5, 9, 24, 30, 32 for the Worst Boy
Worst Boy aka Watcher Five
5- What planet do they call home? Answered here!
9- How do they feel about the Force and the orders that use it? Hoooo boy. Five utterly disdains the Force, being that it is a source of exceptional privilege that is granted courtesy of a random freak circumstance of birth. (The irony of his own privilege, being born to a wealthy human family in a deepy prejudiced society, is completely lost to him.) He sees beings that (in his opinion) are worse than him in every conceivable way being given (in his opinion) a free ride through life because they can shoot sparks out of their fingers, and it grates on him something fierce. He spends most of his life in a weird sort of denial about the genuine power that Sith can wield, so convinced of his own superiority that he truly believes every single one of them can be brought down with enough wit, skill, and firepower. He abhors the Sith, and is privately livid every time he has to kneel for them- not because of their cruelty or selfishness or any of that, but because he considers them unworthy of their status. He doesn't waste as much time hating the Jedi, purely because they have less of a directly meddling influence on his life; he does distantly appreciate that they at least appear willing to take direction from non-Sensitives, whatever the truth of things might be, but does also, in very broad strokes, view them as self righteous, pitiably naive, and debilitatingly arrogant.
(It is a very humbled, frightened Five that is able to acknowledge that Ahuska can in fact do things that he cannot, and that her skills may be instrumental to saving the love of his life.)
24- If they could be part of another group, what would it be?
Oooof. Hmm. This needs some thinking. If you were to ask him, especially before the Zakuul invasion, he would probably tell you that he would like to be part of the ruling class. (Or more correctly, that he deserves to be part of the ruling class.) Not actually a Sith, though, because the Force is a crutch and leadership surely would be better off without it, but he has almost certainly nursed fantasies about being on the Dark Council anyway.
Later in life, his primary goal is to separate from 'groups' altogether, and I'm not sure there's any he'd actively choose to be a part of. As his writer, though, looking at the galaxy in all its forms over the years, I personally think he'd make a very sexy Fulcrum agent.
30- Do they like to boogie? Do they dance to that good old cantina band?
Five can dance. Absolutely. He's quite accomplished at a good number of dance styles, including your, ahh, 'boogie' as you put it, but this would all be part of his work, part of his ability to take on a new persona and blend seamlessly into an environment in which he's gathering information and scoping out new contacts. He will dance to the cantina band if the job requires it, and he will look flawless while doing so.
Dances he actually enjoys would be more of the ballroom variety. A steamy tango, a flirty little foxtrot, something that lets him show off and impress a crowd, but get nice and close and seductive at the same time. Which, of course, now has me feeling a little extra sad that I've wrecked his leg. He'd be acutely aware of the fact that he can't move like he used to, but the fact that he misses dancing would be something he's discussed with exactly zero people ever.
[Bonus fact: My favourite dance emote to make him do is the 'salsa'. That little twirl!!]
32- Do they have any special skills?
Five was 'built' as a terrifyingly skilled, confident, powerful person; he needed to be, to be a sufficiently daunting villain against Ahuska, a werewolf quite specifically engineered to turn Force Sensitives into pudding. A 'gifted child' who grew up developing a burning need to control every aspect of his life specifically to avoid trauma, his most carefully honed and valuable skill would easily be his ability to manipulate. This is a man who made a life and a career out of being fifty steps ahead of everyone else, of lying and cheating his way into and out of any scenario he desired, all the while making his targets believe everything was their idea all along. He would remove obstacles and discomforts from his life with a wink and a smile; a trooper cutting him off in Kaas traffic would find themselves inexplicably posted to Balmorra a week later, a Moff giving him trouble during a round of space-golf would be imprisoned for frauds they never committed within the month, and that same Moff would beg for his good friend Five to help him out of his predicament. And his finesse at keeping his personal life smooth and pleasant for himself translated to outstanding service within Imperial Intelligence, and the ability to command exceptional loyalty and devotion from even the most reluctant agents working underneath him.
Five is a character whose sole purpose, initially, was to break the Good Guys, and eventually be broken by them in turn. Somehow, he managed to survive this, and earn the chance to grow independently as a character himself, and something that he revealed to me along the way, outside of being an exceptional agent and murderous villain, was that he actually truly loves to cook.
Five is a spectacularly good cook, he could make an absolute killing as a galaxy-class chef, and making food for others is definitely his love language.