Widower Dating – Responses to Widower Seeks Clarity

On Life and Love after 50 eNewsletter 

December 16, 2022

By Columnist Tom Blake 
Widower gets advice from Champs 

In last week’s eNewsletter, Ben, a widower of two years, described his relationship with Abby, one of his deceased wife’s best friends, who lives nearly 3,000 miles from him. After a five-day vacation together, on the West Coast, Abby was going to move cross country to live with Ben but changed her mind after pondering it for a few weeks.

Ben has intense feelings for her and wonders why he feels so strongly. Abby says she might move in with him after August 2023.

I asked for your opinions, and wow oh wow, you came through like Champs—23 responses are included below. Champ Larry’s comment inspired the link to a 1953 oldies song at the end of today’s column. 

Mary Lou, “All I get from this saga is relief that it’s them and not me. Also, is ‘radical honesty’ different from the truth?

“I think Ben needs to move on. I see only trouble ahead. It must be hard to be widowed after 29 years of marriage. Perhaps not enough time has passed since his wife’s death. Before either person moves, get one-on-one counseling.”

Belinda, “What disturbed me in this scenario is when Ben said he’s no longer sending any sort of ‘emotion’ in his texts to Abby, rather, he’s sending information about his day. That’s no way to keep a long-distance relationship going, especially with a woman he says he cares for so deeply. 

“As for the moving thing, Ben and Abby are entitled to their happiness and that means that adult children can either deal with it or launch their own lives elsewhere. At this age, we are way past living for our children’s needs. He’s 62. Time for his own life and pleasure. 

“His mother has her own self-contained place. His children are grown. The 17-year-old is grown and may be leaving for college in a few months.  

“The older children should already be established in their lives and no longer living off dad. “If Abby feels she is in love with Ben, they will communicate their individual desires and hopes for the future and come up with a plan that will work for them. 

“Love at this age is tough to find and we need to cherish it when we are lucky enough to have it. 

“Children grow up and leave. Ben could live another 20-plus years. Being alone because of more sacrifice for what makes children comfortable at this age is folly. I would actively move them out and move Abby in, make a commitment, and live in happiness.” 

 Nigelle, “Ben is doing the sensible thing by ‘throttling back’ the emotional texting. I don’t feel he loves Abby; I sense he ‘needs’ her, and that can be a powerful factor that clouds the matter.” 

S (a woman), “Ben’s only been widowed two years. He’s not yet through the grieving process. Abby was handy and convenient albeit too soon. Ben did not have the opportunity to explore other options. Abby had a change of heart. In order to preserve the friendship, and that’s what it is, back away slowly.”

 Carolyn, “This is what can happen with kids in the senior dating mix. Too many red flags. Her daughter threw a monkey wrench into the plans for Abby to move into Ben’s home. Daughters don’t want their moms to move away from them.

“Also, Ben has his mom and one of his sons living with him. Time for Ben to move on.” 

Patty, “I lost my husband of 47 years in July. I think Abby thought about giving up her space to live with him, his kids, and his mother—the trade-off didn’t equal up. Every woman misses the intimacy, tenderness, and true friendship of a partner, but the process of breaking in someone new is daunting. Abby isn’t his true match.” 

Kim, “It seems like it was too much too soon. We all know how ‘heady’ love is at first and maybe we perceive things differently at that time. Ben and Abby have a lot on their plates but found a convenient love opportunity.

“They should step back for a minute and take that ‘soulmate’ stuff out of the equation. Familiarity is an easy way to slip into a bad relationship. Like best friends that take the plunge and then regret sets in because they miss the ease of friendship.” 

Colleen, “Maybe Abby feels bad about her private communicating with Ben prior to Ruth’s passing and now doesn’t feel right moving into her best friend’s home.” 

Alicia, “I think Ben and Abby already knew in their minds that they wanted something romantic and intimate to transpire during their vacation together. Otherwise, why even mention celibacy? Abby probably concluded that they needed to proceed at a slower pace. She likely wants them both to be more certain about the authenticity of their mutual love. If it’s meant to be, it will be. 

“The intensity of his love for Abby? I believe our hearts can hold love for someone else on different levels and that is okay. It does not diminish his love for his wife, nor does it diminish his love for Abby. If they both can accept this, they can make it happen.

