Give me that Nar Shadaa nightlife! This would (hopefully) be the most fun planet to visit for debauchery! Though I’d probably go whenever Sy Snoodles was performing.
Dromund Kaas would also give me life because of the sick Sith relics and the whole planet is tainted by the SWTOR Sith Emperor.
Otoh Gunga because I’ve loved the design of the gungan underwater city since first seeing it as a kid. And why not go along with the gungan love in game right now.
Coruscant. You won't have much in terms of nature, but I feel there would always be something to do. Until you end up lost in the Underworld or something...
Bespin. I think out of all the planets I face the least danger in cloud city, compared to the dangers of ewoks, tuskens, beasts, sand, and staying there seems fun, cloud cars and just the general sky environment is nice and luxurious.
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Dromund Kaas would also give me life because of the sick Sith relics and the whole planet is tainted by the SWTOR Sith Emperor.
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