Paimon

"You will begin the studies of your grimoire, which will you grant access to the mortal realm to study and observe. And you will grow to be a mighty prince of Hell with your own legions to lead and pass on your knowledge to."

- Paimon, to Stolas while passing the grimoire to him

Paimon (pronounced Pie•mon) is a king of the Ars Goetia, and the father of Stolas. He is a supporting character who made his debut in "The Circus".

Appearance
Paimon is a very tall avian demon resembling a great horned owl or raven, with black feathers over his body and larger feathers pointing upwards to resemble horns.

He has glowing red eyes with white pupils, and a white face reminiscent of an eye mask that bears intricate red sigils. He wears a long crimson cloak with a pale maroon upper section and gold trimming that covers his body, along with a hood that goes to about his chin.

When opened, the cloak is shown to be glistening like actual gold, similar to Stolas's cape in "Ozzie's". On his head is a golden crown decorated with a golden Goetic symbol and star ornaments on the points on top.

Personality
Paimon has been shown to be a negligent father, who cannot recall his son's name without the help of his butler. He is a self-absorbed, inconsiderate and callous individual. When he made a child Stolas caretaker of the grimoire, he half-heartedly followed up by informing his son about the latter's arranged marriage to Stella, failing to consider (or care) about his son's opinion on the matter.

His disinterest in attending to his son's care is further emphasized when he dismisses his son's distress as "bitch crying", before forcing his son to attend a circus event in the expectation this would calm him down. Even in this regard he failed to actually physically accompany his son, opting to have his butler carry a magical mirror that allowed him to observe the event remotely. He would later go on to congratulate himself for being "so good at daddying” in regards to his treatment of Stolas.

Paimon upholds his status from being part of the Ars Goetia, looking down on those who are beneath his station. As seen slapping Stolas on the head and scolding the latter for bowing down to an imp when introducing himself, and his lack of consideration for the damage his rampant teleporting would cause the tent's for a circus.

Despite his poor parenting skills, Paimon has been shown to be a keen observer. He was able to quickly identify that his son was seemingly fond of a certain child circus performer imp, and took measures to have the aforementioned imp accompany his son to cheer him up. Though, the measures he took to hire the imp, offering to buy him for $5 and a slim-fit condom, further emphasize his deprecation of lower caste demons.

Unique Abilities

 * Shapeshifting - When he is first introduced, Paimon is seen transforming into several silhouettes of demonic creatures that include a goat, a four-headed snake, an elephant, and a winged eyeball (resembling the biblical Ophanim) before getting up from his throne.
 * Teleportation - Paimon was able to teleport his mirror self and Mister Butler away from Cash Buckzo's circus while leaving a flaming crater behind.
 * Grimoire manipulation - Paimon showcases the ability to summon forth the grimoire he later gifts Stolas.
 * Projection - Paimon is seen casting lifelike projections while imparting cosmic knowledge onto Stolas.

Trivia

 * Paimon was first revealed in a tweet by the official Helluva Boss Twitter account as a celebratory sneak peek for season two on Father's Day.
 * He is based on the demon of the same name from The Lesser Key of Solomon and is usually depicted as a man with an effeminate face, wearing a crown, and riding a dromedary. He teaches all arts, philosophies, and sciences, and all things secret. Whether this version of Paimon in the series shares the same properties is still unknown.
 * The seal of Paimon was once on the outer wall of mansion before handing over the ownership of it to Stolas.
 * He was the one who arranged for Stolas and Stella to be married the moment his son came of age.
 * It is revealed in "The Circus" that he has numerous other children apart from Stolas, which makes him forget their names, or at the very least, Stolas's.
 * While sharing a similar appearance to Stolas, Paimon is seen assuming different demonic forms in his introduction scene, which may imply that he fathered the owl-like Stolas through his avian form. Furthermore, after being reminded of Stolas' name by Mister Butler, Paimon refers to the former as "The owl boy", insinuating that his other children are of other bird-like breeds or different animals, entirely.
 * He and Cash Buckzo share the same voice actor, with both being voiced by Jonathan Freeman.