Columnist Tom Blake – On Life and Love after 50

Hope Lives On

On Love and Life After 50 eNewsletter

April 17, 2026

Columnist Tom Blake

On January 10, 2025, the eNewsletter was titled, “False Hope.” It was about a Champ named Ann, not her true name, who wrote that she had met a man named Ben (name changed also) whose wife had had Alzheimer’s Disease for 10 years.Ben’s wife still lived at home under his care. On Christmas Day, 2024, Ben contacted Ann and they met for a glass of wine that day and found they were attracted to each other, especially Ann attracted to Ben.

Ann emailed me often in early 2025 about her encounters with Ben. On May 26, 2025, Ann emailed me, “I heard from Ben on Mother’s Day, remember him with the Alzheimer wife? He lovingly wished me happy Mother’s Day and, of course, I was over the moon.

The next eNewsletter, January 17, 2025 (Both eNewsletters can be read on my FindingLoveAfter50.com website, featured 22 responses from Champs about the brief encounter Ann had with Ben. Almost all responses felt Ben was cheating on his wife and Ann was totally out of line.

“I thanked him and said I thought of him and hoped he was well. He also texted me on Easter, this coming from a man who wanted the door closed. I responded.

Last week, she emailed again.

“I have no idea how his wife is doing, apparently, she’s still here and things might be the same. I think you know how I feel about Ben; he is still the one for me.”

“Then, in the evening he responded to my text and said he also thought of me and here comes the next thing that sent me shivers, he said maybe someday we can go out for dinner.

Ann emailed me several times in 2025 and early 2026, always writing about Ben.

“I have been seeing Ben, I believe I wrote you after he bailed again but I did not follow up with what happened after. The next day, after the breakup, he texted me, it was heartbreaking to read how he poured out his heart.

“He said he didn’t know what had come over him, that life was so stressful with his wife still alive, but lovingly taken care every day and night.

“Ben said he had deep feelings for me and didn’t want to lose me, could I please forgive him and could we talk. We did and got some things straightened out; I felt more understanding as this continues to be a difficult situation for us both.

“Ben tries hard to include me in his life; he has a very busy business plus he visits his wife (living separately in their home) a couple of times a day.

“He obviously loves her and makes sure she has every comfort possible; I love that about him as well as other things. You know Tom, I have loved Ben for over a year, and I believe he had strong feelings about me and decided last Christmas to visit me again.

“Tom, there is never a guarantee in life, not for me, not for you or anyone for that matter.

“I believe I told you about our reunion, we just flew into each other’s arms after 10 months and almost cried with joy.
He had that little one-day setback but promised to never hurt me again.

“Ben has been loving and considerate since, we have gone out to dinner, to lunch and we see each other once a week, sometimes like this week, twice for lunch.

“We visit each other’s homes, and I feel comfortable in his house.
He holds my hand during lunch, kisses me frequently and thinks I am eye candy, a cute expression he uses.

“As I mentioned, it’s not ideal, I want to see more of him but know the limits, don’t want to push it and let him talk about his pain, (his wife and both daughters he lost a few years ago).

“It now has been almost three months of being together, I know he loves me and I am loving him.

“I am older now, it feels right to be with Ben and one day, we can spend more time together once his wife is no longer with us.
I am grateful for this love.”

A Remarkable Woman

On Life and Love after 50 eNewsletter
March 27, 2026
By Columnist Tom Blake

A Remarkable Woman Champ

I’ve often stated that Champs amaze me. This week’s Champ story adds to that feeling. Here’s why.

An email arrived in my inbox a week ago on Wednesday, March 18, 2026. The woman requested I not use her true name, so, I will call her Molly. It read, “Thank you, Tom, for honoring a promise you made to me. If you think it might lighten Jack’s burden, please do let him read my post.” (I didn’t recall that I had made a promise to Molly almost three years ago).

Molly continued, “At present, I’ve gotten older (96 years old), and lost all family and most friends. It’s a very lonely life. I’ve moved to a lovely condo by the beach. Trying to make some more friends. “Tell Jack there are many more women out there, better, more caring, and lonely too.

