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May 4

Older Adults: An Uncertain Certainty?

by Tamar Caspi under Date Night,100hookup,Online Dating,Single Life

Dear Tamar,

I see you are in your thirties, I mention this because — as a woman — you are at a different point in your life than the ladies I am interested in, whose age range is from 50-61. So, I think your perspective will be somewhat different from what I am looking for. In any case, I get the feeling from most of the women I have met that they all claim to know what it is they seek. However, there is a considerable amount of uncertainty that comes along with it, irrespective of what they are saying.

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Dear Uncertain Certainty,

Irrespective of my age, I do think I can shed some light on what you’re experiencing. As anyone gets older, they become more set in their ways and more opinionated about what they do and don’t like. That’s normal. And as they experience life — whether that means many years of dating, or a divorce, or being widowed — people tend to think they know what they are seeking in a partner. Yet, there’s always an insecurity that you may be wrong or could be proven wrong. A woman may believe she could never date or marry a guy who owns a cat, but she doesn’t want to eliminate the possibility that a guy is perfect for her, even with said cat (substitute “cat” for just about anything). So, although the women you date may claim they know what they seek, they want to leave the door open for possibilities.

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Apr 1

Middle-Aged/Older Man Trying to Find Love Connections

by Tamar Caspi under Date Night,100hookup,Online Dating,Single Life

Hi Tamar,

Is there anyway to be tactful when specifying the type of woman that you’re looking for? How do I tell if they’re looking for love or just a casual dinner because they don’t want to stay home and cook for themselves that night?

A lot of us middle-aged (55+) single men aren’t interested in angry, divorced women who are still looking for Prince Charming to rescue them and then get angry that we prefer to date younger women who are more lovingly appreciative without all the “heavy baggage.”

Please help!

-Frustrated Older Man Looking

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Dear Frustrated Older Man Looking,

Sounds like you needed to vent and I’m glad you got that out. Dating can be difficult at times and it’s healthy to express that frustration to your friends (or me) rather than let it fester as you review profiles and allow the negativity to seep into your dates.

That said, it is somewhat hypocritical of you to call the women your age “angry” because you sound angry yourself. As for the women your age having baggage… well, it’s pretty likely that you have baggage too. Or, as I like to call it, “a story.” There’s no way you get to middle-age status without one! So try to change your mindset about that because you’re not going to attract any women, regardless of your age, if you’re resentful.

To answer your first question, you can make it clear in the areas that ask what you’re looking for that you want someone who is interested in a relationship and not just casual dating. You can usually tell what women are looking for by reading their profiles thoroughly and asking serious questions when you begin a conversation.

 

 

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Jan 16

Dating As An Older Adult: Finding a Companion

by Tamar Caspi under Date Night,100hookup,Online Dating,Relationships,Single Life

When you’re dating as an older adult, who you should be with now is not the same person you would have been with when you were younger, although maybe it should have been! Chances are you are not looking to procreate, although you may still have kids in the home and need to take co-parenting into account. When you’re an empty-nester and a grandparent, then you can really reassess your needs and wants in a mate.

This is the time that similar hobbies and interests, in addition to being a conversationalist, is even more important. You know now that it’s not all about appearances, but about having someone you can talk to about more than just the superficial things and enjoy spending quality time together.

Do you want to travel a lot? Or do you plan on working way past retirement? Those two people will likely not be a good match. Do you enjoy giving back and attending every function and volunteering and being involved? Or would you prefer to spend your time relaxing and being with a small group of close friends enjoying good television, movies, and plays? Again, these two types will probably not be a good match. How do you want to spend the next 10, 20, or 30 years? And what kind of companion do you want?

Figuring out how you want to live the rest of your life, and thus figuring out the type of partner you want to share that with, will help you create your preferences and easily narrow down your prospects.

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