Match.com – On Life and Love after 50

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.

A Journey of Love and Lessons Learned

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

Like many seniors, I wasn’t prepared for dating later in life. My journey began in 1993, when my third wife (6 years), with no prior discussions or warning, moved out of my house. Two months later, she filed for divorce, leaving me to navigate the dating scene—a frustrating endeavor.

Online dating wasn’t an option back then. Fortunately, I owned Tutor and Spunky’s, a popular deli in Dana Point, California, where many appealing women walked through the deli door. However, most were significantly younger and had no interest in a recently divorced man in his mid-50s.

Struggling with the dating scene, I started a blog to document my experiences. That blog inspired my first newspaper column, published on July 7, 1994, titled, Home Alone With Only Dogs For Company.

Five years later, in my deli, an attractive, soft-spoken woman about my age with a kind and gentle disposition ordered a freshly squeezed carrot juice. While she waited for her juice, I walked over to her and asked her on a date. She said, “Yes, that would be lovely.” That started a 25-year relationship with Greta.

Though we never married, we lived together for 22 years, first in her San Clemente home, then in my Dana Point abode. She was a Special Education teacher. We travelled the world when we took time off from work.

Greta passed away on October 29, 2022. I was one lost puppy. Technically, I wasn’t a widower, but the pain and grief were the same. After months of loneliness, I decided to reenter the dating scene.

Without the deli as a dating hub, I sought other ways to connect with people. I attended a grief support group, which proved invaluable. Not only did it help me realize I wasn’t alone in my struggles, but it also introduced me to new friends—both men and women—whom I still socialize with today.

To any single senior, I highly recommend joining social groups as a way to build meaningful connections. I was aware that the dating landscape had changed dramatically over 25 years, with online dating emerging as a dominant force.

Aware of its pitfalls, I recognized that online dating also provided an opportunity to meet people beyond my immediate geographical area. With that in mind, I joined online sites Zoosk and Match.com. Despite hearing from some women that “All the good men are taken,” I remained optimistic.

Yes, I encountered scammers and dishonest individuals, but I also met wonderful women. Patience—never my strongest trait—was essential. After messaging Debbie for a few weeks, she finally messaged me back and agreed to meet.

She is 10 years younger and lives in Mission Viejo, about a half hour drive from my home in Dana Point. We began dating in May of 2023 and shared many interests. She worked as a self-employed psychotherapist and had two daughters and two grandchildren, living in other cities. Though we came from different religious backgrounds, we connected over our shared love of sports—she’s a Kansas Jayhawks fan, while I root for the Michigan Wolverines, our respective alma maters.

We also shared a love of music. She attended junior high and high school on Long Island (New York) with Billy Joel. And in the 1970s, I worked with and became friends with Johnny Cash.

Like any relationship, we’ve had our ups and downs, but we’ve learned to compromise and adjust—essential lessons for seniors in new relationships. We see each other three to four times a week, balancing companionship with personal space. She enjoys her time with friends, and I do the same. She also visits her family. As we approach two years together, chemistry remains. Senior dating has unique challenges, and I feel fortunate to have found Debbie.

Our journey reminds me that love and companionship are possible at any stage in life—if one remains open to the possibilities. Please send me your stories, questions, and comments.
Ask The Therapist

You may be wondering what happened to the Ask The Therapist section. There have been so many questions to Debbie (yes, that Debbie, my significant other) about senior sex that I’ve decided to have her comments about that be the entire eNewsletter next week. So tune in.

Also, a woman Champ reached out to Debbie for personal help. The woman contacted me and thanked me, saying Debbie has helped her immensely.

Too Much Senior Sex Too Soon

On Life and Love after 50 eNewsletter March 7, 2025
By Columnist Tom Blake

I received an email from a woman who requested to remain anonymous. I will call her Liz.

Liz wrote, “Tom, how much sex is realistic in a relationship in our 50s and 60s, when our bodies slow down and things don’t always work so well? I feel like men expect a lot in that department. I have had many dates tell me they didn’t have intimacy in their marriages, and now they want and need it a few times a week.

“I recently met and became involved with a man on Match.com. We live an hour away from each other in Northern California, so we commuted to see each other. I am 56 and he is 63.

“We had a beautiful emotional connection, or so I thought. We quickly shared a lot about feelings, past loves, future hopes, and he said he wanted to build a life together. One of us was planning on moving eventually.

“But the expectation on his part seemed to be a lot of sex (which maybe is normal in the beginning? I don’t know.) It got to a point during our get-togethers that it was too much for me physically (menopause, etc). I couldn’t keep up with him.

“When I asked him if we could make some tweaks, even though I loved our intimacy, he seemed insulted and shut down.

“On our extended second visit, he pushed to meet my adult kids, and they thought it was too soon (only a month of dating), which I also expressed in the same conversation after he left on a visit. Both topics were handled very gently. The combination of these two items led him to end things with me.

“I was very disappointed as we had many incredible moments and shared a lot, and I felt there was a strong bond. I was falling in love with him, and I miss him.

“Do your readers have any feedback on either of these two topics—too much sex and adult children? I am so hurt. I opened my heart. I have a son transitioning out of our home, and I feel that most men don’t want to date someone who has kids at home. My children are important and a priority to me as well. He wanted an empty nester.

