2 Senior Women With Different Retirement Outlooks

On Life and Love After 50 eNewsletter

By Columnist Tom Blake

NL May 23, 2025

Two women with decidedly different outlooks on senior life

Helen

Helen emailed, “Single woman fear of dating. I need some assistance; okay, I need help. I am 71, and the monster under my bed is dating. I live in fear of dating. My last real date was in 1981. I’ve been a widow for 10 years. I tried a couple of coffee/lunch dates and had no success. I was knocked off the horse, and I just can’t seem to get back in the saddle. I’m not that young, cute girl. I lost my confidence, and I am afraid to try again. Yes, I’m chicken.

“I want a second chance, but I have convinced myself it will be a disaster. I am not the perfect older woman these men seem to be searching for. At the grocery store, I would be on the dented can aisle.

“I am all too knowledgeable about my issues. I lean on those instead of my good qualities. I think the pain of widowhood has taken away my confidence and left me feeling like failure is my only route.

“I have lots of good qualities. I’m clever, creative, intelligent, funny, and likable. I’m kind, caring, and loving. I put others first, I’m a good listener, and I know I’m still a keeper. But in the back of my head, I think of my flaws and my age. I consider myself a used car and not a classic. And I don’t want to disappoint anyone.

“I injured my ankle, so I can’t compete in pickleball. And I’m not a hardbody, but my sons say I’m still cute. I know I don’t look my age or act it either because I’m young at heart, and I’m reminded about this by strangers. I just need a kick in the butt. I need to polish up my courage and spirit.

“So, Tom, I need to pick your brain, hit up your knowledge and hope you have ideas for me.”

Tom’s comment: With all the good qualities you describe, I don’t understand your fear. You’re young, and it doesn’t matter that you can’t play pickleball. With my bony knees, I can’t either. I strongly suggest you contact a therapist to overcome your fears.

Maria

Some Champs have told me they are bored in retirement. They don’t know what to do. One Champ named Maria messaged me this week with how she is enjoying retirement and getting exercise at the same time.  

I’ve known her for many years. She was my dental hygienist. Now, she has started a new business. The brochure below explains her new adventure.

Maria lives in Ironwood, near Ranco Cucamonga and Ontario, in Riverside County, California, just north of the 10 freeway. She is open to servicing customers within 25 miles of her home.

She is a reliable and wonderful woman. Trust her to take care of your dogs.

Responses to senior first-date jitters

Tom Blake Columnist

May 16, 2025

Responses to senior first-date jitters

14 Champ Responses to Bill’s first-date jitters

Last week, we shared widower Bill’s jitters about a first date he had with Jackie, a woman he met online. Here are 14 responses I selected, plus my comments at the end.

George, “I’m a little surprised that Bill didn’t mention what kind of full-time work Jackie does. It’s 1/3 of her daily life – it includes successes and other accomplishments, challenges and stresses. Does she have any kids and/or grandchildren? What is her family life like? Whom does she associate with and what do those people do?

“Her responses would have helped bring her out and see what the two of them have in common. Bill is a widower – does he have any kids? Do their kids have something in common?”

Kaitte, “I totally agree with Bill. Everything Jackie did sends red flags to me. This guy is a real gentleman. Send him my way to Colorado. LOL. It’s a long way away.”

Victoria, “I’d say she paid whether he knew it or not. What a waste of her time!”

S (a woman), “Jackie’s not interested. I wouldn’t exactly fall all over in gratitude for a sandwich and drink either. He sees himself spending money and it’s not going anywhere. What exactly does that mean? Where other than forward does he want to go? It’s called courting, Bill.”

Carolyn, “Oh, Oh! I don’t think Jackie is interested In seeing Bill again. He sounds like a nice guy to know and hike with. It is possible because she is still working so she doesn’t find him compatible. 

“I’m happy that Bill spoke to you first about that upcoming date. You gave him excellent advice. Please let him know that he did everything right. This was just not a good connection for Jackie.

“However, I always say, ‘Keep hope alive!’ Tell him to continue to seek a woman who is interested in him. He’s a good guy to know.”

Pat, “Bill did nothing wrong and is a gentleman. Her response was lukewarm, and he should draw the line there and accept no more of that treatment. He should send a brief text thanking her for her company, since he said he would, and leave it at that. She’s a grownup and can initiate if she wants to. He doesn’t need to bend over backwards because he’s busy looking for a woman who is willing.

“She didn’t ask questions because she was dealing with what was in front of her. Maybe she wanted someone who exhibited signs of wealth so she could stop working.

“Maybe she wanted someone 60 because she believes that she looks 60 and maybe she does. None of that is Bill’s problem and he shouldn’t take it personally. He should keep looking and expect it will take effort. Lots of ladies reading this wish they could walk on the beach with him. He sounds like a keeper.

“As to ‘Who Pays for the senior date?” it’s not about what’s fair, counting pennies, women’s lib, what he expects in return, yada yada. Here’s the truth: That is how he SHOWS how he FEELS about her, and if he wants to see her again. And it only needs to be a small appropriate amount. If he doesn’t pay a small tab she will think he didn’t really like her. Enjoying a drink together is a nice gesture and it gives you something to do with your hands!”

Virginia, “Wow, I always enjoy reading your articles. Being a senior but very active and fit, I too am looking for a partner. Not wanting to get married again, but I would love to hang out, cook, and dance. Listen to music and go on hikes together.

