20 Questions You Should Never Ask A Woman On A First Date

When you meet someone you’re attracted to, there’s usually a natural desire to know more about that person. The problem is, some people have a difficult time understanding the difference between appropriate and inappropriate first date questions.

On the other hand, we can’t ignore the fact that some people knowingly ask offensive questions and just don’t care about whether their date feels comfortable or not.

Make Your Date Feel Comfortable

In order to improve our dating experiences, we need to make sure that we aren’t unnecessarily offending the person we are attracted to. Our dates should feel comfortable and at ease, not on guard waiting for the next insulting question.

You actually decrease your chance of making a great connection with a date when you ask them judgmental questions or questions that force your date to talk about something they aren’t ready to discuss with you.

So, to help your initial encounters with women, I want to share some questions that you should never let leave your lips. The following are 20 real life questions that men have asked women on or before a first date:

1. Why are you single?

2. Are you paying for the date?

3. How old are you?

4. Can I come back to your place or do you want to come back to mine?

5. Is that your real hair?

6. You’re not one of those crazy girls are you?

7. How much do you weigh?

8. Do you have daddy issues?

9. How much do you cost?

10. Do you want to go a to fancy restaurant? (Then takes you to Wendy’s)

11. Can you do a split?

12. What are you mixed with?

13. Can I borrow $1,000? (Or any amount of money)

14. Do you like your feet licked?

15. Are your breasts real?

16. What’s your bra size?

17. What are you cooking me for dinner?

18. How much do you make?

19. Have you cheated on your past boyfriends?

20. Do you know how to use those lips?

Some of these questions clearly indicate that you’re only interested in a casual encounter, i.e. sex. But if you’re genuinely interested in a woman and want to get to know her better these are not the kinds of questions you should ask early on.

Offending a woman on a first date is a sure-fire way to never get a second one so think wisely before asking very personal questions that may make a woman feel uncomfortable around you.

Want additional insight into women’s minds? Check out my new book, Picking up the Pieces: Rebuilding Yourself for the Love and Relationship You Deserve — Barnes & Noble | Amazon

Till Next Time,

Dee

Image courtesy of Stockimages at FreeDigitalPhotos.net

Why You Should Always Dress Like You’re Meeting Mr. Right

Although you hope to be ready when you run across Mr. Right, you really never know when that moment may come. You may meet the next love of your life while you’re grocery shopping or running errands. And while we tend not to put much effort into our appearance when we are going to do mundane tasks, the truth is, you should always be dressed the way you would want a potential future boyfriend to see you. 

I’m not saying you always need to leave your house like you’re going to a black tie event, but your outfit should look pretty and well put together. You don’t necessarily need to wear makeup, but you should look presentable and attractive. Take some time to pick out an outfit that flatters you and put on some perfume, earrings and/or a necklace, and rock your hottest lip gloss or lipstick.

You never know when you might meet your next boyfriend so be prepared and never leave your house looking sloppy!

For more great dating advice, get my book: Picking up the Pieces: Rebuilding Yourself for the Love and Relationship You Deserve

Till Next Time, 

Dee

Photo Credit: Image courtesy of Photostock at FreeDigitalPhotos.net

10 Signs A Guy Is Really Into You

Dee Simone Cartoon

It’s not always easy to tell if the guy you’re dating is really interested in you. And often times, we tend to focus on the wrong things in determining a man’s level of interest. For example, you might focus on the fact that a man says he’s interested in you even though his actions scream he’s not interested at all.

So, get some clarity on what interest really looks like and check out my article 10 Signs A Guy Is Really Into You. I am honored to have written this article for Claudia Cox of Text Weapon and I’m sure you’ll enjoy this read!

For more great dating advice, get my book: Picking up the Pieces: Rebuilding Yourself for the Love and Relationship You Deserve

Till Next Time,

Dee

Meet Dee The Dating Coach!

Dee Simone is your dating and life coach extraordinaire! She’s a Licensed Attorney and Certified Mediator with a Bachelor’s Degree in Sociology. Dee is the creator and author of Dee’s Dating Diary. She loves working with people and helping them resolve any issues that are holding them back in dating or life in general.

Dee helps her clients recognize and work through difficult problems, enabling them to live happier lives and have more meaningful, loving, and healthy relationships. With keen insight into the behavioral aspects of dating, Dee gives her clients valuable advice and suggestions for positive change and positive results!

