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Widower: What If He’s Not Ready To Date?

If you are a 60-plus widow and you’re ready to start dating, I urge you to seek out widowed men. Divorced men are too often burdened with the heavy baggage of bitterness and regret.

Widowers, on the other hand, have memories that are mostly uplifting. A widower’s past experience as someone’s soul mate compliments your own. Your history, like his, pays tribute to the comfort of companionship.

That being said, it’s important to note that for some widowers, the loss of a wife is so overwhelming that the act of searching for someone new is incomprehensible. And of those widowers who think they are ready for a new partner, many are not ready at all. Here are some signs to look for.


I once met a man for a first-date coffee and in less than two minutes a wallet photo of his wife appeared on the table between us. His opening remark was not, “it’s nice that we could get together,” or even a jaunty “wow, you look really nice,” but “my wife was the center of my world, and I’m having a hard time getting over her death.” I know this sounds insensitive, but I hadn’t crossed town in terrible traffic to meet someone who needed immediate and extensive counseling. I listened to about a half-hour of grieving and reminiscence before politely suggesting that he wasn’t quite ready for dating. He agreed. We shook hands and went our seperate ways.


A widower understandably wants to spend time with his offspring, the people who most profoundly share his sense of loss. Most of the time this is healthy, but when his kids and their families perceive that constant visits with grandpa are a must to keep his mental anguish at bay, there may be no room for you in the equation. All of us cherish our bonds with our children, but you want a man who also enjoys theater, travel, sports, reading, gardening – or other things that are achieved apart and away from family ties.  Today’s young families, pressured by overlapping career, school, and social demands, have little time to succor their aging parents on more than a part time basis. The likelihood is that too much dependency will lead to frustration and resentment, which could actually be a good thing if he can see what’s happening and accept the wisdom of moving on.


I hope you aren’t looking for a man who’ll pay for all things all the time. At our age, we should have a nest egg, and sharing expenses is the right thing to do. But we’re women, after all; we crave some romance. Not for you is the man who never picks up a restaurant tab, who buys his own groceries and theater tickets, who can’t spring for two iced coffees on a hot summer day. This can be a function of guilt – the unseemliness of spending on you what was meant to be spent on her (“All this money was for our dream home in Fort Lauderdale,” he may be saying). Money management is difficult enough at our age, and making drama of each purchase is unpleasant. If he too rigidly keeps expenditures even, it will be only a matter of time before the 50-50 balance will unbalance you.


Two people who have come to care for each other will want to have sex, but guilt can impede desire. The first sexual encounter after losing his wife can be a disaster if a man can’t achieve an erection. This can happen even when his brain says yes, his sexual equipment is in working order, and he feels strongly attracted to his partner. If this is a temporary condition, as it usually is, your patience and understanding will eventually pay off. If he cannot function in the long term, he’s probably not ready for a serious relationship. Let him go and make a note to call him in a few months. He won’t call you – he’s too embarrassed.


While you’re working hard to keep her out of the equation, he’s admiring your preference for the things she too loved – belted jeans, La Traviata, leather throw pillows, tossed salad with lemon dressing. Without telling you why — and maybe not knowing why himself — he’s even gifted you with a bottle of Shalimar, her signature scent.

It’s hard to accept that you’re valued not for yourself but for mirroring someone else’s characteristics, be they generosity, frugality, nurturing, stylishness, or effervescence. And the flip side, in which he compares you unfavorably (“my wife would never have done that”), is worse. Once invidious comparison begins it will never stop. If an honest look inward suggests that you’re being required to turn into her avatar, you may want to have a heart-to-heart about whether such a relationship is what either of you really wants.

If a widow and a widower want to build a successful relationship, both parties must be willing to let go many of the habits and expectations that sustained them in the past and be open to those that may provide new delight in the future.

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'Widower: What If He’s Not Ready To Date?' have 89 comments

  1. December 21, 2017 @ 8:35 am Sienna

    Always good to hear from you. Thanks for keeping in touch. And DO keep us informed!

  2. December 17, 2017 @ 9:43 am Tracy

    Hi Sienna Thank you for the quick reply. I love your advice it is so down too earth and not drama filled as I have read in other articles. Basically you are saying I should leave sleeping dogs lie? Accept what he has to offer me right now. I am happy with him and he is very good to me. I will accept him as he is. . Thank you again I will keep you updated. Tracy

  3. December 17, 2017 @ 8:42 am Sienna

    Hi Tracy — Welcome back. Thanks for keeping in touch. You are in a much better place than you were in April! This man clearly values your warmth and companionship, and your relationship with his sisters and children seems solid. It’s significant that his son felt open enough to tell you about his mother’s comment; her concern, expressed while dying, must weigh heavily on the whole family, despite the affection felt for you. As to what affection is, perceptions differ widely. Your man may THINK he IS being affectionate. It may be that he is withholding nothing, that this level of affection is the limit of what he has to give. If that’s the case, asking for more affection will be perplexing. He will be thinking, “but I AM affectionate.” He is generous in other ways, and he needs your company. This may be all you can expect in the short term. And compared to the alternative – loneliness and rejection – it’s a gift, and can even be felt as a kind of commitment.