“I reached out to him to wish him well, and he said we had a very special connection, and it was smooth and free-flowing for him. I am moving on, but I am still perplexed by the entire thing. He came on very strong and told me he was falling in love with me and was crazy about me. Then we ran into a few bumps, and he did a 180-turn.

“He has written to me since and restated that we had an amazing connection. But he added that we are ‘in different stages in our lives’ and he wishes me the best.”

Liz added, “I have plenty of dates. I am looking for ‘the one,’ a quality man in his 50s or early 60s. who is emotionally available, financially stable, honest, kind, and has common interests. No addictions.

“We had a ton in common and strongly hit it off. I do think, in hindsight, the sex life may not have worked as I believe he was just too much for me. I don’t know. He didn’t give me a chance to work it out. He just bailed.

“My younger son is 26 and has been living with me for a year and a half. He’s a type-one diabetic so I haven’t wanted to push him out of the house. He wants to move out in the next six months or so. He has many jobs he’s working and may go back to school. He’s a great kid, young, and bright and will figure it out.

“It was the holidays and my other son who is 28 was home from medical school and the man wanted to move into my house for a week during the holidays with all of us. The house is small, and it was too soon and too quick for my adult sons.  “My older son also had back surgery and he was recovering. My boys want me to meet someone special, but they also prefer I am dating someone for some time before they meet him–at least a few months. I don’t think that is an unreasonable request. This man wanted to meet them right away and have a relationship. It was just too soon and when I gave him the feedback about it, he didn’t like it.

“I need a man who is patient with my situation (which is not that complicated in my opinion) and has flexibility and I would have appreciated a little compassion while my son was recovering from back surgery instead of being pushed.

Tom’s comment

This is the second column in six weeks where a woman Champ has fallen in love with a man quickly after first meeting him. Age doesn’t seem to matter. In today’s eNewsletter, Liz is in her 50s. In the article six weeks ago, Ann was in her 70s. Liz had fiery sex too soon with the man she met on Match.com. The relationship escalated far too quickly. The man sounds like a horn-dog.

Liz needed to cool her physical jets with him. Also, he pushed to meet her two boys before the boys were ready. The guy dumped her. She misses him and is sad. Champs may remember Ann’s dilemma. She met Ben whose wife has advanced Alzheimer’s Disease, and the wife still lives at home. Ben is lonely and a caregiver to his wife. Ann and Ben have a deep physical attraction for each other but Ben called the brief relationship off, likely due to guilt and respect for his wife.

Ann is still in deep sorrow because she loves Ben.

Liz is sad because her short-term relationship ended. In both relationships, the men ended them. If there are similar lessons in these two cases, they are directed toward the women. Be careful when meeting a new man, proceed slowly. Use your upper brain more often, and your lower brain less often. I’m not saying no sex, just take your time getting there. And don’t rush or allow a new love to meet your family too soon. You’ve spent years building family ties, and you’ve only been with a new love a matter of days or months.

Over the next couple of months. I will address the topics raised in recent eNewsletters: Sex too soon and children’s affect on a parent’s relationship. So stay tuned.

Reminder

If you have a question for our therapist, Champ Debbie, email it to me. I will share it with her. She will answer a question next week. Also, our Champ Christine, a relationship expert, invites champs to ask her questions about senior sex. Email her at christine@theprerfectcatch.com

Thanks, everybody, and enjoy your weekend.

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.

On Life & Love After 50 eNewsletter

January 15, 2025

By Columnist Tom Blake

Patricia and Cowboy of Cut Bank, Montana

In November 2007, when my eNewsletter was titled “Finding Love After 50”, I received an email from a woman who lived in San Luis Obispo, California. She wrote, “I have been on Match.com off and on for several years, but I am not attracting the type of person I want. Twenty-five percent of the responses are from bikers so I must have something in my profile that attracts them.”

I included both her quote and my response to her in the eNewsletter. I said: “You are likely attracting bikers because they like to visit San Luis Obispo and would have someone to party with while ‘in town.’ For some reason, I picture those two buffoons in the movie Sideways, which was filmed near San Luis Obispo.

Another subscriber, Patricia, took issue with my words. She wrote, “I live in Paso Robles where they filmed much of the movie Sideways. Many ‘bikers’ live and work in the area and aren’t just passing through to party with someone.

“Two years ago, when I was 52, I read a profile on Match of a man, 53, whose road name is Cowboy that said, ‘Don’t let the biker thing scare you off. We are not a bad group; you might want to meet me before you make a judgment. A lot of us are real nice men.’

As a quirk of fate, Patricia met Cowboy, but it wasn’t online. She met him through friends when Cowboy was operating a backhoe in the friend’s yard. Their story was so unusual and inspiring, I included it the How 50 Couples Found Love After 50 book I published in 2009.

Last week, 17 years later, Champ Patricia emailed “My husband Cowboy is amazing. Cowboy just had a total knee replacement on September 23rd, and he has been mobile and active for a couple of weeks.

“Everyone in Cut Bank (Montana), where we live now, knows what a big heart Cowboy has and people don’t hesitate to call him for help. Recently, he picked up an elderly man friend and carried him to his house because the man was too weak to get there by himself.

