1. What went wrong between you and your ex?
Interrogating a woman about her previous relationship is never a good idea. Relationships end for a reason. First dates are supposed to be light, a laid-back meeting to see if there’s chemistry. Don’t get too deep and risk scaring her away.
2. If you could change 3 things about yourself, what would you change?
Asking a woman what she would change about herself implies that you don’t like something about her. Women never want to hear that you dislike anything about them. Stay away from negative conversations, and focus on the positive ones.
3. How much money do you make?
Her salary, or yours for that matter, is irrelevant. The purpose of a first date is to get to know each other, not to find out how much is in each other’s wallets. Concentrate on the conversation, not how much money you both have.
4. Do you still talk to your ex?
The past should stay in the past. If she communicates with her ex, it’s not important as of now. Focus on the present.
5. Tell me about your most recent dating experience.
Talking about your last dating experience is really awkward. When a girl is on a date with you, there’s no need to worry about who she went out with last week or even last month.
6. Have you had any plastic surgery?
You might be dying to know how the woman you’re sitting across from looks so amazing, and if she’s had any work done, but now is not the time to ask. Questions about plastic surgery and enhancements are personal. Save those questions for when you really get to know each other.
7. I have a question about what I saw on Google…
Revealing to a woman that you online stalked her in any way is creepy. No need for Google questions on a first date.
8. What size are you?
Asking a woman her waist size is inappropriate, insulting, and offensive. If you like the way she looks, her size shouldn’t matter.
9. What was your GPA?
When you’re over the age of 21, your GPA isn’t important. Being book smart is valuable info to some people, where real-world success matters to others.
10. Where do you see yourself in 5 years?
You never want a date to feel like she’s on an interview. When you ask a woman where she sees herself in 5 years, she’ll most likely feel like she’s being grilled.