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Throughout my life, I have met a lot of people, both for work and in my social life, and I think it is safe to say that most human beings don’t know how to start a conversation. Most people either use the same round of boring questions as conversation starters or go straight for the very personal stuff. And we get it, starting a conversation with a stranger can be tough, so people usually opt for the safest alternatives, but there are so many fun things to talk about, all you need to do is have a couple of topics up your sleeve.

On the other hand, if you are pretty comfortable socially but would like to update your stock of good conversation starters, may we suggest trying out funny questions to ask your new acquaintance? Sharing a laugh is always a good icebreaker, and if they actually decide to think of an answer, this could lead to a very engaging talk, and possibly even to a great relationship. But remember one thing: Funny and rude are not the same, so be sure your questions are not offensive. You may choose absolutely random topics to talk about as long as everyone still feels comfortable.

To get you started, we collected a bunch of conversation starters on a whole range of fun topics. We absolutely encourage you to go and try them out, but don’t forget to come back and let us know which ones sparked the most lively conversations. Meanwhile, vote for the ones you like the best, and share this article with friends who might also need some help in learning how to start a conversation.

#1

150 Funny Conversation Starters To Break The Ice Smoothly "What is your greatest, yet strangest talent?"

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Fiona Parky
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

I can touch my wrist with my thumb, I can bend just the last joint on every finger and I can bend my fingers backwards to touch my wrist. I can get out of any sort of handcuffs easily (do not ask how I know this). Basically very flexible hands

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#2

"What is the silliest way that you’ve been injured?"

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Jody O'Connor
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Sleeping. Woke up and I had pulled a muscle in my back and could not stand up.

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#3

"What two items could you buy that would make the cashier the most uncomfortable?"

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Firstname Lastname
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

As a cashier, it's not what you buy, it's how you act that makes me uncomfortable.

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#7

150 Funny Conversation Starters To Break The Ice Smoothly "If you could break any world record what record would you want to break?"

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#8

"What is the craziest dream you’ve had?"

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blue1steven avatar
Donkey boi
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Probably the one where I was given the power to jump extremely long distances, but couldn't land without breaking my legs.

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#9

"What is the best type of cheese?"

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blue1steven avatar
Donkey boi
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

I'm allergic to most so my options are limited. As a treat I'll go for some Red Leicester, by I'm quite partial to Mozzarella or a few Dairylea slices.

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#10

150 Funny Conversation Starters To Break The Ice Smoothly "What is the funniest pet name?"

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will
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

i found out recently one of my classmates used to have a dog called "little sh!t"

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#11

"What is a ridiculous Wi-Fi name that you’ve seen?"

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#12

"If you had to name a chapter in your life right now, what would it be called?"

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#14

"What would be the absolute worst name that you could give your child?"

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#15

"What movie completely changes its plot when you change one letter in its title?"

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#17

"What food describes your personality?"

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fualty
Community Member
1 year ago

String cheese. Fun to play with, more layers than meets the eye, dependable.

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#19

150 Funny Conversation Starters To Break The Ice Smoothly "What is considered socially acceptable, but really shouldn’t be?"

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fualty
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Forcing young children to give adults hugs or kisses when they don’t want to

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#20

"If we could teleport anywhere in the world right now, where would you want to go?"

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#21

"What is funniest sound that you can make?"

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blue1steven avatar
Donkey boi
Community Member
1 year ago (edited) DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

I do a pretty good Gizmo impression... Oh and I can inward whistle louder than I can do a normal whistle.

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#22

150 Funny Conversation Starters To Break The Ice Smoothly "Which TV or movie character reminds you of yourself and why?"

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Joe Hurd
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Moe szyslack, (Simpsons bartender) I'm unlovable angry and quick tempered

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#23

"What topic could you give a 30-minute presentation on without any preparation?"

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#24

"What do you think is a complete waste of time?"

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Sheri Muntean
Community Member
1 year ago (edited) DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Makeup and fashion (though I understand why some people like them)

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#25

150 Funny Conversation Starters To Break The Ice Smoothly "What is your biggest cooking disaster?"

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#26

"What scene in a movie always makes you laugh every time you watch it?"

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labontelover_5 avatar
fualty
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

The ‘Burbs when Rumsfield says if the neighbor’s dog poops on his lawn again he’s going to “catch him and staple his a*s shut”

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#27

"What was the last thing that you did for fun?"

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Gareth Baus
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

I feel like the person expected something similar to "this one time at band camp"

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#28

150 Funny Conversation Starters To Break The Ice Smoothly "If you could start a secret society what would it be called?"

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Matthew Gobbell
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

People Against Dumbasses. It would be guarded by problems that require common sense to overcome.

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#30

"If you could design a new ice cream flavor what would be in it?"

