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50+ Questions To Ask Before Your Relationship Gets Too Real

Don’t set yourself up to be blindsided – make sure you’re asking the right questions!
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Is your relationship starting to get a little serious? Maybe it’s time to ask these 46 super important questions – just to make sure you’re not setting yourself up for heartbreak. While these questions might seem random, they’re actually carefully crafted to judge some of the key areas of interpersonal compatibility. These might just make or break your entire relationship – so make sure you’re with someone you can compromise with.

What do you believe in?

What are your thoughts on abortion?

Do you have any prejudices?

What is your ultimate dream job?

Are you in debt?

To who?

How much?

How much money do you make?

What do you do for a living?

Are you impulsive or thrifty?

How much do you have in savings?

What is your biggest pet peeve?

How do you feel about monogamy?

Do you have any fetishes?

Is there anything you absolutely won’t do?

How do you feel about porn?

Do you like my family?

My friends?

Does your family like me?

Do your friends?

Do you want (more) kids someday?

How many?


If money was no object, where would you live?

Where do you realistically see yourself living?

How do you feel about dogs?


Other pets?

Do you consider yourself spiritual?

How do you feel about recreational drug use?

Medical marijuana use?

Where do your opinions stand in relation to your partner’s?

Would you feel comfortable honoring my family’s culture and heritage in our daily lives?

In our children’s lives?

How will we share our finances?

Will we have a joint bank account or maintain separate accounts?


Do you gamble?



How often?

What are your thoughts on marriage?

Last names – hyphenate, adopt, or trade?

Are there any bad habits I need to be aware of?

Are you comfortable with the risks associated here?

Do you get jealous easily?

Will you try to make me jealous?

Where do you see yourself in 5 years?

In 10?

In 50?

What’s the one thing you absolutely can’t stand?

Do I make you happy?

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Barbara is a 26-year-old lesbian living in California with her partner (and their “fur babies” - an adorably chubby puppy named Porkchop and a ball python named Ru). In the spare time she pretends to have, she enjoys horror movies, music of all varieties, reading, and complaining about the weather.

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