Take A Chance On Me

On Life and Love After 50 eNewsletter

June 30, 2023

Take a Chance On Me

A Woman’s Fear of Dating a Friend

By Senior Dating Columnist Tom Blake

Betsy’s dilemma A woman Champ, 78, requested that her name not be used, so we’ll call her Betsy. And Betsy has a dilemma, which she explained.

“I have given up on dating, but I have friends I go out with every Thursday. One is an 80-year-old man who lost his wife three years ago after 55 years of marriage.

“He lives in my retirement community and is a nice man. He has shown an interest in me, but I won’t consider a relationship with him other than friendship because we live in the same community.

“If our relationship didn’t work out, it would be awkward seeing each other, and I fear we could possibly ruin a wonderful friendship. What do you think? I would like to have your feedback.

I responded to Betsy: “The age difference is only two years. So, that’s a positive. 

“Another positive is you live near each other. There would be limited or no driving to be together. Perhaps, a short, likely safe, drive at night to go home. “Since he is a nice man who was married 55 years, he’d likely be a loyal and dedicated mate. He cares about you and is attracted to you. That’s a big positive. You likely would be good for each other. 

“Have you discussed your concerns with him? Share them and see how he feels about it. If you can agree on what would happen if it doesn’t work out (it would be a kind of post-relationship agreement), and if you are both comfortable with it, take a chance. It seems at his age and your age, sharing life with someone could be magical. 

“You might want to find out about how his home is decorated. Are his former wife’s pictures everywhere? Might that bother you? 55 years is a long time. Lots of memories. 

“Greta and I were together 25 years and now, seven months after losing her, I have lots of her photos in my home. A woman who came here didn’t seem to mind, but of course, she doesn’t live here. 

“The big answer: if you like him, communicate your concerns and either proceed from there or not. Take a chance. I’d give it a try.

Betsy’s response: “If he broaches the subject with me, I will discuss it with him. We were all out together last night at our usual sports bar for dinner and drinks. When I leaned in to say something to him, he said, ‘If you keep leaning in like that, I will have to kiss you. I have wanted to do that for a long time.’

“I was taken aback and said, ‘OMG really? You are embarrassing me!’
“I think I blushed. My lady friends who were in attendance said maybe it was the ‘drinks’ he had while we were talking. 

“I don’t know…but we all agreed he is a very nice guy. We all watched him care for his wife in a wheelchair before she died. He was devoted to her and, is a genuinely nice person to everyone.”

Tom’s reply: “He sounds like me in this way: Perhaps the drinks made him bolder and more amorous, but he wouldn’t have said it if he didn’t mean it. He is attracted to you. Are you attracted to him? Enough so that you are willing to have that ‘What happens if it doesn’t work out?’ conversation? 

“You decide. What’s more important? Having someone in your life who warms your heart and is there for you, and who loves to hug, kiss and hold you.

“Or risking losing his friendship because it might not work out? And even if it doesn’t work out, you still might be friends. 

“I totally get where he is coming from, especially since he was a caregiver for his wife. He wants to feel love again.

“In most potential senior relationships, there is fear in one way or another. Most of us have suffered losses. It’s hard to move forward. And we all have senior dating baggage. 

“The main question: Are you attracted to him? He sounds like an ideal special man and is so close to your age. Plus, he lives nearby. Also, if you are attracted to him, don’t wait for him to bring the subject up. I suggest you tell him you’d like to talk and take that initiative. He has already indicated he cares about you.” 

“Take a chance, Betsy. Which reminds me of a song. Abba’s ‘Take a Chance On Me.’ (See link to the song below).”

Isn’t senior dating fun?

A response to last week’s eNewsletter 

Rhonda emailed: “I thought the list which you and your buddy Jim published last week was SPOT ON! I especially resonated with the friendship aspect and the simple words, ‘Friends first.’ And genuinely wanting to be together…love it. So incredibly important. 

“I would add to your list strong communication and negotiation. We, humans, are not mind-readers, so sharing ideas and talking about the good, bad, and ugly is vital to a strong healthy relationship. 

“Being vulnerable and open are key components to sharing your life with your mate. “Please don’t shoot me Tom, but the proper spelling is ‘Gucci’ for designer clothing and handbags. (you wrote Goochi). 

Tom’s response to Rhonda. “Your mention of the Gucci spelling is a riot. I looked up the proper spelling but failed to change it in the text. What was I thinking? Another woman mentioned that as well. 

“At least you can tell my closet is not filled with Gucci attire. For me, Levi is more appropriate for this hang-10 guy. So, if I meet a woman who wants a man dressed to the nines, I’m likely not her guy. 

“Your suggested list addition is right on. Communication and negotiation between couples are both critical. And what often happens when people are communicating via text, instead of by phone or in person, is the words often get misconstrued. “And being vulnerable is important. When a person is vulnerable, he or she reveals their inner beauty.”