“I must tell you the story about the gentleman that I went out with over Christmas time we went out a couple of times, and then I invited him over for dinner.

“He seemed to enjoy the dinner and afterwards I was clearing the table, and he disappeared, I went into the living room, and he had fallen asleep on my sofa! Wow, I was shocked. Maybe I wasn’t a very good conversationalist. Who knows? When he woke up, he said. “Oh gosh, I fell asleep,” and, I said, “Oh gosh, maybe it’s time for you to leave.”

Gloria, “That first date does not sound too encouraging. Jackie steered away from any plans and that may say a lot. On the other hand, she might be shy and afraid to show too much interest; we don’t know about her past experiences.

“Bill is unsure what to do, which is understandable because he got little feedback. That is discouraging. I think the only thing to do is ask her for another date. Texting Jackie might be the safest way.

“If Jackie responds with a no thank you then Bill knows and can let it go.

But maybe she says yes, and they can proceed from there. Good luck Bill, keep your fingers crossed.”

Jeanne, “Jackie definitely was not interested. I could feel her vibes. I usually let the man know by thanking him and wishing him luck in his search. I let him know that I enjoyed him but didn’t feel we were a match. A kind let down is better than leaving him guessing. Many of my dating friends felt that was the wrong way to do it and I always felt it was right for me. I guess I’m not a people pleaser!”

Marie, “Bill, Jackie doesn’t seem to want to pursue a friendship with you. Trying to win her would require a lot of time and energy spent on your part with no result. You seem to be a nice gentleman. You will find your person soon.”

Belinda, “Wow. What Bill wrote, ‘I see myself spending money on dinners and maybe going nowhere’, really tells all. He’s more concerned with his wallet than he is with her!  A breakfast sandwich and a beverage has him concerned? And the next date ideas were a walk or a hike…


“As a 64-year-old attractive eligible woman of some means, the way he acted on this date screams CHEAP to me. I would’ve been turned off, too.
These men need to understand that especially in the early phases of dating, they can’t act overly concerned about their budget on a date. IT’S A TOTAL TURNOFF to a woman.


“We want to feel valued and respected and even put on a little bit of a pedestal early on, especially if we are just getting to know you. What we DON’T WANT is some guy giving us vibes that maybe the potential connection isn’t worth a breakfast sandwich with a beverage, or some ‘dinners that go nowhere.’

“I would’ve been cold, too. Sorry, but this guy needs to improve his mindset, so this cheap attitude doesn’t bleed through on dates.”

Gail, “Jackie is not interested in any future dates with Bill.”

Laurie, “I’m flabbergasted. That gentleman was trying to be nice, I get it. Good, he’s trying.

“But the wishy-washy waffling, ‘Ghost her then text?’ What kind of crap is that?

“She hasn’t made up her mind yet! Give her time to digest the date. She’s got a lot going on, and this is supposed to be pleasant for both people. This guy sounds high maintenance to me.”

Christine, Relationship expert, “Dating is so hard for both sides. Sadly, no one knows what to do. Even though most people seem to think ‘They should just know how to date and feel stupid that they don’t.’

“Everyone wants the other person to ‘go first.’ Say they want to do something again. Say they liked them or (even) didn’t like them.

“So, my advice to everyone is to say the truth nicely.

“If you enjoyed the conversation and would like to do it again, please say that. Yes, this can be scary because they might not feel the same way. And you’ll never know if you don’t say. And it will give you practice confirming what you want to do next and saying it out loud.  

“If you didn’t enjoy your time with them then say it’s been nice meeting you and I’m not interested in going out again. I will usually say why I think I’m not a match for them because that is certainly part of the reason for my no-thank you to another meeting. Or something like I’m not as religious as you. I’m not interested in the things that are important to you. I wouldn’t participate in the things you spend a lot of time doing.”

Tom’s comments:  Men Are From Mars, Women Are From Venus, the title of John Gray’s book, certainly applies to these responses. Please remember, Bill only made the comments and shared his thoughts with me, not with Jackie. He paid the tab and didn’t mention it to Jackie.

Give Bill a break. He agreed to share his personal thoughts and obviously his comments struck a chord. He later emailed me again saying, “I will wait and see if she contacts me. That could be a big clue. Probably nothing will go forward with Jackie. That’s ok.’

And then he wrote again. “I texted Jackie a thank you and a Happy Mother’s Day. She did not respond.”

This story reveals why online dating is difficult for seniors. If it works, great and if it doesn’t? Oh well, move on!”

The responses to last week’s article made me think of the song by Bill Haley and The Comets (1954) titled, “Thirteen Women (and Only One Man in Town).” Why? Today, 13 women are featured and only one man.

See link to that Bill Haley song below.

A Senior Man’s first-date jitters

On Life and Love after 50 eNewsletter
May 9, 2025
By Columnist Tom Blake
A senior man’s first-date jitters

Bill, a widower in his mid-70s, emailed me for guidance regarding an upcoming first date with a woman he met on Match.com.
 
I thought it might be interesting, particularly to our women Champs, to know what a man thinks about before and after a first date with a woman.

Bill wrote, “I met an attractive woman on Match.com. She’s 10 years younger. She and I agreed to meet for coffee at a location about halfway between where we live, a two-mile drive for each of us. From her profile picture, she is pretty. I’m a little nervous. Her name is Jackie.

“We talked over the phone and knew at least we had a good conversation before we got together. That is a must for first-date people!”

“Can you give me any advice?”

