Stolas/Relationships

Octavia
Octavia is Stolas's daughter. Despite his feelings towards his wife shown in "Loo Loo Land", Stolas genuinely loves his daughter. He is seen comforting a young Octavia who is afraid that he will disappear and she won't be able to find him. After his affair with Blitzo, he takes her to Loo Loo Land in order to get out of the house and to spend some time bonding with her, while also using it as an excuse to spend time with Blitzo who he hired as a bodyguard.

Upon realizing his actions have made her once again afraid that he will run off and leave her, he drops the act of needing a bodyguard and leaves the park with her and takes her to some place which she wants to go to.

As revealed in "The Circus," Stolas reminds Stella that the only reason the two were wed was so that a "precautionary" air would be sired, which in this case, is Octavia. He also tells her that the only reason that he hadn't booted her from his home sooner was so Octavia could have some semblance of a normal life, but now that she's old enough to take care of herself, their marriage had run its course, showing that his love for Octavia was far stronger than any love he could muster towards Stella.

The ending of "Loo Loo Land" and a Voxtagram post shows that Stolas is somewhat uncomfortable with his daughter's liking of taxidermy, but nonetheless supports her choices and interests.

Stella
Stella is Stolas's ex-wife; in a flashback where a young Octavia had a nightmare, Stolas was a bit frustrated at Stella's coldness for not wanting to comfort Octavia. After his affair with Blitzo is made known, she harshly scolds Stolas for cheating on her with Blitzo calling her husband an embarrassment since Blitzo is an Imp. It is unclear of his feelings towards her, but there are implications their marriage was not one based on love, and possibly associated with status if Stella's words are to go by. Stolas admits to Octavia that he did try to make it work with Stella for Octavia's sake, but he just couldn't fool his heart anymore. Additionally, their relationship appears to be rather hostile, since she takes her responses to his infidelity to the extreme, up to the point of wanting him dead for cheating on her.

Stolas may not be fully aware that she is plotting to have him assassinated, if at all, as during dinner in "The Harvest Moon Festival", she demanded Striker kill him right in front of him while he was reading a book, only briefly raising his head to face her after he noticed her glaring at him. It is possible that he did hear her but assumed she was talking about someone else, knows but just doesn’t care, or was simply not listening.

In "The Circus", Stolas was told by Paimon that he is going to marry Stella and shows her a picture of Stella strangling several dog-like creatures, causing Stolas to break down crying. As adults, Stolas tried at least to get along with her but he went ignored by Stella, who enjoyed scolding him and embarrassing him in every way possible, including telling her friends of their intimacy issues while Stolas tried to drown his sorrows during the "Not Divorced!" party Stella threw in the palace without telling Stolas what she was going to do, until his Hellhound bodyguards caught Blitzo and brought him to Stolas, leading to them spending the night together. After Stolas realizes Stella saw Blitzo fleeing the palace with the Grimoire, Stolas' answer was to joyfully rip out the word "Not" from the Not Divorced banner.

After hearing Stolas sing about his problem with Blitzo she scolds him for it and he reminds her that their marriage wasn't real and it was only made to sire Octavia, so their job was done. As they argue, Stella becomes angrier to the point of trying to slap Stolas but he catches her hand and then declares they are getting divorced, to which Stella replies he will pay for it before leaving.

Paimon
Paimon is Stolas' father. He supplied Stolas with books and material goods but didn't seem to pay much heed to Stolas other than to reveal to him what his role would be in life once he reaches adulthood, including his arranged marriage to Stella. When Stolas starts crying, Paimon makes an attempt at comforting him by taking him to a circus and trying to buy an Imp to play with Stolas.

Blitzo
As revealed in "The Circus", Stolas first met Blitzo at a circus after his father Paimon took him to make him feel better after Stolas' breakdown upon hearing he is in an arranged marriage with the feisty Stella. He became enraptured with Blitzo during his act so Paimon arranged for Blitzo to go to the Goetian Palace and play with Stolas. Blitzo, per his own father's orders, tricked Stolas into stealing a lot of valuables from the palace for his father but they end up having a good time talking about their dreams, especially Blitzo.

The two met again roughly twenty years later during one of Stella's parties when Blitzo tried to steal the Grimoire and got caught by the Hellhound bodyguards. Stolas, recognizing him as his old Imp friend, asks to deal with the Imp himself so Stolas and Blitzo go to Stolas' chambers, where Stolas tried to strike up a friendly conversation, but Blitzo tried to seduce him in order to get the Grimoire. At first Stolas tried to resist since he saw Blitzo as his friend but eventually gave in. Following their one-night stand, Stolas came to develop the courage to stand up to Stella and even rip off the word "Not" from a Not Divorced! banner she had set up.

Much to Blitzo's chagrin, Stolas hasn't forgotten the night and frequently calls Blitzo for favors his business provides in a clingy, flirtatious manner. And yet, when Stolas wants Blitzo to get something done, he resorts to sexual and violent threats, which visibly disturb Blitzo to the point of destroying his cell phone. Stolas has apparently grown to have actual feelings for Blitzo yet he has no qualms of reminding him that Imps stand very low on Hell's hierarchy or calling him "plaything".