“Well, he just left the house to clear the snow off a couple’s driveway. The skid steer wouldn’t start, so he’s doing it by hand with a shovel! The couple needs to get his wife to physical therapy because she just had a knee replacement, and they can’t get their car out.

“How ironic is that? So off Cowboy went to help, with his knee already complaining about the 106 mile, 1 ½ hour drive each way, to Great Falls and back yesterday!

“I’m praying that Cowboy doesn’t do any harm to his knee. He’s getting the other knee replaced in just over a week, so he especially needs this knee to keep healing!

“I have intercepted a couple of calls to him and suggested they ask the local high school football team to help instead of my husband when they just need brute strength. Cowboy’s 72, and I don’t want him to injure his back or something else because he has too big of a heart to say no.”

I responded to Patricia and she wrote back, “It’s been 19 years since Cowboy and I met on October 13, 2005. Time sure flies, and the older we get, the faster it goes! I had a recent fall in October similar to your significant other Debbie’s recent fall, slamming the side of my head on the hardwood floor at home. I had a lovely black eye for two weeks. We knew to go to the ER for a CT scan, and, fortunately, I checked out okay.

“One advantage of a small town is that the hospital is only five minutes away, and I was the only patient in the ER! Much different from Mission Hospital where Debbie went. I’ve been there a couple of times, back when I lived in Dana Point. It’s a madhouse! I hope this finds you both happy and Debbie well on the road to recovery.”

Tom’s comment

I wrote about Patricia and Cowboy in 2009. Their story, Love On The Back Of A Harley is Chapter 12 in my book, “How 50 Couples Found Love After 50.” A lessons learned printed from Patricia’s and Cowboy’s story reads “While searching for a mate later in life, expand your horizons, reach and thinking. Two of the stories in this book are about women who met men who ride motorcycles and love their men dearly. Coincidentally, both women are named Patricia and both ride on the motorcycles with their men.”

Can you imagine? Champ Patricia and Cowboy met 19 years ago, and still share stories and love with me and you Champs. Let’s hope Cowboy’s second knee replacement is a success. He sounds like a wonderful loving man.

Losing love and dealing with the pain

On Life and Love After 50 e-Newsletter July 6, 2024

Overcoming the pain of losing a mate

By Columnist and Senior Dating Expert Tom Blake

On October 29, 2022, my partner, Greta, of 25 years, passed away. Five months later, I mustered the courage to write the May 5, 2023 eNewsletter titled Five Women Share Their Views on Losing Love and Dealing With The Pain. The responses from readers to that column were numerous.

Carolyn, emailed, “I just finished reading your most excellent eNewsletter. As is often stated, ‘Life Is For The Living!’ We can always think and remember the good times and the love we shared with our mate who has passed on, but it is necessary to find another companion.

“I lost my close friend and companion on April 10, 2020 (Good Friday). He contracted Covid-19 before authorities knew what was killing people so rapidly. He was sick in December 2019, but it was thought to be pneumonia. After that, all his organs started to fail.

“I am seeing a man who treats me well, buys me flowers and books I like, and treats me to fantastic Broadway shows.

“He is a wonderful man who makes me laugh so much. Plus, a fantastic conversationalist! His wife also passed away. He said right off the bat that he didn’t want to remain lonely anymore. Nor I.

“I am hoping Tom that you find someone who makes you happy and you can have wonderful conversations with. Life is short so we all had better get out there and enjoy it to the max!

Pat, 76, “I have been a subscriber to your eNewsletter for many years and this is the first time I am responding.

“I was widowed at age 53 in 2000 after 32 years of marriage. The following September my only daughter gave birth to identical twin girls. So, I had something to focus on after losing my husband (I was a caregiver for many years as he had MS).

“The thought of dating didn’t enter my mind for years. When my granddaughters became teenagers, I found I needed more in my life and joined a dating site. I dated two men each for two years but knew there had to be someone I could connect to. So, I kept at it – it was like a job.

“I recognized the scammers and finally met an honest man who lives 15 minutes from me. He was a widower. We started dating and two years later we are happy together. I would never have met him if it hadn’t been for the Senior People site.

“Life is too short – especially at our ages. I never thought I would find someone at this age that I would care for so much and have such a terrific relationship with.

“My advice to you is to stick with it and you will find the right person. The old saying “You have to kiss a few frogs to find your prince” is true. Take care & lots of luck in the dating world!”

Deanne emailed, “The worst part of widowhood for me is becoming one. For 33 years I was a party of two. We were the dynamic duo and the word lonely didn’t exist. I just can’t seem to get used to being without someone who was such a big part of me.

“And not having someone to talk to, laugh with, and share life with is the worst pain I have experienced because it’s never-ending. This comes from a girl who experienced a Caesarean section with no anesthesia and lived to talk about it. My pain threshold is high, but surgery heals, and I just can’t seem to heal my heart.”

Thyrza emailed, “Everything you wrote last week about loneliness after a loved one has gone is so true. Loneliness and longings for the departed beloved sucks. Given my experience in my marriage, it took me 10 years to get the courage to start looking. My oldest daughter would encourage me to give myself another chance.

“I joined Match.com. I met a few frogs, but I persisted. I don’t want to live the rest of my life with an empty feeling. I enjoyed my three grands but having someone in my life to share my thoughts, feelings of joy and sadness, and the physical aspect of loving someone is a treasure.

