People often say “guess what” to invite attention and connection, but it can also leave you unsure how to respond. When you’re thinking about what to say when someone says “guess what,” a few steady, curious words can make the moment feel safe and exciting for both of you. Treat it as an invitation to listen, match their energy, and give them room to share.

Why This Moment Matters

“Guess what” is a small social cue that signals the speaker wants engagement — often with news they think is important or fun. How you respond helps set the tone: enthusiastic replies encourage openness, while flat or dismissive ones can shut a person down. This little exchange is a way to show you care about their inner life, whether the news is big, silly, or sensitive.

Short, Simple Things You Can Say

• Tell me — I’m all ears!
• Hmm… good or bad?
• Give me one hint.
• Did something amazing happen?
• Okay, I’m ready — spill!
• You first, I’ll guess after a clue.
• Is this the “I can’t believe it” kind of news?

Longer Messages With More Warmth

• I love that you said that — you look excited. Want to tell me now or do you want to build suspense a little longer?
• You always have the best stories. Go ahead, I’m here for whatever it is — big or small.
• If it’s good, I want to celebrate with you; if it’s tough, I’ll listen. Do you want to start from the beginning?
• I can tell this means something to you. Take your time — I won’t rush you.
• Sounds intriguing. Whatever it is, I care — tell me what happened.

What to Avoid Saying

• Don’t respond with boredom or a quick “What?” that sounds annoyed.
• Avoid interrupting with your own stories or trying to outdo their news.
• Don’t force them to reveal something they’re not ready to share with a joking “Well? Spill it!”
• Avoid dismissive lines like “It’s probably nothing” or “That’s not a big deal.”
• Don’t immediately turn it into a guessing game that makes them feel pressured.

Helpful Tips for Handling the Moment

• Match their energy: mirror excitement if they’re animated, or quiet curiosity if they seem tentative.
• Use a gentle follow-up question if they hesitate (“Do you want me to guess or would you rather tell me?”).
• Give them permission to pause or change their mind (“If you’d rather tell me later, that’s okay too.”).
• Keep your own reaction ready: celebrate, console, or ask clarifying questions depending on what they share.
• Watch body language and tone — those cues will tell you whether to laugh, hug, or listen closely.

A Note About This Particular Situation

“Guess what” can be playful or protective — some people use it to soften bad news or to heighten a surprise. Before assuming anything, pay attention to nonverbal signals and the relationship you have with the speaker. A warm, open response invites trust and makes it more likely they’ll share honestly.

Let us know in the comments if this has helped or if you’ve got suggestions we can include

About the Author 

Helen Bach is a relationship expert and writer who helps people find the right words when it matters most. She studied English and English Literature at the University of Michigan, where she developed a passion for how language shapes love, conflict, and connection.

At whattosaywhen.net, Helen writes clear, down-to-earth advice on what to say in real-life situations—from first dates and tough conversations to breakups and makeups. Her goal is simple: to make talking about feelings less awkward and a lot more honest.