“Jack should have learned a lot by now about how to protect himself against money-hungry women. There are also money-hungry men. I would never ask anyone to sign anything.

“Before my fiancé passed, he wanted to leave all of his estate to me. I refused it. I didn’t want it. But I had no choice. He saw a lawyer without me knowing. And left me some things. I’ve treasured them. “I’m so sorry, Jack got tangled up with that woman.

“If I can help in any way, please let me know. Maybe my talking with Jack could help relieve his burden.”

I was beyond perplexed by Molly’s email. I had no idea who Molly was or what she was talking about. Not a clue. What promise did I make to her and when? How did I honor that promise?I didn’t know we had a 96-year-old Champ, and who the hell was the Jack she referred to?

On my Gmail account, I used the email search tool that archives previous emails and typed in Molly’s email address, which appeared in her March 16, 2026, email. The article was about Jack (not his real name), a Champ, who had made several dating mistakes when he was involved in a long-term, living-together, non-marriage relationship.

“There were a lot of financial mistakes made along the way, as well as others, but the most egregious one was his believing she would be there for him, “for richer, for poorer, and in sickness and health.”

“When Jack became seriously ill, and ended up in the hospital for a week, two weeks later she bolted! Jack was devastated. It was this scenario that Molly wanted to address. Now, almost three years later, she wrote to say that if her story would help to lighten Jack’s burden, I could now share it.

The mystery started to unravel. My Gmail archive showed that Molly had sent me an email on Jul 21, 2023, at 9:04 p.m. Earlier that day, I had published an eNewsletter titled “Love is Blind. A Senior Man Ignored Relationship Warning Signals.”

The topic was mainly about a Champ named Jack, whose relationship blunders affected his relationship. Plus, I included some details of my third marriage, in which I made relationship mistakes as well.

Molly’s July 21, 2023, email stated:

“I read your eNewsletter today and thought to myself, it could have happened to me. I’m sorry that happened to both you and Jack.

“Years ago, I lost my husband of 45 years to pancreatic cancer. We had a good marriage.

“After that, I met a psychologist recommended by my friend in New York while visiting her. She asked him to come over to help me with the loss. He stopped by and was very kind and quite intelligent.Spoke with me for hours. I had to return to California after being away for a few weeks. He kept in touch with me daily. He helped a lot. Stopped my crying and depression. This treatment went on for months.

“He mentioned how bad the ice and snow were in upstate NY. I invited him to come to sunny CA. He accepted. We got more acquainted. He told me he would never marry again. He had two very bad marriages.

“He decided he liked me and asked if we could get closer. I wasn’t quite ready. He would wait. After a few more months, he asked again. He suggested we live in NY for the summers, and spend winters in CA.

“This went on for years. We had many differences. He was a Democrat; I became a Republican. Small stuff. But then he wanted to get married. I didn’t. He got Alzheimer’s. I told him that I would help in every way possible if he could move here; I would take good care of him. We had been together for 16 years by that time. His family wanted no part of him.

“I went back to NY and helped him dispose of everything that wasn’t necessary. Brought him back to live here with me. Within a year, he got much worse. He had to be in a nursing home full-time. I had promised I would take care of him, and I kept my word because I truly cared for him. He passed away after another three years. I went to the nursing home every day.

“I took care of the burial; his family didn’t even want to talk with him when they could’ve. It broke my heart watching him decline. I’m thankful for knowing him for over twenty years.

“How anyone could just walk out on anyone sick and needy is a sin on their soul.

“Please don’t publish this email. I just felt you and your friend Jack should realize there are honest, dependable and loving women around. You must look at them with open eyes, before getting too involved.”

I emailed Molly back that same 2023 day. I wrote, “Thank you, Molly. A very touching story. You are an angel. I will honor your wishes and not publish your story.”

Checking the archives answered my questions listed above about why Molly emailed me last week. Yes, this Champ amazes me. She’s 96 and is willing to reach out now to a man I wrote about nearly three years ago. What a wonderful gesture

Molly. You amaze me.

