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Should I go on a date despite a 20 year age gap?

218 replies

UndecidedOtter · 23/09/2026 15:49

I (M50) do an activity with a bunch of other people once a week. I've made a few friends and there is one woman who walks in the same direction as me towards our respective homes. I've really enjoyed our chats over many weeks.

Yesterday, we stopped for coffee on the way home, not for the first time and she asked me out on what is definitely a date. I was very surprised she would find me attractive. I would be happy to continue with her as friend, but she is gorgeous, and now realise I have been suppressing the fact that there is chemistry between us. She is single with no kids, as am I.

Now we come to the issue. She is in her early 30s so there is a 20 year age gap. I am reluctant to go on a date with her, not because we don't have enough in common, but because of that difference. I'm already thinking of a future where she is 50 and I am 70. I know that sounds a bit ridiculous and I'd love to go on the date otherwise and just play it by ear, but I have these doubts.

What do you think?

OP posts:
Additup · 24/09/2026 15:10

I had a good friend who married a man who was at least 15 years older than her. They were very, very happy until her untimely death after 25 years of marriage.

My point being shit happens OP and in life you have to grab each opportunity of happiness when you can.

You're both adults, I dont see the problem.

Additup · 24/09/2026 15:13

UndecidedOtter · 24/09/2026 12:54

Thank you everyone for your feedback. I will not be making any long term plans as a result of a date, that's for sure.

Anyway, apparently we are going to visit a National Trust property together at the weekend and we'll see how it goes. I will report back.

Good luck OP, I hope you both have a great time 😊

TFImBackIn · 24/09/2026 15:52

Can I ask you whether you would consider dating a 70 year old woman, OP?

Also, when you were 30, would you have considered dating a 50 year old woman?

UndecidedOtter · 24/09/2026 16:31

TFImBackIn · 24/09/2026 15:52

Can I ask you whether you would consider dating a 70 year old woman, OP?

Also, when you were 30, would you have considered dating a 50 year old woman?

I don't really date people based on their age, but I have not been attracted to anyone 20 years older than me yet (other than some film stars). She apparently is.

If I were 30 and attracted to a 50 year old, I suspect the age difference wouldn't have stopped me if I really wanted to go out, but who knows? It's hard to imagine. At 30, 50 seemed quite old to me. So, again, I don't know why she differs from me in that respect.

OP posts:
LifeOnEnceladus · 24/09/2026 16:43

momtoboys · 24/09/2026 14:14

We know a man (63 yo) in a relationship with a 28 year old female.

That’s gross.

Peakypolly · 24/09/2026 16:59

Can I ask you whether you would consider dating a 70 year old woman, OP?
Also, when you were 30, would you have considered dating a 50 year old woman?

My (female) neighbour has just celebrated her 70th birthday- until the party I had assumed she was going to be 60. Her DH is 52- I know his exact age because he was in my cousins' class. They have a child who I think must be early 20's (finished uni last summer).
So age gap relationships can work both ways.

EarthSight · 24/09/2026 17:01

AllezAllezPronto · 24/09/2026 14:03

I wonder if you'd say the same about a good family friend (male) who married a woman 15 years younger, when he was 50. They have now been married for over 30 years. (She already had children.)

What do you think about much older men (eg pop stars) where there is a 20-30 year age gap?

An exception doesn't make it a great idea in general.

You asked What do you think about much older men (eg pop stars) where there is a 20-30 year age gap

Strange question. Why would I feel differently about that??

ImagineA · 24/09/2026 19:06

In this world of increasing disconnection where people live more and more of their lives online someone in real life who you like and who likes you has asked you out. Do you know how increasingly rare this is?! You'd be mad not to say yes.

Don't get ahead of yourself by thinking about the age gap.

SaraHoliday · 24/09/2026 19:08

ImagineA · 24/09/2026 19:06

In this world of increasing disconnection where people live more and more of their lives online someone in real life who you like and who likes you has asked you out. Do you know how increasingly rare this is?! You'd be mad not to say yes.