  4. December 16, 2017 @ 3:09 pm Tracy

    Hi Sienna: I wrote to you in April about a CoWorker of mine who had invited me to his place for dinner but would not call it a date. He has since retired. Well time has moved on . I am now divorced. We have been seeing each other once a week or so since then. In June he asked me to dinner at his house again, that night he said he wasn’t looking for remarriage but he wanted a companion. Someone to go out with,dinners,show,and travel with. I agreed ,I said I was not looking for remarriage as my divorce was not final at that time. We have since had a great time,as I said earlier we see each other once a week or so. We have done dinners,County Fairs,Boat Cruises,Weddings,Funerals, Christmas shopping,babysitting his grandson,and so on.He even asked me to go to Florida with him.It has been delayed due to his sister having cancer and she just recently died. He buys me gifts and tells me to be careful and call when I leave him to make sure I got home .He seems to care for me.I have met his sisters and he told me that they really like me which is funny because they usually don’t like anyone. I have met his children,they like me and have told me how happy I have made their dad,to please keep doing whatever I am doing they haven’t seen him this happy since before mom died. I told them I adore their dad but sometimes he seems a little hesitant and I don’t want to push things. His son said his mom told his dad that she knew he would go out and get someone younger and prettier than her and she didn’t want him too. She was several years older than he.He said this really bothers his dad but he is trying to work past this. Here comes the problem we have not even held hands,he hugged me one time. I don’t want marriage or even to live together I am happy him living there me having my own place. What I do want is affection from him and to spend maybe a little more time with him. Is it because of what his wife said ? How do I get a little more affection from him? How do I talk to him about this and what do I say? All the advice I read says to back away, ignore him make him come to me. I did not contact him for the past nine days and lo and behold he did call me the other night concerned about where I have been. Is this advice wrong it just seems to me it is for a person who wants more of a commitment from someone.Thank you again Sienna sorry for long rant.

  5. September 24, 2017 @ 2:42 pm Sienna

    Mira — I am in your corner (see my “How Old Is Too Old?” post on this blog Even so, I admit to a gut feeling that a 45 year age gap is challenging. Certainly at 80 many men are strong sexually, but at 90 (you will be 45) there will be difficulties. Even if this isn’t a problem for you, it will be for him – pride in sexual power is a foundation of the male psyche, and it starts when they are about 11 years old. In the meantime, I wish you both love and happiness. Just a suggestion: don’t dwell on the inevitability of his death. Eighty is the new 60.

  6. September 24, 2017 @ 10:17 am Mira

    I am 35 and he is 80. Crazy right? We’ve been together for 2.5 years. I am the one who pursued him. One day I saw him at work and that’s it. I thought he was so sexy and handsome. I thought he was in his 60’s because he looks younger than his age. He looks like 65 and he loves to feel younger and takes good care of himself. First time I saw him, I didn’t think of his age. I saw an interesting man. He is kind and generous. It was very hard in the beginning. People put all kinds of things in his head. First time we went out, I invited him to have a cup of coffee. I told him “if we continue going out, it’s 50/50, I will pay for my own stuff.” I wanted him to know that I was not looking for anyone to pay my bills or solve my problems. I just wanted him. That made him feel a little bit more comfortable with me. He is a widower. In the beginning all he talked about was his wife. He went to the cemetery every week. He told me he didn’t want to marry anymore because he promised his 2 sons that he wouldn’t. It was painful for me. But then I didn’t give up because I was so in love with him. I cooked for him, I helped him, I took him to places he didn’t know. I showed him a new world.
    Yesterday he told me while he has respect for his dead wife memory, he is with me, I’m the woman he loves and he wants to marry me because he said he is happy with me. I was surprised but he’s been showing signs that he wants more. I know one day he will have to leave me and it breaks my heart and I wish he was younger so we could live longer together because we have affinities, he is so adorable , funny, sexy, kind. I told him if one day we can’t be together romantically due to his advanced age, I will be around and take care of him because we are more than lovers, we are friends. Friendship is the basis of our relationship and I can tell you all for sure, I’ve had a few relationships in the past, I’m divorcing, and this one is the most meaningful. This 80 years old man is the love of my life and I knew it first time I saw him. As for sex, it’s also the best sex. He wants sex all the time, he doesn’t take any pill, he does accunpuncture and it works for him. Plus he is very active and passionate.
    That’s my story. We are making plans to live together and travel the world.