I replied, “Is this your first date since your wife passed away?”

Bill answered, “No, I’ve had a few dates, but I’m not exactly Joe Stud, you know. But I’d like to impress her.”

I said, “Relax, I can tell you are nervous. But that’s ok, after all, this could become your future mate. Just slow down and calm down.”

“It goes without saying to wear a clean shirt. Smile when you greet her and shake her hand. No hug or kiss when you first approach each other. Men tend to talk too much when they are nervous. Be sure you ask questions about her. Encourage her to talk. Make direct eye contact with her. Smile. Use first-date etiquette; actually, any date etiquette.”

Bill said, “Thanks, that will help me break the ice. I will talk for no more than 40 percent of the time and ask her questions. Her profile says she still works full time. I will let you know how it goes.”

A few days later, after his first date, Bill sent me an update. “It went okay with Jackie. She is pretty. Will we see each other again? Probably. It could happen, but I’m unsure. Frankly, it wasn’t a great connection.  She didn’t ask me many questions. I’m 6’ 1; she’s 5’6”—so that works for me. Not too tall and not too short.

“You kind of know if a woman is very interested, somewhat interested or not interested in you. She is somewhat only. But who knows for sure?

“She is divorced and didn’t talk about her ex at all. When I mentioned my wife, this woman sort of felt bad but had no questions about me. When I talked about my interests, the conversation didn’t go very far, but we stayed with her interests and travels.

“It possibly could go somewhere, but I didn’t think she appreciated the breakfast sandwich and beverage because I would have liked a nice thank you for my effort (liked she kind of expected me to pay and I guess that’s ok.)

“She steered away from future plans. I didn’t ask if she wanted to get together again or make any future plans.

“We didn’t get into politics and talked about schools, kids and travel. I probably could have gotten a little more personal and asked what she thought of me. But I don’t want any rejection. We talked for over an hour, so it was going ok, but probably not a strong connection.

“So where does this go? I’m not sure and I’m not clear about my feelings. I could reach out again, but I may leave the ball in her court for her to reach out to me if she is interested enough. So maybe I will ghost her or send her a text in a week to see how she is doing.

 “I mentioned a few ideas about walking together on a hike near the beach or something and got no response on any idea she might have to do something. So, no, the date success wasn’t 100%, but more like 35%.

“At the end, I gave her a small hug, but she wasn’t responsive. So, it left me thinking, ‘Do I want to pursue her anymore?’ Maybe there would be too much work involved. She still works and seems busy. Perhaps some of my thoughts may help her. I want some kind of gratification or some kind of future interest to make me think that she and I want a relationship.

“Oh yes, I said at the very end, ‘Do you prefer a text or a call? She said ‘either.’ So, she could be still in it, but not who knows? Maybe it’s me because of my feelings. I don’t need to start chasing or try to create a fun experience. I see myself spending money on dinners and maybe going nowhere.”

Tom’s Comment: So that’s how a nice gentleman feels. If there’s any message in Bill’s story for women, it’s that if you like a guy like Bill on a first date, be a little more assertive, showing affection like a kiss on the cheek and saying, “Let’s get together again.” And ask him more questions. However, what Jackie did may indicate that she doesn’t want to proceed seeing him and didn’t want to hurt his feelings.

Senior dating sure has its challenges.

Are children affecting your relationship?

On Life and Love after 50 eNewsletter – April 18, 2025

by Columnist Tom Blake


I had a wake-up call on Monday morning while preparing this week’s eNewsletter. My phone was about 15″ from me on my desktop. The loudest warning alert I’d ever heard from that phone jolted me shortly after 10 a.m. One second later, when the house began shaking, I realized a strong (5.2) earthquake was happening.

I hustled to the rear patio to get outside. I looked to my right. My neighbor Jake was outside holding his phone. I looked to my left. My neighbor Aaron was outside holding his phone. We agreed the quake was a doozie. Over 35 years, I’ve felt four earthquakes while inside my home. This was the scariest. Fortunately, there was no damage.

Like the Pony Express, the mail must go through. Despite unusual circumstances, the eNewsletter must be published. Have a safe week, Champs.

And now, this week’s topic:

Kids Interfering With Parents’ Relationships 

A month ago, a woman, Champ, 76, living in the Midwest, wrote me about children interfering with her relationship with a man she’s dated for five years. Let’s call her Jolene. It’s not her children who are creating the problem; it’s her boyfriend’s kids and grandkids who are causing it. She wondered if I had ever written about these kids interfering with their parents’ relationships.
 
Jolene added, “This nonsupport situation by adult children affects other senior couples we know, in addition to us.” 

I checked my Findingloveafter50.com website and was surprised to find that I have written on children negatively affecting senior relationships at least once each year in the 31 years I’ve been writing newspaper columns and eNewsletters. 

To read previous eNewsletters, including how kids adversely affect their parents’ relationships, simply click on the website link above and search for the categories section. Once there, scroll down to the “Senior Dating With Children Involved” listing. 

I never had children, so I’m not an expert on this subject. However, I was in a relationship for 25 years with Greta. She had four children, eight grandchildren, and three great-grandchildren. I knew how important family was to her. She spent a lot of time with them, which was fine with me. I was often included. I was blessed; I had a wonderful relationship with each one of her family members. 

However, somewhat related to this topic, after Greta passed away, I was immediately ghosted by the kids and grandkids. I never understood why, but I guessed it was because she included me in her estate. 

