The question How should I use least in this sentence? Least vs Less was deleted by the OP following critical comments about the example presented.
I reproduce the relevant part for the benefit of users who don't have sufficient rep to view "deleted" questions...
How do I use least and less? for example, can I say this?
Come on, hop on my back and try to make this the least gay possible, I don't want the girls to see this.
I'm no great fan of this usage myself. I actually pointed out in a comment that I don't like your use of gay here in the first place, as something of a "side issue" while attempting some "pre-analysis" of the syntactic issues involved.
But I don't think it's justifiable for us to delete such a question (or to bully / shame the OP into deleting it himself) just because not everyone approves. Like it or not, plenty of (not necessarily homophobic) young people today use gay to mean 'silly' or 'foolish'. Besides which, the OP himself was at pains to point out that his context is an "ignorant and immature" character in a fictional narrative.
I've voted to reopen the question (even if that might not be what the OP wants, in which case perhaps the mods could "anonymise" it into a "Community" post), because I think the syntactic issues raised are interesting, and well worth pursuing.
If the post is reopened, and future visitors end up being made aware of the potentially offensive aspect as well as the interesting syntactic issue, so much the better!