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#31

150 Funny Conversation Starters To Break The Ice Smoothly "What would you name your boat if you had one?"

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David Pierce
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Stolen from the Flintstones. Fred wanted the Nautical Queen. Barney wanted the Sea King. They compromised by taking the first three letters from both names. The NAUSEA. Thats my boat.

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#32

"If the color blue had a smell, what would it smell like?"

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blue1steven avatar
Donkey boi
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Depends on the shade. Light blues smell like ice. Dark blue smells like salty air.

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#34

150 Funny Conversation Starters To Break The Ice Smoothly "If you had an extra part of your body what would it be?"

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#37

150 Funny Conversation Starters To Break The Ice Smoothly "What is the weirdest thing that you have put on your pizza?"

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#38

"What would be the worst thing for the government to declare illegal?"

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#41

"What is something that across the board, everyone looks stupid doing?"

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#42

"If a squirrel could talk do you think it would have a really high voice or a really low voice?"

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#43

150 Funny Conversation Starters To Break The Ice Smoothly "What is something that hasn’t happened yet, but would certainly break the internet?"

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#44

"What quote or saying do people often say, but you believe is complete trash?"

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blue1steven avatar
Donkey boi
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

'What doesn't kill you, only make you stronger!' Total BS, damage is damage, and it has a lasting effect!

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#45

"What is a funny excuse that you have given to leave a party early?"

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#46

150 Funny Conversation Starters To Break The Ice Smoothly "What is the funniest text you’ve gotten?"

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fualty
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

A group text thread about how Batman poops while wearing the outfit. The phrase “rectal tube up his Bat Hole” came up and I almost died from laughter

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#47

"If you had to change your name to something totally new, what would be your new name?"

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#49

150 Funny Conversation Starters To Break The Ice Smoothly "What is the strangest date you’ve been on?"

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#50

"What is the weirdest thing that you find attractive in a person?"

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#51

"What is the cheesiest pickup line that someone has used on you?"

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Hannah
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

As a cashier, I asked a customer if he found everything okay. His response? "Actually, I was looking all over and I just couldn't seem to find... Your number."

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#52

150 Funny Conversation Starters To Break The Ice Smoothly "If money wasn’t an issue, what would be one of your goals in life?"

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#53

"What do you wish someone taught you a long time ago?"

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#54

"If you could trade lives with one other person who would it be?"

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#55

150 Funny Conversation Starters To Break The Ice Smoothly "What is the silliest fear you have?"

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fualty
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

My feet being under the covers while I sleep. I don’t know why, they just CANNOT be covered

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#56

"What is your weirdest quality?"

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fualty
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Truly enjoying being alone ALL THE TIME. I probably spent 290ish days alone last calendar year. Face-to-face contact makes me feel queasy.

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#57

"What friend do you play in your friend group?"

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Donkey boi
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

You know that weird one that you're sure how they came to be a member of the group, but when you need to talk some serious shite, they give a great unbiased, independent opinion and alway seem to have an answer. And you KNOW they will help you not only hide the body, but will probably carry out the murder for you... Yeah, that me!

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#58

150 Funny Conversation Starters To Break The Ice Smoothly "In 50 years, what random thing do you think you will be most nostalgic for?"

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#60

"What is the worst gift that you’ve ever received?"

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John G
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

High school graduation - pen and pencil set from a relative with the gifters name engraved on it. Of course, they were the rich relatives.

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#62

"What is the most annoying habit that someone else can have?"

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#63

"What part of a kid’s movie completely scarred you when you were younger?"

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#64

150 Funny Conversation Starters To Break The Ice Smoothly "What’s the weirdest thing that a guest has done at your house?"

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#65

"What is something that you love that everyone else thinks is gross?"

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#68

"What's a meal you had for the first time recently that you enjoyed?"

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fualty
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Turkey meatloaf. I was extremely surprised. Not only good, better than many beef based meatloaves I’ve had

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#70

150 Funny Conversation Starters To Break The Ice Smoothly "How do you think the universe ends?"

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Sam Wallace
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

It gets repossessed when someone finally forgets to pay the bills.

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#74

"What is your go-to joke?"

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Angie Falzarano
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Why does the Easter bunny hide the eggs? He doesn't want anyone to know his gf is a chicken

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#76

150 Funny Conversation Starters To Break The Ice Smoothly "Do you think you’d survive a zombie apocalypse? Why or why not?"

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Shine Chisholm
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

I would absolutely not make it, although I have spent a disturbing amount of time trying to figure out the best place in my house to hide out.

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#77

"What’s the craziest food you want to try? I’ll make it for us for dinner."

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#78

"What is the worst pick-up line that someone has said to you?"

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Rodney McKay
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Too far outside my field of experience for me to even be able to come up with a joke about it.

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#79

150 Funny Conversation Starters To Break The Ice Smoothly "What is a random funny thing that happened to you on vacation one time?"

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Mira Sandorf
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

On the steps of Sacré Cœur I asked someone to take my picture. He wanted to be in the pic too, so I his friend took the photo. And now I have a photo with a random Aussi that makes me smile every time I see it.