“I found a man. It just takes patience and an open mind to find that person. To me, there is no time frame in which to find a new relationship. Looking back, I wish I’d had a different mindset then. Ten years is a long time to realize that loneliness sucks. Sooner is better!”

Dee, “I understand the need to find love again. I don’t want to just be friends although it could start that way. At my stage in life, I want warp speed. And from one member of our club (which we never imagined being members of) to another, it all sucks!

“I work late so I don’t have to be home as the sun sets (just too many memories for me). This is not the life I planned, this is not what I could have ever imagined happening and I want a new beginning.

“My friends are all married or in long-term relationships. They don’t get it and I would never want them to be in my shoes. But I would like to find that special person to walk alongside me, hold my hand, and make me feel good again. And a hug, wow that strong arm around me. Yes, I’m truly missing that.

“No one can tell us what is good for us. Our lives, as we knew them, just died. But we are still here and should feel good again. Dating apps serve a purpose. We know the risks and pitfalls. I’m willing to take a chance again. I remain lonely but hopeful. And if I’m lucky enough I will kiss loneliness goodbye.
“You and I know ‘the lonely.’ It doesn’t matter if it’s six months or years; time drags along, and we know that we have become unwilling experts.

Claire emailed: “You, Tom, sound lost. It is understandable.”

Me: Lost? Not lost, just no partner at this point.

My Personal Journey of Recovery

In April 2023, while sitting alone at home and lonelier than heck, I joined Match.com and another site called Zoosk. I hoped to curb my loneliness. I met a couple of women for coffee, a couple for a walk, and sprung for dinner twice.

Two weeks after the eNewsletter was published, on Friday, May 19, I noticed a woman’s profile on Zoosk. Her name was Debbie from Mission Viejo (a half hour away). We exchanged messages on Zoosk and agreed to meet that evening. I was nine years older, which didn’t seem to bother her, at least that’s what she said.

We had much in common. Sports, political affiliation, advanced degrees, love of the ocean and water. And chemistry. I liked her height, 5′ 1″. We started to date on May 19. That was more than a year ago. Like any new couple, we’ve had differences to work out. We are in a committed relationship and both feel blessed we met. Online dating worked for us.

As I mentioned in a recent eNewsletter, Debbie had breast cancer surgery six weeks ago and is recovering nicely. The cancer had not spread. She completed five radiation treatments this week as a precaution to stop a return.
After her fifth treatment this Tuesday, she got to ring the bell signifying that she had completed the radiation treatments, a tradition at The City of Hope Cancer Center.

The sign says, “This course is run, my treatment done. Now I am on my way.”
I imagine several of our Champs have been able to ring a similar bell. Good job cancer survivors. Good job Debbie. The picture of Debbie contemplating the bell is below, taken this Tuesday. Seconds later, she was ringing it with a big smile.

Online Senior Dating Scam

On Life and Love after 50 eNewsletter – June 7, 2024

by Tom Blake Columnist and Senior Dating Expert

Senior Man Gets Scammed

I used to be an advocate for senior online dating. It gave lonely seniors who were having no luck meeting a potential partner hope that they might meet someone by casting their nets far and wide to areas that had been inaccessible to them.

I still believe in senior online dating but with words of caution. After losing Greta, my partner of 25 years, in October 2022, I was one lonely dude. This loneliness emotion affects nearly every senior who has suffered the loss of a partner.

Five months later, while sitting home on another empty Saturday night, I tried senior online dating. I had written about online dating, based upon stories Champs had sent me, but frankly, I didn’t know my fanny from first base about its intricacies.

I joined Match.com, and a lesser-known dating site, Zoosk. It was overwhelming. I was creating a profile, adding photos, trying to guess who to believe, and what to believe, and hearing from people who lived far away. Some from other cities, states, and foreign countries. Simply overwhelming.

Within days, a woman replied on Zoosk. “I love your profile. I admire that you are a writer. I live near you in Oceanside (about a half hour away). I hope we can get together soon. My photos are current.”

I checked her photos. There were eight of them. She was drop-dead gorgeous, age 63, 20 years younger. She sent another email: “I will be in Northern California for about a month. I will keep in touch while gone and want to meet you in person when I come home.”

I wondered if she was for real. I also wondered why a gorgeous woman 20 years younger would be interested in a man 83. We kept in touch and spoke on the phone a few times. She sent more current pictures, some of her playing pickleball. Slowly, I was starting to believe she was for real.

When she returned, she texted, “Can we meet in Dana Point Harbor in front of Harpoon Henry’s and go for a walk?” When I saw her, it took my breath away. She looked like her pictures. She gave me a big hug. Our walk lasted an hour. She held my hand. She asked if we could meet again two days later for a similar walk.

During the second walk, she said she’d love to live in Dana Point but knew nothing about Dana Point real estate and it would be helpful if she could see my home. I showed it to her. No hanky panky, just a 10-minute tour.

We agreed to meet again. She said we had a lot in common. A day later, she sent a text, “If I move in with you, I wouldn’t want to be tossed to the street if you pass away before I pass away, so I would need you to change your estate plan to leave me the house.”

