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Things I Would Say; Not Say; Do and Not Do on a Blind Date With a "Senior Lady"

Updated on November 16, 2014
Audrey Hepburn and yes, I would be honored to date her
Audrey Hepburn and yes, I would be honored to date her
This is a beautiful woman
This is a beautiful woman


I want to be serious for a moment. This piece begs for serious thinking. I have one question to ask you and I, and here it is: “What would you do and say if you were going on a blind date with a gorgeous lady who was between 50 and 60 years of age?” Didn’t I tell you that this was serious?

Time was, this type of dating was frowned-upon by a more-conservative society. “Just look, Margaret,” a woman in her 20’s states. “She has to be 52, maybe older. And he looks as if he just crawled out of the cradle.” “This should be against the law, I tell you.” Obviously the lady talking to her friend, “Margaret,” is close-minded and lacking of the understanding necessary to form an intelligent opinion on this matter.

What lovely hair she has
What lovely hair she has


Matter? What matter? An older woman and younger man is not a matter. War with a Middle Eastern country is a “matter.” Let’s keep a clear focus on what is in front of us. To me, it is just a “matter” of a younger man admiring a lady, or in 2014, a “senior lady,” and finding pleasure by dating her and sharing her company with him. No harm. No fowl.

But when “I” am put “on the spot” when asked this faded, once-controversial question, I instantly have to do some preparation work and design for myself, a few personal lists to guide me through this sensitive area, and give it this name . . .

Such an interesting time
Such an interesting time

Things I Would Say; Not Say; Do and Not Do on a Blind Date with a “Senior Lady”

Things That I Would Not Say to My “Senior Lady” Blind Date:

  • “Say, you are in great shape. You must use a lot of Geritol.”
  • “What time should I bring you home, 9 p.m.?”
  • “I love to talk, so I hope you will not doze-off over dinner tonight.”
  • “How many facelift’s have you had?”
  • “You do not take that many medication’s do you?”


Things That I Would Say to My “Senior Lady” Blind Date:

  • “You are so pretty that I think I may be dreaming.”
  • “I do hope that you will not feel uncomfortable at my drooling over you.”
  • “My knowledge is limited, so do you mind if I just listen to you talk?”
  • “I am a bit old-fashioned, so will you be offended at me pulling your chair out for you at dinner?”
  • “Beauty is just oozing from your pores.”

Things That I Would Not Do With My “Senior Lady” Blind Date:

  • Everywhere I go with my “Senior Lady” blind date, bellow, “Look folks! She might heave some years on me, but I have learned to not be so choosy.”
  • Flirt with every younger woman who I see at this Broadway play we are attending.
  • Be so stupid and ill-mannered as to refer to her as, “Granny.”
  • Start questioning her if she is monetarily-comfortable.
  • Insist that I be given a “Senior Citizens Discount” because I am with a “Senior Lady.”

Things That I Would Do With My “Senior Lady” Blind Date:

  • Ask her would she teach me to dance. Not shake and crawl on the floor, but real dancing.
  • Talk for hours about poetry, film, theater, if these topics interest her.
  • Take a leisurely-walk in a city park filled with beautiful trees.
  • Ask if she would mind if I shot some photos of her in this setting with beautiful trees.
  • Ask her if I could see her again, and tell her that it is all up to her.

Note: do you think that she would allow me to see her again?

Enjoy . . .


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    • kenneth avery profile imageAUTHOR

      Kenneth Avery 

      3 years ago from Hamilton, Alabama



      Thanks for your great advice. I htave no intention of dating a girl old enough to be my granddaughter. But if in the future, I found a senior lady very attractive and personable, sure, I would ask her out. No harm to me.

      Dear Catherine,

      I never noticed that about Audrey's eyes. Great tip, ladies.

      Dear GypsyRoseLee,

      I agree with you. Nothing wrong with me or any man ofnced age, seeing a woman of senior years. I love to have intelligent conversations with women. Not a "Whatever,: and roll of eyes when I say something. Thanks.


      Appreciate your injput to a touchy subject. You came through with "flying colors."

      Dear Catherine,

      No. I do not think that you are such a knit-picker. You are a very detailed woman. I love it. And thanks for your participation in this hub.


    • profile image


      3 years ago

      My last 'date' I was 48 and got married to a man who was 12 years younger than me. It was OK at first then things happened and we divorced. I think the good things you say to a woman between the ages of 50 and 60 were very nice. The silly things were funny and yes, be careful not to say that to any one! LOL you are funny! ~Sherry

    • CatherineGiordano profile image

      Catherine Giordano 

      3 years ago from Orlando Florida

      RE the picture of Audrey Hepburn. Women should not use mascara and false lashes on the lower eye lashes. It makes them look like a kewpie doll. I didn't know if that was Hepburn or Betty Boop.

    • Gypsy Rose Lee profile image

      Gypsy Rose Lee 

      3 years ago from Riga, Latvia

      As usual you bring about an interesting subject. It is in my opinion that a lot of people are used to seeing younger women with older men but not the other way around. I say, why not.

    • Kailua-KonaGirl profile image

      June Parker 

      3 years ago from New York

      Some of the don'ts are a duh! LOL. However I have met younger men that can be pretty, duh! LOL. Entertaining article, Kenneth. I got a good chuckle.

    • CatherineGiordano profile image

      Catherine Giordano 

      3 years ago from Orlando Florida

      What about senior ladies over the age of 60?Jane Fonda is 76. Helen Mirren is 69. Two fabulous ladies. No harm? No fowl? Are you implying that the lady is no spring chicken or do you mean "foul?" P.S: Audrey Hepburn WAS a great beauty. She died in 1993 at the age of 63. I'm such a nit-picker. That's why no one will date me.


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