Don't get ahead of yourself by thinking about the age gap.

Brilliant advice 🙌

hethor · 24/09/2026 19:09

Princessfluffy · 23/09/2026 15:50

You could be her dad

Definitely recommend ruling out the possibility that you are in fact her dad, and then go for it

SaraHoliday · 24/09/2026 19:16

hethor · 24/09/2026 19:09

Definitely recommend ruling out the possibility that you are in fact her dad, and then go for it

@hethor 😂🙌

MarchionessVonSausage · 25/09/2026 05:21

Good luck on your date OP. Why not? Life is short.

Meanwhile, my 51y/o self is planning a 'date' with my 72 y/o partner. The anticipation is delightful, even after 4 years. I can't wait!

I don't understand the naysayers - "But you could be her Dad!" Or, "Would you date a 70 y/o woman"" and so on.

You are only 50, she is only 30. I hope it goes well. And if not, it doesn't matter. You're both young enough to move on.

iloveanearlynight · 25/09/2026 08:03

LifeOnEnceladus · 24/09/2026 16:43

That’s gross.

Why is it gross? WHY? It's the business of the individuals concerned only. Certainly none of yours. How fucking judgemental. They're both grown adults.

AllezAllezPronto · 25/09/2026 09:15

EarthSight · 24/09/2026 17:01

An exception doesn't make it a great idea in general.

You asked What do you think about much older men (eg pop stars) where there is a 20-30 year age gap

Strange question. Why would I feel differently about that??

Because very few people don't bat an eyelid- Jagger, George Clooney, etc etc.
It's not such an exception as you make out.

Colleague married a women around 16 years younger, at 50-ish. They had two children. He was divorced. Still very happy together.

You see some people would rather have 20 years with the right man/ woman than 50 years with the wrong man/woman.

All this crap about women will be men's carers - women usually ARE! My mum was my dad's carer when she was 90!

MarchionessVonSausage · 25/09/2026 09:25

UndecidedOtter · 24/09/2026 16:31

I don't really date people based on their age, but I have not been attracted to anyone 20 years older than me yet (other than some film stars). She apparently is.

If I were 30 and attracted to a 50 year old, I suspect the age difference wouldn't have stopped me if I really wanted to go out, but who knows? It's hard to imagine. At 30, 50 seemed quite old to me. So, again, I don't know why she differs from me in that respect.

Edited

If I were 30 and attracted to a 50 year old, I suspect the age difference wouldn't have stopped me if I really wanted to go out, but who knows?

Exactly. Also, apart from age and looks, personality goes a long way.

The only caveat here is if she wants children, which you don't really chat about on a first date.

ExpectMore · 25/09/2026 09:29

UndecidedOtter · 23/09/2026 15:49

I (M50) do an activity with a bunch of other people once a week. I've made a few friends and there is one woman who walks in the same direction as me towards our respective homes. I've really enjoyed our chats over many weeks.

Yesterday, we stopped for coffee on the way home, not for the first time and she asked me out on what is definitely a date. I was very surprised she would find me attractive. I would be happy to continue with her as friend, but she is gorgeous, and now realise I have been suppressing the fact that there is chemistry between us. She is single with no kids, as am I.

Now we come to the issue. She is in her early 30s so there is a 20 year age gap. I am reluctant to go on a date with her, not because we don't have enough in common, but because of that difference. I'm already thinking of a future where she is 50 and I am 70. I know that sounds a bit ridiculous and I'd love to go on the date otherwise and just play it by ear, but I have these doubts.

What do you think?

Go and have fun. Doesn’t necessarily have to end up in a relationship - just enjoy the process.

SaraHoliday · 25/09/2026 09:40

AllezAllezPronto · 25/09/2026 09:15

Because very few people don't bat an eyelid- Jagger, George Clooney, etc etc.
It's not such an exception as you make out.

