All Women's Talk

Date Night Questions for Couples Who Already Know Everything about Each Other ...

By Holly

If you've been with your boyfriend for years, you might have trouble thinking up new conversation topics. After all, you've already talked about everything worth talking about. What else is really left to discuss? Well, here are a few date night questions for couples who already know everything about each other:

1 What’s Something I Don’t Know about You?

What’s Something I Don’t Know about You? If he racks his brain, he'll eventually think of something, even if it's a tiny story that's barely worth telling.

2 Would You Kill for Me?

Would You Kill for Me? If you were in trouble, how far would he go to save you? Would he injure another person, threaten them, or even kill them to get you back in his life?

3 Would You Dump Me for 1 Million Dollars?

black, photograph, black and white, person, photography, If he says no, then amp up the price. See if he can be bought off or if his love for you is worth more than cash.

4 What Movie Couple Reminds You of Us?

What Movie Couple Reminds You of Us? Hopefully he picks a happy couple and not a destructive one. You don't want to be compared to Bonnie and Clyde, that's for sure.

5 What Would You do during Sex That We Haven’t Tried?

What Would You do during Sex That We Haven’t Tried? Men have dirty minds. There has to be something you haven't tried that he'd like to attempt.

6 Would You Be Jealous if I Was Famous?

Would You Be Jealous if I Was Famous? You'd be getting a whole lot of male attention. He might have trouble handling it.

7 Do You Think I Love You More or You Love Me More?

Do You Think I Love You More or You Love Me More? Or is your love for each other equal?

8 What Song Reminds You of Us?

human action, person, black and white, kiss, monochrome photography, He's not allowed to pick your official song. He has to pick one you never knew made him think of you.

9 When’s the Last Time You Cried Alone?

photograph, black and white, person, monochrome photography, ceremony, Even though you think you know everything about him, there are still some things he'll want to keep private.

10 What’s the Biggest Secret You’ve Ever Kept?

What’s the Biggest Secret You’ve Ever Kept? If he tells you everything, then he'll stop keeping that secret today.

11 Have You Ever Done Something to Impress Me?

black and white, sports, dance, performing arts, entertainment, You might not realize how much effort he's put into impressing you.

12 What’s the Weirdest Dream You’ve Ever Had?

What’s the Weirdest Dream You’ve Ever Had? There are some dreams that stick out more than others do. He must have an interesting one he can tell you about.

13 Do You Smile when I Text You?

Do You Smile when I Text You? You're not around to see him read your messages, so you have to ask in order to find out.

14 When Did You Know You Loved Me?

black, white, black and white, photography, monochrome photography, You know when he first admitted he loved you, but do you know the moment when he first realized it for himself?

15 Have You Ever Considered Breaking up with Me?

Have You Ever Considered Breaking up with Me? This question might get you two into a fight, but it's important to know the answer. Most couples have their doubts at some point.

16 What’s Your Favorite Sexual Memory of Us?

What’s Your Favorite Sexual Memory of Us? After he give you his answer, you can always try to recreate the memory.

17 Do You Masturbate to Me?

Do You Masturbate to Me? It would be nice to know that he's thinking about you, even when you're not in bed next to him.

Now you have a few new topics to discuss with your long-term boyfriend. What other questions can you come up with for couples who already know everything about each other?

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