  7. August 9, 2017 @ 1:04 pm Sienna

    Lauren — If you must, write a very short note to acknowledge his sadness on the date of her death (“I know this is a difficult day for you and I am thinking of you with affection and sympathy.”). A card on his birthday — no message, just Love, Lauren. A Christmas card is fine, same no-message plus signature. Father’s Day? He’s not your father — NO. Her birthday? NO. The point is to make understood that you have withdrawn from active pursuit of his affection and commitment.

  8. August 6, 2017 @ 6:27 am Lauren

    Just a question please Sienna – you told me to completely separate myself from my widower. Does this include not acknowledging the third anniversary of his wife’s death next Saturday? The reason I ask is that so many of the articles you read talk about how friends are there for the first year or so and then go back to their own lives and leave the bereaved person to face all these milestones on his/her own. I didn’t want to be the kind of person to do that, but in my situation is it advisable? He knows I am well aware of all the dates that mean anything to him. In the next few months we have Fathers Day, her birthday, his birthday and Christmas. Should I forget/fail to acknowledge ALL of these if that’s what it takes?

  9. July 19, 2017 @ 10:30 am Sienna

    Lauren, I dearly hope this works out for you. Do keep me informed!

  10. July 19, 2017 @ 6:02 am Lauren

    Wow Sienna – I didn’t expect you to say that but I know deep down you’re right. I can’t offer any more and, as one of his sons said, the ball is in his court now. I guess I’ll have to try it as nothing else has worked and it’s been 3 years now. Will keep you updated if things change.

  11. July 18, 2017 @ 12:16 pm Sienna

    Lauren, after all our correspondence, I’ve become fond of you by proxy. Assuming the role of a friend now, I really want to say: Live in hope, but do it in silence. Do it by being completely separated from him. Deprive him of your attention and loving concern. This man is stuck in the status quo; it works well for him. He will never make a forward move until you withdraw and force him to wonder what has happened to his source of affection and comfort and solace.

  12. July 13, 2017 @ 7:38 am Lauren

    You’re absolutely right Sienna, I know that. I’ve decided to say no more about how I feel – there’s nothing more I can say anyway. As one of his sons said to me “the ball’s in his court now”. I will continue to be there for him but realise I have to go about my own life the best way I can. I was worried that telling him I had spoken to his sons would be the end for me but guess what – I just put the phone down from an hour long conversation with him and he didn’t even mention it! I will continue to live in hope.

  13. July 12, 2017 @ 12:58 pm Sienna

    Hi Lauren – I’m glad for the update, but sorry to see that not much has changed. The man you love is still using his grief – and the non-existent objections of his family and friends – to avoid committing to you. Grief can be everlasting (in degrees) but it rarely incapacitates the mourner to the extent you’ve described. Your frustration and disappointment are clearly difficult for him to handle. Things will stay this way until you become able (I know! It takes tremendous self control!) to stop expressing your longing in ways that signal he can keep you only as close as he needs to, without fear of losing you no matter what he does or doesn’t do.

  14. July 10, 2017 @ 6:43 am Lauren

    Hello again Sienna. I haven’t posted since March 2016 but I’m still hanging in there waiting for the man I love — whose wife died almost 3 years ago. For the first year there was not much contact but last year was wonderful really. Although most of our contact was by phone it was regular and, as I’ve explained before, at all hours of the night with us sometimes speaking for an hour or two. He will not be seen with me, but from time to time throughout the year he came and visited me. Because we’ve known each other for over 40 years there is a real relaxed, familiarity between us when we are together. He is, however, still very much in love with his wife and has made comments like “it’s early days yet” and “I don’t know what’s going to happen” when I have pressed him. He still visits the cemetery weekly. This year has not been good though and he has really withdrawn. I now live only about an hour’s drive from him but he is yet to visit. I have made the effort to visit him on numerous occasions but he does not like me coming to his house because it was her house. I’ve told him this doesn’t bother me – it’s only a house – but it hurts that he is not making more of an effort. He originally told me his adult sons and sisters-in-law would “shoot him” if he got together with anyone else but now he tells me he doesn’t care what anyone thinks – he’ll do whatever he wants to do. He knows I have loved him since before he married his wife in 1974 and that I will love him until the day I die. He originally said he would never be in a relationship again but now says he doesn’t know. I have become very upset at times and I recently asked him to answer 3 questions. One – do you care about me (more that your female relatives and friends, that is) and he said of course he cared about me in a totally different way. Two – if you think you’ll ever be in a relationship again and you know it WON’T be with me would you tell me now, to which he answered it would never be anyone BUT me. Three – if I want any of this to come about, what do I have to do? He said he wanted space and time to think. He rarely calls me then phones me out of the blue and talks as if nothing has happened. He has assured me there is no-one else (and I’m positive there’s not), but I’ve told him my greatest fear is that it will either be me or no-one at all – and that appears how it is at the moment.
    I have given him several opportunities to call everything off, tell me to go away, etc and tried to explain how much he has hurt me, but he said he doesn’t WANT me to go away. I decided to bite the bullet and talk to two of his sons, the sister-in-law he is very close to, and his best friend and you know what – they would all LOVE to see him with me and all said they realised I was absolutely genuine. I can’t believe how beautiful and understanding they ALL were and that they want the same thing for him as I do – happiness and peace. He has some very tough things going on in his life at the moment – one of his sisters has end-stage cancer and his best friend had been diagnosed with secondary cancer. This disease took his wife, his mother and another sister. He spends a good deal of time taking family members to medical appointments, etc and genuinely loves them all. I have tried to tell him how worried I am about him and that all I want is to try to share his load but he wants to do it all himself and says he is OK (but I know he’s not). I left his place in tears on Sunday night – he didn’t want me to come to “her” house. I told him I wouldn’t come down there if he’d only call me like he used to. I again gave him the opportunity to tell me to forget everything – but he said he didn’t want to do that. After a pretty sleepless night, I woke up yesterday and sent him a text asking him to call me, which he did straight away. I said to him “about a year ago, I asked you whether your boys would REALLY mind if you had a friend/companion and you said ‘why don’t you ask them’ – so I did and you know what? They have ABSOLUTELY no problem with it, in fact they don’t like you being alone”. I thought he might have become a bit angry or upset but he was quiet, so I said “I’ll leave it with you now. I’ve told you all I can and you now how much I love you”. I then said goodbye and put the phone down and you know what? I feel better for having put it all on the line. It really IS up to him now.

