Questions to Ask About Life & Funny Questions
To Get To Know Your Boyfriend


Have FUN! Asking great questions always opens up interesting conversation. Make sure that you are a keen listener and are not rushing them. Sometimes males take a little longer to open up. If you can get them telling stories that relate back to their answers you will have endless good times. So enjoy yourself and ask away.

Family Questions and Conversation
Starters for Your Boyfriend

Which relative are you emotionally closest to?

Do you have any siblings?  What are/were they like?

What jobs do your parents do?

Of all the things you learned from your parents which ones stand out for you?

What jobs did your grandparents do?

What was the worst “Whooping” you got from your parents and why?

What “bad” things did you do as a kid but your parents never found about?

Fun Questions
Tell me about a situation where you feel you were really bonding/connected to your mom or dad.

Tell me about a situation where you had an amazing time with a sibling.

What weird family traditions do you partake in?

Where did your parents meet?

Tell me about a funny family story.

Do you have any famous relatives?

Tell me about a family member you are really proud of.

Where do most of your relatives hang out?

Do you have any relatives that have been in jail?

Where is your bloodline originally from?

Who is the kindest person in your family?

If you won the lottery who in your family would you like to help the most?

Who is the
wisest person in your family?

What does your family have a reputation for?

If you had to, what relative would you lock up in the shed and why?


Boyfriends Questions Categories
Facts | Family | History | Preferences | Philosophies | Future | Dirty