First Date Questions To Ask Your Date

by Dean Cortez, creator of Mack Tactics

You’ve probably heard the saying “you never get a second chance to make a first impression.” This is especially true in regards to first dates, when you usually have only one shot at making a girl feel that you’re a guy she ought to date in the future (or sleep with tonight).

Having a supply of good first date questions to ask is one of the keys to making a terrific impression, and making her want to see you again…and again!. I’m going to give you a bunch of suggestions for first date questions, but first let me ask you if you’ve been in this situation before…

What Happens When You Run Out Of First Date Questions?

first date question
Picture this: you’re out on a first date with a girl you’re really into. You’re hoping to make a great impression so that this leads to a second date, and beyond. And for the first part of the date, things seem to going pretty well…you’re chatting with her about a variety of topics, and she seems engaged by what you’re saying.

But at some point during the first date the conversation begins to fizzle out. You’re searching your brain, trying to figure out which question to ask next, which topic to talk to her about. Meanwhile, an awkward silence has fallen over the table.

You can feel the energy level fading. You notice her checking her watch, checking her phone, looking at the door, staring down at her dinner plate…and you get the uneasy feeling that if you don’t come up with something really interesting to ask her, or talk about, this first date is doomed.

The two of you are sitting there in silence, like a pair of robots with dead batteries. Your inner voice is screaming at you, “Talk to her, you dummy!” But you’ve got no idea what to say…so you just sit there, as your palms begin to sweat and the butterflies flutter in your stomach.

You want to show her the REAL YOU, but without any more first date questions to ask, you’re powerless to keep the conversation flowing. And you know that if you could get past this first date and figure out some interesting things to talk to her about next time, she’ll realize that you’re actually a fun, cool guy who she ought to consider being in a relationship with…

But you BLEW that first date, and never got another chance with her, because you ran out of first date questions to ask and you had to fall back on lame, boring questions and small talk that only made the situation more awkward.

Now Imagine Having All The Right First Date Questions…

Now, I want you to picture a totally different first date scenario. You and your date are at a coffee shop, or having drinks at a bar, and the two of you are laughing and chatting up a storm as if you’ve been dating for months!

The chemistry is incredible, and it’s reflected in her body language. She’s leaning forward so that can hear every word you say. The way she’s smiling at you and maintaining eye contact…it’s obvious that she’s completely into you, and fascinated by the conversation.

She doesn’t want this first date to end…and neither do you. So from there, you bring her back to your place…and that’s where the magic really happens…

There’s a world of difference between being the guy in Scenario #1, who fumbles and flails on the first date because he doesn’t know how to carry on a fun, interesting conversation…and the guy in Scenario #2, who can talk to girl for hours without running out of first date questions and topics that make her smile, laugh and engage her attention.

It comes down to knowing the right first date questions to ask…

And the “right” questions aren’t the typical, predictable first date questions she’s heard a million times before. You probably don’t actually care how she answers those questions, and she won’t be particularly interested in answering them. So skip the boring first date questions, and instead, ask her questions that make her smile, think, and share her thoughts with you. You can also ask first date questions that are fun and flirtatious. (In other words, stop treating your first dates like “job interviews” where you’re basically asking her to tell you her life story. This isn’t fun, and doesn’t take the conversation to a deeper level.)

Boring First Date Questions

Here are some examples of lame first date questions you should avoid…

1. So where do you work?

2. What do you do for fun (or on the weekends?)

3. What kind of music are you into?

4. So, do you have any pets?

5. Where did you grow up?

And so on. Keep in mind, these are first date questions that she has heard many times before from guys (who never got a second date with her!)

Good First Date Questions

To keep the conversation flowing (and moving into the right areas), here are some first date questions I’d recommend. Notice how these are “open ended” questions that can’t simply be answered with a “yes” or a “no.” These first date questions are designed to create an emotional response.

Here are some examples of good first date questions:

1. So when you were a little kid, what did you want to be when you grew up?

2. What’s the last really adventurous thing you did?

3. If you were able to live anywhere in the world, where would you want to live?

4. What was the absolute WORST first date you’ve ever been on?

5. If you could eat any type of food as much as you wanted, and never gain a single ounce, what food would you pick?

These types of first date questions are effective for two reasons: you’re learning interesting details about her (that she wouldn’t normally tell a guy on a first date), and you’re encouraging her to really think and give thoughtful answers. This keeps her fully engaged in the conversation, instead of allowing her attention to drift off.

Fun First Date Questions to Ask a Girl

A great way to break the ice is to ask fun first date questions which can lead to getting her more interested in you. Aside from being funny, it is also important to ask direct questions in order to make your date interactive. But make sure that your questions are not only funny for you because it would not take you anywhere.

It is important that she laughs along with you because it makes things a lot easier for both of you to be comfortable with each other. The problem is most guys have the tendency to freeze up and get tongue-tied. Remember that she is actually as nervous as you are so it important that you do your part by asking fun first date questions such as:

1. Ever had an imaginary friend as a child?

2. Do people tell that you act older or younger than your age?

3. Ever been to skinny dipping?

4. What is (was) your worst subject in school?

5. Ever broken any bones? How about any rules?

6. Are you also scared of spiders?

7. Are you a cat or dog person, or rather prefer a Komodo dragon?

8. At a movie theater which arm rest is yours?

9. If a person dies and then springs back to life, do they get their money back for the coffin?

10. Do dentists go to other dentists or do they just do it themselves?

11. Why is it that everyone driving faster that you is considered an idiot and everyone driving slower that you is a moron?

These first date questions can be pretty good conversation starters. Asking the wrong question on your first date may just ruin everything. You need to know the right first date questions to ask in order to have a smooth flow of conversation during your first date.

For more first date tips and techniques to make women feel ATTRACTED you (in a “more-than-friends” kind of way), be sure to download this free book from the guys at M.A.C.K. Tactics.

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