Starting a Conversation with a New Guy: What Questions Should I Ask?

Ans: Please leave it to the interviewr to interact and conduct the interview.

Ans: Dear Anonymous,
There is no hard and fast rule that you have to ask a certain set of questions. You can ask anything you like- things that are important to you, deal breakers, attributes you would want in your partner, etc. Anything that isn't rude, or too intrusive is okay. For instance, you can ask him what are his hobbies, passions, and career plans; does he like to travel, what are his values, his religious and political stance, does he drink or smoke, is he outgoing or loves to spend most of his time indoors, family plans, does he want kids, etc. These are all questions that will help you get a better picture of who this person is- but most importantly, let the conversation flow on its own. You do not have to make a questionnaire. You will get a fair idea of what to ask once you start talking.

Hope this helps.

Ans: You could discuss his career ambitions and how he balances work with personal life. It's helpful to know how he envisions his future and what goals he has set for himself. Asking about his relationship with his family can give you a sense of his family dynamics and how he values those connections. This can naturally lead to discussing how he sees the role of extended family in your future life together.

Daily lifestyle and habits are also important to explore. Asking about how he spends his days, what hobbies or activities he enjoys, and how he likes to relax can help you gauge compatibility in daily life. Financial perspectives are another key area. You might ask about his approach to financial planning, budgeting, and his thoughts on saving and spending.

Discussing future goals and where he sees himself in the next five or ten years can help you understand his long-term vision and whether it aligns with yours. You could also explore his thoughts on relocation, career changes, or other major life decisions.

It's essential to talk about his expectations from a life partner and how he handles conflicts or disagreements. This can give you a clearer picture of his communication style and how he deals with challenges in relationships. If children are part of your future plans, discussing his thoughts on having children, parenting styles, and balancing career and family responsibilities is crucial.

Finally, you can touch on health and well-being, asking how he prioritizes physical and mental health and his views on maintaining a healthy lifestyle. Understanding how he manages stress and his approach to resolving conflicts will also be important in building a strong foundation for your relationship. These conversations are about building a deeper connection and understanding each other's values and life goals.

Ans: it’s important that the conversation is warm, respectful, and focused on getting to know the girl as a person — not as a checklist. She can begin by asking the girl about her interests and passions, to understand what brings her happiness and how she spends her time. Questions about the girl’s thoughts on her future, like what kind of life she envisions after marriage, help give insight into her goals and whether she wants to continue working or pursue any dreams.
It’s also thoughtful to ask about the values that have shaped her while growing up, which opens a space for connection rather than judgment. Asking how she sees her role in a family — not just as a wife but also as a daughter-in-law — can lead to an honest discussion about expectations and boundaries in a shared home, if that’s the arrangement.

Instead of assuming, it’s better for the mother to gently inquire about how the girl handles tough situations or disagreements. This shows her emotional maturity and communication style. The tone should be conversational, not interrogative — the idea is to build comfort, not pressure. Ultimately, these questions should be guided by curiosity, empathy, and the genuine intention to understand whether the girl and the boy can build a respectful and fulfilling partnership together.