I was amazed that she wanted to live together. And shocked that she wanted to inherit the home I had lived in for 30 years. When I said it was too soon to consider that, we hadn’t even kissed yet, she wrote, “I can’t see you anymore.”

At least I hadn’t spent a penny on her. A quick online dating lesson learned: When something sounds or someone looks too good to be true, it most likely is. And even though you’ve met someone real in person, and it appears you like each other, it doesn’t mean you put your guard down and trust that person unconditionally. Relationships take time to build.

This past Sunday, Champ Mark sent me an online (The Wall Street Journal) article titled ‘She Hooked Me’: How an Online Scam Cost a Senior Citizen His Life’s Savings. The article spelled out in great detail how a senior man, age 75, lost his life’s savings to a scammer who claimed to be age 37, rich, a Chinese immigrant woman looking for love who contacted him via LinkedIn.

I read the 24-page article to see the details. Although the victim was a successful, professional man, who lived in the Midwest, he let his infatuation and naivety overrule his intelligence. He ignored a huge red flag right out of the gate: an age gap of approximately 45 years. Come on now!

The scammer enticed him by sending inviting pictures of her. They likely weren’t real. He took the bait. She slowly reeled him in, a ploy by scammers. She convinced him to join an online site called WhatsApp. It’s not a dating site. It keeps conversations and messages private. I’ve used it to communicate with friends who live in Austria.

But lately, I’ve been getting bitcoin promotions on WhatsApp so I sense the scammers are trying to trap me into some b.s. scheme. The scammer and the victim had only one very brief phone call which should have been another red flag to him.

Slowly, through deception and promises of love, as detailed in the article, she gained his trust and reeled him into financial investments. The victim believed she was a gift from a higher power. He never met her in person. What the heck was he thinking?

I’ve always said a person can’t fall in love with an image, you must meet the person face-to-face. This victim didn’t make that happen. He believed her excuses of why she couldn’t meet. He let his imagination control his decision-making. He was vulnerable to manipulation. I’m not suggesting single seniors should avoid online dating. I know many couples who met their partners using online dating sites and are together. I’m one of them. Just be smart. Trust your instincts.I met my woman friend a year ago on Zoosk. She lives about a half-hour’s drive away.

Also, scammers don’t only exist on online dating sites. They can be lurking anywhere they smell an opportunity. LikedIn and WhatsApp are not dating sites. So, have your guard up with every stranger you meet.

Another Champ, Francine from Florida, emailed this week, “I’m so tired of online dating. I see the same old, same old men.” She’s decided to take a break from the disappointments she is finding online.

She also added, “I have fewer tomorrows than I have yesterdays. So, I’m making all of them count.” If you’d like to read the entire WSJ article, here’s the link. You can listen to it on the WSJ site as well. Thanks again to Mark for alerting us about it.

‘She Hooked Me’: How an Online Scam Cost a Senior Citizen His Life’s Savings – WSJ

Senior Dating Sites and Senior Commitment

On Life and Love after 50 eNewsletter

By Tom Blake Columnist

December 1, 2023

Dating Sites For Seniors and Senior Commitment

Champ Jean The Bean, (The Bean is her nickname), Laguna Niguel, California, emailed this week. She wrote, “I hope you had a wonderful Thanksgiving holiday despite the lack of a committed mate. The holidays are more difficult to push through.

“Can you recommend a good dating app for seniors (I’m 70 now). I thought you might have pretty good exposure from your senior dating fans! Do you find some more successful than others?

“I have tried OurTime.com (owned by the Match.com Group) but I didn’t find it very user-friendly and eHarmony never gave me a match after six months. If you have any input, I would love to know about it.

“Good luck with your pursuit of a compatible companion which can make life so much more wonderful!”

I’ve known Jean The Bean for about a year. She’s a very special person—a down-to-earth, ethical and loving woman. I most recently saw her in person on November 7, at the speech I made at the Dana West Yacht Club in Dana Point. If any Champs would like to reach out to Jean The Bean, email me and I will forward your email to her. And then, who knows what might happen?

Here is my reply to Jean The Bean regarding online dating websites for seniors. And since Jean mentioned my quest to find a committed mate, I will comment on that as well:

“Hi, Jean The Bean, around March 1 of this year, I was sitting at home on another lonely Saturday night. It had been only four months since my partner Greta’s passing, after 25 years of being a couple. I knew I could never replace Greta, but wanted and needed a woman friend with whom I could share a new beginning. Someone whose presence would help me, and vice versa. I had attended one grief share meeting.

“And even though I know a lot of people in South Orange County (having owned a deli in Dana Point for 26 years, and having been a columnist for 29 years), I felt I wasn’t being assertive enough in seeking a potential mate.

“On that Saturday night, I decided to try online dating, to cast my net wider, to reach out to more people. I tried three sites. The first two were Match.com and POF (Plenty of Fish). I dumped POF immediately, feeling that I wasn’t reaching the right type of person for which I was looking.

“However, Match.com seemed pretty good. I had a few dates there. And then a Champ, Bruce, from Ohio, suggested I add Zoosk to the mix of sites I was using. I had never heard of Zoosk, but I gave that site a try.

“Being naïve to online dating, one thing I soon discovered is that the sites will try to sign you up for as long a period as they can get away with. I joined Match and Zoosk for six months each. Then the sites will add incentives to “increase one’s chances of meeting the right mate,” but those extras cost extra money. For newcomers, be aware of these marketing ploys.