It is shown in "Murder Family" that Blitzo had gotten a second, possibly burner, phone for Stolas to call rather than giving him his primary number. Blitzo makes no effort to retrieve this phone after the job implying that phone's only purpose is to keep Stolas from having his main number. Also, while Blitzo was being chased around by Martha, Stolas, knowing that Blitz was in danger, called him at that moment and proposed to lend Blitzo the book to do his job in exchange that he returns it once a month along with having sex with Stolas, to which Blitzo reluctantly agrees.

In "Loo Loo Land", he hires Blitzo and I.M.P as body guards and refers to Blitzo as his "knight in shining armor". At several points he feigns helplessness in order to have Blitzo save him despite him easily being able to handle imps. Blitzo appears willing to tolerate his flirting so long as him and his crew are paid and they keep it professional.

In "The Harvest Moon Festival", Blitzo and Stolas are shown to still be continuing their affair, with Stolas appearing to be trying out various kink types with Blitzo. While the two engage in casual conversation, Stolas personally invites Blitzo and his employees to the Harvest Moon Festival in Wrath to apologize for taking his Grimoire back from I.M.P., but Blitzo ultimately didn't care afterwards about his clients and took Stolas up on his offer. Stolas was referred to as Blitzo's boyfriend, which Blitzo always vehemently denied being and tried to state the more professional (albeit brutally honest) side of their sexual relationship. On stage, Stolas continued to flirt with Blitzo publicly despite the amount of people watching, much to Blitzo's chagrin. However, Blitzo seemed to care enough about Stolas to not want him dead (even though it seemed to be purely out of wanting to keep Stolas's Grimoire), having stopped Striker's attempted assassination of the Goetia Prince. However, Blitzo seemed to genuinely consider Striker's offer after he brought up how demons degrade Blitzo for being an imp, along with being reminded of Stolas's treatment of him as a mere "plaything"; that appears to have hit a sore spot deeper than his need for Stolas's access to Earth. Stolas remains completely unaware of all of this due to the failed assassination, and has no idea this transpired.

In "Truth Seekers", Stolas arrives to the D.H.O.R.K.S. facility to rescue Blitzo and his employees in the nick of time and after asking Blitzo if he is okay Stolas scolds him for not being careful and getting themselves caught until Moxxie intervenes. Stolas then opens a portal to I.M.P and takes them all back to Hell but before Blitzo crosses it Stolas picks him up bridal style and asks if he will be getting any reward for the rescue and Blitzo asks if the reward means sex, to which Stolas says yes and leans in to kiss him but Blitzo first grabs Stolas' head and tells him to keep quiet about it or he "will be using those bear traps" while running a finger across Stolas' jaw. This excites Stolas so much he asks Blitzo to do just that before they kiss.

Unfortunately, Stolas' relationship with Blitzo took a severe hit after it was revealed to everyone during the events of "Ozzie's"; after their disastrous "date" at the club, Stolas thanked Blitzo for inviting him anyway, unaware that Blitzo was using him to get inside the club that is meant only for couples. Stolas offered Blitzo to come inside and just enjoy each other's company, but the imp took it as another offer for sex and rudely refused it and told Stolas to not pretend that their relationship was anything more than him wanting Blitzo for sex. Stolas understood that Blitzo wanted some time alone and bid him goodnight, even calling him "Blitz" instead of "Blitzy", but he then sat down outside his house and shed several tears as he sadly watched Blitzo drive away and feeling ashamed of himself. During the episode "The Circus", Stolas glumly looks through several pictures of Blitzo on his phone, pausing to look at one in particular where the Imp clearly has a disinterested look on his face.

Loona
He has only interacted with Loona over the phone. Not much is known about what he thinks of her, however Loona does refer to him as a "clingy rich asshole".

In "Truth Seekers", Loona was impressed enough with Stolas' demonic form to take a picture and once he was done saving them he collectively scolded all of I.M.P. for being "careless".

Moxxie and Millie
Stolas doesn't appear to think much of Moxxie and Millie. In "Loo Loo Land", after the duo save him from an attempted mugging, Stolas is only concerned that it wasn't Blitzo who killed the mugger. He prefers Blitzo as his "knight and shining armor" and not Moxxie and Millie, whom Stolas calls "littler ones". Millie appears to ship him and Blitzo since she describes him as Blitzo’s boyfriend in a sing-song manner, although this may have been to tease Blitzo.

In "Truth Seekers", Stolas rescues them from the D.H.O.R.K.S. agents but also scolds them, mainly Blitzo, for not being careful until Moxxie defended his boss by stating that the agents caught them off guard and respectfully addressed Stolas as "your highness". Stolas did not reply to his statement but stopped scolding Blitzo nevertheless.

In "Ozzie's", Stolas looked rather concerned for Moxxie when Ozzie and Fizzoralli was mocking and humiliating him for singing a love song to Millie. But after Moxxie finished his song for Millie, it made Stolas think that he wanted that kind of relationship with Blitzo.

Unnamed associates
While their number is unknown, Stolas mentions having several associates on Earth, which given the exceptionality of travel between the planes, might be human followers of some sort. Their endeavors are important enough for Stolas to contact Blitzo with the intention to order an assassination to eliminate one of their enemies to assist them.

Asmodeus
While it has not been confirmed what type of relationship Stolas has with Asmodeus, it is implied that he is at least unnerved by him due to a comment made to Blitzo; this goes further when Stolas got up from his seat but Asmodeus pulled him back and mocks Stolas for seemingly having everything in life, only to throw it away by choosing to lust after an imp.