Answering Dating Questions Men Are Afraid to Ask Women

Miss Matchmaker AFA - Thailand
3 min readSep 6, 2022

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Most men are afraid to ask women certain dating questions. I have come to this realization due to my experience as a matchmaker.

According to my clients, they don’t want to ask questions like splitting the bill and what women find attractive in men because they are afraid to offend them. They also don’t want to ruin their chances of a possible relationship.

Honestly, it’s fine to feel this way. As a woman, certain questions can be offensive. The key is being mindful of the mood, your surroundings, and if the question itself necessitates good conversation.

So, to help you on your dating journey, here is a female matchmaker’s perspective on some common dating questions that guys are afraid to ask women.

Do girls honestly like nice guys?

Yes, as long as you are genuinely nice.

Here’s what you need to understand. There’s a difference between a genuinely good guy and someone who only respects women because they want something in return.

Women prefer the former because it shows that you act kindly and appropriately but don’t expect your actions to be reciprocated. Since you are genuine with your kindness, you tend to be an ideal option for a relationship partner.

Why do you always go for bad guys?

Before anything else, not all women go for bad guys.

The reason behind this is upbringing. According to psychologists, most women who grew up sheltered or those who have to act like “good girls” tend to be attracted to bad boys because they are not afraid to show their bad side.

Their freedom to express themselves in the worst way possible is something that these women wish to have in their lives. So, to show their rebelliousness, they go for these kinds of guys.

Do women like guys with abs or toned biceps more?

Honestly, it depends. Some women prefer a man with six-pack abs, while others want men with biceps.

The deal, however, is not to focus too much on your appearance.

Yes, you need to look good, but it’s not limited to having biceps or abs. You should also take care of your hygiene and how you present yourself during your dates.

Also, consider your personality. Act accordingly around women since they prefer men who are confident, kind, respectful, and understanding.

To get women’s attention, I advise you to work on your hygiene and personality above all else.

Do you expect guys to always make the first move?

Although some women make the first move these days, most still prefer men to do it.

This is because most countries continue to practice traditional courtship where the guy has to win over a woman before becoming an official couple. Countries such as Mexico, the Philippines, and China are some good examples.

Do girls find it attractive if a guy claims to have a lot of options?

No.

Regardless of your intention, specifically saying that you have tons of options will always offend women. It may make them feel that you are also treating them as an option, which is never ideal.

In the end, it’s unattractive and it only tells women that they should walk away from you.

Can we split the bill?

Here’s the deal. Some women prefer men to pay for their dates while others want to split the bill or pay all of it themselves.

So, if you really want to know, you’ll need to ask this question directly to the woman you are dating.

Ask Questions the Right Way

There you have it. These are some of your questions answered from a woman’s perspective.

Take note that there are more meaningful questions you can ask your date if you want to get to know her more and to see if you both make good relationship partners. It’s not enough to rely on my answers since some of them are based on my preferences.

Also, you need to consider how you ask a question. Your intention has a huge effect on a woman’s response. You should never mock or try to force her into answering anything you ask. She may respond, she may not.

When asking questions, make sure to ask them the right way.

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