Stolas/Relationships

Octavia
Octavia is Stolas's daughter. Despite his feelings towards his wife shown in "Loo-Loo Land", he seems to genuinely love 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 spend some time 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 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.

Stella
Stella is Stolas' wife. After his affair with Blitzo, she scolds at him for cheating on her with Blitzo calling Stolas an embarrassment since Blitzo’s an Imp. It is unclear of his feelings towards her but there are implications their marriage was not one based on love and likely based on status. Stolas admits to Octavia that he did try to make it work with Stella for Octavia's sake, but he just can't fool his heart anymore.

Blitzo
Stolas and Blitzo had a one-night stand. However, Blitzo only slept with him for a book that grants access to Earth and still hates him. Much to Blitzo's chagrin, Stolas hasn't forgotten the night and 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.

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.

In "Loo Loo Land" he hires Blitzo and co 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.

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".