I’ve had a concept I’ve wanted to try for a little while for a special type of wild mage, but I’m not 100% sure how to implement it. Instead of wild magic just being a completely random chart of spell effects with no control over what you get, the spell caster would declare what he wants to end result to be… and the DM, or some more limited random mechanism, would choose what spell (of the appropriate spell slot level) might get them closer to that result. If they want to get past an ogre guarding a treasure, they might cast a fireball, or maybe invisibility, or maybe some sort of teleport effect… they all advance towards the stated goal, but without the caster’s control of how, leading to the wild magic feel without the insanity and campaign crushing randomness other wild magic can bring. And there’s still room for some silly danger, as maybe the fighter is next to the ogre when the wild magic chooses fireball.
As a DM, I’m not asking you to act, I’m not asking you to engage in improvisational theater, I’m asking your approach. I mean, I’m a “fade to black” DM when it comes to spicy roleplay, so I probably wouldn’t for the named situation in this meme, but let’s say it’s somehow relevant beyond the laughs of “horny bard”. Are you being cheesy and trying to get the bartender to laugh? Are you trying to be suave? Are you just socially indicating interest and letting the bartender decide what they think of that? These matter for what kind of reaction will come about from either a success or a failure on the roll, and it’s not my job as a DM to decide for you what approach is best for the situation… determining the approahh ch is the game. You can tell me your approach via ACTING! or just by describing it, but I really need to know what your character is doing.
But really, don’t worry about your own charisma. You don’t need to be suave or charming if your character is. I just need to know what they’re trying to do, not see you do it.