“One thing is for certain. All dating sites, in one way or another, are in business to make money (even the so-called free sites such as POF).

“On the sites, I limited my search radius to 30 miles or so, not wanting to travel to Los Angeles or San Diego to find somebody. There is no best senior online dating site of which I’m aware.

“For me, the best of the three sites I joined was Zoosk. It just seemed to have more available women within my geographical area. I met several nice women on Zoosk, including Debbie from Mission Viejo, who lives 10 miles from my home. Our first date was May 19.

“Initially, there were challenges for us, but over time, we were able to navigate those obstacles. She did her thing, and I did mine, but we always gravitated back to each other. It wasn’t an exclusive/committed relationship.

“Senior dating availability, which is often a challenge for new single couples, was also an issue for us. She still works four days a week, and on three of those days, until 7:30 p.m., making our time together limited. She also has kids and grandkids in San Diego.

“We are extremely compatible. Politically, we are on the same page. We align with different religions, but for us, that’s not an issue. She’s a vegetarian; I’m a moderate meat eater. Again, we work that out.

“When her Zoosk Dating Site subscription expired, she did not renew it. When my Match.com and Zoosk subscriptions expired, I did not renew them.

“One thing that brought us closer together was Covid-19. Debbie went to Las Vegas to house-sit and puppy-sit for a friend. While there, she visited a few casinos. Debbie caught COVID-19 and was housebound for more than two weeks. I volunteered and insisted that I help her with grocery shopping and prescription pick-up.

“I would leave those items on her front porch bench. She would come outside. We were both masked. And we chatted for a couple of minutes from eight feet apart.

“That experience made us both realize how wonderful and comforting having a mate who cares about us is. So, we’ll see what happens from here.

“So, Jean The Bean, that’s the update. So, yes, I met someone online, on Zoosk. She’s 10 years younger.

“All the dating sites are hit or miss. It’s a lot of work. Scammers everywhere. But, if a person keeps trying, who knows when someone nice might come along?

“I will keep my eyes and ears open for you, as I feel you are a special person. It’s not easy. The ratio of single women to single men in your age range is nearly 5 to 1. Tough odds.

“Stay in touch. That woman, Pat Chiku, who hosted my speech, wanted to know if I’d talk at the Woman’s Club of Dana Point once every quarter. I may, we’ll see. No more PowerPoint failures wanted.”

Senior online dating in Palm Springs

On Life and Love after 50 eNewsletter Apil 21, 2023

By Senior Dating Columnist Tom Blake

Editor’s note: there are three parts to today’s eNewsletter

Part 1 – Senior Online Dating in Palm Springs

I’ve been staying at my Palm Springs vacation home for nearly two weeks. I hesitated to mention in recent eNewsletters that I was going to be in Palm Springs because I have four friends who read the columns and who live in the area. They might wonder why I didn’t contact them on this short visit.

The answer is simple. I’ve had several home maintenance items to tackle before my next tenant arrives in a week. That tenant will be at my home for only two weeks and then I will return to PS and contact my buddies who live out here at that time.

Also, I knew I’d be occupied with trying to meet some local women online. Being out here without Greta for the first time in five years is brutally lonely. Meeting some new people helps ease the pain and can give one hope. Many people online are in a similar situation. They have lost their mates also; so, many of us have that in common who are using online dating sites, and yet we are still grieving.

I wondered if my initial month-long senior online dating effort which had previously focused on my Dana Point zip code perimeter of 25 miles was wasted by my coming to Palm Springs. The answer is no. I’ve met some wonderful women in the Dana Point area. Just no lasting connection yet.

But I wondered how would I meet women within a 35-mile radius of Palm Springs while staying out here.

I learned that it’s very simple to search the Coachella Valley area by just switching to my Palm Springs zip code on both Match.com and Zoosk dating site, the two sites I use. Presto, women within a half-hour drive and closer suddenly appeared. Besides them living in Palm Springs, other cities pop up such as Palm Desert, Rancho Mirage, La Quinta, Cathedral City, Indian Wells, Indio, and even Beaumont and Banning. It’s been an adventure and learning experience for me.

Women in the Coachella Valley are extremely talented. They play pickle ball, golf, swim, do water aerobics, paint, hike, and ride horses.

Part 2 – Painting benches and picnic tables for the city of Palm Springs

This past Saturday, while on Match.com, I was chatting with a Palm Springs realtor. She asked where I attended college. I said The University of Michigan. The realtor said she knows a woman named Diane Morgan in Palm Springs who also graduated from The University of Michigan and is a talented painter and has worked on some painting projects for the city of Palm Springs.

The realtor said Diane was having a bench she painted in Demuth Park Palm Springs, an expansive park in the heart of Palm Springs, dedicated that very evening and suggested I go see it and say hello to Diane.

I had nothing to do so I went to Demuth Park and met Diane there. We had time to chat. Her freshly painted bench with the Hummingbird on it was dedicated to the city that night, is pictured above. Diane said she was told the Mayor would show up and say a few words about the new bench. I didn’t stick around for that.

The point of this story is that positive things can happen when seniors use online dating sites. The people you connect with might not be a match, but they might know of other people who could be.