“The children will be a part of their lives forever, so it’s appropriate to consider how they feel, and give them time to digest it, and after some time, Ben and Abby will decide if living together is a good idea or not.”

Four men speak up 

Carmelo, “Jump in; take a chance. What’s to lose?” 



Wayne, “Way too many red flags with this Ben and Abby senior dating situation.” 

Larry, “Vaya Con Dios, my darling.” (link to the song below) 

Dave, “My story is included in your How 50 Couples Found Love After 50 book. It’s Chapter 32 (Dave and Franny) and called A Lifetime in Seven Years. For Ben, I quote words of advice from that chapter:

‘Eventually, it dawned on me. What I had to do was accept who and what I was. I needed to like myself, actually love myself before I could love another unconditionally. I needed to prepare myself for the dawn of my new life.

“When I would meet that one special lady who was destined to be my unconditional partner.’ 

Dave continued, “No one has the questions Ben should be asking. Only Ben knows what is within himself. His questions will come from and be generated by his honesty with and about himself; understanding who and what is really his, and where he is now, today, not yesterday.” 

Tom’s comment: Dave’s Chapter 32 is one of the most sincere, heart-wrenching chapters in the entire “How 50 Couples Found Love after 50” book. He inked those quoted words 13 years ago. 

Althea, “Abby got caught up in the heat of the five days together, thinking Ben was her soul mate. When she got back home, she had time alone to think; she got cold feet and saw what she would have to give up by moving 3,000 miles away to live with Ben.

“Later, in a text, she said ‘maybe’ she’d move to his place in nine months. That’s pretty iffy. They should spend a LOT more time thinking it through and spend more time together on both coasts to see what develops after the rush of emotions settles down.” 

Margaret, “Too many red flags. Often bad choices are made when a person is senior grieving. Ben should spend more time thinking of the long-term consequences of moving Abby cross country. If things don’t work out for them, it could be disastrous for both of them.”

Thyrza, “Both should cool off and let clearer heads prevail. Both have red flags.” 

Kaitte, “Lots of excuses and red flags. Ben’s household is too crowded with his family. They both should let it go. They can revisit at a later date if and when situations change.” 

Robbie, “Ben doesn’t want to be single. Amy has come along at the right time, even though they’ve known each other for years. I wish them the best.”

Bonnie, “I don’t think she was trying to jilt Ben. She suddenly had life events that needed her attention. We all can get caught up in new love and then life happens. Abby is the one relocating. That is a big deal. Especially when they will share a home with Ben’s elderly mom and son. Perhaps best to plan visits every five or six weeks back and forth. 

“I think Abby is sincere. It just may take some adjustments along the way. The only factor that may alter Abby’s decision may be her daughter. That’s a big one.” 

Jeanne, “Way too complicated of a relationship. Adios.” 

Francine, “Ben has not explored any relationship other than Abby. I think he should date again and if in six months he still has feelings for Abby then he should pursue her. Abby also has to figure things out.” 

Kathy, “They should both stay where they are. Abby living with his mom and son will never work as everyone needs their own space. They should keep up the texts and calls and rendezvous every three months in different places—e.g., a hotel in Vegas, a condo in Cancun, and a cabin in Colorado.” 

Deanne, “I am a widow; I understand what Ben is going through. He is looking for the quick and easy with little work or he’s avoiding the uneasiness of starting a new relationship with someone else. Ben could put himself in a worse spot if he doesn’t take his foot off the gas pedal.

Vaya Con Dios song (1953) by Les Paul and Mary Ford

 Link to Vaya Con Dios with Les Paul and Mary Ford

Widower seeks clarity

Tom first published this eBook in 2010 on the Smashwords.com website. Has the dating scene changed for widowed people since then? Yes and no. Today’s story shows that it still can be a Mine Field and not a Gold Mine.
On Life and Love after 50 eNewsletter December 9, 2022
A Widower Seeks Clarity By Columnist Tom Blake 

Tom’s note: All names have been changed and grammar adjusted

 A widower seeks clarity 

An email arrived last week: “My name is Ben and I’m reaching out to you after recently visiting your website.”