The details of why and how kids affect their parents’ relationships vary greatly. It seems to me that often, the biggest reason is money. Kids, I’ve been told by Champs, are concerned that they are going to lose their inheritance to their parents’ mates or lovers. That was Jolene’s boyfriend’s kids’ concern. 

Jolene added, “Shouldn’t the children be happy that their father has found love? And shouldn’t they leave our relationship to us to navigate? Rather than being thankful that their dad is happy and well cared for, all that matters to them is the money they imagine they might lose. Such a pity. 

“The ironic part of this melodrama is that if they were smart, they would be kissing up to me to get part of my estate when I die! I am the one with the money.” I relate to that comment by Jolene. 

Jolene continued, “Today, I spoke with an elderly woman who told me her son was not speaking to her because she had taken steps to leave her assets to her grandchildren and not her children, who were already quite well off. I comforted her by reminding her that the money was hers and she could do with it what she pleased. It was her decision not her son’s decision. She thanked me profusely.” 

Jolene finished by asking: “How do Champs feel about children negatively affecting relationships? I’d like to hear their experiences.” 

Tom’s comment: Hopefully, Champs will let us know. The details of every situation involving children affecting senior relationships are different. It could be money, jealousy, insecurity, favoring one child vs. the others, missing the deceased parent, or the child’s demand on the parent’s time — whatever on the children’s part, or even on the adults’ part.

If children are affecting your senior relationship negatively (it’s more common than you think), talk about it with your mate to reach a middle ground, and visit a therapist or marriage counselor if necessary.

8 Champs Speak

On Life and Love after 50 eNewsletter
April 11, 2025
By Columnist Tom Blake
Included today are comments that 8 Champs shared. The above photo was taken by me in Scotland from the deck of a Holland America Line cruise ship of 8 bagpipers, not Champs, performing on the adjacent pier. Like you, Champs, their performance was glorious.

Joe, recently divorced, emailed, “My dating has been limited to meeting women on dating apps. I had an interesting thing happen at a grocery store. I noticed a cute woman in the store. I got to the laundry aisle, and there she was again, looking at items to buy. Although she didn’t look at me, I was tempted to ask if she was single. I missed my chance.  

“My fear was her saying she wasn’t interested in dating me–a comment no guy likes to hear. I am not used to approaching a woman and, after talking to her, asking if she is single. I guess that I might as well try. What do I have to lose? 

Tom’s comment: You have nothing to lose, and you might gain a new potential partner. Fear of being rejected applies to both men and women. Remember the woman Champ, who saw a cute guy in the medical waiting room and blew it by not talking to him?

Single men and women should carry a business card or a card that lists their first name and a safe phone number or email address they could hand to a new acquaintance. In that way, the person could reach out to you if they find you appealing. Like on dating sites, you might experience rejection, but that doesn’t mean you shouldn’t try. 

Terry, “I met with my ex-wife this morning to sign all the divorce papers again. My California attorney made mistakes in the original filing.  

“My ex was very angry, even though she was the one who left me. The good part is that I think her anger helped me realize that our divorce was the best thing.  “With the trouble I am having securing this divorce, I will never legally marry again. This was my fourth and last marriage.”  

Alison, 68, “I have enjoyed reading your articles for many years. Widowed three years ago, I ventured into the senior dating scene at the urging of good friends. They introduced me to a widower friend of theirs. We dated casually for a year before deciding to get involved more deeply. We are great companions, have similar interests, and enjoy each other’s company in many ways. He is 78.” 

Cynthia, “I lost my husband many years ago and have not met anyone whom I feel chemistry like I felt before. Not to say the men I’ve met aren’t nice, they are, but it just hasn’t happened. 

“However, the good news is I moved forward emotionally and physically. I’m now living in RMV (Rancho Mission Viejo, Ca.), a wonderful & great active 55+ community. And I’ve developed many new friends to boot! “I’m content with my life for now. I feel happy and grateful for who, what and where I am. And I am blessed to have reached peace of mind within myself. 

“Your articles help seniors feel good (or at least better) about themselves and their situations.” 

Kaitte, “I can’t believe it’s been three years since your partner passed and you’re happy again. I haven’t given up dating, it’s just that I haven’t met anyone who doesn’t make me feel like they’ll put me in a cage with their boundaries and first-date sex. And that’s before I even find out if I would like to get to know them. This cow is not for sale. 

“I’ve built a good life on my tiny 1.5-acre Colorado farm over the last 10 years. I planted 1000 Spring bulbs that were at a clearance sale at Walmart in November– $500 worth of bulbs for $100. I bought them all, and they are everywhere. A man would have to be very open-minded and have his own life like yours. Give me my space. 

“I don’t want a relationship that disrupts my life but adds to it.

Relationship coach Christine Baumgartner and you mention that I must give a guy a chance. I agree, but you usually know after a couple of dates if it’s going to work.” 

Carolyn, “Tom’s recent romantic connection gives me hope for the future. I’m still out here looking and still enjoying myself with other like-minded seniors.   “I am 73 and active. Unfortunately, many men I encounter have health issues and many walk with a cane. Not a problem for me but they aren’t able to walk too far and fall asleep a lot!   

“I always enjoy conversing with all the people I meet at the senior socials. To combat loneliness, seniors should consider joining senior centers. Those places provide many activities and social events. I absolutely love my senior center!”