And those other people might not be online. Diane wasn’t online, but she was great for me to meet.

Diane also mentioned she had been commissioned by the city of Palm Springs in the past to paint two benches on Palm Canyon Drive, near the famous Sonny Bono statue (many Champs have sent pictures of themselves posing with the Sonny statue). One bench is 10 yards south of the statue and the other one is across the street from that first bench in front of the Birkenstock Store. The latter bench is dedicated to “Saving the Bees.” (Photo below by me).

In addition, Diane mentioned that she hired the artist who designed a unique fountain called The Rainmaker, which is located at the intersection of North Palm Canyon Drive and Alejo Road, a couple of blocks north of Diane’s benches.

OK, OK, I know you Champs are wondering, was there a relationship connection with Diane? No, but Diane and I became friends; she’s already in a relationship. However, It was the experience of meeting an interesting new person that was so enriching.

One thing that made me chuckle about senior online dating hair color. I’ve usually dated brunettes. And then I realized that the women aged 65+ on Match.com and Zoosk are almost all blondes. I’m guessing that blonde hair more easily covers the gray hair most of us have as we age. Some, of course, show their true gray hair. I might want to take a lesson from them regarding my ultra-white hair. At 80+, it is what it is.

Another thing that brings a smile is the unique name some women post to their profile on the front page. Here are a few examples:

BabyGrand – Why? She owns and plays a Baby Grand piano.

AlwaysBhappySim – She claims to be the world’s best parallel car parker.

CheerfullyTough – I guess her name means don’t mess with her.

Aaliwood,71 – Perhaps she spends her off season in Hollywood.

BJZ,76 – Anyone’s guess.

Papillion, 73–Is she seeking Steve McQueen or Dustin Hoffman from the Papillon movie?

TuscanyDawn – She must love Italy, at least in the morning.

Carpe diem, 73 – She must like seizing the day.

Part 3 – Champ Jane decides to begin online dating after 15 years

Champ Jane emailed this week, “Thank you for your newsletter. I have been reading it for a long time. I even came to one of your singles nights at Tutor and Spunky’s Deli in Dana Point many years ago. I now live in Eugene, Oregon.

“I have not done any online dating for at least 15 years. But I’m ready to put that toe in the water again. So, I have really enjoyed the current online-dating thread in your eNewsletter. Tips and all.

“I find it very odd when women say they will only date a man taller than them. My sister has been married to one of my favorite men in the entire world for 50 years. They have an incredibly wonderful relationship. He is at least two inches shorter than her. How much they would have both missed if something like height had kept them from that initial date.

Height-wise, I am 5’8”. I have dated two men who were shorter than I am. Truthfully, it kind of turns me on when a shorter man flirts with me. It makes me think he has a healthy self-image.

“I am in Southern California and will be back in Oregon at the end of May. That is when I will post my profile.

Tom’s question: “Jane, What made you decide to put your toe into the dating water again after 15 years?”

Jane replied: “I had two short-term relationships with two very nice men, but the connection wasn’t there. Plus, I have dated a bit here and there. Then there was Covid.

“And then on Labor Day, 2020, my house and all my possessions perished in a fire. That was sobering.

“I purchased a home that needed a lot of work. Much more than I thought. That was also sobering.

“I am trying to make a new life in Eugene. I do love the thought of a companion. But the difference is that now I feel worthy of a relationship. I feel that I have a lot to give. However, it must be the right person. What that means is someone I’m attracted to; someone I can laugh with. Someone caring and kind.

“Meanwhile, I’m doing some art, taking classes, and getting my dancing shoes out of the closet (now that venues are open to dance again). I’m trying to get out in nature, and I am enjoying my life.

“I now don’t feel at all desperate. I have a very full life. If I find that certain someone, it will be the icing on the cake. So, here is to living life at its fullest and remaining grateful for my blessings.”

Thanks, Champs. It would be rewarding to hear why other Champs have also decided to resume senior online dating. Fill us in.

Senior Dating Chemistry

On Life and Love after 50 eNewsletter – April 7, 2023

by Senior Dating Columnist Tom Blake

Slack-jawed with dismay and amazement over senior sex and chemistry

Admitted right up front. The picture is of a couple who aren’t seniors yet. Greta and I met them at the Grand Prix de Monaco. They were a couple of love birds, but not senior love birds. They were from two different foreign countries.

An open discussion about senior dating chemistry

Many Champs aired their opinions after reading last week’s “Senior Dating Follies” eNewsletter. Quickly, it became obvious to me that you’d enjoy hearing what some Champs had to say, and my responses to them. Don’t let your jaw drop. Here we go:

Janet, “Your humor really helps. I am afraid of online sites but, just staying home isn’t getting me anywhere.”

Tom, Yes, Janet, sitting at home won’t get the searching-for-a-mate job done. Social interaction is a must. Getting out with friends, volunteering, or other things can improve one’s chances of meeting a potential mate. Online sites are fraught with scammers and other issues, but they still can help, once you learn the ropes and what the potholes look like.

An anonymous (by request) woman Champ, “I’m dating and still looking for someone with whom to have a senior physical relationship, or senior sex if you will, as well as friendship and companionship. The two men I’m dating are not physically attractive to me. They are intellectually stimulating, and both are gentlemen. So, I’m still open to finding a gentleman with whom I’d also have a senior sex physical connection, but it won’t be either of them.”