How Can I Help You?

Dating Coach & Life Coach

Are you struggling or having difficulty in your dating or everyday life? Schedule a one-on-one session to start your journey to a better you! In my sessions, we’ll figure out what things have been preventing you from living a fulfilling life or having a great relationship.

I will help you develop an understanding of how your thoughts, beliefs, actions, or inaction plays a role in your quality of life!

Need emergency dating advice? No problem! Use the contact form below to contact me for any of my services and be sure to include your Name, Age, Email Address, Phone Number (Optional), and how I can be of help to you!

Relationship Counseling

Are you having problems in your current relationship? Do you need the help of a relationship expert to get your relationship to a happier and healthier place?

My dating and relationship expertise provides clients with well-rounded, beneficial relationship counseling that actually produces results.

Online Dating

Is your online dating profile not getting the attention you want? I’ll help you makeover your profile and give you great tips for navigating the online dating world and having fun while you’re doing it!

Break Up Support

Breakups are tough! But, worse than a break up is not learning from the relationship and harboring emotional baggage. If your relationship ended suddenly and you have no idea why or you didn’t get the closure you need, my break up support services can help you determine where your relationship went wrong and get you the closure you need to move on.

I will help you heal, learn, and get rid of any emotional baggage you developed from a relationship. With my break up support services, you’ll get to a better you in no time!

Speaking Engagements

For speaking engagements, panels, group seminars, workshops, hosting, and more, submit a request using the contact form below or send an email to Dee@DeesDatingDiary.com.

Confidentiality

I am highly sensitive to the privacy needs of professionals, high-level executives, and individuals in the entertainment industry. Rest assured that strict confidentiality is always maintained and the names and identities of clients will never be disclosed without permission.

For great dating advice, get my book: Picking up the Pieces: Rebuilding Yourself for the Love and Relationship You Deserve

Contact Me!

Best of Dee’s Dating Diary 2014

Dee’s Dating Diary brought you some of the best dating advice in 2014. From red flags to first date etiquette to online dating, Dee’s Dating Diary truly provided need-to-know dating advice! Since 2014 really flew by, you may have missed some … Continue reading

How To Answer Questions About Why You’re Single

Dear Dee’s Dating Diary,

How do you answer questions about why you’re single or why your last relationship ended?

Dear Dater,

Less is always more!

If you’ve been asked questions like these by someone you recently met, keep your answers short and sweet!

If you’re asked why you’re single, the best answer is always “you haven’t met the right person.” And, this isn’t a lie, it’s true!

If you already met the right person, you’d still be with him.

The Time Will Come To Open Up

After you’ve been on several dates, if you’re asked details about why your past relationship ended you can open up a bit more. But, remember, the new person you’re dating doesn’t need all the nitty gritty details.

When you’ve been dating someone for awhile, of course you’ll have to speak more openly about why it ended with your ex.

If a past relationship ended as a result of your own bad behavior, own up to what you did and be sure to tell the person how you learned from that mistake and that you’d never do that to someone again.

It’s easy to scare new dates off with what they may perceive as problems that you have. Too much information too soon can definitely kill a potential relationship. Check out the post I wrote about this: One Thing That Kills A Potential Relationship is…

For more great dating advice, get my book: Picking up the Pieces: Rebuilding Yourself for the Love and Relationship You Deserve

Yours Truly,

Dee

Ask Dee’s Dating Diary A Dating Question!

Need Dating or Relationship Advice?

Do you have a dating question you’d like to ask Dee’s Dating Diary?

Whether it’s a general question about dating or a specific relationship issue you’re having, Dee’s Dating Diary has your answer!

You can submit your questions using the contact form below!

Share The Knowledge!

Your dating question will be answered in a direct email to you, but it may also appear on Dee’s Dating Diary in the form of a post.

Don’t worry, no identifying information will be put in the post and you will remain completely anonymous.

Your question will only be used to provide others with the same great dating advice that you receive!

So, stop stressing and dealing with your dating problems alone, contact Dee’s Dating Diary today!

For more great dating advice, get my book: Picking up the Pieces: Rebuilding Yourself for the Love and Relationship You Deserve

Till Next Time,

Dee