Rolling Diplomacy Checks
Dungeons & Dragons isn't all about hacking, slashing, and arguing about who gets to collect the best loot. Often-times, you can solve conflict by talking about it diplomatically, using all those points you put into your Charisma attribute.
You did put points into your Charisma attribute, didn't you?
1. Sometimes it works better than you think.
Making Introductions
Making a good first impression is key, especially with one of the named NPCs.
2. Start off with good eye contact and a firm handshake. Maybe putting a couple extra points into Strength will help.
3. Hopefully your new avian friends and you share a language in common.
4. If not, maybe try talking to some sea monsters.
5. Maybe you can use your Diplomacy skill to help your adventure companions come up with some better names for their animal companions.
6. Hey, I just met you, and this is crazy, but I rolled a number, so help me maybe?
Getting What You Want
Getting NPCs to do what you want just takes a little bit of social finesse.
7. This is a lie. Druids aren't legally required to tell you anything, unless maybe they have a Lawful alignment, but if you're smooth enough they might not know that.
8. A good Diplomacy roll can help you get out of sticky situations.
9. It can also help you spread your fame far and wide.
10. And it can help you glean helpful information on your quest!
11. Use Diplomacy to find alternative ways to solve conflict.
12. Trying to use Intimidation works best if you actually look intimidating, though.
13. But Diplomacy can help you sell NPCs on even the most trivial of tasks.
14. And it can help with diffusing the oh-so-common accidental stabbing.
15. Because any murder your character may have committed was certainly just justifiable homicide, right?
When Diplomacy Isn't Enough
Sometimes, even the most silver-tongued half-elf ends up rolling a critical failure.
16. This only works when the diety is actually named "Friend-God", but for those 0.0001% of cases, it works like a charm!
17. When push comes to shove, you've just got to roll for initiative and hope you get a critical.
18. And at the end of the day, we all want justice, don't we?
19. But if you can't get what you want, you can at least own up to your failure and try to use it to your advantage.
The Subtle Art of Seduction
From time to time, you can use your character's wiles to convince NPCs by using the universal language, known in every world on every plane: love.
20. The ashes might have been more receptive before they were ashes, though.
21. Use your skills wisely. Delicious rolls are always a wise choice.
22. And if all else fails, just be a little sassy!