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To be shocked that my good friend, 37, is seeing a 66 year old lady?

359 replies

darksideofthetoon · 28/06/2026 19:59

Had a few beers with a good friend recently and got a bit tipsy and we got into his dating life. He told me that he’s been seeing a 66 year old grandmother. He is only 37 for reference. They met via online dating.

To be clear, there is nothing wrong with this but I’m just a bit shocked to be honest. He says that they enjoy each other’s company and there is no intention of it developing into anything more.

My friend has always dated younger women and not short of female attention at all.

It’s all good right?

OP posts:
Blades2 · 30/06/2026 15:33

darksideofthetoon · 30/06/2026 13:18

Guys talk about these things just like women do. SATC would have bombed if the women didn’t get into the juicy details of their antics with guys. We draw the line if it looks like it would be a more serious thing but he’s certain it won’t be. And I believe him as known him a long time.

You are free to accuse me of anything you wish but I’m not jealous of this lady. I love my mate but I’d rather her than me in bed with him 😂

You know sex and the city isn’t real right? Right????

darksideofthetoon · 30/06/2026 15:32

Gherkinslice · 30/06/2026 15:12

If they met on a dating site, wouldn't they have set their age parameters to at least include one another's age groups? Therefore it is deliberate, not a surprise to them. Unless one or both was pretending to be older or younger than they are. But we assume not. Sounds to be working for them? Are you worried he might miss a potential chance for having kids of his own? I would have a casual chat with him, as you are curious?

Possibly but I have never seen him with an older woman, never mind one almost 30 years older.

My friend is a serial dater and doesn’t want kids. His dad ran out on him when he was young so it’s scarred him. He is very close to his mum who lives back in Ireland.

OP posts:
iloveanearlynight · 30/06/2026 15:20

LaurieFairyCake · 28/06/2026 20:14

Too much of a gap. It’s half your age plus 7 years is the minimum.

Unfortunately my husband pointed out that even with the above it would mean I could date a bloke in his mid nineties 🤮🤮🤮

There is no such 'minimum', no such rule. That is made up by 12 year olds. A person can have chemistry with another person. It's not defined by age.

Gherkinslice · 30/06/2026 15:12

darksideofthetoon · 28/06/2026 19:59

Had a few beers with a good friend recently and got a bit tipsy and we got into his dating life. He told me that he’s been seeing a 66 year old grandmother. He is only 37 for reference. They met via online dating.

To be clear, there is nothing wrong with this but I’m just a bit shocked to be honest. He says that they enjoy each other’s company and there is no intention of it developing into anything more.

My friend has always dated younger women and not short of female attention at all.

It’s all good right?

If they met on a dating site, wouldn't they have set their age parameters to at least include one another's age groups? Therefore it is deliberate, not a surprise to them. Unless one or both was pretending to be older or younger than they are. But we assume not. Sounds to be working for them? Are you worried he might miss a potential chance for having kids of his own? I would have a casual chat with him, as you are curious?

PintofFizz · 30/06/2026 15:01

Beeloux · 29/06/2026 22:41

Men don’t have to endure possibly life threatening situations which come with carrying a child.

Until they do, my opinion will remain the same.

Far too many men these days expect a woman to contribute 50/50 financially whilst also doing the majority of the housework and childbearing.

How would that effect relationships where the couple choose not to have children?

darksideofthetoon · 30/06/2026 13:18

Blades2 · 30/06/2026 12:41

Just because you will not meet her doesn’t mean it’s a bit grotesque to be discussing her sex life.
I’ve never met you, shall I go on about how you sound a wee bit jealous of her?

Guys talk about these things just like women do. SATC would have bombed if the women didn’t get into the juicy details of their antics with guys. We draw the line if it looks like it would be a more serious thing but he’s certain it won’t be. And I believe him as known him a long time.

