What Every Woman Should Know About Asking Questions On the First Date!
My friend was on a great date. His date was polite, charismatic and there were hardly any hiccups in the conversation. Then she asked a question that made my friend choke on his steak and end the date early – “How much money do you make per year?”
The purpose of dating is to determine compatibility. Asking questions is key, but some questions, like the one that was detrimental to my friend’s date, are off bounds in the first date. A first date should be a very casual, get-to-know-each-other interview, not an interrogation. Here are some first date questions you absolutely should and shouldn’t ask on your first date.
First Date Questions you SHOULD ask
- What are you looking for in a relationship?
This is a non-intrusive and easy way to see if you are looking for the same things. You are both on a date, so clearly you are both looking for something, whether it is a fun fling or a wedding ring.
- What are you passionate about?
People love to talk about their passions. Asking about your date’s is a good way to get conversation flowing and snatch a glimpse of what makes him tick.
- My [friend/sister/cousin] just had a baby, and it’s amazing how much her life has changed. Do you like children?
If your date has children, you should know on the first date. By preceding the question with a relevant tidbit, you prevent him from mistranslating this question as – 1.) I WANT BABIES NOW or 2.) YOU BETTER NOT HAVE KIDS. Even if you were ready to have children yesterday, don’t disclose this just yet. Children can be discussed in detail later in the relationship.
- What is a typical day like for you?
A simple question, yet so much can be learned. This one question also answers the questions: Do you have a job? Are you active? What do you do in your spare time? Answers he provides can easily kickoff follow-up questions.
Questions you SHOULD NOT ask your date
- Who did you vote for?
Politics should be avoided. I had a very liberal friend whom ended up marrying the president of the Young Republicans club on our college campus. Bringing politics into the conversation can get you both riled up about things irrelevant to a relationship. Just go home and watch CSPAN if you feel the need to feed your civic mind.
- How much money are you bringing in?
You might be looking for a man able to fund your shoe fetish, but focus questions toward his career, not specific dollar amounts. Money is a sensitive subject, especially during a recession. Show him you’re interested in his rich character, not how thick his wallet is.
- Was your ex anything like me?
Nothing good can come from bringing an ex into the conversation. It can refresh hard feelings and only distracts attention away from each other. When it’s over, it’s over. Move on and let him move on by developing your relationship ex-free.
- When was the last time you were intimate?
If you want to bring sex into the conversation, make very few and subtle references. Do not ask overly personal and intimidating questions about your date’s sex life. It is too intrusive for a first date.
Getting personal
If you made it through date no. 1, then you have the green light to dive into more personal questions. Still, make your questions inviting, not intrusive. Serious issues can be brought up in a roundabout way to avoid catastrophe. Here is a list of good questions you might ask in date no. 2 and beyond.
- Where do you see yourself ten years from now?
- What lessons have you learned in past relationships?
- How would you describe your ideal woman?
- Have you ever been in love?
- What is the best thing that’s ever happened to you?
- What are the biggest priorities in your life?
Whether he’s the diamond in the rough or just the rough becomes more and more clear with each question you ask. Some items should be addressed right away and others should be avoided. Knowing the difference makes you better prepared and more confident on date night. Each question picks away the rough. Keep asking, and eventually you’re sure to discover your diamond.
If you are looking for some amazing first date questions, I recommend visiting this website, From Flirting To Forever.



Love reading your stuff.
Yes, of course. Thanks for linking back to the post:)