 Ray Freer, Laguna Woods, Calif.“ Last October, you wrote about my marriage to Libby here in Laguna Woods. We are in our mid-80s. The current buzz around the Village is an event, scheduled for Sunday, May 4 at the Outlets at San Clemente, ‘The Rotary Route: South County Walk for Mental Wellness.’ (10 a.m. to 2 p.m.)

It’s sponsored by nine Rotary Clubs across South Orange County! “Several of our Laguna Woods friends are participating. I mention the walk, thinking that nearby Champs who seek social interaction, making new friends, physical exercise, and support of a worthy cause might want to participate.

For additional information or to register: https://tinyurl.com/4fwkbsvm 

Tom’s comment to Ray: Thanks for the tip. Debbie and I will be joining you and Libby on the May 4 walk. Married life appears fun and rewarding for you two lovebirds. 

Michelle, “I live in Dana Point, California. I know a few Champs who reside in Orange County. What wonderful people. I asked Tom if he would mention that I am seeking a woman roommate to share my casita. It’s a half mile to the beach. Life is better when you aren’t living alone. Email me at michellvrv@gmail.com. Here is the property listing on furnished finder: https://www.furnishedfinder.com/property/594302_1 

Tom’s comment. Michelle lives in a beautiful casita and is a wonderful person. 

You Talk Too Much

On Life and Love after 50 eNewsletter – February 21, 25

By Tom Blake, Columnist

On Life and Love after 50 eNewsletter – February 21, 2025
By Columnist Tom Blake
You Talk Too Much (About Yourself)

Champ Susan emailed this week: “I’ve been reading your weekly column for years. Seeing you go through the horror of losing your soul mate and you following your advice to find a new mate. 

“I’m 63, living in Dana Point, California, and have been single for 12 years. A couple of short-term relationships in between. I’m perfectly happy living by myself—thin, attractive, and smart. Reading about health, the experts say that a meaningful relationship adds to your health. So, I joined Zoosk, Match, and Facebook dating. 

“In three months, I’ve had 4 dates with different men. On each date, the men only talked about themselves. What is up with that? Don’t they understand the difference between a conversation and a lecture? It’s not a job interview. Either you like each other, or you don’t. Why don’t they want to know more about me? I want to know about them.

“I had a 5th date yesterday. I had to laugh at him. I have an S-class Mercedes, and he has a Tesla. He looked at my car and said, ‘OMG, you have two exhaust pipes.’ He was serious. I don’t think he will date me again.  

“I’m frustrated with online dating. I don’t like Zoosk because they send you this carousel of men, but you can’t see where they are from or anything about them until you like them. Not having any luck on Match as far as getting dates. Everyone that likes me is 60+ miles away. I specify the distance, but it only makes a difference when I search, it doesn’t stop others from writing to me from far away.
 
“Facebook dating is free, and I get the most local people to evaluate. Am I missing something?”

Tom’s comment: “Why do the men you’ve dated only talk about themselves? I imagine they are nervous, perhaps fearing that you won’t like them, so they must tell you all the positive things about themselves. They don’t understand it’s common etiquette on a date for each person to share the conversation, especially on the first date when impressions are so important. 
 
“Perhaps, they are intimidated by you and feel you are out of their league. They may be talking nonstop about themselves to convince you they are worthy of your attention.

“So, Susan, keep trying to meet men. Perhaps change the online dating service you use. In addition to online dating, get out and about in your city of Dana Point. Meet new people. Senior dating is a numbers game.”

That each of Susan’s four dates talked too much about themselves and didn’t ask about her is puzzling to me. I don’t have a good answer. I think it’s time for Susan to get an opinion from a therapist. It might be that she is doing something wrong by attracting strange men. 

I remember the novelty smash hit song, “You Talk Too Much” by Joe Jones. When it was popular in 1960, I was in college at DePauw University, Greencastle, Indiana, and scored a date with one of the most attractive women on the campus.

She dominated the conversation about herself, and that song kept popping into my head while she chatted away. I didn’t understand why she was talking so much about herself. I guess she didn’t want a second date with me so she figured if she dominated the conversation, I would realize the date would be our only one. She was right, we didn’t go out again. But we remained cordial friends.

When Susan emailed me her question this week, it reminded me of that date 65 years ago. What a riot! Both senior men and women should remember conversation etiquette on first dates and all dates. If conversation slows to a standstill, or your date is talking too much about themselves, ask him or her a question like, “Would you like to hear a bit about me?” That question would be a good reminder for them that they are talking too much.

My buddy Jim says it’s also important to make eye contact with your dates, and they should make eye contact with you. If the one-way conversation continues, consider rolling your eyebrows, yawning, or rubbing your nose.
If the question and the gestures go right over their head, that person isn’t the right potential mate for you. He might be a narcissist, unable to adapt.
A final somewhat unrelated thought. What did Susan’s Tesla-owner date mean when he commented about her two exhaust pipes? That guy sounds pretty strange to me.

So, Champs, let’s hear your opinions about Susan’s issue. 
And one new item. Since Champs have been asking me about therapists lately, I’ve decided to implement a new eNewsletter feature. It will start in next week’s newsletter and appear every other week, at least for now. It will be called Ask The Therapist.

The way it will work: Champs will email me with Ask The Therapist words in the subject line. Then they will write out their question within the body of the email. Limit 50 words. I will share the question with Champ Debbie, a therapist, and my significant other, and she will write her reply in an upcoming eNewsletter. We will give it a try and see how it goes. Only first names will be used. Your city is optional. This feature will appear at the end of the eNewsletter.