You are free to accuse me of anything you wish but I’m not jealous of this lady. I love my mate but I’d rather her than me in bed with him 😂

OP posts:
Blades2 · 30/06/2026 12:41

darksideofthetoon · 28/06/2026 20:41

I will never meet this woman. She has no interest in meeting me or any of his friends. She is very clear it’s just fun.

Just because you will not meet her doesn’t mean it’s a bit grotesque to be discussing her sex life.
I’ve never met you, shall I go on about how you sound a wee bit jealous of her?

darksideofthetoon · 30/06/2026 12:27

BlueSherbet · 28/06/2026 23:09

I am male and used to have a much older (>30 yrs older) female friend. It was purely a friendship, nothing romantic or sexy whatsoever. She was single and had no family. We bonded over religion, culture and travel interests.

She was rather eccentric - intensely private - and seemed a bit stand offish at first, certainly it seemed that she was not widely liked and had a reputation for being blunt. But I found that, if you gave her a chance and got past this first image, you discovered a very intelligent, cultured and sensitive lady, with a great sense of humour. She didn't share much about herself, but I just accepted that and took her as she was.

I got on well with her and enjoyed her company and listening to her thoughts. We did things together that none of my other friends would have been remotely interested in - going to lectures, religious stuff, lunches etc.

Later, when I had children, she was always very kind and generous to them. She loved to meet them and see holiday photos etc. I saw much less of her during covid, of course. That really shook her and she didn't like to be around people, she was quite paranoid about health - always dressed for an arctic expedition, regardless of the weather.

I had hoped to resume our friendship after covid, but things didn't return to the way it was. She would still reply to emails and things, but would never agree to meet or do things. The last time I asked her to do something together, she simply said she wasn't available. I began to wonder if I had upset her somehow.

Next thing, somebody told me she had died. I was shocked, but realised that this Is what happened and why she wouldn't (couldn't) meet - she had been ill / dying and just hadn't said anything, which was typical of her really, private to the very last.

I managed to go to her funeral which was surprisingly packed. I learned so much about her, she had been a primary school teacher. She had a brother. There was a photo of her as a little girl.

Sorry this adds nothing to the thread, but I found I was enjoying writing about her. I miss her.

Thanks for sharing a lovely memory.

OP posts:
darksideofthetoon · 30/06/2026 12:21

Coldwetlettuce · 30/06/2026 09:12

@darksideofthetoon I reckon your friend doesn’t exist and you’re the 66-year-old woman yourself, thinking about, or already dating a 37-year-old man, and putting the feelers out on MN to test how harshly you’ll be judged by people in your real life. Cos really, who cares that much about a friend’s relationship that they’d start a thread about it? There’s not a whole lot to say about it - yeah it’s unusual, shocking even, but if they’re both happy who cares. What else is there to discuss? If I’m right about this, I get why you wouldn’t be honest about your situation for fear of nasty comments, this is MN after all. But if you can ignore the haters you might get some good advice from other women who’ve dated younger men

I have to smile at your suspicious little theory 😂

But nope, I’m not the 66 year old lady.

OP posts:
lilkitten · 30/06/2026 11:44

LaurieFairyCake · 28/06/2026 20:14

Too much of a gap. It’s half your age plus 7 years is the minimum.

Unfortunately my husband pointed out that even with the above it would mean I could date a bloke in his mid nineties 🤮🤮🤮

I'm just outside of that then. I'm 48, DP is 30. Not going to kick him to the kerb though 😅

SpaceRaccoon · 30/06/2026 10:44

TransportNerd · 30/06/2026 09:22

SHUT UP ABOUT THAT STUPID "RULE" THAT'S NOT A RULE.

I swear some people think it's a law or something.
Once someone is of age, I don't give a shit if they have a 100 year age gap.