Deceased partner’s photos

By Tom Blake, Columnist

On Life and Love after 50 eNewsletter June 6, 2025

Senior Dilemma. When should a deceased partner’s photos and belongings be put away?

A woman recently emailed with a heart-wrenching question that many seniors face. She requested to remain anonymous, so I shall call her Sue.

Sue wrote, “I met my sweetheart online a year ago. Although he lives 30 miles from me, he says it’s worth the 40-minute drive. I am happy he feels that way.

“What are your thoughts on my him still having his dead wife’s clothing in their closet? She passed away 10 years ago. I discovered this when he invited me to spend the night at his place, when I took my overnight bag upstairs. Additionally, all her old perfume bottles are displayed on the master bathroom counter. It was disconcerting to me to say the least.”

“I appreciate your feedback. Thank you.”

My reply to Sue

“I understand the dilemma. Greta, my partner of 25 years, passed away 2 and ½ years ago. I have many pictures of her and us together around my home. I am slowly moving the pictures to a box in the garage. I realize my life has changed and it’s time to move on.

“It’s hard as the pictures represent so many memories, but I need to do it. Thanks for the reminder. Let me know how it goes.

Your question gave me a nudge.

“In your situation, Sue, especially with your boyfriend being a widower of 10 years, the woman’s clothes in the closet need to go.

“Plus, no woman is going to want to use the left-over perfume bottles, so they also need to go. Are there other signs around the house that he might still be in grief?

“Have a talk with him and do it nicely. Is his reason for not removing the items because he is still mourning or that he just got complacent? When Greta passed, her kids removed her clothes immediately, which I appreciated.

“After a year together, your boyfriend should want to make you happy and perhaps he’ll remove those items or have someone do it for him. The clothes could be donated.

“Your question will benefit many seniors who find themselves asking, “What should I do with my ex-spouses or partner’s photos?’

“If your sweetheart refuses, it might be time to re-evaluate the relationship. Does he talk about her often? My feeling is he cares a great deal about you and will move on in his life with you.”

Sue responded, “Thank you, Tom. I just found it so creepy that he hasn’t done the removal himself. We’re going on a trip in July. I asked him if he could please have her things taken care of by then.

“I hope it works because otherwise he is a wonderful, loving and generous man. He did remove his wife’s name and birth/death dates sticker from the back of her old car. But he’s keeping that car as an extra vehicle. He claims he’s over her. Still, I can’t help but wonder.”

There is no right or wrong answer about removing a deceased partner’s pictures or clothes. Everyone has their own beliefs.

Previous comments by Champs on this topic

Ben, a widower, wrote, “It’s been two years since my wife’s passing. My girlfriend has brought up the issue of pictures of my late wife in the house. I am gradually taking them down and moving on in life. Empathy, patience, and love are how I deal with change in my life.”

Cheryl emailed, “I had a boyfriend who constantly suggested that I take down the photos of my late husband. He felt that if I thought it was necessary to have those photos prominently displayed, it meant that I still loved and thought about my husband all the time, and therefore I couldn’t put my whole heart into loving him.

“Eventually, I broke up with him due to his extreme jealousy and possessiveness.”

Kim said, “I will never date another widow because one compared me to the deceased and I was always trying to measure up to a ‘legend,’ at least he was in her mind. Who wants to date someone who can’t heal and move ahead?”

Alicia shared, “Seven years ago, my brother lost his wife of 30 years after a happy marriage. Four years later, he remarried. He still misses his deceased wife. His present wife was divorced for several years and her husband died as well. Both freely speak about their deceased spouses.

“I have learned from them that even though you find someone new who you now love, the past life does not need to be buried. It was a large part of your life and why should you sweep it under the rug?”

Curtis, “I had a sister who married a widower. They were in love and had pictures of both their former spouses around. They talked with each other about adventures they had with their previous families. When my sister died, she was buried with her previous husband, and when the widower dies, he will be buried with his first wife. In the meantime, they enjoyed each other’s company. Both families accepted the other and were glad they had been happy again.”

Sherrill, “My guy Matt loved his deceased wife dearly, and until we met, he believed he would never love again.

