What Tricky Questions to Ask Your Boyfriend

• What is the most embarrassing thing you’ve ever done?

– This question aims to uncover some hilarious and cringe-worthy moments from your boyfriend’s past that he might be reluctant to share. Get ready for a good laugh!

• If you could have any superpower, what would it be and why?

– Find out if your man dreams of flying like Superman or maybe he secretly wishes he had the power to eat endless amounts of pizza without gaining weight. It’s all about discovering his hidden desires!

• Have you ever lied to me about something? If so, what was it?

– Brace yourself for an honest answer! This question will test both trust and honesty in your relationship. Hopefully, there won’t be any major bombshells lurking beneath the surface.

• What’s your biggest fear or phobia?

– Unveil those deep-rooted fears that make him squirm! Whether it’s spiders, clowns, or even commitment (yikes!), this question will give you insight into his vulnerabilities.

• If you had to choose between saving me or your best friend in a life-threatening situation, who would you choose and why?

– Prepare for an intense ethical dilemma! Not only will this reveal how much he values loyalty but also whether he considers romance stronger than bromance.

• Do you believe in soulmates? Why or why not?

– Dive into matters of destiny with this thought-provoking query. Discover if Cupid struck him with love at first sight vibes or if he thinks relationships are more about hard work than fate.

• Have you ever cheated on someone before? If yes, did they find out and how did it end?

– Delve into potentially murky waters here as infidelity comes under scrutiny. Be prepared for possible skeletons tumbling out of closets – hopefully ones from distant pasts!

• What do you think are my worst habits or flaws as a partner?

– Get ready for some constructive criticism! This question lets you know how he perceives your quirks and imperfections, allowing room for growth in the relationship.

• Would you rather lose all of our photos together or all of our memories together if given no other choice?

– Test his sentimentality with this tough decision. Will he choose to preserve visual reminders or hold onto cherished shared experiences? The answer may surprise you!

• If you found out that your best friend had feelings for me, what would you do?

– Explore loyalty versus love as this inquiry probes into potentially tricky territory. Brace yourself for an honest response – it might not be smooth sailing.

• What is the one thing about our relationship that you wish could change?

– Prepare yourself to hear what’s on his mind when it comes to improving your connection. It’s a chance to address any concerns head-on and work towards a stronger bond.

• Have you ever fantasized about being with someone else while we were together?

– Enter the realm of imagination here! Discover whether he has indulged in fleeting fantasies or remained steadfastly committed only to thoughts of you (fingers crossed!).

• If a genie granted you three wishes but each wish came with a consequence, what would those wishes be and how would they affect us?

– Unleash his inner dreamer as he contemplates both desires and their consequences. Be prepared for imaginative scenarios that might just take your breath away!

• Do you think it’s possible to love more than one person at the same time? Why or why not?

– Dive deep into matters of polyamory as this query explores unconventional notions of love. His response will shed light on his views regarding monogamy vs multiple connections.

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