100 of the first questions I could think of because I like ask games:
Have you ever been stood up on a date?
How often do you dream and how often do you remember your dreams?
What's the first orange object you see?
Speaker, earbuds, or headphones?
Most uncommon pet you've had?
Furthest you've ever traveled from home?
Pick 5 plants to grow in a garden together:
Roll a d20 or pick a random number between 1-20 and tell me a memory from that age (roll until you get an age you can remember something from):
Favorite flavor of juice?
How many pairs of shoes to do own?
What color is the shirt you're wearing or wore last?
What song punches you right in the gut?
What song takes you to a happy place?
On a percentage basis, how sure are you that a higher power exists? Or doesn't?
Is a mango the ultimate fruit?
Is it Berenstain or Berensitein Bears?
Most unusual/strangest food you've ever tried? Cooked?
Do you think you'd get into the Good Place?
Make a smoothie with 5 ingredients:
Make a pizza with 7 toppings:
What "bad" smell do you actually like?
How many languages have you attempted to learn in your life and which ones?
What type of tree is closest to you rn?
What temperature is it outside?
What are you wearing right now?
Do you like looking at the shapes in clouds?
Favorite flavor of fruit jam/jelly?
Have you ever cheated on a partner?
What "unloved" animal do you love?
If you could magically add 5 fish to an aquarium that met all of their needs and they could cohabitate, which would you choose (size doesn't matter either)?
How old were you the last time you dressed in costume for Halloween?
Have you ever traveled alone, and if so, how old were you the first time?
Mountains, forest, or ocean?
Have you ever broken up someone else's relationship?
What memory comes to mind when I say, "I can't believe I got away with that...?"
What do you hope future you remembers?
Do you like your birthday? Or hate it?
How do you take your coffee or tea?
Cookies or cinnamon rolls?
What's your fantasy/ttrpg weapon?
Can you play the ukulele, or if not, can you play another string instrument?
What's your favorite day of the whole year and why?
Which letters of the LGBTQ+ do you use, if any? If you're queer what's your preferred umbrella label for the community?
Do you work, if so what do you do, and what would you rather do with your life?
Do you do any arts/crafts by hand?
Take this opportunity to plug/promo yourself if you want to:
Do you like bitter or sour flavors?
Do you believe in astrology and either way, what's your sign?
So you think you have good table manners?
Do you smoke, drink, get high, etc?
Are you or have you ever been religious?
Choose a bug that you have to allow to crawl on you:
Favorite flavor of chapstick?
Are you vegetarian/vegan/anything else?
Why do you think humans exist?
What temperatures are too hot/cold for you?
Do you believe in any cryptids?
Do you own a weighted blanket?
What's the scent of your favorite candle?
What controversial/unpopular food do you actually like (e.g. pineapple on pizza, mushrooms, candy corn)?
Tag 5 blogs/mutuals to go follow.
What's your most recent special interest or hyperfixation media?
What's sensory heaven vs sensory hell to you?
Have you ever dined at a 5 star restaurant?
What tarot card (if any) do you resonate with?
If you could choose one of your life's problems to solve with the push of a button, what would you fix right now?
Have you ever been cheated on?
Do you have any books on your reading list?
What childhood cartoon do you miss?
What seemingly basic everyday task do you find difficult to accomplish?
What do you feel guilty for?
Favorite flavors of CapriSun and Arizona tea?
What bad habit do you wish you could enjoy without it being bad for you?
Most shocking or disappointing reason(s) you've had to end a friendship?
The weirdest, most interesting, or most fun story of how you've met someone?
What's words are missing from your life right now, that you wish someone said?
Have you ever felt fully happy and complete, even if it was short-lived?
How many oceans have you visited?
Tell me about any paranormal experiences you had.
Tell me an unhinged confession.
What little thing from your culture/region/country do you love?
What do you struggle with in life, and what do you wish people understood about it?
What is your favorite dinosaur?
Have you ever met one of your "heroes" (or in other words just someone semi/famous you are a huge fan of)?
Are there any big/ very popular holidays you don't celebrate?
Are dinner and supper different things?
Have you ever forgotten your own birthday?
Explain what you do for work or one of your hobbies without saying what it is. Feel free to explain in the worst way possible.
How different does your life look from the plans you had in high school?
Do you like carnival rides?
Have you ever used a floppy disc?
What's on your anti-bucket list (things you NEVER want to do in your life)?