“When I moved in with him, Matt asked if I would object to him putting some pictures of his ex-wife on the refrigerator along with my pictures of my kids and grandkids. I had no objection. I felt secure in our relationship and his love for me did not feel threatened; I admired his loving devotion to his wife.

“He inadvertently put pictures of her directly in my line of sight, so I saw them every time I opened the refrigerator door. Initially, this didn’t bother me, but eventually, it did! I asked him if he would move the pictures to a different location on the refrigerator, which he willingly did. He has pictures of his wife and me in his office.

“This is a complicated issue for which there is no simple or right answer. As seniors, we all bring baggage into a new relationship.”

Bill, a widower, emailed, “What matters in the conduct of a new relationship is the acceptance by a new partner of the nature and profound depth of the widow or widower’s prior relationship.

“Confidence is best created when the widow or widower provides an atmosphere that enhances the strength, convictions, and independence of their new loves. Removing doubt and fostering self-confidence minimizes any propensity for rivalry with departed spirits.”

Lynne wrote, “Don’t expect the surviving spouse to ever give up loving the deceased spouse. If not for death, they would still be together. Someone who wants a relationship with a surviving spouse is going to have to realize that there is memory lingering there and be comfortable with that.”

Hopefully, these sensitive replies will help widows, widowers and non-married partners who face this understandable dilemma. There is no right or wrong answer about removing a deceased partner’s pictures or clothes. Everyone has their own beliefs.

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.

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.

Is 83 too old to date?

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.

Responses to “You Talk too Much (on a senior first date)”

On Life and Love after 50 eNewsletter – February 28, 2025
By Columnist Tom Blake

Responses to You Talk Too Much (on a first date)

First date etiquette

There were multiple responses to last week’s eNewsletter about Susan’s claims that men talk too much about themselves on first dates. Thirteen (4 men, 9 women) responses appear in today’s column.

Rhonda, “Although I’m older (68), I have a lot in common with Susan, and I have also been following you for many years. I, too, have been on my own for 12 years and am disenchanted with online dating. I’ve tried different platforms, as you suggested, and even spent money on eHarmony for a full year.

“I was told it’s the best senior online dating site–expensive but worth it. It didn’t work that way for me – people from way out of the area and a few dates here and there who, yes, talked almost exclusively about themselves.

“As much as I tried to talk just a bit about me, it seemed like the man would dial back to something about HIM. It’s fairly apparent when someone doesn’t seem very interested in what you’re saying, and off they go about themselves. I have some interesting traits and things to discuss (I’m a triplet, for example), but it just gets brushed aside. Strange.

“Are these guys nervous? It’s possible, but they do seem pretty relaxed. Maybe too relaxed? Ditto for the lack of response when texting sometimes. I will text a hello, a joke, or a little something, and get no reaction but simply a picture of his dinner! Huh?

“Is it possible that many guys in our age group know there are more women seeking their attention, so they become complacent? I wouldn’t tolerate this one-sidedness from a guy who is trying to win me over.

“I am hopeful there must be SOMEONE out there for me so I’ll keep the faith. I volunteer, play Pickleball and am active and fun. I’m trying, but it’s frustrating.

Tom, San Juan Capistrano, “I’m 64, live in San Juan Capistrano, and I’ve been single for 13 years. I ride mountain bikes with a group of very friendly, mature people. I’ve learned how to socialize better and communicate since joining the group. It’s helped me take an interest, ask questions, and listen to what a person is saying. This helps me relax on a date.”

Marianne, “This is the first time I’ve replied to your eNewsletter. I’ve had the same experience as Susan. I have been on over 30 dates using Match.com and all the men talked about themselves incessantly on the first date. They may be nervous. However, I think they treat the first date as a job interview because they really don’t know another way to have a conversation.

“It’s disappointing that men our age lack the skills to carry on a mutually stimulating conversation on a date. I have done what Tom suggested and interrupted to make my own comments about what he has said, or I’ve bluntly said “My turn” with a smile.

“I always speak to a potential date on the phone first, and the conversation flows easily. It is puzzling why it is more awkward for men in person. Perhaps, in-person conversation skills are a lost art because of texting, which everyone seems to rely on these days. Texting your thoughts is a one-way conversation that doesn’t’ require sitting in front of a real-life person looking into their eyes for understanding or acknowledgement.

