RAG MusicPerformance
Wonderful entertainment/performances

With friends or couples! A set of questions perfect for penalty games

When was your first love? What’s your ideal date? Questions like these make anyone blush, right? But they’re actually perfect for penalty games! Not only can you discover an unexpected side of someone, you also get to enjoy their embarrassed reactions.

In this article, we’ll introduce great romance-related questions that are sure to liven up the mood.

They’re perfect for parties or casual hangouts with friends—questions that will make hearts flutter and everyone laugh! Be sure to include them in your next game’s penalty!

Past/Memories Punishment Game Questions (1–10)

What’s your dark past?

What's your dark past?

A classic punishment-game question that never fails to get laughs.

By revealing cringey moments from the past—like poems you wrote in middle school, embarrassing social media posts, or bold fashion experiments you’d rather forget—the vibe instantly livens up.

Turning your own failures and awkward behavior into humor is, in a way, a test of how funny you can be.

Just be careful not to go too far; some people might genuinely feel down, so keep it within what the person can laugh about.

Since the laughter might continue afterward, it’s best to choose light, harmless “dark history” with a playful feel.

Let’s spice things up with funny stories of failure.

What is a secret you haven’t told your family?

What is a secret you haven’t told your family?

These are family-themed questions we recommend for penalty games that liven things up with friends or couples.

Even light secrets—like a story you hid to avoid getting scolded in the past or when you secretly started a part-time job—are more than enough to get everyone excited.

What matters is creating an atmosphere where the person answering doesn’t feel bad and the listeners can laugh and have fun.

If the content gets too heavy, it can bring down the mood, so the trick is to draw out funny, harmless secrets that are okay to reveal.

Perfect for penalty games, these questions are also a chance to discover unexpected sides of the other person, and they’re sure to make things lively.

What are your quirks?

What are your quirks?

It’s the perfect lighthearted punishment game to break the ice.

By talking about habits you weren’t even aware of, it gives everyone a reason to chime in with, “Wait, you do that?” Little everyday quirks—like touching your nose when you’re thinking, slipping into a Kansai dialect when you’re angry, or replying to LINE messages way too fast—can spark unexpected laughs.

Another plus is that sharing habits you only noticed because someone else pointed them out tends to spread both laughter and a sense of “I do that too!” Depending on the habit, people might even see you in a new light, creating a fun mix of embarrassment and pride.

It’s a perfect, low-stakes topic that lets you show your true self.

What was your childhood dream?

What was your childhood dream?

This is a popular question used as a heartwarming forfeit.

Rather than feeling embarrassed, it makes you reflect on your past self, creating a mix of laughter and a touch of emotion.

When people share ideal versions of themselves that differ from reality—like “I wanted to be an idol” or “I wanted to be a streamer”—the atmosphere really livens up.

Talking about dreams brings out genuine feelings, which can help friends or couples grow closer.

Even boldly sharing a serious dream can get everyone excited.

It’s a question with a perfect balance of embarrassment and warmth.

What’s the most embarrassing search in your smartphone history?

What’s the most embarrassing search in your smartphone history?

Questions that are perfect as a penalty game when you want to peek into a friend’s or partner’s private life.

Precisely because it’s the contents of a smartphone that you normally never show anyone, opening it up can spark embarrassment and laughter.

For example, search terms related to romance like “how to boost love luck” or “confession success rate” might pop up.

Seeing an unexpected side of someone can ease the mood and bring people closer—this is the charm of this idea.

However, if you probe too deeply into privacy, it can become awkward, so the key to success is choosing terms that can be taken as a joke.

Keep the atmosphere light so everyone can laugh it off.

Until what age did you believe in Santa Claus?

Until what age did you believe in Santa Claus?

For many children, the biggest joy of Christmas is receiving presents from Santa Claus, and I imagine many people went to sleep excitedly awaiting them.

This question invites you to look back on how you felt about Santa’s existence and recall your own memories.

Let’s reflect on who actually delivered the presents and when you realized who it was.

The content seems likely to reveal not only whether you were the type to see reality clearly, but also what kind of relationship you had with your parents.

What was your nickname when you were a child?

What was your nickname when you were a child?

When you were in elementary or junior high school, what did your friends call you? As an adult, bringing up that topic can be surprisingly embarrassing.

It’s fine if it was just a play on your name, but there are also nicknames that make you think, “Why did I end up with that one?!”