Spice Up Your Relationship: 150+ ‘This or That’ Questions to Ask Your Boyfriend

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Relationships thrive on communication, but let’s be honest — sometimes, you don’t always want to dive into deep, serious conversations. “This or That” questions offer a refreshing way to keep things light, fun, and spontaneous. These questions not only break the ice but also allow you to understand your boyfriend’s preferences, personality, and even quirks in a playful way.

Whether you’re on a date, chilling at home, or texting each other from different cities, these questions are perfect for engaging conversations. In this article, we’ve curated 150+ “This or That” questions for every mood — from flirty and fun to deep and romantic. Ready to spice up your relationship with a few playful, yet revealing questions? Let’s dive in!

Why “This or That” Questions Are Great for Relationships

You might think that “This or That” questions are simple, but they are a fantastic tool for building intimacy and getting to know each other better. Here’s why:

  • Break the Ice: If you’re still in the early stages of dating, these questions can help spark light-hearted conversation.
  • Avoid Awkward Silence: They’re perfect when you need a conversation starter or you’re running out of things to talk about.
  • Reveals Personality: It’s a fun way to discover more about his likes, dislikes, and even quirks.
  • Keeps Conversations Fresh: Even long-term couples can use these questions to rekindle the spark and have some fun.
  • Increases Emotional Intimacy: By asking and listening to the answers, you connect emotionally in a non-threatening way.
‘This or That’ Questions to Ask Your Boyfriend

Romantic “This or That” Questions for Your Boyfriend

Let’s start with the sweet stuff! These romantic questions will deepen your emotional connection and keep things affectionate.

  • Cuddling or Kissing?
  • Romantic dinner date or cozy movie night?
  • Surprise love notes or surprise dates?
  • Holding hands or forehead kisses?
  • Saying “I love you” or showing it through actions?
  • Flowers or chocolates?
  • Sunset walks or stargazing?
  • Picnic in the park or beach getaway?
  • Cook together or order takeout?
  • Weekend getaway or stay-at-home date?

These questions allow you to share your preferences for spending quality time together while keeping the conversation light and romantic.

Funny & Light-Hearted “This or That” Questions

Laughter is the best way to bond! These questions will keep things fun and bring out your playful side.

  • Pizza or Burgers?
  • Netflix or YouTube?
  • Summer or Winter?
  • Dogs or Cats?
  • Texting or Calling?
  • Instagram or TikTok?
  • Coffee or Tea?
  • Books or Movies?
  • Concerts or Theme Parks?
  • Singing in the shower or dancing in the kitchen?

These questions are perfect for a relaxed, light-hearted vibe, making you both laugh and learn something new about each other.

Related Article: 101 Dirty Questions to Ask Your Boyfriend to Turn Up the Heat!

Deep “This or That” Questions to Know Him Better

For those moments when you want to dig deeper and understand each other’s values, dreams, and aspirations.

  • Love or Loyalty?
  • Money or Peace of Mind?
  • Follow your heart or follow your mind?
  • Be famous or be fulfilled?
  • Forgive and forget or forgive and remember?
  • Past or Future?
  • Trust or Love?
  • Family or Friends?
  • Adventure or Stability?
  • Dream big or live in the moment?

These questions help you explore the deeper aspects of his character and see how aligned you are with big-picture values.

Flirty & Spicy “This or That” Questions

Now let’s turn up the heat! These questions are perfect for adding a little spice and flirtation to your relationship.

  • Kisses on the neck or kisses on the lips?
  • Whispers or loud moans?
  • Slow dancing or a heated make-out session?
  • Being chased or doing the chasing?
  • Date night at home or a fancy restaurant?
  • Netflix and chill or dinner and a movie?
  • Stay in bed all day or stay up all night?
  • Texting all day or video calling all night?
  • Cuddles or intimate time?
  • Hands-on or hands-off?

These are ideal for those steamy, romantic moments when you want to get closer physically and emotionally.

Relationship-Based “This or That” Questions

Want to understand how he views commitment, relationships, and love? These questions get to the heart of what matters in your bond.

  • Talk every day or give each other space?
  • Celebrate every month or only on big occasions?
  • Have kids first or travel the world first?
  • Living together before marriage or after marriage?
  • Public displays of affection or keeping it private?
  • Long-distance relationship or no relationship at all?
  • Be independent or depend on each other?
  • Share everything or keep some things to yourself?
  • Marriage now or later?
  • Be best friends or partners first?

These questions help you gauge his views on commitment, love, and the future of your relationship.

Random & Silly “This or That” Questions

Sometimes, you just need to let loose and laugh! These fun and quirky questions will bring out the goofy side of your relationship.

  • Chocolate or Vanilla?
  • Dogs or Cats?
  • Beach vacation or Ski trip?
  • Singing or Dancing?
  • Early morning or late-night person?
  • Winter sports or summer sports?
  • Ice cream or cake?
  • Action movies or Rom-Coms?
  • Board games or video games?
  • Superman or Batman?

These are perfect for those spontaneous, silly moments where you just want to have fun.

How to Use These Questions Effectively

Here’s how to make the most of these “This or That” questions:

  1. Set the Mood: Whether it’s a romantic date or a casual chat, the setting matters. Choose the right time and mood for the conversation.
  2. Ask Follow-up Questions: After he answers, ask why. This can spark deeper discussions.
  3. Play it as a Game: Turn it into a fun challenge — for every disagreement, the loser does a funny dare.
  4. Mix Categories: Don’t just stick to one theme; jump from funny to romantic to deep questions to keep things fresh.
  5. Use Them Regularly: Don’t wait for special occasions — these questions are great for any day to keep your bond strong.

Conclusion

Whether you’re a new couple looking to break the ice or a long-term couple trying to keep the spark alive, “This or That” questions are a perfect way to keep your conversations fresh, fun, and revealing. These questions help you explore each other’s preferences, values, and personalities — all while having fun.

Now that you’ve got this list of 150+ questions, why wait? The next time you’re hanging out with your boyfriend, try asking a few of these questions and see where the conversation takes you!

Read More: 200 Fun Questions to Ask Your Spouse and Instantly Spark Deeper Connection

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