  15. May 1, 2017 @ 3:40 pm Sienna

    Tracy — There are many reasons why a man hesitates to do the obvious. Most often it is fear of inadequacy, or more simply, fear of hearing “NO”. His “this is not a date” announcement is typical of a man who doesn’t want to be turned down. He might be hesitant because you’re not yet divorced and on friendly terms with your soon-to-be ex. His son’s appearance at the end of your “non-date” might have been planned – fishing for some filial approval. Widowers have been out of the game for a while and they’re not sure they have what it takes to woo a new partner. He may be waiting for a direct signal from you – something beyond office flirtation. You might invite him to dinner at a restaurant (if your home is still being shared). And you can say, “I’d really like to think of this as a date. Would you have a problem with my thinking that way?”

  16. April 29, 2017 @ 1:37 pm Tracy

    Anyone have advice for me? I work with a man 59 years old. I am 55. He lost his wife 4 years ago from cancer. They were married 34 years. (I am in process of divorcing. Mutual, no animosity. Just time to go.) There is a strong attraction between co-worker and myself,we flirt, go out of our way to spend time at work,can spend hours just talking. He told me he wasn’t really looking for anyone else. OK we will just be friends. He invited me to his house for dinner and to show me some home improvements he had been working on. He tells me this is not a date. We had a ball he made dinner, gave me a tour of his house,we took a walk around his property, we went for a walk in a park near his house, he took me out for ice cream. He opened doors for me. We went back to his house and sat talking for several more hours. His adult son came over and he introduced us. He even mentioned about my coming over when it warms up to swim .The next day at work he was as attentive,joking and flirting as always. My question is if he is not interested why does he go all out like this? Am I reading more into this than there really is? CoWorkers say when I am not around he talks about me and asks about me? I am more than open for a relationship with him.I think he is a great person who I wish I could have met sooner. I keep coming back to what he said about not looking for anyone. I am confused. Feel like I am in High School again!!

  17. April 4, 2017 @ 7:03 am Sienna

    Connie – What a tender story! Your relationship sounds lovely, and however it evolves you should both be richer for it. When two widowed people with good marriage memories enjoy each other’s company, it is never too soon. The secret is to acknowledge, respect, and celebrate your previous loves while you slowly build a history together.

  18. April 3, 2017 @ 10:54 am Connie

    I just went to lunch and dinner with and old friend I new some 45 years ago. He too lost his wife last year. We had been friends on facebook. Was sad to hear when his wife of 43 years passed. What was truly sad my husband just had been diagnosed with lung cancer. He was very healthy and would do fine with treatments. But it do not workout that way. He died only after 6 months. My friend reached out to me which was very comforting. We seem to get along to well and I can tell by his actions he is very happy we have reunited. My question is this too soon for both of us or should we just let it be and enjoy the time we are having. I was married for 47 years and had a great marriage and too had a great marriage. But we are both very happy in this moment in time.

  19. March 12, 2017 @ 8:27 am Joyce

    Lots of good advice.

  20. March 11, 2017 @ 9:49 pm Coulson

    Good to always remember that widowers over 50 / 60 have quite a bit of baggage.

