Just a vibe check of the Lemmy community with a deliberately exaggerated meme.
A reddit post would get flooded with argumentative mini-essays from folks who can’t string together 5 words in-character.
Mhm. You don't have to be particularly eloquent for it, but a basic description of what your character is trying to say goes a long way. "I persuade the guard to let us past" won't get you much, but "I appeal to the guards better nature, and use our shared occupation/love of X/ my most attractive smolder to ask the guard to let us past" will do great things in either the DC or getting advantage.