Peacebwithu · 30/06/2026 10:27

walkingmycatnameddog · 29/06/2026 21:23

When I was in my sixties a man I worked with had a serious’crush’ on me. Even my husband could see it, the guy made no secret of it. He was 30. Younger than our son. It wasn’t funny, but it was weird. Difficult as we worked together. Came to the house too. I say crush because that’s what my husband called it. Especially as this guy frequently told my husband he was punching… We moved counties not because of him obviously but because of that we completely lost touch. I’d forgotten about it until I read this thread.

This is not that unusual but to be fair it can be very unnerving when it happens. DH & I both in our 60s & addmittedly well preserved were sitting quietly chatting in a bar on holiday. It was filled with all age groups again mostly on holiday. DH went to the bar so I read my messages. A really attractive well dressed guy in his 30s suddenly confronted me & said it's my stag do & I've to pick a gilf, can I kiss you 😧I politely declined & he walked away. Nothing in this respect surprises me now.

ThatSourGobstopper · 30/06/2026 10:03

39 Celebrity Couples With Age Gaps So Big They’re Literally From Different Generations.
Dick Van Dyke (100) and Arlene Silver (54) have been married since 2012. They have a 46-year age gap.

https://www.buzzfeed.com/laurengarafano/famous-couple-age-gaps

Two images: Left shows a couple at an event, ages displayed as 54 and 100. Right shows a man smiling, text notes he's 38 years older than his wife

39 Famous Couples Who Have 10-Year, 20-Year, 30-Year, Or Even Almost 40-Year Age Gaps

Cher (79) and Alexander "AE" Edwards (40) first started dating in 2022. They have a 39-year age gap.

https://www.buzzfeed.com/laurengarafano/famous-couple-age-gaps

LaDamaDeElche · 30/06/2026 10:02

Deepf60 · 30/06/2026 08:45

If the case is that the "overwhelming majority" find it odd that a man is a lot younger than the woman, if they are both happy and noone is getting hurt, abused or coerced the couple's happiness is what is important, not nosey judgemental outsiders
..Don't knock it till you try it!

I don’t personally have anything against it and wouldn’t be hoisting my judgy pants up if I know someone in rl who was dating someone that much older. I would be surprised like the OP if a good friend told me they were. I personally wouldn’t be interested in someone older than my parents and don’t know anyone in rl who is dating with that kind of age gap in that age bracket, so I don’t think the OP was wrong to be surprised. I think when men date women much younger than them many women think it’s a bit grim, although it does seem better the other way round, but that’s probably unfair. What’s good for one has to be good for the other! Normal for celebs, but I still don’t think it’s become the norm for “normal” people yet. I guess with people keeping in shape and focussing on health in their 60s and beyond, maybe it will!

ThatSourGobstopper · 30/06/2026 09:57

Funny how no-one would bat an eyelid in the celebrity world. Catherine Zeta Jones and Michael Douglas - Despite an exactly 25-year age gap and navigating hurdles like cancer and a temporary separation, they have remained one of the industry's most enduring relationships.
Jeff Goldblum & Emilie Livingston 31 year age gap
Stephen Fry & Elliott Spencer 30 year age gap
Sarah Paulson & Holland Taylor 32 year age gap
Cher & Alexander "AE" Edwards 39 year age gap

BlueFahrenheit · 30/06/2026 09:45

shockmethen · 29/06/2026 22:26

59 yr old here with a very fun and casual situationship with a 28 yr old.
yes I look great. Yes he is hot. Yes it’s crazy good sex and we enjoy spending time with each other before and after the sex.

I have you're having bone-shakingly ravishing sex!

BlueFahrenheit · 30/06/2026 09:39

AJLOAL · 29/06/2026 20:18

I'm 57 and seeing a 38 year old man. No one's business but ours.

I hope you're having a fabulous time!

TransportNerd · 30/06/2026 09:22

LaurieFairyCake · 28/06/2026 20:14

Too much of a gap. It’s half your age plus 7 years is the minimum.