Tom’s comment: “This importance of senior chemistry topics keeps surfacing among our Champs. For some women, senior physical attraction is not near the top of their qualities-wanted list. For others, senior sex ranked higher.

In my brief time sampling online dating, I’m surprised by the number of women who state on their profiles that they are warm, affectionate, passionate, and ready for love. But, then they insist on being just friends first, for weeks or even months before intimacy. At our age, what guy is going to wait around for months? Some thumbnail photos on the front page of women’s profiles reveal very sexy photos showing nice bodies and deep cleavage. And yet, they get upset when a man comments about the picture.

And, what happens if the senior intimacy isn’t good between them? Do they both move on, having invested lots of precious time waiting?

I know how I’m built. I like the warmth of a senior hug, the chemicals released in the brain from a kiss, and the electricity of holding hands. Most of the older single guys I know feel the same way.

But, let me be perfectly clear here. If a woman insists on waiting, the guy should honor her wishes and not pressure her or make her feel uncomfortable. He must be willing to wait, so in effect, the ball is in her court. If he doesn’t want to wait that long, he must be prepared to move on.

An online website called Healthline has this to say about kissing: “The rush of oxytocin released when you kiss causes feelings of affection and attachment. Kissing your partner can improve relationship satisfaction and be especially important in long-term relationships.” (link to the Healthline website is below). Senior kissing is healthy.

Carolyn, “I agreed to a meetup with a gentleman from Match.com. We planned to meet outside a lovely restaurant. He explained during dinner that he always asks potential dates to wait outside so he can see how they look in person. He said that if they don’t look like their photos, he simply drives away and ghosts them. I find this to be most cruel.

“Oh, he did say I looked rather beautiful and passed his inspection. However, I didn’t go out with him again.

“Continue living your very best life, Tom. You always inspire us to do just that!”

Tom’s comment, “A guy who does that is a total jerk. Selfish, mean, cruel, inconsiderate, and egotistical. Carolyn, you did the right thing by not going out with him again.”

Barbara, “My husband entered the hospital two years ago and died last July. A couple of months after his passing, I was texting with a gentleman who lives in the same apartment building as I do. Before I agreed to meet him, I talked with my deceased husband’s daughter. I told her what was going on and asked for her approval.

“She said, ‘Dad has been gone from your home for two years. You’re not that young, and I’m sure Dad wouldn’t want you to be alone. I give you, my blessing. I hope things work out,’ and she gave me a hug and a kiss and told me she loved me. Such relief, I felt, not having to worry anymore.

“My husband was 84 when he died. I am now 75. Good luck to you, Tom.”

Christine Baumgartner, a Champ, and a highly respected dating and relationship coach emailed, “Regarding Dyana’s comment about chemistry last week, physical attraction is the ‘natural first’ for men. If they aren’t physically attracted, the relationship probably won’t grow.

“This can be very different for women. If they’re not physically attracted initially, and instead, really like how he thinks and makes them feel, how he acts towards her and others, and has morals, then the physical can develop. This is what happened between my late husband Tony and me.

“Conversely, if a woman feels a lot of physical attraction in the beginning with a man she’ll often not ask the important questions about ‘who he is as a person’ and ignore many potential/real red flags. As you know I agree with your suggestion to her about creating a list of the traits that are important to her.”

Tom’s two cents: Christine is correct. If a man or woman has senior physical attraction atop their list of wants, that doesn’t mean senior sex is the first thing they do. It’s simply near the top of their needs, and will likely become a recurring event after some time has passed being together. Christine can be reached at

Christine@theperfectcatch.com.

Her website is: www.ThePerfectCatch.com

Champ Althea thinks differently about chemistry. She said, “Physical attraction is number one on my list. Unless you plan on having only a friendship with a man—a brother-sister type of relationship, being attracted to them/feeling the desire to kiss and have sex with them is very important. I don’t think senior physical attraction grows with time. It’s either there at the beginning or not. You can grow to love the person, but ‘being in love’ is a whole ‘nother’ ball game.”

John was vehement: “Last week’s eNewsletter left me slack-jawed with dismay and amazement. Why? Senior sex and chemistry are bullshit. There I said it. Women learn it’s crucial from romance novels. Did you know that long term, people in marriages that were arranged by their parents when the people were children have the same level of marital happiness as people who married for love and chemistry?”

Tom’s response: Gee, John, I’m curious to know where you learned the above fact. It must have been from a survey or research project. I don’t think anyone in our group has ever said that because there is initial chemistry between two people, that chemistry would guarantee long-term relationship happiness. So many other factors such as communication, trust, honesty, living arrangement (together or in separate homes), and respect come into play over the ensuing years that will affect the success or demise of a relationship.

Senior sex and intimacy and/or senior chemistry and affection, in my opinion, sure can launch a couple off on the right foot. And I don’t think that’s b.s., I think it’s a magical and tingling initial feeling. People still need to work on the relationship as the years pass to keep things fresh and on the right track.

Happy Easter, Champs. May you all have a wonderful holiday. Give a senior hug to your favorite Easter bunny.

https://www.healthline.com/health/benefits-of-kissing#happy-hormones