Every DnD game that starts out with a serious “Lord of the Rings” type of tone turns into a Monty Python sketch and every DnD game that starts out like a Monty Python sketch turns into Lord of the Rings
DnD game with characters named Kua the Brave, Enoch Bluehelm, and Hallow Greaves: Our current mission is to save the kingdom from the Dark Queen Ravenbone but we fucked up a charisma roll and now Kua and Ravenbone are dating and the king of Fendale was turned into a frog
DnD game with characters named Bunny Wabbit, Ford Trukk, and Dildo Baggins: Our current mission is to find a birthday present for a spoiled prince but in the process we found a lich planning to devour the life force of everyone in the land and Dildo gave his life to stop him in a scene so moving it won the Newberry Medal
If you give your players room to do whatever they want, including be silly, they will most often choose to express themselves. And you'd be amazed how much you'll start to care about characters once people have attached little pieces if their soul to them.
If you try to enforce a "serious" tone, it just makes the gags funnier, and your players will treat you with the same casual blasphemy orangutans show to God.
"the same casual blasphemy orangutans show to God" WHAT THE FUCK I'M DECEASED
Snagged this from another post about making silly characters and about how you'll eventually regret it. No, you won't. Not if you're doing it correctly. If you're doing correctly the silly and the serious eventually blend together until you have scenes like that Session 40 one. This can be glorious.
You’ll grow to love Slappy. Even if as he’s dying you’re sobbing through “I didn’t plan for you to have plot”, you’ll love him.
...I just noticed Slappy lost an eye somewhere between session one and session 40. I need LORE.