100 Warm Up Roleplaying Questions For Players

One hundred roleplaying questions that you can use to further develop your characters.

1If your character wasn’t an adventurer, what livelihood would they lead?
2Who in the party would your character trust the most with their life?
3What are your character’s core moral beliefs?
4What relationship does your character have with their parents and siblings?
5Does your character have any biases for or against certain races?
6What is your character’s opinion on nobility? On authority?
7Describe your character’s current appearance: clothes, armor, scars they’ve picked up along the journey, etc.
8What location encountered in the campaign has your character felt the most “at home” in, or just generally liked the most?
9What deity, if any, does your character worship? What’s their opinion on other people’s worship?
10If your character had time to pick up any artisan’s tools, game set, instrument, etc., what would it be?
11Describe your character’s current relationship with the player character sitting to your right.
12What is your character’s current goal, summed up in one sentence?
13Does your character ever want to “settle down” with a spouse, children, house, etc.?
14Has your character ever been in love?
15What battle in the campaign has been most memorable to your character?
16If your character wasn’t whatever class they are, what would they be instead?
17What is your character’s favorite season?
18What would your character’s Zodiac sign be, following stereotypical astrology?
19Where in the world does your character most want to visit?
20What is the biggest mistake your character has ever made?
21Does your character have any noticeable scars? If so, what are their stories?
22What animal best represents your character?
23If your character could go back in time and change one thing about their life, what would it be?
24Which other player character does your character find themselves having the most in common with?
25Does your character regret any particular choice the party has made?
26What would your character say their best trait would be?
27What is your character’s greatest fear? Deep, irrational?
28What is currently motivating your character to stay with the party?
29What are your character’s hobbies and interests outside of their class?
30What would most people think when they first see your character?
31What stereotypical group role does your character play in the party? (The Mom, the Mess, the Comic Relief, etc. Optionally: What role would your character play in the “Five Man Band” structure?)
32What is your character the most insecure about?
33What person does your character admire most?
34What does your character admire and dislike the most about the player character sitting to your left?
35Why is your character’s lowest stat their lowest (the in-character reason, not “because there’s no reason for a wizard to have 16 strength, duh”)?
36What would be your character’s theme song/favorite band/favorite genre of music?
37What stereotypical role would your character play in a high school AU/if they attended a normal high school? (Nerd, jock, bully, goth, etc.)
38What treasure/item/artifact that your character has collected during the adventure is the most important to them?
39Is there any particular weapon, item, etc. that your character longs to find?
40Where does your character feel the most at home?
41Does your character care about how they’re perceived by others? How do they change themselves to fit in with other people?
42What does your character think is the true meaning of life?
43What is your character’s scent? (Bonus points for a description that sounds like it could be from a bad [or awesome] fanfic.)
44Does your character think more with their heart or their brain?
45What is your character’s most recent or frequent nightmare?
46What opinion does your character have on [CERTAIN ESTABLISHED GROUPS/AUTHORITIES IN THE GAME WORLD]? (Dragonmarked Houses, royal crown, etc.)
47How did your character spend their childhood? Where did they grow up/who were their childhood friends?
48What aspect of your character’s future are they most curious about? (If they could know one thing about the future, what would it be?)
49What colors are associated with your character?
50Who in the party would your character prioritize rescuing, in dire circumstances?
51Is your character the most swayed by ethos, pathos, or logos?
52If your character was granted a single use of Wish, what would they use it for?
53What is your character’s favorite spell? If they don’t use spells: what is their favorite personal weapon/combat maneuver/skill/etc.?
54How does your character feel about keeping secrets from the rest of the party?
55What type of creature in the world is your character the most intrigued by?
56When they were a child, what did your character want to be, or think they were going to be, when they grew up?
57The player character to your left admits that they’re passionately in love with your character. How would your character respond?
58If somebody (an NPC, someone from their backstory, etc.) your character trusts/loves asked your character to do something against the party’s best interest, who would they side with?
59Does your character value their own best interest more than the party’s?
60What decision would the party have to make in order for your character to consider splitting off from the group?
61How does your character imagine the way they will die?
62What is your character’s greatest achievement?
63Is your character willing to risk the well-being of others in order to achieve their goal?
64What is your character’s opinion on killing others?
65What is your character’s favorite food? Beverage?
66How generous is your character? Especially to those they don’t know?
67What is your character the most envious about, regarding anyone in the party?
68The player character to your left and the player character to your right are both telling your character two different versions of the truth. Who does your character believe?
69What is your character’s sexuality/relationship with sex?
70What is your character’s biggest pet peeve?
71Describe how your character feels about the party’s current situation/objective/etc.
72Who in the party would your character trust the most to keep an important secret?
73If your character knew that they were going to die in a month, how would they spend the rest of their life?
74What makes your character feel safe?
75If your character had the chance to rename the party/give the party a name, no questions asked, what would it be?
76What memory does your character want to forget the most?
77If your character had to multiclass into a class they currently aren’t the next time they level up, what would it be and what reason would they have for doing so?
78What television/book/video game/etc. character would your character be best friends with? (Or: what media character is your character the most influenced by/similar to?
79What unusual talents does your character possess?
80How does your character feel about receiving/giving orders? Are they more of a leader, or a follower?
81What does your character’s name represent to them? (Or: why as a player did you choose your character’s name?)
82Is your character more of an introvert, or an extrovert?
83How far is your character willing to go to pursue the “greater good”? Do they believe in a greater good at all?
84What does your character want to be remembered by?
85What would be your character’s major in college?
86Does your character consider themselves a hero, villain, or something else?
87What major arcana tarot card best represents your character?
88Where does your character see themselves in 20 years?
89What is your character’s relationship with magic? Are they scared of it, wish to know more about it, indifferent to it?
90Who is your character’s biggest rival?
91What is your character’s guiltiest pleasure?
92What does your character hope for the afterlife?
93Who in the party does your character trust the least?
94What is your character’s biggest flaw?
95How did your character learn the languages that they speak?
96What is your character’s favorite school of magic/type of weaponry?
97What is most important to your character: health, wealth, or happiness?
98What advice would your character give to a younger version of themselves?
99Are there any social or political issues your character feels strongly about?
100What, currently, is your character the most curious about?