from another world named Jason.
• Kelipso and Jason start dating.
• Jason falls into a PTSD trance and stabs Kelipso. Kelipso learns about how Jason is from another world where people are separated into two groups, Prey and Predators.
• Kelipso befriends a Blind Elf named Silver.
• Kelipso (age 23) is killed for the first time while away from the tavern searching for a job. He is later revived thanks to Jason and Kelipsos’s friend, Ox, and don’s angel wings.
• Jason and Kelipso become kinda married after Kelipso proposes.
• Kelipso (age 29) is killed after an expedition gone wrong. Gods have grown angry due to natural order being upset and sentence Kelipso’s spirit to be sent to Limbo to wander forever.
• Kelipso is revived by a man. Kelipso grows depressed and withdrawn from life due to lingering mess due to Limbo. Jason helps him and Kelipso becomes his old self again.
• Kelipso steps up to become a protector of nature and continues to defend the forests by the tavern.

Allison Jaybird Vanderguard

Name: Allison Jaybird Vanderguard.

Race: High Elf

Gender: Female

Sexuality: Straight

Class: Bard (College of Lore)

Background: Sage

Music set to: Out of Tune (Okee Dokee Brothers)

Timeline

• Allison is born to an Elf mother and a Human father. The father leaves after finding that his child is not human.
• Allison (age 5) is taught to play instruments and to infuse music with magic.
• Allison (age 7) is taught to weld, smith, sew, cook, write, sing, read, and everything else her mother can think of so her daughter will not need a man.
• Allison (age 12) is taught proper magic by her mother. Allison properly learns how to use bardic magic with her instruments.
• Allison (age 18) meets Hiro in the market who is also a Bard. The two fall for each other.
• Allison (age 20) goes to visit her mother who is now sick and finds that her mother has passed. She falls into a depression.
• Allison (age 21) is consoled by Hiro who suggests that the two should move away from this town and start a life together.
• Allison (age 23) now lives in a house by a beach-like lake with sandy shores. She and Hiro begin to make a family as Allison is now pregnant.
• Allison bears Verda who is a half-elf with pale purple hair.
• Allison (28) is outside watching her daughter when suddenly she falls asleep. Her daughter is dragged into the water by a rogue wave and drowns. Allison finds her body. Hiro blames Allison for the death of their daughter and leaves her.
• Allison (age 29) leaves their old home, feeling depressed just being there and moves on. She begins her work as a traveling bard.
• Allison finds then same tavern Kelipso finds.
• Allison meets Krathian and Q’ilbrith. A Warlock of Orvar and his Psionic squid friend.
• Krathian helps Allison find her daughters soul which is hidden by a soul stealer.
• Allison and Krathian fall for each other and begin dating.
• Allison, Krathian, and a few other people help her find her daughters soul and get it back. Verda is revived.
• Allison meets Spawn, a devil who is charmed by her, who convinces her to hand over her soul so he can protect it.
• Allison, on an adventure with her daughter, gets in trouble and her daughter is once again killed. Krathian offers to revive her again, but Allison decides its best to let her rest.
• Allison is traveling and finds a split in this universe which sends her to a place called the Glass Planes.
• Allison is befriended by an old mercenary who was banished to the Glass Planes and who vows to protect her and adopts her as a daughter almost.
• Allison is sent into the den of a Demon named Ezekiel to strike a deal with him. He mocks her and infuses himself with her mind so he can escape this plane. She is now branded with a black rose tattoo on the back of her neck.
• She began to work with Ezekiel (More like she was his puppet he used) to get him back to the material plane. She upsets him at one point, in response he chops off her left arm.
• Allison is thrown back into the materiel plane. She is found by a female dwarf who takes her in and takes care of her. The dwarf makes her a prosthetic arm.
• Allison fins her way back to the tavern.
• Allison tells Krathian about what happened, and he tries to find a way to help her.
• While Krathian is away, Allison begins to develop feelings for Spawn and admits her feelings to him. She feels like she has betrayed Krathian and fells like he is become a bad person.
• Allison summons Ezekiel and kills herself so the demon is sent back to the glass planes. She does this mostly because she feels it would be better if she were dead instead of hurting Krathian.
• Allison is sent to Celestia and made an angel. She returns to the material plane but has no memory of who she is. She recognizes Krathian and tries to remember the rest of her life. Krathian is upset that she killed herself and disassociates from her.
• Spawn gives Allison’s soul to an angel, so it is safe.
• Allison returns to the heaven, upset that Krathian is mad by her and does something radical. She takes back her soul. Heavens see this as an act of betrayal.
• She is killed in heaven and her body is sent back to the material plane where is she is revived by Krathian.
• Krathian and Allison learn to love each other again.
• Spawn is angry about her stealing back her soul, but Allison doesn’t care because she is happy to be back with Krathian.
• Allison and Krathian take a vacation together where Krathian proposes to Allison.
• Krathian falls into a dream-state and cannot be woken up. Allison sets off to find a cure.
• Krathians friends arrive at the tavern to help him. Allison can’t do anything for her fiancé.
• Allison (age 35) lives at the tavern, waiting for Krathian to heal.