Ben wrote, “I’m 62 and became widowed unexpectantly in October 2020, when my wife, Ruth, died from a heart attack.

“We were married 29 years and have three children. Our children are 17 (living with me), 21 (away at university), and, 25 (living with me since Ruth died). I also have my 89-year-old mother living at my home in a self-contained apartment. My son is going to be moving out by spring 2023.  

“Ruth’s closest friend was Abby. They have been friends since college, for 37 years. Abby and I became friends because of her friendship with Ruth. I know both of Abby‘s ex-husbands and her two children from her first marriage. Abby has not been in a relationship for five years.

“Before either of us had married, Abby and I had a little one-time fling while drinking too much at a party. She lives on the West Coast; I live in the eastern part of the country.

Flash forward to June 2022

Ben continued, “I felt a need to get away this summer and just have some me time after dealing with and managing grief for myself and for my children and managing my business. Abby and I have been in communication through the years and more so after Ruth’s passing.

“I texted Abby, mentioning that I was taking a five-day vacation to the West Coast, and asked her to join me. I mentioned that I thought it would be fun. She replied immediately and agreed. She reminded me that she had been celibate for five years. I mentioned that I was glad she told me and that I just wanted her company. I confirmed I would be a total gentleman. 

“I went in mid-July. During the trip, we were getting closer and closer and finding out things about each other. Plus, we were having an emotional time together reminiscing about Ruth.  

“At the end of the five days, Abby wound up flying back home with me to visit longer and to visit her sister who lives two hours away from me. Abby told me numerous times that we were soulmates, and that I was the teammate she had been looking for. We talked in radical honesty.  

“During that period, we shared deep and pleasant conversations regarding our feelings for each other. We were planning to move her into my home in the east and were working on the renovation plan for the new bedroom, planning on buying a new bed, dishes, etc. Then, she unexpectedly lost the lease on her apartment out west.  

“In early November, she made a decision that everything was going way too fast, and she wanted to slow it down. Her life was in turmoil because she had no home and her daughter who lives near her was needing her and the timing was just not good for us. She is incredibly busy growing her internet-based consulting business. Abby needed to get her own apartment. All of her belongings, car, etc., were out west; it was just too much in her head.

“Abby signed a short-term lease on a new apartment. She mentioned in a text that her plan may be to pack up everything in August and drive to my place.  

“We still text most days, but I am giving her space and not texting as often. Also, I am leaving the emotion of how I feel out of the texts. I am showing her that I am thinking about her every day by virtue of the texts. They are shorter and about what I did that day or a photo of what I am having for dinner, kids’ birthdays, etc. 

“Although my kids have known Abby all their lives, I understand they are probably not ready for this. But I do feel that I am in love with Abby. I’ve been in love in the past, obviously with Ruth and I am not meaning to compare, but it’s a different feeling of love and intensity than with Ruth. I haven’t felt like dating. I am not on dating sites and have turned down advances from other women.   

“All this emotion came on quickly at least when compared to anything from the past and with Abby also saying the same thing. What I’m trying to figure out is how much the prior 37-year friendship with Abby has to do with me having such intense–in a great way–emotions for her versus some sort of comfort that I’m seeking because of the death of Ruth?”

Tom’s nine thoughts on Ben’s saga

Champs, I’d like your opinions on this saga. Here are nine thoughts from me that come to mind:

1. Why did Abby have a sudden change of heart and drop the bomb on Ben out of the blue? Didn’t she consider his feelings? What triggered her action?
That’s not how one treats a soulmate.

2. Did Abby give up her celibacy? I’m guessing she did. Perhaps she regrets that.

3. Is this long-distance relationship possible? A distance of 3,000 miles isn’t simply the next town over.

4. In August 2023, will Abby move in with Ben? He will still have one son and his mother living in the house. Egad, would that work? He says his kids might not be ready for Abby to move in. Is Ben willing to wait eight months? Does he realize that Abby might change her mind and decide to not move to be with Ben? If so, he’s wasted those eight months waiting for more disappointment.

5. What about Abby’s daughter? Is Abby willing to leave her on the West Coast?

6. What the hell does ‘radical honesty’ mean?

7. What happens if Abby meets someone before August? Or Ben meets someone?

8. Ben asks in the final paragraph why he has such intense feelings for Abby. I don’t think it matters why. That’s what love is. However, love can be blind and cloud clear thinking.

