Why, yes! You would be able to roll for it in one of my games!
Speaking of… I’m looking to run a oneshot this weekend. A quick 3-4 hour adventure. I’ve run it before and everythings prepared, just gotta find the players for it! So if you’re available to start a session between 5-8PM EST on Saturday or 1-8PM EST on Sunday, then check out my thread below!
The dice determine success or failure, but your strategy can have different outcomes. If you’re offering a bribe to the guard the DM has to figure out how much it costs you, wheras if you’re telling him a dragon is attacking the south gate, he might be pretty pissed when he comes back.
And if you don’t have “charisma” irl and have no idea either of the above are options…think about charismatic characters in books, movies, tv. What tactics did they use that you can crib?