The Brand

Name:

Alias: The Brand

Gender: Male

Sexuality: Panromantic/Pansexual

Class: Rogue/Warlock (Mastermind/The Fiend)

Background: Urchin turned Criminal

Music set to: Hells coming with me (Poor Man’s Poison)

Timeline

• Mason is born to a single mother. He is the second child. His elder sibling is a 10-year-old daughter.
• Mason (age 7) is sacrificed to Delmar, the Devil of bounty and money, so the family might become rich. Mason breaks free from the ritual and escapes his family. He is marked by a pentagram scar branded into his chest that becomes a source of suffering for him the rest of his life.
• Mason (age 10) becomes an urchin in a local city. He is sustained by conning people out of their money until he turns to flat pout stealing, turning him into a criminal.
• Mason (age 12) has magically evaded the police and is living as a hired informant for people who need information.
• Mason (age 17) is caught the police and is sentenced to 5 years in prison.
• Mason (age 19) befriends a young man named Logan-5 (age unknown) who is in for being a mercenary. Mason learns of mercenary work and Bash begins to secretly teach him.
• Mason (age 21) is released from prison and sets off to start work as a Merc.
• Mason (age 23) adopts the alias known as the Brand. The symbol, a upside down red star, begins to pop up everywhere in the city and beyond due to his work as a Merc.
• The Brand (age 25) takes on a job as a bounty hunter that sends him to a tavern (The same tavern as Kelipso and Allison) where he hunts down a man named Zack.
• The Brand befriends a vampire named Lazarus. Lazarus is cursed to not be able to drink blood unless the person is willing, making him very hungry. Brand offers his blood to Lazarus.
• The Brand begins to develop feelings for Lazarus and tells him outright. Lazarus accepts and the two begin dating.
• The Brand (age 30) after being long gone from the tavern, gets words from Lazarus that he wants them to stop dating and the only reason that they were together was because The Brand was just a meal ticket.
• The Brand (age 31) goes into Hells to confront Delmar and to kill the devil in a fit of rage after Lazarus breaks up with him. He kills the devil and goes on to slaughter a dozen until he is stopped by Asmodeus. Asmodeus, admiring the fiery anger and hate coursing in The Brand, offers him a deal. Kill everyone and anyone you like, and you will live forever.
• The Brand gladly takes up Asmodeus offer and begins to kill hundreds. Bounties are placed on him, but no one succeeds.
• The Brand (age 34) has visited Asmodeus on more then one occasion. The Archduke gifts him infernal power so he can never be harmed by Fire or by a Blade that is not magical. He can never be charmed nor frightened.
• The Brand (age 35) meets Angelica, a half-elf woman who is in a village he has completely slaughtered. He is taken aback by her beauty and leaves her alone. He begins to covet her insanely until he appears before her and askes her to come with him. Unknown to him, she is being charmed by Grazz’t, a Demon who seeks to kill Asmodeus, and makes her accept.
• The Brand (age 36) and Angelica bear a daughter named Eloise. Unlike either of them, she is bearing both infernal and abyssal blood. The Brand finds out that Angelica is being controlled by Grazz’t and kills her as an act of mercy upon her soul. He keeps her soul instead of sending to the Hells. Asmodeus allows this and leaves the mercenary alone for some time.
• The Brand (age 38) has kept his daughter but hides her away from him. His old friend, Logan-5, takes the mantel as father for her and teachers her the art of becoming a mercenary as well.
• Asmodeus calls for Brand to collect the soul of a man named Strahd. He is sent to a mist-shrouded world in which he cannot escape until the Dark Lord is killed. Like him, he cannot be harmed by simple weapons and The Brand doesn’t know magic so he calls upon dark forces, the same Strahd uses, and gives over his mortal body so he can become something worse than himself. He becomes a Demi-God of mixed Evil Powers. Instead of wasting his new powers, he employs people who also get trapped in Strahds domain to weaken the vampire before he kills him. None has succeeded yet.

I honestly often see the ‘main character’ as the one centered around the inciting incident of a given season. For example, in TUC, Pete’s emergence as the Vox set the stage for the plot to emerge. That said, here are my opinions for the seasons I’ve watched:

TUC S1 - Pete TUC S2 https://omegle****/ - Sophia FH FY - Riz FH SY - Fig or Fabian (this one I’m the most iffy on) ACOC - Amethar ASO - Skip Neverafter - Mother Goose

I feel like Brennan does a good job of spreading the focus around though. Zac is very interesting because I feel like he does really well at supporting others players in RP and, although isn’t always centered, often shines brighter due to this IMO.