CAUTION : Rambling onwards .
Are YOU looking for fun topics for your next late-night dinner party?? Maybe for your next date? Then read on! We’ve collected a list of penetrating, thought-provoking conversation starters, middles, or endings.
They’re great for when you’re just getting to know someone or when you decide suddenly that you want to learn more about your friends. Some of these will really make you think, but don’t be afraid. There are no wrong answers!
1.Are there one or two big turning points in your life that you consider to be the most significant?
2.In any planning or job, would you rather assign a simple task to someone else and keep the challenging job for yourself, or vice versa?
3.If money wasn’t an object, what kind of job would you like to work and why?
4.If you could switch jobs with a friend for one week, who would you choose? What would you hope to learn rom the experience?
5.If you had the opportunity to go back to school to study something else, what would you choose and why?
6.What random thing can you see yourself being nostalgic about in 20 years?
7.What title would you give this year if you had to give a name?
8.If you had to break your life up into chapters, how many would there be, and what sections of your life would they be?
9.What trait did you inherit from one of your parents that you tried to get rid of?
10.Have you ever tried to rescue a stray or injuredanimal?
11.What trait did you inherit from a parent that you’re proud to have?
12.Who do you think knows the real you better than anyone else?
13.What moment in your adult life would impress your child self most?
14.If you had to be a meal, would you be breakfast, lunch or dinner? Why?
15.What was something you were scared to do but were glad you went ahead with?
16.If you could be reincarnated as any person or thing, what would you choose?
17.What motto would you say you live by?
18.What would you do if you had a time machine?
19.What is your most controversial opinion?
20.If you could invite any five people, living or dead, to a dinner party, who would they be?
21.If your home caught on fire, which items would you save from it?
22.What is a song lyric that resonates with you profoundly?
23.What qualities do you find most attractive in a potential partner?
24.What is the most memorable dream you’ve ever had?
25.If you could have any other career, what would it be?
26.What is the best advice you’ve ever received?
27.Do you think life exists on other planets?
28.What would you do if you won the lottery?
29.What’s on your bucket list?
30.What is a question you wish more people would ask you?
31.How do you define courage?
32.Do you think someone can truly feel like they “belong”?
33.Are you a forgiving person, and why?
34.How do you distinguish between genuine contentment and mere complacency?
35.What do you believe happens after we die?
36.What legacy do you hope to leave behind?
37.Do you think too much ambition is a bad thing, and why?
38.How do you balance the pursuit of personal goals with the needs of others?
39.How do you stay true to yourself in a world that often demands conformity?
40.What do you think is the meaning of true friendship?
41.What is a book, movie, or song that has profoundly impacted your life, and why?
42.What are some of the most valuable relationships you’ve had?
43.What qualities do you look for in friends and lovers, and do you have those qualities yourself?
44.What are some of the biggest lessons you’ve learned from your past relationships?
45.What is something you’ve experienced that has significantly shaped who you are today?
46.How do you measure personal growth and self-improvement?
47.How do you handle challenges and roadblocks in life?
48.Do you think humans can ever achieve true harmony with nature and each other?
49.Do you think that randomness or chance plays a role in the universe?
50.What do you think is your meaning or purpose in life?
51.What are you most proud of, and why?
52.What’s your favorite song and what is the memory associated with it?
53.What matters more: money or love?
54.If you could change one thing in your life right now, what would it be?
55.Do you think people can be born “good” or “evil”?
56.Which do you trust the most: your heart, your brain, or your gut?
57.If you had three wishes in life, what would they be?
— silenthunter0
58.Where is the scariest place your mind can wander?
59.Does everything happen for a reason?
60.What’s your biggest pet peeve?
61.If you had all the resources, time, and land available to build whatever you want (a house, a park, a monument…), what would you build?
62.What version of yourself would you love to see in 10 years?
63.Where’s your favorite spot to cry?
64.Do you think animals have souls?
65.Is it better to go with the flow or fight the current?
— PunkRockFatBeats
66.Do you think you could be happy if you were always single?
67.On the whole, do you think people are good?
68.What fictional character do you relate to the most?
69.Do you think plants have feelings?
70.What is your biggest regret?