  21. February 15, 2017 @ 11:50 am Sienna

    John — Thank you so much for leaving your comment. I wish you peace, and fond memories of your wife. Now that you are ready to venture into the dating world, I thought to address your conviction that age matters. I have learned much through the years from senior people who are looking for companionship. Their tales suggest that it’s not wise to narrow your search right away to finding a permanent partner. Be open to friendly contact with women of all ages, enjoy these friendships for what they are – friendships. Chemistry will tell you if you want to move closer. Should you find compatibility with a woman 20 years your junior, for example, it would be up to you both to discuss the concerns you mention, namely, the likelihood that at some point in the future she may be left alone. Beyond that, it’s important to remember how far from predictable life is (as you have learned), and sickness and health may not follow patterns that coincide with aging.

  22. January 29, 2017 @ 8:21 pm John Earley

    Hi, Thank you so much for the invitation t o share my comments here. I read through the prior entries from others who seem to be, for the most part, in my sage group (77). I just lost my wife and the main feeling that I have concerning her is that she left peacefully in the night. We did everything together no matter whether it was something that we both enjoyed or not. As I read the previous letters, I can’t help but placing myself in their shoes because, in fact, I am in the same boat.. I don’t get out much and have been shopping on the internet for someone near to my age to get acquainted with however it has not been ver successful as most that I see are in the 40’s and 50’s group. I find it impossible to imagine myself going out with someone 20 – 30 years younger than I am. I wouldn’t dare burden anyone with the reality t hat she would have to face losing someone close because of me being older. Years past I lost a wife because of me being 15 years younger, I had a difficult time with losing her. So now, this time I was mentally prepared to accept the loss of my spouse. Now, I’d really love to meet someone near buy age to possibly build a relationship with; I am a loving and affectionate person who believes that being in love is the grandest feeling in t he world. So, whee and how do I go about meeting someone near my age who might have the same desires that I have and I have feelings compatible with her? My final thought here is that as we reach this time in our life, It is so hard to deal with the loneliness not to mention the sadness; in our case they are one and the same I think.

  23. November 28, 2016 @ 9:03 am mary claire

    I was cleaning up my computer and saw this. I think I posted in 2015. Oh, what I let the love of my life, that widower do to me. At 55, I fell in love w/a widower who went on match at 3 months, started pursuing me at 3.5 months, we went on 1st date at 4 months and told me I was the love of his life a couple months after we started dating. In the end, I don’t think it was so much the widower thing, as the sick, generations of alcoholism-type family I was trying to navigate. And I guess I wasn’t desperate enough to put up with it. We dated for a year, then took a breather, because I got soooo mad at him when he ditched me 1 weekend out of the blue to attend a friend of the family wedding (the move of a 17 yr old.). In trying to find him that day & night, I texted w/a son, & in doing so, saw the full extent of the hatred his kids had for me. Widower made ton of $ as a trader in Chicago, he’s absolutely adorable and a blast and his kids ADORE him. We took a breather, but were going to re-unite after he went on golf trips to Ireland& england but then, there was another family crisis – his youngest son (age 28 and a huge alcoholic), was in the hospital off & on for months with kidney problems, blood pressure the highest hosp ever saw, & also some resulting permanent blindness. Anyway, we started seeing each other again a few months later, but just for meals, small adventures, no intimacy (I think he would’ve felt he was betraying his kids). Really, he was just using me for companionship, and after 6 months of that, I said no more. He didn’t take much time, found a REALLY desperate woman ( his friends told me how they were a bit shocked by her – she looks kinda like the cleaning lady, seems to have no real life of her own). Anyway, I guess I opened the jar, though. He got his adult daughter’s family to move out, where he had caved when I was the girlfriend, and now the new gf’s FB page, is full exclusively of her & the W, & she’s taken up his sports – curling & golf. I’ve done SOOOOOO much work to get him out of my heart, but we are all more vulnerable late in life. He really did do a horrid, horrid thing, though. A couple months after he started dating her, he starts a whole 10 days of heavy texting to me, & not a soul who saw the texts would’ve imagined he wasn’t trying to get back together w/me – I was so foolish to have put my hand in that fire again. it sent me into a horrid place. So, sorry for this rant – your comments helped me. Obviously I have other issues which led to this lack of strength at keeping him away when he so clearly didn’t have my best interests at heart. Someone else has him now, and is desperate and doing everything she can to mold herself to be his choice. After his wife struggled w/7 years of breast cancer, his view is forget everything in the past, live each day as if its your last. I am trying. But when a woman opens her body and soul to a man, its different than when a man does it. It just is. So its going to take me more time. I also read that men in their older years, just want simple – they won’t make the accommodations for women that younger men did. I’m accustomed to being treated very well. Anyway, I wish you all the best!!!!!

