25 Awkward Questions Girls Are Afraid to Ask Guys: Complete List
Guys can be notoriously tight-lipped when it comes to revealing details about their likes and preferences. We’re not talking about their favorite colors or their preferred cocktails. It’s the awkward and oddly personal questions girls are afraid to ask guys. However, if you find somebody willing to spill the tea, here is a list of questions you can ask.
Funny Awkward Questions
These hilarious questions have often been on the minds of many women. And while they might be awkward, the answers to these questions girls are afraid to ask guys could be quite insightful.
#1. What Is the Best and Worst Thing About Being a Male?
Women generally have a list of the hardships of their gender and individual pet peeves. So it’s natural to be curious about what men think are the best and worst parts of their gender experience.
#2. What Is Something You’d Never Spend Your Money On?
Have you ever seen the vaguely generalizing meme about how men can have flawless skin despite using just one product? Apart from convenience, men sometimes do not see the practicality of certain purchases at all!
#3. What’s Something You’re Judgemental About?
It may be impossible to live life without judging people; even if you aren’t a harsh judge, you may still have opinions and reservations about trivial things as well. Do men care about color-coded clothes, rides owned by other people, or the friends you hang out with?
#4. What Are You Too Old for But Still Enjoy?
Embracing our inner child is an incredibly nurturing activity, be it buying yourself ice cream or playing your favorite childhood game. Men tend to get quite nostalgic about their younger, carefree days, and it’s quite heartening to know what they’ve held on to so far.
Interesting Awkward Questions
You may be cringing while asking these interesting, awkward questions girls are afraid to ask guys. But, be prepared to receive some very intriguing answers that may reveal a lot about the person before you.
#5. Do You Like It When Girls Make the First Move?
Gender roles are so passé. While chivalry is still held in high regard, more people are increasingly comfortable with the idea of women making the first move. Are the men around you comfortable enough in their masculinity to welcome advances from women?
#6. What Are Your Thoughts On PDA?
Some people think it’s too out-there, while others find it quite endearing. Do men actually enjoy holding hands or cuddling in public?
#7. What’s Your Go-To Flirting Move?
For some folks, it’s standard practice to rely on a tried-and-tested flirting move that they’ve had success with. It can be tough to get men to spill their go-to move, but you can certainly try!
#8. How Can Someone Gain Your Trust?
Men have their own checklists that you might have to fulfill in order to gain their trust. Or, they may simply be the kind to rely on their intuition and gut.
Relatable Awkward Questions
You may find common ground with men with answers to certain awkward questions.
#9. How Do You Feel About Your Girlfriend Having A Lot Of Male Friends?
This question can reveal a lot about a man’s previous dating experiences and what their comfort level is.
#10. What Do You Do If You’re Uninterested in A Girl?
It can get confusing to understand when a man is rejecting your advances. This question might give you signs to look out for when a guy is uninterested.
#11. Do You Ever Want to Have Children?
Gender stereotypes tell us that only women want to have children while men just want to “live freely.” But some men are keener on starting a family when they find the right partner, or they may be looking to adopt.
#12. What Is Your Dream Wedding Like?
Just like the previous question, weddings are also considered the one goal of women’s lives. The idea of a church wedding or eloping in Vegas isn’t exclusive to women; men can be equally looking forward to that special day!
Annoying Awkward Questions
The following question can possibly get on a man’s nerves, so you may want to tread carefully.
#13. How Many Girls’ Numbers Are on Your Phone?
It can be tacky to enquire about the number of women a man is associated with. It enforces the idea that men and women are incapable of having healthy, platonic equations.
#14. How Much Do You Think I Weigh?
It’s the one question any man hates being asked, as their honesty or confusion may be perceived offensively.
#15. Am I More Important Than Your Mom?
Apart from being an incredibly cringy question, a woman competing with a man’s mother is definitely problematic. If you’re asking this question unprovoked to a guy, maybe you should reassess your idea of relationships.
#16. Why Did You Break Up with Your Ex?
This is another personal question that you must ask only if you’re in danger of being mistreated. Otherwise, this is information any person deserves to reveal if and when they’re ready.
Worst Awkward Questions
Do not, we repeat, DO NOT try asking these questions at any cost to a guy, or anyone for that matter.
#17. Do You Prefer Women with Makeup or No MakeUp?
It’s unfortunate that people don’t view makeup for the simple enhancer and personal choice that it is. If a man has preferences about a woman’s personal choices that don’t concern him, it’s a red flag.
#18. Are You Sure You’re Not Gay?
If you’re heterosexual, assuming another person’s sexuality in a degrading way is actually quite offensive. If a man doesn’t seem to fit your idea of straight, then it’s best you keep that to yourself. Straight people should not have gaydars.
#19. Have You Ever Considered Plastic Surgery?
Questions like these aren’t just personally insulting; they also reinforce beauty standards that shouldn’t be a thing at all. All bodies are beautiful and deserve complete acceptance, even if you don’t find them attractive.
#20. How Much Money Is in Your Bank Account Right Now?
Unless you’re married to the person in question or are their financial manager, it’s quite offensive to enquire about someone’s personal finances.
#21. How Expensive of An Engagement Ring Can You Afford?
If you’re posing this question to a man, you’re most probably marrying him for all the wrong reasons. Demand extravagant gestures from someone who wants to spend their life with you will only build resentment.
Embarrassing Awkward Questions
You might get painful/mortifying answers to the following questions; you’ve been warned.
#22. Why Do You Ghost?
Men are notorious for pulling the vanishing act on prospective romances. This may be due to disinterest, sudden emotional turmoil, or simply bad communication habits. Ask this question at your own peril.
#23. How Do You Feel About Periods?
This question is perfectly normal and shouldn’t be on this list at all. But, menstrual awareness is, unfortunately, quite the taboo concept, even in developed countries. It’s a good sign if they answer positively without hesitation.
#24. What Is the Most Embarrassing Moment of Your Life?
An entertaining story most definitely awaits you if a guy is forthcoming about his answers to this question. Try not to troll him too much though!
#25. Has Anyone Ever Walked in On You Naked?
Guys are bound to have stories involving people walking on them naked. Both parties might have gotten scarred, but it certainly makes for a hilarious story!
