AT what age should you stop looking at a beautiful woman in the street?
By Winterishere
@thedevilinme (4936)
Northampton, England
January 27, 2026 4:47pm CST
So I was pretty good with the ladies in my twenties and thirties , especially abroad. The dark blue eyes and English accent seem to be enough to get a conversation going.
Now, in ones 40s I understood I could still look but dont touch and not so much action likely. In my 50s it's not going well, very much dont look, or touch, which is rather depressing. I still chat them up in a nice way out and about but but single guys in their 50s seem to register more of a threat to women out and about now. They even pull their kids behind them or clutch their purse if you smile too long. I suppose mature women at that age are done with dating or long since withered by marriage and resigned to routine. i love to tell women they are beautiful and intelligent . I dont think they believe me.
I think in the modern age the media is making women more fearful of men through things like social media, lifestyle TV and feminist leaning podcasts. The world is changing around mature dating. Everything is 'hooking up' through dating and social apps these days which young people seem far more adept at and look better on with all those filters and stuff. To put it bluntly - if you dont look good in your photos you are done for in this decade. I really do wonder how any of it will be real online with A.I being able to recreate people with incredible detail and how that will skew online dating. Will people just meet, date and shag in virtual worlds ? Save on splitting the bill at a restaurant tor dancing like an idiot to impress in a club. by the way if she wants to split the bill you ain't getting any dessert lets say.
Be interesting to hear from women on here of all ages what they feel about mature men finding them attractive out and about. Is casual conversation just awkward for you? Do you just not feel attractive anymore? Is the thought of unwrapping for sex in your 50s truly terrifying. Is it all over for us in our 50s.lol.
9 people like this
10 responses
@LadyDuck (495529)
• Italy
28 Jan
I always appreciated to receive a compliment from a man, it did not matter the age. I am no more young, but I am really happy when a man says that I am still a beautiful attractive woman. At least my husband is no more as jealous as he used to be.
1 person likes this
@kaylachan (83567)
• Daytona Beach, Florida
28 Jan
In a nutshell, I just don't care. If someone says something to me, I'll thank them. If they push it, I am very glad and happy to inform them I'm married.
1 person likes this
@toniganzon (74718)
• Philippines
28 Jan
I'm in my late 40s now and I still look at beautiful women but never been attracted to one. Love appreciating beautiful women. But most of the women I find beautiful, men weren't really attracted to.
Anyways, in my 20sr, I stayed away from gorgeous men especially those with blue eyes and an English accent lol. I only get attracted to men with brains. Physical appearance never really mattered to me including age. In fact, in my 30s, I flirted with older men, stayed away from younger men.
1 person likes this
@thedevilinme (4936)
• Northampton, England
28 Jan
Always the flirty little minx
1 person likes this
@DianneN (251238)
• United States
28 Jan
To be honest, I have always enjoyed compliments from both men and women. It’s always good for the soul. My husband doesn’t mind men looking at me, but hates it when they ogle. Fortunately, he’s the silently jealous type. I’m an old bag now, but still appreciate the occasional compliment, a little tiny bit of flirting, and unfortunately, no touching 

@thedevilinme (4936)
• Northampton, England
28 Jan
I would defo try my chances with the housewives of Fort Lauderdale ;-)
1 person likes this
@DianneN (251238)
• United States
28 Jan
@thedevilinme I am certain you would have a lot of luck there. Miami would be a much better option for you.
@thedevilinme (4936)
• Northampton, England
28 Jan
@DianneN Been there a few times. Had a lot of fun in my younger days. The Clay Hotel was my home from home ;-0
1 person likes this
@Ineeddentures (22072)
•
27 Jan
I will just skip to the last sentence of your post.
Definitely not, as.part of a couple
But it might be if I had been single
I don't think I would like the single life now
1 person likes this
@cuttyrish (3069)
• United States
25 Feb
I don’t think it’s as bleak as you’re making it sound ?? I think a lot of it isn’t about age so much as context. Women are probably just more cautious in public in general now — especially with kids — and that’s not necessarily about you personally.
I think mature dating just looks different, not worse. People are more guarded at first, but that doesn’t mean they’re not interested. And trust me — attraction doesn’t expire at 50. ??
Also, plenty of people date and find love in their 50s. I know a few who are having way more fun now than they did in their 30s. Confidence and vibe matter way more than filters.
Casual conversation isn’t awkward when it feels relaxed and respectful. I think most women still appreciate genuine kindness — it just has to feel safe, not evaluative.

@cuttyrish (3069)
• United States
27 Feb
Sounds promising. Keep us posted — dog-walk encounters are classic.
@thedevilinme (4936)
• Northampton, England
26 Feb
I've got another one lined up for this week. She walks her dogs on her lunch hour and appears single.

@flapiz (23342)
• United Kingdom
29 Jan
This is actually a good topic that not a lot of people talk about. My previous land lady was on her late 40s and she is looking actively for love but time and time again she fails. She did say dating at a later age comes with more challenges as most people do have a set definition and ideals of what they want as they have mostly seen it all.
Don’t lose hope there is love in all ages. I know of someone who found a girlfriend in his 70s.

@flapiz (23342)
• United Kingdom
29 Jan
@thedevilinme Well I am happily married although I did date someone 10 years older than me before that.
1 person likes this
@thedevilinme (4936)
• Northampton, England
29 Jan
how about an older man for you ?
1 person likes this

@ogbenishyna44 (1266)
•
1 Mar
This is very funny. I guess you have to keep looking and appreciating them until it no longer comes to your mind. 



@thedevilinme (4936)
• Northampton, England
1 Mar
Ata certain age man looking at a woman becomes a stare , not an admiring glance so much