  24. October 2, 2016 @ 9:41 am Char

    Hi, I emailed you on Sept 24th thank you for your response. My widower friend who isn’t sure, if he wants to continue our relationship is taking me to the airport on Monday and picking me up a week later.
    After much thought I called him yesterday, (I know the no contact rule) but at our ages and circumstances I decided what do I have to lose now. I had bought a small token to give to him for inviting me to his place for the summer and the ride back home and wanted to give it to him. I asked if I could bring it over, he said “sure!”
    He invited me in, gave me a big hug & kiss. We sat down and talked for almost 2 hours to catch up on the last two weeks. Eventually I brought up our problem and what happened. He said I lied to him about a few things (which I didn’t) etc. All trival to me but I guess to him big issues. I have been fighting a hip issue since April. At first I thought it was minor but after several months of shots etc finding out the other day I will need a hip replacement. How did this happen? I am too active.
    I guess I was hoping this would go away and told him things were fine, and didn’t want to burden him with my medical problem. He had gone through so much with his wife’s cancer. Consequently when I went to his place for the summer I had to limit myself to a few water activities, horse back riding etc that he enjoys and not do it. He says now I lied and can’t swim etc. I was afraid of the pain increasing. My fault, I guess I should of told him. How do I amend this? What can I say?
    I know he has feelings for me still. I don’t want to bring anymore up until I get back from my trip.
    Do I suggest we start all over dating, can I invite him out for supper after I get back for taking me to the airport? I really want him in my life. Is there hope, I know it’s worth the saving. I take all the blame. I was wrong and have told him. I should of been upfront about my hip.
    Also he said he has a hard time trying to have a relationship. I asked if he was scared and he didn’t answer me. I guess I thought we were in one the last year.


  25. September 24, 2016 @ 2:34 pm Sienna

    Char — This is a tough one. Not sure what “you’re not in my world” could mean when spoken by a man who clearly loves being with you and sharing varied experiences. One small hint – the airport trip. He seems to want to hold on to you when you’re at your most independent….in this case, going to a wedding – an event in which he’s not included. He also may be afraid of caring for you too much….”betraying” his partner of 58 years. You seem to know the consequences of hanging in there, so I’d say stick with the relationship if you’re able to maintain it on a friendship basis. He may be worth waiting for.

  26. September 24, 2016 @ 1:53 pm Char

    I have been dating my widower friend for 10 months, exclusively. His wife passed away two & half years ago, married 58 years, age 79 now. My husband passed away 2 years ago & we were married 54 years, I’m 73. We met dancing last year and have been dating non stop almost everyday of the week. He is a snowbird here and left in May to his home. We talked every night on the phone two to three hours. In June, I spent a week with him at his cabin, we had a wonderful time. After my returning home, for two more months we spent two and three hours on the phone and finally he asked me to come visit again and drive back with him here in September. The duration would be 7 weeks. When he asked me to come back he said he was ready for a committed relationship which actually we were already in but don’t think he thought of it that way…After 3 weeks in his home state,one evening he asked me to leave he just couldn’t do it anymore… I was heartbroken! He said I just wasn’t in his “world.” We have so much fun, laugh, dance, cry and remembering our past lives, what happened? I have met all of his family and friends. We had a fantastic time.. It ended up I stayed until he was ready to come back. Last minute air fare etc was way too much and then he said NO big deal just stay. During the remaining 4 weeks and the ride back home he was still very affectionate, loving and making sure I was okay. We continued to laugh, cry and have a good time! We had a few discussions about what was happening but I just don’t understand. How can he be so loving etc and want to possibly end the relationship? His he afraid of getting hurt since his wife had been the love of his life? His he just making up excuses? He isn’t a player and I am only the second woman he has gone out with since his wife died. He called me last night, we have been back only four days and no contact until then. I felt the conversation was strained but I want him in my life, I can’t keep from crying and don’t know what to do? He said we may still go out. I am leaving in a week for a wedding and he is taking me to the airport…and picking me up when I return. Does that sound like someone who really wants to part ways? I am getting mixed signals..
    Do I call him or what? I know they say NO CONTACT but at our age and the circumstances of lengthy marriages between the two of us sometimes I just feel maybe that shouldn’t apply?
    I care so much for him, he brought life back to me and I feel I did the same for him!

  27. September 2, 2016 @ 2:39 pm susan

    I have been dating a widowor whose wife died just over two years ago. He has shared personal info about their relationship and very often mentions her during many conversations to a point where I an reluctant to speak because his response will likely include her name or memory of her. I am uncomfortable in his house because pictures are everywhere. When we went on vacation he said it was the anniversary of her death posted a Facebook and showed me her photo. Other event posts include anniversary and how his wedding day was the happiest of his life and he missed her everyday. He says he ready to move on but I think he is looking for a replacement to fill a void. I think he has any great qualities but do not know what to do . I am very unhappy and someone how I will not get the 100 percent that I need and deserve. Should I muster more patience or cut my losses and run