— StigTheDriver
71.Are we born with inherent personalities, or is it entirely the result of our experiences and circumstances?
72.Do you think it’s necessary for some people to lose in life so that others can win?
73.What do you find most important in life and why?
— applejellymonsta
74.What does happiness mean to you, and do you think you’ve found it?
75.How do you define success in your life?
76.What is your most cherished memory, and what makes it so special?
77.Should everyone on the planet be striving toward a common goal? If so, what would that be?
— BankGeck01
78.What do you think is the purpose of life, if there is one?
79.If you had a million dollars to donate, what charity would you donate to and why?
80.What are your core values, and how do they guide your decisions?
81.How do you handle failures or setbacks in your life?
82.What is your favorite childhood memory?
— Abyssal - Crow
83.What is your biggest fear and how does it influence your choices?
84.What is something you wish you could forget?
— DefunctWalrus
85.What role does empathy play in your interactions with others?
86.What is the best thing about your personality?
87.Can you recall a moment that completely changed your perspective on something important?
88.What do you think makes someone yourbest friendrather than just your friend?
89.How do you see the relationship between love and vulnerability?
90.What constitutes a meaningful life for you?
91.If you could swap bodies with someone for 24 hours, who would it be?
92.What are you most grateful for in your life right now?
93.If you woke up tomorrow and you were a dragon, what do you think you’d look like?
94.How do you handle regret, and do you have any regrets that have had a lasting impact on you?
95.If you could spend 24 hours inside the world of any painting, which one do you choose and why?
— -eDgAR-
96.What are some qualities or characteristics you value most in people?
97.When was the last time you sang to yourself? To someone else?
— CosmicSurfFarmer
98.How do you think your upbringing has shaped who you are today?
99.What do you think is the key to maintaining a strong and healthy relationship?
100.How often do you apologize?
101.What is the most beautiful or awe-inspiring thing you’ve ever witnessed or experienced?
102.If you could teach the entire world just one concept, what would it be?
103.What is your perspective on the concept of legacy and the mark you want to leave on the world?
104.What are your thoughts on the balance between individuality and collective responsibility?
105.How do you approach the pursuit of knowledge and wisdom in your life?
106.How do you find meaning and purpose in challenging or mundane tasks?
107.What’s the hardest you’ve ever laughed?
— sustainablesis
108.How do you think technology is shaping human relationships and society as a whole?
109.What does emotional connection mean to you?
— devilRad
110.How do you navigate ethical dilemmas and moral gray areas?
111.Who are three of the most important people in your life?
112.What is your approach to dealing with regret and moving forward from mistakes?
113.Do you think every situation has a silver lining, or are some things just completely negative?
114.What role does personal growth and self-improvement play in your life?
115.How do you see the intersection of science and spirituality in your life?
116.What is your perspective on the concept of “good” and “evil”?
117.How do you cope with the pressures and stresses of modern life?
118.Would you like to be famous? In what way?
— like_Turtles
119.Have you ever experienced a moment of profound clarity or insight? What was it about?
120.How do you define integrity, and why is it important to you?
121.What do you think is the most significant issue facing humanity today?
122.What is your philosophy on forgiveness, and has forgiveness played a role in your life?
123.What’s the first thing you think of when you wake up most days?
— LunarSol126
124.What role does self-love and self-compassion play in your life?
125.How do you handle uncertainty about the future?
126.If the universe is expanding, what is it expanding into?
127.Do you believe in fate or that people have control over their destinies?
128.What’s the most significant lesson you’ve learned from a challenging experience?
129.How did you meet your best friend?
— Jazzy_Bee
130.How do you find purpose and fulfillment in your daily life?
131.How do you envision your ideal future, both personally and for the world at large?
132.If you could get any question answered (other than what is the meaning of life), what would it be?
— polarizingbear21
133.What’s keeping you up at night?
134.What went right with humanity? What went wrong?
— xCalibur25
135.If you could go back in time and give your younger self one piece of advice, what would it be, and why?
This Wiley Post contains contributions from Brittany Miranda , Anjali Patel , and Natalya Lobanova . This place was enhanced using AI - power creativity tools . Take our new AI - powered quizzeshere .
This post has been edited by Kaitlin Stevens .