Heaven’s Ladder

On Life and Love after 50 eNewsletter
January 31, 2025
By Columnist Tom Blake
Heaven’s Ladder 

I’ve been receiving far too many emails and messages lately from Champs whose spouses or significant others have passed away. Many have been from men, who have lost their significant others. I thought men usually passed away first. 

In October 2024, Champ Joel’s wife Wendy of 12 years passed away. There have been many other similar situations. 

A few of the men who have written me are my junior high school and high school classmates. That doesn’t surprise me. Why? Because the men in my class are in their mid-80s; we graduated from Jackson High School in Jackson, Michigan, in 1957. 

I don’t intend to dwell on this depressing subject, but I’d like to share a poem from Ed Hatch, a JHS classmate, that he emailed me last week. Ed’s wife of 57 years, Elke, passed away on November 24, 2024, at age 77. 

Background information on them will help you understand why I am including the poem today. Ed attended Haverford College as an undergraduate—and studied English and German. After graduating in 1961, he taught American Studies in Mainz, Germany. 

Elke was born in Germany. At age 16, she spent a year as an exchange student at The University of Michigan. In 1966, she began her studies in Mainz. One day she walked into Ed’s classroom, and he noticed her and felt she was attractive.

Despite the eight-year age difference and nationality difference, they met and started a romance. They married a year later on December 30, 1967, in Ann Arbor, Michigan, where UM is located. At that time, Ed was enrolled in German studies there. 

Ed became a teacher of German at the University of Dayton in Ohio. Elke earned a PhD in German Literature and worked as a translator and taught German at the University of Dayton for 30 years. German was their household language. She and Ed have three children and four grandchildren. 

After Elke passed away, her sister sent Ed a poem she had received in the mail. It was written in German. Ed made a “rough and hurried” translation of the poem into English and sent me a copy. 

As I read it, I couldn’t hold back the tears. I decided to share it with you Champs today. It is so beautiful and relatable to anyone who has had a loved one or a friend or animal pass away.

And as we Champs age, we encounter losses more and more. This poem will warm your heart. Thanks to Ed for sharing his pain and love with all of us. He stated that the poem has helped him greatly in his early stages of grief. The poem “Heaven’s Ladder” 

Hello, dear friend below, sometimes I see you crying, see your sadness and tears, and that’s why I want to say: My earthly clothing I’ve left behind because I don’t need it here at home, where I am very near to you, and always in your heart. I truly count each heartbeat. Believe me, when I say, only those whom we do not miss have in fact truly died. And since I am not in your life, I am a part of your soul, I am a part of who you are, and I shall never leave you alone. 

Understand, I am in fact at home. I did not leave; I only went ahead. I went there where it all began, where in the future…we shall meet. So, because it is good, love life as I also loved life. And as you go, keep smiling. Simply smile for me as you go. Nothing and no one can separate usnot even what we call death.

Death cannot destroy love, and because you love me, it will remain. When the wind caresses your hair, simply know that it was I. I sit on the ladder to heaven. And love you from here above.  

Thanks to Ed for sharing his pain and love with all of us. He stated that the poem Heaven’s Ladder has helped him greatly in his early stages of grief. The poem has helped me.
And Ed is now a Champ, a member of our eNewsletter group.

False Hope


On Life and Love after 50 eNewsletter – January 10, 2025

By Columnist Tom Blake 

False Hope – A Champ’s Dilemma 

The names of the people in this eNewsletter have been changed by request.

Last week, Champ Ann emailed me, saying, “I need advice. A woman friend named Judy, who lives nearby, recently mentioned to me that she had a conversation months ago with Ben, a neighbor whose wife has had Alzheimer’s for 10 years. The wife requires 24/7 care.

Ben told Judy that he takes care of his wife with the help of several other caregivers.  “Judy raves about Ben’s dedication to his wife. He refuses to put her in a care home She is expected to pass in 2025. Ben admitted to Judy that he was lonely.

“This was months ago. I told Judy to give Ben my phone number, as I am lonely as well and maybe he and I could meet occasionally for coffee. I didn’t hear anything until Christmas Day 2024 when I got a call from Ben.

“We had a nice conversation and agreed to meet the Saturday after Christmas at my house for coffee. I understood–it would be too awkward to meet at his home. I made sure my friends knew I was having company. I already knew he was very kind, loved his wife and did not want to put her in a home, although it would have been easier to do so. It’s quite a challenge for him to care for her even though he has lots of help.

“On Saturday, Ben came to my home. We talked for hours. I liked him right away. That is how we got together, neither of us expected an attraction. When he left, he kissed me twice.

“On Sunday, I attended a party with my grief support group and didn’t check my phone until later. Ben had left a message, saying he wanted to pick me up and have a bite to eat. I had eaten already so I invited him to come over for a glass of wine, which he did. I was happy to see him. He brought a bottle of wine and again, we talked, but mostly with him talking. I sensed that he needed to do that.

“Suddenly, he pulled me close and kissed me a few times and said, ‘You are my girlfriend,’ and almost immediately he released me and said, ‘No, we need to take it slow.’ I think he scared himself and withdrew. I also said we needed to take it slow, and we needed to be honest about it. He left not too long after that; I didn’t think too much about it. We agreed to try to see each other Monday, the following night.

“He told me that one of the caregivers may not make it and that meant he would have to do the shift for caring. However, if the caregiver did come, then he’d be available, and he and I would do something together.