Unfortunately my husband pointed out that even with the above it would mean I could date a bloke in his mid nineties 🤮🤮🤮

SHUT UP ABOUT THAT STUPID "RULE" THAT'S NOT A RULE.

Coldwetlettuce · 30/06/2026 09:12

@darksideofthetoon I reckon your friend doesn’t exist and you’re the 66-year-old woman yourself, thinking about, or already dating a 37-year-old man, and putting the feelers out on MN to test how harshly you’ll be judged by people in your real life. Cos really, who cares that much about a friend’s relationship that they’d start a thread about it? There’s not a whole lot to say about it - yeah it’s unusual, shocking even, but if they’re both happy who cares. What else is there to discuss? If I’m right about this, I get why you wouldn’t be honest about your situation for fear of nasty comments, this is MN after all. But if you can ignore the haters you might get some good advice from other women who’ve dated younger men

ColinOfficeTrolley · 30/06/2026 09:12

30 years that should say

ColinOfficeTrolley · 30/06/2026 09:11

ShetlandishMum · 28/06/2026 20:04

It's isn't that uncommon tbh.

Oh so you know loads of men dating women 40 years older than them. Okay

Missj25 · 30/06/2026 09:09

Dollymylove · 28/06/2026 20:14

Reverse the genders and it would be virtually paedophilia in the world of mumsnet 🤣

🤣 🤣 🤣

hoxtonbabe · 30/06/2026 09:04

riversofjoy · 29/06/2026 19:27

Would I date a 20 year old nope! But Mid 30s upwards then most definitely. As long as he doesn’t want children I’m good to go.

Genuine query- how many 20 year olds have asked you out? because thats what the OP is referring to- a 30 year age gap

20 year olds asking me out no, I cant say I’ve had that young but 23 year olds upwards then yes.. there just seems to be something about men once they leave university or get to around that age range where they have no issues asking older women out.

I’ve stated I personally would not date a 20 year old/nor want a 30 year age gap but that’s more to do with immaturity and me also feeling bad that when I do get to 80 the man being only 50 he’s got so much life ahead of him and he’s saddled with me, but if someone else wanted that for themselves then who am I to say it’s disgusting or it’s wrong. The man is 37 he is mature, has his ducks in a row, knows what he likes etc ( well I hope he does) you can’t compare that to an immature 20 year old who is probably still at college, living at home with parents playing on his PS5 daily and clueless about what he wants to do with his life.

We only have a limited time on this earth, some people don’t even make it beyond age 10, 20 or 40 so enjoy every bit of it, and people getting heated over a age gap of people aged 37 and 67 that doesn’t appear to be harming anyone is bizarre to me.

Deepf60 · 30/06/2026 08:55

hoxtonbabe · 29/06/2026 19:24

Exactly. I don’t even see what the problem is here, good on her I say!

The fact of the matter is no one is an impressionable teenager in this situation. I am 50 and for me to find a man my age attractive is extremely rare (be it physically or mentally) so I have 0 intentions of dating one.

Would I date a 20 year old nope! But Mid 30s upwards then most definitely. As long as he doesn’t want children I’m good to go.

Glad you agree, why do relationships get put in boxes as far as age is concerned?
Hope you find a great younger man and you are as happy as I am with mine.( 5 years with our 23 year age gap and we are so happy) 😀

Deepf60 · 30/06/2026 08:45

LaDamaDeElche · 29/06/2026 23:11

Yeah, those kind of age gaps aren’t common for dating at that stage in life, so I’d see why it would be a bit surprising. If it was the other way around I think the responses would be different. I couldn’t imagine sleeping with someone that old and I’m 10 years older than your friend and I’d imagine the overwhelming majority of people feel the same…apart from on Mumsnet apparently.

If the case is that the "overwhelming majority" find it odd that a man is a lot younger than the woman, if they are both happy and noone is getting hurt, abused or coerced the couple's happiness is what is important, not nosey judgemental outsiders
..Don't knock it till you try it!

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