That’s it for this week. It’s Gucci signing off.
Link to Abba’s Take A Chance On Me
https://www.youtube.com/watch?v=-crgQGdpZR0

Senior dating and adult children

On Life and Love after 50 eNewsletter – June 8, 2016

Dealing with a boyfriend’s adult children – Senior dating baggage

Senior dating isn’t easy. Senior dating with adult children involved isn’t easy. I hear that comment often from single seniors who aren’t in a relationship. And yet people who are fortunate enough to meet someone tell me that it’s not always a bowl of cherries either. Some of us carry more baggage that a 757.

Too much baggage can be a deal-breaker.


                  Excess baggage @ Hotel courtyard in India
Photo taken by Tom – November 2016

Issues created by adult children of one or both partners can fall under the excess baggage category. Such is the case with Diane, from whom we hear today.

Diane emailed, “I am a divorced, professional woman, age 62, considered attractive, fit, with many friends and interests. Two years ago, I began dating a man, 58, who had been legally separated for five years. He has three adult children (two are married).

His wife was bi-polar, to which he attributed their marital difficulties. Whenever talk of finalizing the divorce came up, there was always some issue as to why it couldn’t be done at that time. None of the reasons seemed viable to me.

One reason he gave was that if he served the papers during the time of his son’s upcoming wedding, his wife might make a scene at the wedding! I was only half-heartedly invited to attend after a year of seriously dating him. I chose not to go.

During the months of dating, it seemed there was always some need or drama happening with the family, especially with his daughter, 26. He admitted she said, ‘I won’t have a problem with Diane as long as she knows I am the number-one woman in your life.’

We have broken up several times because I felt he had (and still does) have boundary issues with his children and his ex, even though the divorce was finalized. He claims to not be as enmeshed with them as I say, but I feel he hides things from me so as not to upset me, and to present a different picture of what is truly going on.

We are not dating currently, but we speak with and text each other. He doesn’t see the problem and thinks because he finally divorced, which, by the way, was motivated by a fire his ex had, in which he feared she would go after him for more money, which was her tendency according to him.

Money is another issue with him and I get the feeling he also sees me as a subsidizer since he financially supports the daughter.

I like many qualities about this man, but I don’t feel I could ever get to the next level with him due to the dynamics of the family. Every time I think it can work I become once again frustrated and angry. I would love your advice and the opinion of Champs.”

Tom wrote to Diane:

“I am certain that our Champs will have opinions about your situation, as many of them have had to deal with adult children of their significant others. Here are a few of my thoughts:

  • The 26-year-old daughter appears to be very immature, spoiled and selfish. Have you asked yourself, “Will that situation ever change?”
  • You have broken up several times over boundary issues with his children. Why do you think that would be different going forward?
  • Of course, there are qualities about him you like, you would not keep trying with him if you didn’t. But…are the qualities enough to overcome the other obstacles? You answered that question by saying you could not go to the ‘next level.’
  • So, why keep putting yourself through this agony? I think you know the answer.
  • Not to mention the money issue. You will never be happy feeling you are subsidizing the daughter who wants to be number one.
  • “And remember, while you are spending your precious time dealing with these issues, it is taking you away from time that might lead to meeting someone new who has less baggage.”

Diane’s response back to Tom

“I am a mother to two healthy, stable and mature young men. I am very proud of both sons; we have a close, loving relationship. I wanted to share this with Champs so they know I understand the challenges of having adult children accept new partners in our lives. Fortunately, my sons have been open, honest and mature and want only the best for me–which is for me to be happy.

Something you wrote struck a chord: I was spending my ‘precious’ time on a relationship that not only was leading nowhere, but, it was keeping me from possibly meeting someone who doesn’t have these issues and who would be able to enter fully into a relationship.

I now see this investment of time, energy and resources (literally) was much more draining than I even realized! I think we often hang on longer than we should in relationships because we are afraid of leaving something for nothing. Having repeated this mistake all too often, I now know having the so-called ‘nothing’ is far better – in fact, it’s a gift! It’s time to invest in and love myself.

One other thing – I just learned the daughter is moving back in with my now ex-boyfriend because she had ‘issues’ with her roommate. More proof that I made the right decision!

As a result of walking away from this relationship once and for all, I am learning to play golf, do the tango and am now signing up for a writing class.

And having walked away 10 years ago from a 27-year marriage, which was not only causing me emotional pain, but affecting my health as well, I am choosing not to waste any more precious time, nor will I settle. I deserve better.”

Did Diane make the right decision?

*****
On my website, there are 12 articles I have previously written about how adult children can affect a relationship. Likely, Diane’s story will become number 13. You can read those articles by following this link.

https://www.findingloveafter50.com/senior-dating-when-children-are-inv