“Monday, I didn’t hear anything, so, in the evening I sent a text saying hi and were the plans for tonight still on.

“I got a text back saying that he had to care for his wife and had the 6 pm to 2 am shift. ‘Sorry’ is how he ended that text. Five minutes later he sent a text saying, ‘I apologize for sounding so cold.’

“His reaction took me aback. Minutes later I sent a text saying that I understood his responsibility and that I was having a glass of wine.

“Ben answered, ‘You are a special lady’ and he was having a beer.  

“On New Year’s Eve, he texted me to come over as he was in his hot tub and made it a point of saying in his birthday suit. That didn’t bother him.

“I declined politely. It would feel wrong to be in his house when his wife was in another part of the house, and me making out with her husband. I haven’t heard anything from him since then.

“So now, Tom, I am stuck, what happens next?” I will not text anymore. His ‘special lady’ comment feels like there is a ‘but’ coming after it. Something like, ‘I cannot have this friendship with you’ or ‘I thought I was ready.’

“Fill in the blanks, I don’t know what to think and maybe I am making too much out of this. Maybe he drew back to give himself time, or maybe he scared himself with his intimate outburst.

“Partners who take care of terminally ill partners who have been sick for a long time must want to get out and socialize, but they might feel guilty doing so.
“Ben is attractive to me, not so much his looks but his kindness. I want that and I want him but now my fear of rejection and loss has set in.

“I am so sad and feel so alone with tears on this last day of the year.” 

Ann’s Update 

On the day after New Year’s Day, Ben sent a text to Ann that he had written on the day after their second date at her home.

He wrote, “Hi Ann, thank you for the special time we had together last night. You’re a precious, compassionate and very kind person, however I spent a lot of time last night thinking about our relationship and where it’s heading. I realized I’m just not ready at this time as I have so many responsibilities that require my full attention, mainly my wife. You and I agreed to be honest with each other.  

“I sincerely apologize as I know this will hurt you and it’s the last thing I want for you. Maybe later in the future as my situation changes, we can continue our companionship but only God knows that. 

“Your close friend, Ben” 

Ann said, “I didn’t mean to fall in love, I just did and followed the cues from Ben. Remember, I didn’t go to his house to join him in the hot tub. That felt wrong. Ben is so lonely. Many of us deal with that and I still deal with that.”

Tom’s Thoughts 

Ann is devastated. She fears he won’t contact her again. She sent me several emails saying how sad she was and should she respond to him. Two similar situations happened to her in the past, which is likely why she is taking this rejection so hard. 

 I told her I am not a therapist, so I don’t have the answers, but that she probably shouldn’t contact him. Let him stew on it.  

But then, after receiving several sad emails from her, I suggested that maybe she should contact him to tell him that she respects him, but the ball is in his court.  And I suggested to Ann that she should consider contacting a therapist about why she is so devastated.  

What do you Champs think?

Time Waits For No One

On Life and Love after 50 eNewsletter – May 24, 2024

By Columnist and Senior Dating Expert Tom Blake

In the early 1950s, a quartet called the Hilltoppers had a #1 hit song titled, “P.S. I Love You.” Most people who enjoyed listening to music on the radio back then recall that classic love song.

The Hilltoppers had other lesser-known songs as well. One that I enjoyed was “Time Waits For No One.”

This week, I thought about that song’s opening lyrics sung by Jimmy Sacca, the lead singer: “Time waits for no one it passes you by…” Those words made me think of my writing career and the evolution of senior dating.

I reflected on the year 1994. Life for me was good then. I owned Tutor & Spunky’s, a popular deli in Dana Point, which kept me busy seven days a week. Plus, I was married for a third time, and happy as a clam, at least that’s what I thought.

And then, an unexpected event hit me like a ton of bricks.

While I was in Northern California visiting my 81-year-old mom, I was blind-sided when my wife of six years telephoned me to announce that she and her two boys had taken what furniture and belongings they wanted and moved out of our Dana Point home.

I was shocked, humiliated, and saddened. My “happy life” had changed in an instant. That night, I started keeping a journal, trying to understand what had happened. I was 54.

Two months after my wife’s phone call, she filed for divorce. I decided to date, thinking I’d be hot stuff — lots of single women came to the deli. But those women didn’t want to date an older, broken man. I wrote about my divorce and futile dating attempts in the journal.

Adversity can lead to opportunity

Often, after people experience adversity, unexpected opportunities emerge. That happened to me.
I was not a writer in 1994. But six months after my wife’s move out, I became one.

Using the notes from the journal, I wrote a 72-page short story about a 54-year-old man being dumped and divorced by his wife, and his subsequent frustrating dating life.

I submitted the story to two women editors, Sherrie Good and Dixie Redfearn, of the Dana Point News, a printed weekly newspaper owned by The Orange County Register. Those two women gave me the chance to become a columnist.

My first article, “Home Alone With Only Dogs For Company,” was published on July 7, 1994. I had no idea how long my writing gig would last. A week? A month?

For the next 16 years, I wrote senior dating columns for The Register newspapers. And then, 13 years ago, I started writing for Picket Fence Media (PFM), which owned the Dana Point TimesSan Clemente Times, and The Capistrano Dispatch. I made appearances on the Today Show and Good Morning America.

Last year, the Times Media Group, a newspaper syndicate in Arizona and Los Angeles, purchased (PFM.) I hoped the transfer of ownership wouldn’t end my print-newspapers writing career.

