Will I see him again?

Chivalry is not dead! There are still a lot of Gentleman out there!  I had a lunch meeting recently with a very affluent Gentleman!

This Gentleman was tall with a light brown sugar skin complexion, piercing dark brown eyes and a beard to die for!

His gear was impeccable which was the first thing I noticed, then it was the incredible aroma of his cologne which was Bvlgari.

After lunch, I was excited that I secured a client but a little disappointed that our lunch meeting consisted of nothing but industry (real estate, developing/investing, imports & exports) talk! There was a lot of uncomfortable silence and no laughter! I’m not quite sure why I was disappointed. I’m not ready for a relationship nor anything casual.

It could have been that I was under the impression from a reliable source he was interested in getting to know me personally which piqued my interest because of his demeanor; powerful, elegant and a true Gentleman.

When we got back to the office pleasantries were exchanged and I went on with my day! This all took place on a Thursday.

Friday afternoon rolls around and from the same guy, a dinner invitation was offered! It took me awhile to commit since our lunch meeting was so much fun, I didn’t think I could handle any more fun or excitement that week.

However, my good friend Jack Daniels reassured me it would be a much better experience with his presence! So I accepted.

This was one of the most incredible, I don’t want to say a date, so let’s go with, “night out” that I’ve had in a long time. First, we went shopping (this was cool but in another post, I’ll give you my thoughts on this). This was his first time in Pittsburgh and him being an urbane Gentleman, he wanted to check out our style scene!

After shopping we went to dinner, he knew from our conversation and my order at lunch I’m a very picky eater so he made sure the restaurant of choice was to my liking!

Our lunch meeting was boring, dull and painful!

Our dinner “thing” was truly amazing! There was witty repartee, laughter, sarcasm, and no industry talk!

It was like night and day! He was so charismatic, engaging, kind and to top it off he looked amazing in his custom-made black suit jacket, muted gray luxury shirt, a pocket square that was so stunning and black dress pants. His shoe and watch game were off the chain. He was rocking Tom Ford loafers with an Audemars Piguet watch with a brilliant selection of wrist-wear that not only matched his watch but his pocket square. This is what I would call chic and casual all wrapped into one.

The dinner lasted 3 hours but time was of no importance. He took me home and walked me inside to make sure everything was okay. He kissed me on the cheek and said be ready tomorrow at 10 am (Saturday). In a very seductive and calm voice, he said, “I have something special planned that I know you’re gonna love!” I was floored for 2 reasons.

First, in the car, we listened to old school hip-hop. No I take that back we both sang and danced to songs like Rock Box, Sometimes I rhyme slow, Five Minutes of Funk, then we shut it down with Children’s Story. Second, he was so sure of himself that he made plans for the next day. I love a man who takes charge.

Saturday was amazing. We went to the Carnegie Museum to see the Iris van Herpen: Transforming Fashion Exhibit. I have a whole blog post I’m going to do on this exhibit. It was a truly amazing day.

We had a late lunch at Max & Erma’s another favorite spot of mine, which he loved. It was an early evening since he was heading to Chicago early Sunday for more meetings.

He drove me home, walked me inside and he wanted a tour of my house! Fine! I gave him a glass of wine to sip on while sauntering through my house. We had a little idle chit-chat and then he was gone.

Will I ever see him again? Who knows? Our business is done. Would it even work out? Nope! Unless he decided to move to Pittsburgh or New York City, then that’s a different story! I don’t do long distance relationships (another blog post regarding those at my age).

Did we exchange personal information? Nope! I have his contact information at the office! The one thing I really liked about him, only one social media account that he barely used!

I will say this those 2 days really opened my eyes to asking myself am I ready for a relationship or was it nice just to go out with someone new and have some good ole fashion fun.

I labeled this date or just a night out in my diary as the Reserved who rattled the Recluse!

Lessons learned:

  1. Chivalry isn’t dead!
  2. Gentlemen Rock!
  3. Don’t confuse business with pleasure!
  4. Don’t rush or jump to conclusions too fast!
  5. Gentlemen have patience!
  6. Let the man be a Man!
  7. Never rush a Gentleman!
  8. Let the Gentleman take charge!
  9. Just go with the flow without labels, whatever happens, happens!
  10. And some Gentlemen are just down right smooth!

I invite you to please, in the comment section below, ask any questions you may have regarding this topic or anything else you may have on your mind. Let Over 40 & Killing it® be your go-to source to be informed, empowered, take part in our travel getaways and where you can ask questions, meet new and inspiring people.

I invite you to share your story please, email me at kimberly@over40andkillingit.com. In the subject line add, “My Story,” “My Advice,” or “My Question.” Your story or advice needs to be heard. We can learn from each other. Men, this is just not for women, share your story as well.

Now, grab a cocktail or coffee, sit back, relax and listen my P’cast either on iTunes or Podbean, on how you can start living the Over 40 & Killing it® Lifestyle TODAY! I go through all the steps I took to create a successful Styling and Singles coaching business with only $50.00. My 2017 goal is to become a best-selling author.

I love coaching the “Over 40” Nouveau Single Ladies & Gentlemen who are re-entering the dating scene or who just want to learn how to be single again, redefine their style or upgrade their lifestyle.

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So until we meet again my Dear Friends, stay cool, classy and keep on killing it. NEVER, give up! NEVER be denied! You’re NEVER too old! NEVER look back, my Friends! Peace!


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Everything is better, “Over Cocktails or Coffee!” ~~kah


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