You’ve probably heard the viral “Would you still love me if I were a worm?” question. It might sound ridiculous, but it’s fun, reassuring and oddly bonding. Asking lighthearted questions is a great way to truly and deeply get to know your boyfriend, without it feeling forced or serious. It keeps things playful while still bringing you closer. Here are 20 silly questions to ask your boyfriend.

Playful, Cheeky Questions

It’s easy to lose your sense of playfulness as a couple, especially in long-term relationships or during periods when you become overwhelmed by routine and responsibilities. However, bringing playfulness into your dynamic can help increase intimacy, build trust, reduce conflict and create a safe way to communicate.

• What’s something you thought about me when we first met but never said?
• What’s one habit of mine that you secretly find funny?
• What’s a random fact about you that no one else knows?
• What’s the most embarrassing thing you’ve done in front of me?
• What was the last thing you looked up on Google?

Silly “What If” Questions

Communication is an important part of any strong and healthy relationship, but it doesn’t always have to revolve around daily routines or serious topics. The following random, hypothetical questions to ask your boyfriend can make your relationship thrive.

• If we somehow won the lottery today, how would you think we’d spend it?
• What would you do if we woke up in a zombie apocalypse tomorrow?
• If I turned into a car for a day, how would you take care of me?
• What would happen if we switched bodies for 24 hours?
• If we could live inside any fictional world, where would you take us?

Spicy Questions

A little flirtation goes a long way, no matter how short or long you’ve been together. They add a spark when things have been feeling a bit routine and can act as foreplay that helps you improve physical and emotional intimacy. 

• If I leaned in and whispered something naughty right now, what do you think I’d say?
• What songs or artists would make it onto your ideal intimacy playlist?
• Have you ever had a dirty dream about me? What happened in it?
• What was I doing the last time you felt really turned on by me?
• If you had a celebrity hall pass, who would it be?

Romantic and Cute Questions

If you’re in the mood for something softer, these questions hit that sweet spot. They’re light, but meaningful enough to build the kind of intimacy that comes from being open with each other. Asking these questions can remind you of the little things that make your relationship special.

• What’s your favorite memory of us?
• Is there anything small I do that you really love?
• If we could relive one day together, which day would you pick?
• How would you describe our relationship in one sentence?
• What are some things I do that never fail to make you smile?

Because “Wyd?” Can Only Go So Far

When your conversation runs dry or you’re simply bored, these 20 questions to ask your boyfriend can make things fun again. You might end up with a new inside joke or a surprising answer. Some may even lead to more than just talking.