53 Bold Questions Women Wish They Could Ask Men—No Filters, No Judgments

53 Bold Questions Women Wish They Could Ask Men—No Filters, No Judgments

Ever wonder why some guys think loudly hollering at random women in the street is a grand romantic strategy? Spoiler alert: it usually isn’t. Believe me, the motivation behind those cringeworthy cat-calls isn’t confidence or charm – it’s often a cocktail of low self-esteem, poor social skills, and an awkward attempt at dominance that backfires spectacularly. It’s like watching a bad rerun of a show where empathy didn’t even get an audition. But hey, curiosity’s got the better of all of us—like whether guys actually try the impossible (yes, sucking their own dks is apparently a universal experiment), or how men really feel about random, inconvenient erections in tight jeans. This isn’t just idle gossip; it’s an uncensored peek into the unfiltered questions women wish they could ask men without judgment. So buckle up for some brutally honest, often hilarious, and surprisingly insightful answers from the other side of the street. Ready to dive in?

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Man in a dark suit smiling and pointing, representing questions women would ask men without judgment. Men on the street – does sexually creeping on women you don’t know ever work out for you? Seriously just why.

anonymous:
My buddy who is a complete horn-dog would always quote Gretzky, “You miss 100% of the shots you don’t take.”

In reality, they have low self esteem and feel empowered by making women feel vulnerable by cat-calling. I don’t even think most guys realize that is why they are doing it, but essentially they lack the adequate social skills to approach women in a polite manor and instead just try to dynamite fish. I have never met a single guy who cat-calls at women who looks at them as equals. It’s about dominance and misogyny, usually stemming from a failed relationship that they never took the time to be introspective enough and failed at any attempts of empathy.

zedstiberius , Andrea Piacquadio Report

Man laughing outdoors under blue sky, representing women’s questions they would ask men if nobody judged them. Do most guys try, at some point, to see if they could suck their own d***s?

Zacchaeusbastardo:
Not most of us, every last one of us has tried it at some point.

Leigh_Lemon , Christian Buehner Report

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Man in a dark suit and tie standing with arms crossed outdoors, representing questions women would ask men. Does ball size matter to a guy in terms of his confidence? i understand that d**k size matters, but does ball size? What if he has a huge d**k and tiny balls? What if he has a tiny d**k and huge balls?

ThereW0LF:
If the balls are abnormally big it’s time to see a doctor. Otherwise the size of the balls doesn’t matter.

FireflyFreak , Andrea Piacquadio Report

Man with curly hair in leather jacket covering his mouth, reflecting the theme of questions women would ask men without judgment. What do you do with an unexpected and inappropriate erection?

svhu7ngshbbj:
Tuck it up in my waistband so it’s not obvious.

Pawnulabob:
Tense the legs, which requires more blood flow, diverting it from the [private parts].

Kellianne , Ekaterina Belinskaya Report

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Young woman with acne touching her neck, reflecting on questions women would ask men without judgment. Does an obvious physical flaw/imperfection on an otherwise conventionally attractive woman matter as much as we think it does to you?

Like say you think a girl is a 10/10, but then you notice a huge mole on her neck or she has crooked teeth or a scar on her face. Is she now a lower score or do you not care?

ezralv:
Often makes her more attractive. Beautiful women are already too hard to relate to. Have some imperfection is humanizing.

anon , Polina Tankilevitch Report

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A woman and man enjoying outdoor fun with rollerblades and a skateboard, capturing women and men interaction. Why is it not okay for your girlfriend to be friends with a boy who has a crush on her, but she doesn’t like him romantically?

yetanotherweirdo:
Because you know that guy is going to be constantly trying or wanting to get into her pants, and sometimes the guy succeeds.

The guy may also try to undermine you as part of his goal. He is in short, your enemy.

anon , Edward Eyer Report

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Older man sitting on toilet, smiling and looking at phone, illustrating questions women would ask men without judgment When you sit down on a toilet, what happens to ur nuts? Do they rest on the toilet seat? lmao.

RoilToilBoil:
No they don’t rest on the seat. They just hang like fruits on a tree. Not sure how better to describe that.

NimbleVaseline , Getty Images Report

A smiling woman gently hugging a man outdoors, illustrating women sharing questions they would ask men without judgment. Don’t you need more hugs? Your friends don’t hug you. Men don’t hug each other at all. Shouldn’t you hug each other? Don’t you need hugs??

letsgo_boiiis:
Hugs, compliments, anything that seems totally normal for a girl to do makes a man feel like he is the most important man in the world. You don’t even have to like the person, I have a female friend and we both have stated we only ever want to be friends, but she just said, “oh my gosh you were so funny” back in middle school and I remember it. Any attention toward a guy is very much valued, it will make him feel so good, so I encourage you to compliment a guy friend of yours, or hug them, anything will make him feel a thousand times better about himself.

Aceandmace , Anastasia Shuraeva Report

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Woman in a red skirt and white heels standing on cobblestone street, representing questions women would ask men without judgment. Why do you look so intently when I’m wearing a skirt when you can see basically the same or more when I’m at the beach??

Vargasa871:
Its like seeing a lion in the wild, compared to seeing one at the zoo.

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