  28. March 31, 2016 @ 9:25 pm Lauren

    You were right. I had made up my mind not to take his next call if he didn’t call me on Wednesday night – but he did and we talked for nearly an hour. I don’t think he had realised that his hot and cold behavior was hurting me, but I explained how much I loved and waited for his calls and how hard it was to go from being called every night for a week – and then not called for a week! We then chatted as if nothing had happened. He called me back again last night and this time we had a wonderful conversation. He told me how much he enjoyed our recent night away and also apologised that he’d missed my birthday (2 months ago – not sure what made him think of that now!). I told him I didn’t want to go to places where he was if I couldn’t be seen with him and he agreed that he didn’t enjoy this either. He does know though that he’s always welcome to come over and see me no matter what time it is and also that he can call me any hour of the day or night. Although we sometimes discuss his wife our conversations are overwhelmingly upbeat and happy (we spend a lot of time teasing each other!) and I think he enjoys them as much as I do. It’s lovely to have someone you care for so much be the last person you speak to at night. Even though I want so much more I know I have to be patient. I think he’s starting to see the light at the end of the tunnel. I’m glad I didn’t take any negative action.

  29. March 31, 2016 @ 6:47 pm Sienna

    Lauren – Don’t forget that he is not actually treating you shabbily; his fault / weakness is inability to resist the guilt-inducement coming from his kids. It might not be a bad idea for you to be a little bit harder to reach, but you’d want to strike a proper balance between loving support and a dignified distance.

  30. March 29, 2016 @ 8:43 am Lauren

    Although it will kill me to do it, I am also considering not taking his call next time he tries to ring me. I have made myself so available any time of the day or night – he knows I’d drop anything for him and that I have loved him all my life. I have absolutely no doubt that he has always cared for me too but maybe there comes a time when he needs to think about things. The fact that he calls me night after night and then stops is hurting me so much that I cry myself to sleep most nights. He knows where to find me so maybe if I make things a little more difficult he’ll have to put in a bit more effort and decide for himself whether I’m worth it.

  31. March 29, 2016 @ 7:04 am Sienna

    Lauren — The family pressures he is facing can be devastating, even insurmountable, without the help of an outside party. Talking to the minister you mention could pave the way for a solution. Such a conversation should be low-risk, as she will be bound by any amount of confidentiality you request.

    “Kind, caring” people are perfect targets for the guilt and the threats of estrangement that are part of the pressuring tactics to which you allude. Your love and empathy may eventually win out, but only after he learns to embrace his right to mourn on his own terms, not theirs. Thank you so much for sharing your poignant and very powerful story….

  32. March 27, 2016 @ 12:19 pm Lauren

    My widower and I spent a wonderful night together a week ago. We went away on an overnight trip, he took me to dinner and we spent the night in a motel – the most beautiful night I can remember – but what I enjoyed most was just travelling with him, the normalcy of our conversation and just how comfortable we were with each other. I cried when he dropped me off and he was so sweet and caring. He called me that night to make sure I was OK and called me the next three nights but for the last three it has gone quiet again. I know now that the problem is his family and particularly one sister-in-law. He describes their relationship as almost stronger than that between her and her husband. They are extremely close (although absolutely not in a romantic way he assures me and I believe him). He is such a kind, caring man and I’m sure she knows that. Since his wife’s death over 18 months ago he has found comfort in his faith (which he hadn’t really acknowledged previously). He has a burial plot next to his wife’s and visits her grave weekly. I asked him whether he thought his family could ever accept someone else – even in 5 or 10 years’ time – and he said “I’ll be with S…… by then”. This makes me so sad. I told him that he would have an eternity with her but only so many years left on earth with ME and surely she wouldn’t mind this…..
    but he’s so worried about his sister-in-law and adult sons. The night we were away he received a call from one son and his sister-in-law tried ringing a few times. They won’t leave him alone. He has also become close to the (female) minister who buried his wife. I wonder whether there would be any merit in having a conversation with her (once my divorce is finalised, of course)? I’m sure she would keep it confidential but she might just see how much I love him unconditionally and that all I want to do is be there for him. I know he cares – he’s told me he has – but this whole family thing is overwhelming him.

  33. February 11, 2016 @ 8:06 am Sienna

    Lauren – Thank you for revealing the depth of your feelings in this sensitive comment. You are to be much admired for your support of your widower’s grieving process, which will take as long as it must — everyone mourns differently, as you seem to know. Certainly with a 40 year history the two of you will eventually find the happiness you hope for.

