10 Types of Questions You Shouldn’t Ask a Woman If You Want to Win Her Over

Communication is essential in any relationship, especially when you’re trying to conquer someone’s heart. Asking inappropriate or indiscreet questions can jeopardize the beginning of a relationship. In this article, we will explore 10 questions you should avoid asking a woman if you want to win her heart and provide tips on how to maintain respectful communication.

1. Questions About Age

Asking a woman directly about her age can be uncomfortable and unflattering. Instead, you can:

Ask about her interests or hobbies, such as “What do you like to do in your free time?”
Share your own interests and experiences, which can lead to conversations about age more naturally.

Examples of inappropriate questions:

“How old are you?”
“Are you older or younger than me?”
“When were you born?”

2. Intrusive Personal Questions

Asking overly personal questions, such as about her sex life or finances, can invade her privacy and create discomfort. Instead, you can:

Foster open communication and encourage the woman to share only what she feels comfortable sharing.
Share your own personal experiences in an equitable manner to establish trust.

Examples of inappropriate questions:

“How many people have you been with?”
“How much money do you make?”
“How much did you pay for your car?”

3. Questions About Past Experiences

Inquiring about past relationships can be sensitive. Instead of asking directly, you can discuss your own experiences in a general manner and encourage the woman to share when she feels ready, avoiding pressure.

Examples of inappropriate questions:

“Why did you break up with your ex?”
“Have you ever been unfaithful?”
“How long did your last relationship last?”

4. Questions About Appearance

Focusing on physical appearance can be superficial and unpleasant. Instead of making insensitive comments, you can express appreciation for her personality and inner qualities, avoiding comments about her appearance unless it’s a sincere compliment.

Examples of inappropriate questions:

“Are you sure you should be eating that?”
“Have you gained weight recently?”
“Have you considered plastic surgery?”

5. Financial Questions

Discussing money can be delicate. Instead of asking directly about her finances, you can share your own financial experiences openly and without pressure and inquire about her long-term financial goals instead of personal details.

Examples of inappropriate questions:

“How much do you earn per month?”
“How much did you pay for your house?”
“Do you have any debts?”

6. Family Questions

The topic of family can be sensitive. Instead of being intrusive, you can share anecdotes about your own family and allow her to share when she’s ready. You can ask about her family values instead of personal details.

Examples of inappropriate questions:

“Do you have siblings?”
“Are your parents still married?”
“What was your childhood like?”

7. Political and Religious Questions

Avoid controversial topics like politics and religion. Instead of confronting, you can encourage an open conversation and respect her opinions, even if they differ from yours. Explore common interests instead of debating sensitive issues.

Examples of inappropriate questions:

“Who did you vote for in the last election?”
“What is your religion, and do you believe in God?”
“Do you support this political party?”

8. Commitment Questions

Pressuring for commitment can be hasty. Instead, you can discuss your expectations in a relationship and listen to hers. Address the commitment topic gradually without rushing decisions.

Examples of inappropriate questions:

“When will you marry me?”
“Do you want to have children in the future?”
“Where do you see us living together?”

9. Sexual Questions

Sexual questions can be invasive. Instead of asking direct questions, you can discuss the importance of consent and open communication in intimacy. Approach sexuality in a respectful and safe manner, avoiding personal details.

Examples of inappropriate questions:

“What would you like to do in bed?”
“With whom have you had sexual relationships before?”
“Do you have any sexual fantasies?”

10. Questions About Traumatic Experiences

Avoid asking about traumatic experiences. Instead, be a good listener and show empathy if she decides to share her experiences. Offer support and resources if necessary, but do not pressure for details.

Examples of inappropriate questions:

“What happened to make you feel this way?”
“Why can’t you get over it?”
“Can you tell me all the details of what you went through?”


Respectful communication is crucial when conquering someone’s heart. Asking inappropriate questions can create discomfort and harm the chances of establishing a solid relationship. Instead, it’s essential to create an atmosphere of respect and consideration. By avoiding questions about age, intrusive personal matters, sensitive past experiences, appearance, finances, family, controversial topics, commitment, sexuality, and traumatic experiences, you can build a strong foundation for a healthy relationship. The key lies in listening attentively, respecting the other person’s boundaries, and establishing open communication. By doing so, you strengthen the bond and create a solid foundation for a successful relationship.

Bibliography ►
Mesbarbies.com (October 24, 2023). 10 Types of Questions You Shouldn’t Ask a Woman If You Want to Win Her Over. Recovered from https://www.mesbarbies.com/10-types-of-questions-you-shouldnt-ask-a-woman-if-you-want-to-win-her-over/