9. At least Ben throttled back on the texting. Should he just have said, ‘Adios?’ instead?

I’m all ears. Let me know your thoughts.

Has senior dating changed in 17 years?

            Has senior dating changed in 17 years?

On March 10, 2018, a rainy Saturday morning in Dana Point, California, I decided to go through some old files in my office. I am trying to determine whether to pursue a writing project I’ve pondered for three years, since I sold Tutor and Spunky’s, my Dana Point deli, and retired. More than three years later, the deli is still operating nicely, under the direction of the owner Jim, and his brother Shaun. Four of my long-term employees are still there.

I kept rough notes during the 25 years of operating the deli, and I’ve considered writing a history of Tutor and Spunky’s, tied in with the events that happened in South Orange County, California, and things that happened to me personally, during that time frame. To organize my material, I put each year, 1988 to 2015, into a separate folder.

When I reviewed the 2000 folder, I came across a letter dated December 20 of that year. The letter isn’t deli-related; it’s senior dating and relationship related.

In 2000, I was a columnist for The Orange County Register, writing a column called “Single Again.” The letter I found was written by a widower named Lawrence. As I read it, I started thinking that things may not have changed much in senior dating in 17 years. I share Lawrence’s letter of December 20, 2000, with you today, in March, 2018.

Lawrence wrote: “Dear Mr. Blake: A few comments from a man. Thank you for your interesting column.

“I am 75-years-young, lost my wife just over a year ago after 49 years of a happy marriage. In your recent column, one lady you quoted complained that men are focused on their dead wives. Of course, we can be, after 49 years, she was my soulmate, sweetheart, friend, lover, and an earth angel. A kind, wonderful, compassionate soul whom I miss very much.

“She told me before she passed away not to mope and grieve over her (easier said than done). I was never one to go to doctors, but I went three times in seven months this year. Through grieving, I just kept getting sick.

“She also told me to find a nice, compatible lady and maybe remarry to enjoy my last years and to not feel guilty about it.

“In the past months, I’ve been to senior centers and met many ladies and have found, to my chagrin, alack and alas, all the ones I’ve been attracted to are married – it seems all the senior nice girls are happily married – that’s why they are so nice. The unattached ones seem to have chips on their shoulders, or other emotional problems.

“Widower dating isn’t easy.”

Widower dating cover

Link to Tom’s ebook: Widower Dating. Gold Mine or Mine Field?

“Talking with other men, I found the men complain that there are not too many good, unattached ladies out there, that they either smoke, drink, lie a lot, a few are on drugs, and I have come to the conclusion—after hearing a lot of horror stories—that the only way to go is to find (if I can and it’s not easy) a compatible lady who is in the same situation as me, who lost a good hubby after many years of a happy marriage, and is looking for a good reliable man.

“Are there any such ladies out there? I’m ready to get acquainted. The legal beagles strongly advise, in such situations, if homes are paid for, pre-marriage agreements are a must, to protect family and grandchildren, and if one partner demurs and says no—don’t walk away–run!

“Any comments?”

                                  Tom’s take

I wondered what happened to him. The letter listed his address and phone number. I entered that information online and the results indicated he was still at the same location, same phone number, and is now 92. I called the number.

A woman, who sounded to be much younger than 92, answered the phone. It could have been his daughter. I explained that I am a newspaper columnist in Orange County, that I had a letter he had written in 2000, and asked if Lawrence was still doing okay and if he had met a compatible woman. She said, “Lawrence never remarried. He’s hard of hearing. Do you want to talk to him?”

I could hear her in the background trying to explain to him that I was a newspaper columnist in Orange County. I could tell he was confused.

Lawrence got on the phone. He explained he couldn’t hear very well so I tried to talk loud and slowly. There was static on the line; perhaps, caused by his hearing aid. He asked if I could write him a letter instead, which I did. Mailed it last Saturday.

I will let you know if I hear anything back.

I’m curious. Do widowers, or widows, in 2018, feel the same way about single members of the opposite sex, as Lawrence did in 2000?

Update, March 31, 2018: I did not get a letter back from Lawrence, so I guess I will not know how things worked out for him.