Like for acquiring Sera, feminizing Del, talking with Carver, all that stuff. I want to hear other people's takes and opinions! :3
There's no justifying the feminizing of Del in my eyes. The man wasn't there to get used by the patrons initially, he was there to earn a few credits as a bartender. Even if he likes it down the line, that's still creepy as shit.
Sera is a bit of an edge case. She's shown unlike the other people who get under slavers like Beth/Tarratch that she proves incredibly resilient and consistent. However, without a Sub Steele, she can never even hold off the debt for a full year, leaving her at risk of turning into a sex toy for someone else. It would be wiser to enslave her imo, less strain on the Steele who deals with her, Sera learns some humility, and nothing is left up to chance.
Reaha is an obvious yes, she needs the help at the very minimum. She might've been returned a few times, but who knows what other insane stuff could happen to her down the line. She never beats her addiction without Steele as well.
Sam is more of a moral dilemma. On one hand, should've been smarter than her parents and stayed away from the stuff that got her mother in Gastigoth, but she really was only in it to make a living, never actually up for physically hurting another which can say a lot. On the other, she worked for corporate space pirates aka Black Void, and did in fact ruin a lot of people's days. Personally, I always try to see past the people the person has been with and bring her in anyways, as what happened to her mother can still happen to her.
Sylveran Slavebreaker is a total grey zone imo. Sure it might be for a hard-aligned character, but then if looked at morally that rounds to the whole 'if you kill a killer, the number of killers stay the same' philosophical nonsense. If you're a believer in freedom regardless of one's own actions, don't. If you believe that taking the freedom of one who makes it their habit to constantly take away the freedoms of others(even if it's in an objectively pleasurable way), enslave her.
Then there's Shekka. While she's not a slave, you can make her addicted to Red Myr spit, which might as well make her adjacent to it as long as you strengthen her addiction, and she'd never stop wanting it unless you're away for too long. As the gold myr stripper would explain, getting off it is hellish, so even though it's possible, it's not something I would want to accidentally or purposely put Shekka into.
Dizzy & Bizzy are a package and self-explanatory deal. Go tiddy Bizzy, and you likely don't have good intentions for Dizzy, especially if you just slap the collar back on. Go flat and keep the collars & tattoos off, and it's more like you're just employing them.
Kiro may be a bit of a selfish person, what with how Paige had to take all the dicks for the most part, but she definitely doesn't deserve enslavement. Death by dehydration maybe as she'd never account for somebody wanting to protect their anal & vaginal virginities(or just in general not wanting to literally die by a tree-branch sized dick). But turning her into a Bimbo(because lets face it, unless you miss the email or take obscenely excessive free time making it to Kiro) and keeping her on your crew is just completely unnecessary. I'm surprised that turning Kiro into a bimbo wasn't instead the first bit of content that actually hard-locked you into the hard personality. That was someone who could end up to fully trust you and was actually a pretty respectable pirate all things considered.
And that should be about it to my knowledge. Unless we count Amber being homeless and the equivalent of a sex toy as a concubine broodmother/stud slave, Steele doesn't really get any real opportunities to fuck up some lives.