It’s been almost a year since the Times Media Group acquired PFM. I am still writing for them. I realize how blessed I am to be writing for printed newspapers. The number of columns including weekly eNewsletters written in 30 years is approximately 4,800.

I started writing these eNewsletters about 20 years ago. That time has gone by in a whiz. Time Waits for No One.

Have things changed on the dating scene in 30 years? Of course! In 1994, seniors mainly met potential mates the old-fashioned way—via networking with friends and socializing.

Now, the Internet provides online dating with opportunities and dangers. Online dating sites are filled with romance scammers. When I began writing, my topic was dating after 50. Now it’s dating after 60, 70, 80, and even 90. Same old issues—it’s challenging to meet someone compatible. And, women 60+ often remind me there aren’t enough available men.

And speaking of the 90s, our Champ, Les Jones, who is in 98, wrote this week. He said, “Please watch the annual Memorial Day Concert on PBS on May 26, Sunday evening. I’m being honored as a World War II veteran and will be on TV.”

Les can attest to how time waits for no one, he fought for our country in Europe and in the Pacific nearly 84 years ago.

The ending words in the Hilltoppers’ “Time Waits For No One” song are “…let’s take love while we may.” Those five words apply to my writing career and senior dating. Most single seniors would like to take and receive love. We don’t have time left to waste. 


Link to Time Waits For No One

At 77, a Remarkable Woman Champ

On Life and Love Afer 50 eNewsletter

April 19, 2024

Tom Blake Columnist

Tom Blake Senior Dating Expert

 A bonus for me in writing these eNewsletters is I’ve become friends with many Champs. Most of them I’ve never met in person. We have what I call an LDF, (long-distance friendship). When I owned my deli in Dana Point, some would stop by and introduce themselves, but I sold the deli eight years ago so that way of meeting each other no longer exists.

One of them is FFF (her initials) who lives in Florida. In an email a couple of years ago, she mentioned that she is a Scorpio. That piqued my interest as I’m also a Scorpio, so I asked her what day her birthday is. She said, “November 11.” That’s my birthday also.

To me, November 11 is more than just my birthday. It was also my Mom’s birthday and it was called Armistice Day. On June 1, 1954, the federal government changed the name of November 11 to Veterans Day.

FFF is a remarkable Champ. At 77, she’s got more energy than the Energizer Bunny and has more men pursuing her than a woman in her 20s.

A year ago, she emailed: “I still am very young, physically, mentally, and emotionally. I want the entire package (in a man). I don’t mind ‘part-time.’ My social calendar with friends is over the top…concerts, plays, restaurants…and I exercise every day. I’m still writing my book. Hopefully, by year-end, I will get it published.”

In response to last week’s “Catfishing” eNewsletter, FFF emailed, “I’ve never been ‘catfished’ although not for their lack of trying. Growing up in NYC and being ‘street smart’ might have saved me. There were a few men who tried to get me to send money…one guy said he was hurt and in Thailand. I said, ‘I have a good friend in Thailand (true) and he will meet you and help you.’ Ha ha…you know that never happened.

“I even called out a scammer one day and he argued with me for two days and finally apologized. 

“I think (I hope, fingers crossed) that I met a ‘Nice Jewish Doctor.’ I will call him Barry. He is a retired clinical psychologist, turned to music (saxophone and guitar) opened a recording studio, and has won Emmys. He is originally from Long Island NY, lived in Sarasota (downtown) and now lives in a small town by the Gulf about 20 minutes from me.

“Barry is Jewish, as am I. He is six feet tall, 73-years-old. He is smart. He likes me…we’ve been talking, have exchanged brief texts, mostly phone conversations, and are having dinner next Wednesday.

“He wanted to meet me sooner but I’m so busy with work, working out (yup, yoga, Pilates, barre, Tai Chi, personal training, pickleball training, decorating my house, joining clubs where I live, nice neighbors, etc. and going to Illinois this weekend to celebrate my granddaughter’s 17th birthday…we are going to ‘high tea’ at the famous Drake Hotel in Chicago.  

“Back to Barry, I decided to stop looking for younger men with good looks…both were important characteristics to me. I’m now thinking about values, kindness, how men treat me, and, how much they want to be with me.

“I have two other guys interested but I’m not. There seems to be a ‘bottomless’ pit concerning meeting men…never have a problem as us ‘Scorpios’ know. But meeting the right one is not easy.

“At this moment in time, I’m a very happy camper. My health is great…where I moved to in Florida is wonderful and life is really being kind to me or I’m being kind to me.

“I will be getting back to writing my book this summer. I’ve been busy selling real estate and getting my staging/decorating company up and running. I will, however, finish the book and maybe, with your help, publish it or get advice from you.

“I hope the doctor and I like each other in person. I have a good gut feeling and you know how we Scorpios are with our ‘intuition.’

“Remember the words she was just 17 from the Beatles song, “I Saw Her Standing There?” That’s how I feel at 77. Barry is 73.

I just turned down a 59-year-old guy and a 56-year-old guy.

Tom’s comment about FFF

As I wrote earlier, FFF is an amazing woman. She stays active via exercise and going out with friends. She dates younger men although her focus now is more on quality than age. Barry is 73. Will he be too old for her although he’s four years younger?

My only advice to her is regarding the book she’s writing. Do a little bit at a time, even now. Maybe 15-20 minutes a day or at night. The editing comes much later. Just getting thoughts down on paper is a big step forward. I will help in any way I can.