“My advice for Susan is keep going on dates and understand that your dates may be nervous. However, break into the conversation and talk about what you are interested in, and see how the conversation goes from there.”

Joanie, “Tom why don’t you start off with 10 questions to ask on a first date to try to get to know someone? Many folks talk too much about non-meaningful subjects (their new car, what trips they have been on, etc.)–subjects that don’t contribute to getting to know each other. So, the relationship never gets off the ground.”

Cheryl, “Champ Susan is spot on with her why men don’t ask questions! I have been dating for 20 years. I am a great conversationalist, have a good sense of humor, and am educated and attractive. Yet 99% of men talk about themselves during the entire date. I’ve asked men, ‘Do you want to know anything about me?’ Often, I must push my way into a conversation and say something about me that’s pertinent to what he’s saying.

“Sometimes I articulate clearly, but humorously, something like, ‘I hope we’re not going to spend the entire time talking about Medicare!’ I have tried everything, and the result is always the same: the man goes right back to the subject he was talking about (himself), as though I hadn’t even spoken. There is NOTHING amiss about Susan. It’s the men who need help.

“They never learned the art of conversation, or the etiquette involved. They’ve never learned how to be genuinely interested in a woman’s life. Mostly, they are busy wondering if they are going to get sex tonight or if they’re wasting their time with me. They are simply not present on the date.”

John, “I agree with Susan about finding the right prince who understands balance in conversations, as you pointed out so she could share her experiences, views, and perspectives on things with a potential mate.

“Asking questions about each other leads to information to build upon for compatibility. I hope she eventually finds the right prince among us frogs, especially in a nice area like Dana Point.

Belinda, Ajijic Mexico, “Like Susan, I’m 63. I’ve had several long-term relationships and a 22-year marriage over the last 45 years. I spent six years on Match with no dates. All the men I expressed an interest in did not reciprocate my interest. I met two guys on EHarmony. Neither were right for me. Zoosk had better results for me as far as the amount of men to meet, but because it’s a free service (or was), there are a lot of ‘questionable’ men on the site: Married, Nigerian Scammers, etc.

“Same problems on Facebook, Yahoo, and especially on Plenty of Fish. I spent years searching actively and I finally gave up. It will need to happen organically now, if it happens at all. Tell Susan I’ve also had those dates where the men just run off at the mouth about themselves and never want to know anything about me. It’s exhausting. I wish her well.”

Joel, 80, newly widowed, said, “Having spent years on Match.com up to 2012, finding the perfect mate, getting married and then widowed, I’m back as a widower in 2025.

“What I heard back then and hear now from women is that many, if not most, of the men they meet are like the ones Champ Susan met. They spill their guts and don’t seem interested in her.

“Knowing this, I go into an interview (a first meeting is NOT a ‘date’) with questions based on what a woman’s online profile says. A recent prospect told me many things about her life, wishes and hopes, her politics, her activities, etc. We talked for 1 ½ hours.

“She told me I was unusual, special, and that I would be very appealing to any women I meet because I ask questions. She said she had never met a man so interested in her. I was encouraged. In my follow-up phone call, she said she wanted to ask me questions because she was taken aback.

“She said, ‘I was so caught up I didn’t think to ask you about anything.’ I said, ask away, and she did. Turned out she either wasn’t interested in me or, maybe, anyway, at this point, so I told her to let me know if she changed her mind.

“Men will do much better if they learn about active listening and go into any first meeting with a prospect armed with questions and the desire to get to know her. You will stand out as unusual and you will learn enough to decide whether to go forward. “Here’s good place to start developing a new approach (this will work for women as well): https://en.wikipedia.org/wiki/Active_listening

Julie (in Florida), “I found Susan’s email and your response both fascinating and thought-provoking. Your point about the men possibly being nervous is well-taken. The pressure of a first date, especially in the context of online dating, can be incredibly daunting. However, I also wonder if Susan’s own approach might inadvertently contribute to the one-sided conversations she’s experiencing.

