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20 Trick Questions to Ask Your Boyfriend to See If He’s Cheating

Do you think that your boyfriend is double-crossing you? Is he acting suspiciously, and now you can’t help but think he’s cheating on you.

But it isn’t a good idea to straight out accuse him of being unfaithful! What if he’s not? This could ruin the whole relationship and make you the villain.

There are a few trick questions to ask your boyfriend to see if he’s cheating.

trick questions to ask your boyfriend to see if he’s cheating

Part 1: 20 Trick Questions to Ask Your Boyfriend to See If He’s Cheating

Just keeping tabs on the signs isn’t enough, and before you employ drastic means to find out your BF’s cheating behavior, ask the following trick questions to catch a cheater.

Have you ever thought about dating an older woman?

Some guys have unusual thoughts, like dating an older woman. What about your boyfriend? Ask him and see what he thinks.

  1. What was the first thing you remember as a kid?
  2. Our earliest memories can tell us a lot about ourselves. Maybe your boyfriend has a fun or interesting first memory to share.

  3. Did you have a pet when you were younger?
  4. Pets can teach us a lot about kindness and responsibility. Maybe your boyfriend had a dog or a cat when he was a kid.

  5. What do you dream about doing in the future?
  6. It’s important to have goals in life, both big and small. Ask your boyfriend about his dreams and plans.

  7. What’s the first thing that catches your eye in a girl?
  8. Does he first notice her smile, eyes, or sense of style? This can be a fun way to learn more about his preferences.

  9. Do you believe in star signs and astrology?
  10. Some people really like astrology, while others think it’s just silly. Ask your boyfriend what he thinks about this topic.

  11. Where’s the weirdest place you’ve ever... you know?
  12. This can be a funny question to ask your boyfriend, and it can lead to some interesting stories!

  13. What’s your dream job?
  14. When they’re little, many dream of being an astronaut or a rock star. What was your boyfriend’s dream job growing up?

  15. What do you like doing on your birthday?
  16. Some people like big parties on birthdays, while others prefer quieter ones. How does your boyfriend like to celebrate his special day?

  17. How are things with your parents and brothers or sisters?
  18. Our families can influence us a lot. You can learn more about your boyfriend’s family and relationship with them by asking this question.

  19. What’s the first thing you usually do on a date?
  20. Does he like to go for dinner, watch a movie, or do something more adventurous on a date? This can help you plan future dates together.

  21. Where would you really love to go on vacation?
  22. Maybe your boyfriend dreams of visiting a far-off place like Greece or Spain. This can help you learn more about his travel style and interests.

  23. Do you remember your first kiss?
  24. Most people remember their first kiss. Ask your boyfriend about his. It could lead to a sweet story!

  25. At what age did you, well, become a man?
  26. It can be a little awkward, but it’s a part of growing up. This question can help you understand him better.

  27. Would you ever date your ex’s sister or best friend?
  28. This question can help you understand your boyfriend’s attitudes about dating and relationships.

  29. What’s your favorite way to make love, and what secret wishes do you have in the bedroom?
  30. This question can help you learn more about what your boyfriend likes in the bedroom. It can help you understand what your boyfriend likes and dislikes.

  31. Do you have to be in love to enjoy love-making?
  32. Some people feel that love is an essential part of a romantic relationship. Does your boyfriend feel the same way?

  33. What are your wild secrets?
  34. Everyone has some hidden secrets. Ask your boyfriend about his’ to deepen your understanding of him.

  35. Do you have any unique preferences?
  36. This question can help you understand more about your boyfriend’s likes and dislikes, which can be helpful in any relationship.

  37. What's on your bucket list?
  38. A bucket list is a list of things you want to do before you die. Maybe your boyfriend has some interesting goals or dreams.

  39. Do you believe in God or some other higher power?
  40. This is a pretty deep question, but it can help you understand your boyfriend's beliefs and values.

Part 2: 5 Trick Questions for Your Boyfriend That You Should Not Ask

With the trick questions to ask your boyfriend about his preferences and affair out of the way, there are some queries that you definitely shouldn’t bring into the discussion.


You’ll lose the upper hand, and this way, your cheater boyfriend will become cautious about his affair and do whatever possible to throw you off the scene.

  1. Are you cheating on me?
  2. Without proof or noticing the signs, do not ask him this!

    He may ask you to present evidence, and your relationship is over if you have nothing to show for it.

  3. Who is the person with whom you are cheating on me?
  4. After accusing someone of cheating without proof, the worst thing is showing them that you are curious about their mistress. You’ll lose all ground after asking this query.

  5. Does your family know that you are cheating?
  6. Do not bring the boyfriend’s family into the discussion without substantial evidence.

    It might trigger him or give him an excuse to end the relationship because you accused his family of being complacent.

  7. Did you ever feel bad for me?
  8. Asking him this will show that you are willing to forgive him even after he cheats on you. Do not play a victim; stay strong and believe you deserve better.

