Unless you are uncomfortable with the situation and it ruins the game for you, sure.

The burns, did you fix the burns?

"Um, I think you're cute!" 🥺

They weren't too bad, and they were on his other hand, so they didn't even get in the way later that night

Heaven forbid I try and get my players to actually roleplay in this roleplaying game.

If roleplaying ruins the game for you, maybe a roleplaying game is not for you

"How did you know I like compliments?!?!?"

There’s a major difference between “roll at least a 16 and you’ll have seduced the guard” and “seduce me to seduce the guard.” Different people are comfortable with different things. If you’re fine seducing your DM, cool. But I certainly wouldn’t be.

Maybe charisma builds just aren't for you.

That should only be required if what you're trying to do would have a higher DC than you could possibly roll, but the DM humors you by allowing you to try convincing them anyway. Or that has been pre-agreed in session zero because the group is all theater/improv nerds or something.

Huh, I had no memory of him being in The Martian. To me he'll always be Troy. With a backup of Childish Gambino because I showed this clip to a friend: https://www.youtube.com/watch?v=cMY9y-6W_fQ And the friend said he resembled the musician, which is how I found out that actor also has a rap career. Anyway, thanks for bringing this to my attention!