  34. February 11, 2016 @ 5:12 am Lauren

    My widower has visited me three times since we resumed contact three months ago and we have been intimate on each occasion (and believe me, he had absolutely no problem at all). He has also called me reasonably often, most recently two nights ago. I finally decided to tell him that I had loved him for 40 years, because at this stage of our lives I can’t see the point in not expressing how you feel. I think he already knew but thank goodness it hasn’t frightened him away, which was my main concern. He’s a LONG way off being able to do anything other than see me privately but I’m willing to settle for anything because I do love him. I even said to him that I was doing everything I knew I shouldn’t be doing, but I don’t feel he’s using me; we couldn’t have remained as close as we have for 40 years without having feelings for each other. I asked him why he stopped contacting me last year (before I broke the ice and called him again on his birthday) and he said he felt guilty, particularly given our history.
    I am prepared to wait for as long as it takes but it really frustrates me that we’re not getting any younger. Still, I know I can’t push him. He said he doesn’t want me to feel sorry for him (but he knows his situation has nothing to do with how I feel as I loved him just as much when his wife was alive). What does make me sad is that he says things like “I’ve had my time”, etc – it’s like he’s giving up and can’t see a future. He called me two nights ago and told me that he was driving home from the cemetery and that he goes there each week (which I think is beautiful, 18 months on, and shows to me the lovely, carong man that he is). It was actually his wedding anniversary that day, so I guess the fact that he could still call me was a positive step. Unlike things I’ve read in other posts, I don’t think it would ever bother me to see photos and mementos of his wife all over his house – if I ever get there! I so want him to know that I expect nothing from him except to be able to love him openly one day. I tell him a little more each time and hope beyond hope that one day he’ll want someone to share his life with again – and that that someone will be me. I’ve never loved anyone so unconditionally before that if I could bring his wife back I would, just so he coukd be happy again. Likewise if it’s not me he wants to end up with but someone else, I would prefer that than for him to be alone. I just wish I could express the depth of my feelings to him.

  35. February 1, 2016 @ 8:53 am Sienna

    Dee – Your comment is valuable because it addresses the frustration of so many of our readers. The fact that your widower lost his wife less than 2 years ago must surely be a factor in his insistence on old habits and perhaps even his ED problem. He seems to care a lot about you and to respect your opinions, notably with regard to your suggestion that he see a doctor about his ED — also he is trying to drive more carefully (!).

    In the “pick your battles” department, you might rethink your decision about Friday night; it may be that it’s not about HER but about HABIT. Old guys are just SO habit-bound…as you are acknowledging when you say he’s hard-headed.

  36. January 30, 2016 @ 7:47 pm Dee

    I’ve read thru all the posts and can really relate to this.. I’m 70 yrs. old, dating a widowed man since July 2015, whose wife passed away 1.5 yrs. ago (May 2014)… He takes me out to dinner a lot or I have him over for dinners… We were not intimate until 6 weeks after we started dating..He was begging me for ”sex” early on, telling me he had NO PROBLEMS with an erection (He’s 77 yrs. old) …Not so! He had started taking ”male enhancement” pills, thinking he might have a problem, just before we had our first sexual experience..Now, as of Nov., we have no sex life…He has ”ED”, which I finally convinced him to see his Dr. about ..We continued to go out for dinners, etc, however I am continually hearing about ‘all the places THEY went to” on a daily basis.. I feel like the ‘Other Woman” I told him how I was feeling, now I am the one who is ”withdrawing” from this relationship…He does NOT want to get out of his ”Friday Ritual” of going out to dinner every Friday like he did with his Wife.. We’re both retired, so I feel we can go out anytime when the traffic isn’t as bad… I’m trying to ”wean” him from this ritual, telling him we’ll go out ”during the week”… His driving is disastrous, ”speeding” everywhere we go, to the point I told him if he continues speeding down the roads, I would not get in the car with him anymore…he abided by my wish…. I feel he’s NOT READY to date.. I’m sure it’s hard to break the ”habits” after many years of marriage, but I’m not going to continue feeling like I do, it’s not healthy… It’s been 7 months now & you learn a LOT more as time goes by… He’s a very kind, caring Man, but a bit ”hard-headed” at times… Anyone else have the same feelings?

  37. January 29, 2016 @ 1:45 pm Sienna

    Jean — You seem to be with a man who is sensitive and caring, but at the same time terribly conflicted. You’re in a difficult place when it comes to the photos and fond-memory stories. You may need to initiate the “Are you really ready to move on?” conversation. You can be gentle but firm. If he values your relationship (and it appears that he does), he may welcome your perspective and be ready to confront whatever it is that is keeping him locked in the past for an unusually long period.

  38. January 26, 2016 @ 11:16 am Jean

    I have been with my wonderful widower for 3 years, his wife passed almost 5 years ago. I was ok with the stories and pictures until about 6 months ago, then it started to irritate me. He tries to stay away from the past, but seems to find it hard. I have found more pictures of LW in new frames in the closet, I feel he wants to put them out but doesn’t want to hurt me.I feel I am keeping him from not doing what he wants and this will come in between our otherwise good relationship. Should I tell him to tell the stories and put out the pictures. He seems to be getting stressed out lately.

  39. December 27, 2015 @ 2:57 pm Sienna

    Lauren, I so admire you for graciously supporting him without pressure or demands during his grieving process. It has taken him a while to acknowledge your importance in his life, but that may make his positive feelings for you more grounded and trustworthy. I’m very happy for you — and I hope you will let us know how it goes!

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