  9. Do you like that person?
  10. This question will make your boyfriend believe you are jealous of their supposed mistress.

Part 3: What Causes Your Boyfriend to Cheat?

What causes the boyfriend to cheat

Sometimes people cheat because they’re angry. Imagine your significant other cheats on you; you feel shocked and hurt.

In response, you might want them to feel the pain you’re experiencing - the idea is like, “They hurt me, now I’ll hurt them”.

Other times, this fury-fueled cheating happens when you’re frustrated in your relationship, like if your partner doesn’t understand you, is not around enough, or can’t offer what you need physically or emotionally.

So, anger can really push someone to find intimacy outside their relationship.

Then, there’s falling out of love. You know that rush you get when you first fall in love with someone? It’s like a thrilling roller coaster ride! But over time, that ride slows down. When this happens, you may feel the love is gone, or you’ve fallen for someone else.

But remember, just because the romance has faded doesn’t mean you no longer love each other. However, the longing for that old feeling might tempt someone to cheat.

Opportunity and situation can play a huge role too. Imagine you’re feeling distant in your relationship and unhappy with your appearance.

Then, a friendly coworker tells you they’re attracted to you. The mix of these situations might make someone more likely to cheat.

Even a fulfilling relationship can face such risks if certain conditions occur, like having too much to drink on a night out or seeking comfort after a distressing event.

Commitment issues also cause infidelity. People who struggle with being committed might cheat.

A lack of sexual intimacy might make someone look elsewhere.

If your needs for intimacy are not fulfilled, you might stay in the relationship hoping for things to improve.

Part 4: How Do I Test My Boyfriend for Cheating?

You can start with the trick questions to ask a cheater and see how he responds. Try to be more intimate with him, and check whether he reciprocates the feeling.

If he gives you a cold shoulder, he is either depressed or getting some action elsewhere. Ask him about his day, and if he gives you an odd or bizarre answer, something is up!

Part 5: What to Check to Catch My Boyfriend’s Cheating?

One thing you can do is notice the signs of his change in appearance and mood.

You might have known your boyfriend to be messy and not focused on how he presents himself to the world, but what if he has changed this aspect about himself! There is a chance he’s trying hard to impress someone else romantically.

These signs hold no meaning unless you have solid proof of his affair. Follow the next section to learn how to get a cheating spouse to confess.

Part 6: How Do I Get My Boyfriend to Confess?

There is a significant possibility that but he’s cheating on you via texting intimate words and photos to the other person right in front of you.

So, you can get him to confess by spying on his phone privately using the Spylix app. Once the application presents data on the online control panel, and you have solid proof of his wrongdoings, show him that and get him to confess.

Key Features of Spylix Phone Spying App

Wondering how to utilize Spylix’s features to get a confession out of the boyfriend? Try the following:

  • Spy on his cheating texts
  • Track his call logs with his lover
  • Monitor his chats with the mistress on all popular social media platforms, like WhatsApp, Snapchat, Messenger, Instagram, etc.
  • Access his browsing history
  • Spy on his phone gallery (videos and photos)

What to Do If You Suspect Your Boyfriend Is Cheating?

Here is how you can enable the Spylix app on your boyfriend’s phone!

Spy on The Boyfriend’s iPhone

Step 1: Create The Spylix Account

On the official website, click the sign-up button, and share your email address to create an account.

Sign up on Spylix

Step 2: Enter The Boyfriend’s iCloud Login

Provide your boyfriend’s Apple ID/Password to access the cloud backup files.

Provide the boyfriend’s iCloud account

Launch the online dashboard, and select any suitable feature to see if he’s cheating.

Track your cheating boyfriend’s iPhone

Spy on The Boyfriend’s Android Device

Step 1: Create a New Account

Go to the Spylix official site and only provide your valid email ID to make a new account.

Make a new account

Step 2: Set up The Application

Follow the onscreen instructions to enable the Spylix app on the boyfriend’s Android device.

Install the Spylix app

Step 3: Track Your Boyfriend’s Android Device

Run the control panel, and choose any features or tool to learn whether your partner is a cheater.

Track your cheating boyfriend’s Android device

What Else Can Spylix Do?

Spylix also lets you view the boyfriend’s live location without the need for Google Maps, Apple Maps, or relevant apps.

You can also block apps and websites from his phone remotely. Screen recording is also a handy tool available with this service.

Why Choose Spylix as The Best Phone Spying App?

Based on the following characteristics, we conclude that Spylix is the top choice to catch a cheater and get a confession out of him:

  • Easy to use
  • No root/jailbreak requirement
  • Cost-effective
  • 24/7 customer service


Knowing the trick questions to ask your boyfriend to see if he’s cheating is vital to save your relationship, especially if you are suspicious of him.

You can happily move on from the doubt if his answers are pure and innocent. If not, you can go a bit further and employ solutions, such as Spylix, to collect proof of his cheating.

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