That's a nice collage you made there, I assume wanting to make the collage was the primary motivation for writing the trope?
Progressive lewdification of the attire is certainly a trope in many female protag "corruption" games and might as well be part of the stairway to heaven in several male protag games, like convincing Lisa to no longer wear undies in Big Brother. One RPGM doing this trope to a tee is Succulence, where, playing a busty public school teacher, most of the games lewd content is strictly gated behind what lewd outfit you could unlock so far, and it also has streaking as a mechanic.
Actually it was the other way around. I remembered playing a RPG Maker game that had streaking and just general nakedness elements in it for the MC. As the MC became more comfortable with her body, her stat would allow her to go out on the street from the house in her underwear, then her sexy underwear, and eventually in her birthday suit. As I said, I think it might have been Sarah's Life, but I remember the 'path to nudity' being a bit more direct than that. It was probably an imcomplete game anyways...
Anyways, yeah I hit on the idea of the various maid outfits at that point. So the trope applies to other situations as well, besides the situation I described. Essentially, the idea that, as you develop a relationship with a girl, or when you lower the Female's MC inhibition levels, yeah their wardrobe choices become more and more risque.
Inhibition level, yeah that was the word I was trying to think of before! Need to work that into the tropes post...
Inhibition Level is similar to Corruption Level, so yeah there can be a bit of overlap on the tropes. Usually, though, in the context I'm thinking of, Inhibition is tied soley to how comfortable a girl is with showing off her body, and isn't directly tied in to her willingness to have sex, which may be tied to relationship stats instead. It all depends on how the stats are broken down...
This trope, when taken to the extreme, isn't seen in a number of newer games, because it's so simplistic and also very unrealistic. But yeah, essentially, lower the inhibition level, lower the cloth to exposed skin ratio, and which associated outfits she can make it out the door and onto the city streets when wearing them.
As I mentioned, since RPG Maker games often involve a lot of walking around, where you regularly interact with other characters on the map, where they might comment on your attire if the game designer has an 'appearance check' coded in. And yeah, that's where I've seen it used, sometimes to an extreme.
There may be a Renpy game out there that does this, but one doesn't come immediately to mind, as Renpy games usually have 'point to go here/choose this menu option to go here' mechanics, not 'and then we walk from point a to point b, avoiding the walls, etc.' mechanic. The associated 'get your girlfriend/love interest to wear less clothes when she's around you' is usually how I see it done in Renpy games, and yeah it's generally more directly related to a corruption level stat at that point.
Brothel King has a mechanic where you can eventually get a whore to work her shift completely nude after you train her to become more and more comfortable with the idea, and it's a goal of mine to run an all nude brothel in that game. The associated dialogue talks about the girl walking the streets naked at that point, 'cuz it's so liberating' or some such, but, so far, Goldo hasn't coded any 'naked street interactions' into the story. BK is still a work in progress, and has a number of other very involved game mechanics going on at that, that are still being tweaked.