this post was submitted on 16 Aug 2023
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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.
Yeah. I like giving advantage/disadvantage because it tells the player: your roleplay positively/negatively impacted the outcome. Luckily i am blessed with good players that will play their characters even if it means a less than ideal outcome.