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#81

"When was the last time you laughed so hard you cried?"

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#82

150 Funny Conversation Starters To Break The Ice Smoothly "What is your most bizarre pet peeve?"

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fualty
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

When people say “a whole ‘nother”. Once you notice it, it’s EVERYWHERE! Even the most well educated, intelligent, well spoken people say this and it drives me bonkers

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#84

"Who do you think would be the worst person to get stuck within an elevator?"

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#87

"What is the worst place that you’ve been stuck for a long time?"

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#91

150 Funny Conversation Starters To Break The Ice Smoothly "What is the most fun thing to do at an amusement park?"

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#92

"What is the strangest thing you’ve been asked in a job interview?"

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#93

"As a kid, did you ever have an imaginary friend?"

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#95

"What is a silly nickname that you have had?"

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#99

"What is the worst text that you’ve ever sent?"

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Rodney McKay
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

The one where I accidentally hit "Send" instead of just deleting it.

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#102

"Is cereal a soup or salad?"

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#104

"What qualities do you look for in a person? Please tell me humor is one of them. If so, I got you covered."

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#109

150 Funny Conversation Starters To Break The Ice Smoothly "Have you ever seen your favorite animal in real life?"

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#113

"What would your dream job combination be? Mine would be a space-cowboy!"

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Mira Sandorf
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Something with cemeteries but without the being outside in bad weather part. Like digitalizing burial records.

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#114

"What’s the worst thing about peanut butter and jelly sandwiches?"

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#115

150 Funny Conversation Starters To Break The Ice Smoothly "What’s the weirdest smell you have ever smelled?"

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#116

"What was the funniest thing you’ve seen recently online?"

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#119

"What is the funniest story you know?"

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#120

"What is the sexiest and least sexy name?"

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#121

150 Funny Conversation Starters To Break The Ice Smoothly "What is the worst date you’ve ever been on? I promise ours will be the best!"

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#122

"What crazy thing do you want to try someday?"

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#123

"What is your favorite way to show affection?"

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Eledore Massis
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Stop whatvever I am currently doing and giving them my attention. Then expect compensation for doing so in cuddles.

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#124

150 Funny Conversation Starters To Break The Ice Smoothly "What is your weirdest deal breaker?"

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#125

"What is a quality that you like the most in a partner and a quality that you like the least?"

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Caliban Taylor
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

SPICE- strength, patience, intelligence, compassion, empathy. Least attractive trait: a lack of empathy.

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#127

150 Funny Conversation Starters To Break The Ice Smoothly "What was the highlight of your week?"

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#129

"What was the weirdest thing about your last romantic relationship?"

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#131

"What is your greatest hope?"

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#132

"What does love mean to you?"

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Hannah
Community Member
1 year ago (edited) DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Love is caring about somebody, not despite their flaws, but regardless. It's putting their needs, not always above, but at least equal to yours. It's doing those tiny, insignificant little things that nobody else would notice or understand, but you do them because it puts a smile on their face. Love is wanting someone to thrive, even if its not with you. It's unconditional. It's knowing that, even if they make you so mad you just wanna shake them, you'd still run to their aid in an emergency. Love is seeing every part of a person, good and bad, and saying "This is somebody I want to share my world with."

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#134

"Which family member are you most like and why?"

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Gingersnap In Iowa
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

My Great Aunt Harriet because as my Dad says, I will call a spade a f*cking shovel just like Aunt Harriet!

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#135

"What is the most interesting thing you have read this week?"

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#136

150 Funny Conversation Starters To Break The Ice Smoothly "What book would you bring to a deserted island?"

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#138

"What do you do to get rid of stress?"

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Wiccan Crone
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Smoke the best flower. (It's legal recreationally here in Michigan!)

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#139

150 Funny Conversation Starters To Break The Ice Smoothly "What is the biggest diss you can think of?"

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Hannah
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

My favorite diss of all time came from a child at my work. Super angry at her brother, she goes "youre the ugliest flower! More uglier than grass! I hope nobody ever picks you!". . . I mean as a kid it's a mean enough statement. As an ADULT? "I hope nobody ever picks you" is just really really hard. 🤣

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#140

"Do you curse often? If so, what is your go to cursing insult?"

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#142

150 Funny Conversation Starters To Break The Ice Smoothly "Where’s your favorite place to nap and why?"

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#143

"What is the weirdest habit that you have?"

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#145

150 Funny Conversation Starters To Break The Ice Smoothly "What was your favorite restaurant as a kid (Yes, Chuck E Cheese counts)?"

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Pandroid Rebellion
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Chevy's TexMex. It is inedible now. Really sad what more management does.

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#148

150 Funny Conversation Starters To Break The Ice Smoothly "What is the best purchase you’ve made?"

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#149

"What animal do you think is the worst?"

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