“Your suggestion of a therapist is excellent. Exploring potential communication patterns or subconscious expectations could provide valuable insights. It’s also worth considering that the dating landscape has changed dramatically, and Susan’s experiences might reflect the challenges inherent in online interactions – the lack of immediate nonverbal cues can make it difficult to gauge genuine interest or build rapport.

“I especially appreciate your new “Ask the Therapist” feature – it’s a wonderful addition to your newsletter.

“My own experience, at 73 and recently widowed, mirrors Susan’s apprehension. The dating world feels vastly different now, and the added layer of online scams presents a real concern.

“Navigating this requires a balance of cautious optimism and self-awareness. Perhaps Susan could explore alternative ways to meet people outside of online dating, focusing on activities and social groups that align with her interests. This could lead to more organic and authentic connections.”

Shelley, “Susan is correct. Most men at this age talk about themselves and are only thinking about their agenda. Maybe they are trying to impress us but just want the prize with no investment in who you are as a person. They just need attraction and a nice smile from you. Very shallow. I’ve gone on plenty of dates and know this to be true.”

Dee: “Susan thinks very highly of herself and likes being single. She doesn’t really need a man. She knows (not thinks) she’s gorgeous from her self-description. Perhaps she comes off to the men as I saw her; self-absorbed. Good luck Susan and all those lucky men who she chooses to go out with.”

Jackie, from Georgia, “I remember being on a dating site and the guy called me and talked nonstop for 2 hours. WHY I stayed listening was beyond me with his comment – “Next time you can do all the talking. I was too worn out to want another time to talk. He called one time and said, ‘Oh, the wrong Jackie!’

“I agree with you that getting out and especially enjoying Dana Point. The Harbor is inviting. Who knows who you might meet at Costco? My sister and I ran into you there a few years ago.

“I’ve dated four widowers since Randy passed and they only had marriage on their mind. For me, friendship was what I was enjoying. I’d tell Susan to enjoy her freedom! I hope you can help people with your new – ‘Ask the Therapist’ I’ve had my share of counseling in my day!

Elenute “It’s not bad to give people the benefit of the doubt, as you do, Tom. Yes, they might be nervous, etc., but they are also revealing who they are. I’ve dated a lot of men, and some of them really don’t understand that conversation should be a two-way street. It’s very hard to find one who does. Even then, watch out for narcissists.

Comment from Tom: Three men emailed me, asking if I thought Susan would be willing to meet them for coffee. I let her know. And I believe she may have agreed. Remember, I’m not a matchmaker, but it seems that it might have happened this week. When Champs email me, it’s important they include their city where they live and their approximate age.

Ask The Therapist

Dear Debbie, “What can senior men do to prepare themselves for a first date so they don’t talk too much about themselves?

Great question! I’d also include what women can do to prepare for a first date. First impressions matter, so basic grooming—showering, deodorant, flossing, and dressing comfortably and appropriately—is essential. It may seem obvious, but both men and women sometimes overlook these details.

For online dating, I found it helpful to get to know someone through messages before meeting. Texting and phone conversations reveal a lot—sense of humor, availability, flexibility, values, and common interests—all of which can help determine compatibility before agreeing to a date.

Preparation also includes a good night’s sleep, a positive attitude, and being on time. Regarding last week’s topic of talking too much, I often attribute it to nerves. If there’s a connection, I’ll go on a second date to see if that’s the case.

On the date, ask open-ended questions, (e.g, if you could change one trait about yourself, what would it be?  If your best friend could choose an adjective(s) to describe you what would it (they) be?  What does your ideal weekend look like?), make eye contact, and practice active listening. If one person dominates the conversation, try summarizing what they said and asking a follow-up question—this keeps the conversation balanced and engaging.

Debbie Sirkin, LMFT, does not provide any psychological or other health-related services or advice to individuals within the newsletter, and even when responses to questions are answered in the second person as a literary device, they are general and hypothetical, and not intended to be personal for the questioner. Answers are for general information only, and never constitute advice for any individual. Under no circumstances does Ms. Sirkin provide legal advice or medical advice.

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 5^th 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.