Colleague married a women around 16 years younger, at 50-ish. They had two children. He was divorced. Still very happy together.

You see some people would rather have 20 years with the right man/ woman than 50 years with the wrong man/woman.

All this crap about women will be men's carers - women usually ARE! My mum was my dad's carer when she was 90!

Completely agree. ❤️

EarthSight · 25/09/2026 09:40

AllezAllezPronto · 25/09/2026 09:15

Because very few people don't bat an eyelid- Jagger, George Clooney, etc etc.
It's not such an exception as you make out.

Colleague married a women around 16 years younger, at 50-ish. They had two children. He was divorced. Still very happy together.

You see some people would rather have 20 years with the right man/ woman than 50 years with the wrong man/woman.

All this crap about women will be men's carers - women usually ARE! My mum was my dad's carer when she was 90!

Yes, but if the man is significantly older, the chances are that you'll spend about years extra of your life doing that is significantly higher, alongside having to adapt your needs and lifestyle to someone who is significantly older. I used to know someone who was with someone a decade older than herself, and even though she initially had no problems with it, she said that once he retired in particular, she sometimes felt a older than she actually was because of being with him.

inerja · 25/09/2026 09:41

I would say no as beyond sexual attraction you’re probably not going to have much in common.

SaraHoliday · 25/09/2026 09:42

EarthSight · 25/09/2026 09:40

Yes, but if the man is significantly older, the chances are that you'll spend about years extra of your life doing that is significantly higher, alongside having to adapt your needs and lifestyle to someone who is significantly older. I used to know someone who was with someone a decade older than herself, and even though she initially had no problems with it, she said that once he retired in particular, she sometimes felt a older than she actually was because of being with him.

That can all happen at any age. This shouldn't be about age. It's a connection that you have that is wildly different to others.

ManCage · 25/09/2026 09:44

inerja · 25/09/2026 09:41

I would say no as beyond sexual attraction you’re probably not going to have much in common.

Did you read what OP wrote? She asked him out because of a shared interest and their later conversations.

TheAverageJoanne · 25/09/2026 09:47

AmberSpy · 23/09/2026 15:57

I suspect once the novelty of being with someone older wears off, she will want to go back to being with someone closer to her own age with whom she can build a life. If you think you can keep it casual why not, but if you think you're likely to get your heart broken I'd stay well away.

My colleague is 50 and his wife is 32. They got together 8 years ago and married in 2023. She left him last Sunday saying they'd grown apart. She took their two dogs that he and his father had paid for! Eventually it shows.

inerja · 25/09/2026 09:49

ManCage · 25/09/2026 09:44

Did you read what OP wrote? She asked him out because of a shared interest and their later conversations.

I did read it. One shared interest and a few good conversations is a nice start, but it isn't the same as being in step. At 50 and 30 you're often at completely different stages: kids or no kids, career building vs winding down, energy, friends, what a weekend looks like, what the next 10–20 years look like. None of that shows up over a shared hobby. It can work, but 'we clicked about X' doesn't cancel out the gap. It's just the bit that makes the gap easy to overlook early on.

SaraHoliday · 25/09/2026 09:50

TheAverageJoanne · 25/09/2026 09:47

My colleague is 50 and his wife is 32. They got together 8 years ago and married in 2023. She left him last Sunday saying they'd grown apart. She took their two dogs that he and his father had paid for! Eventually it shows.

That can happen to any couple though....

ManCage · 25/09/2026 09:53

inerja · 25/09/2026 09:49

I did read it. One shared interest and a few good conversations is a nice start, but it isn't the same as being in step. At 50 and 30 you're often at completely different stages: kids or no kids, career building vs winding down, energy, friends, what a weekend looks like, what the next 10–20 years look like. None of that shows up over a shared hobby. It can work, but 'we clicked about X' doesn't cancel out the gap. It's just the bit that makes the gap easy to overlook early on.

It’s a date, she didn’t propose marriage! Let them find out about each other and decide for themselves.

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