Dating prospects for early 50s men?

Anonymous
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Anonymous wrote:
Anonymous wrote:
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Anonymous wrote:
Anonymous wrote:
Anonymous wrote:
Anonymous wrote:I have a friend in a smilar situation. His target should be divorced single mothers in their 40s. There's a lot of them, and not so many men looking for that demographic.

The apps can be OK, but also meeting in real life can be a better way to get across your personality. For example, the women at your kids' school events; or any hobbies you do, etc.

Just realize since both of you have kids, which will take top priority, then don't expect to meet that often -- people are busy.


My boss is an SVP at a F500 company, and he has no problem with dating in his early 50s. Most of the women he dates are in the late 20s or early 30s. His two adult kids are currently in college. He is currently engaged to a 28-year-old woman, no kids, who used to work in the finance department. He used his network to find her another job with another company. For men in their early 50s with $$$ and status, it is very easy in the dating game.


Most men in their 50s who already have kids won't want another set. I can't imagine running around after toddlers at that age -- it's physically taxing. Or showing up to their high school graduation whne you're in your 70s.


Most? No, but there are a decent number of guys of a certain type (that age with $$$) who want a do-over family because they’re sure that whatever made them divorce and have a crappy relationship with their kids is entirely the fault of wife #1. Wife #2 is sure of that as well, because who wouldn’t love such a Good Guy. Obviously that evil harpy witch is to blame. Of course this time will be better. Until it’s not and he moves on to wife #3. He was never going to chase toddlers, he didn’t do it the first time, either. It only gets marginally harder after wife #2, but if there’s enough money, he’ll be just fine.


+1

You think a hot, late 20s woman is going to be content to play stepmom and not have her own kids? Especially if her new husband has money and is way older?

Please get your head out of the sand.


Yes, plenty of old guys in Beverly Hills with mid to late 20s women, and they are also stepmoms. Both of my brothers happen to be in that situation.


Weird. I have several girlfriends in Beverly Hills. They all married late 40s men when in their mid to late 30s. The men are wealthy and on second marriage. A 10 years age gap is common, but 20s women marrying 50yo is more of exception. Are you sure the women were not sugaring as a main profession, before marrying your brothers ?


One of my brothers, who is 53, is a TV producer. He met his 28-year-old wife through my other brother, who is 51 and works as a casting director. My sister-in-law is now an attorney. That same brother met his 27-year-old wife when she auditioned for a role in one of his films, and she is now an accountant. Both of my brothers are ordinary people, but their professional status and financial stability naturally make them attractive to women, especially young women.


Why do both of them want women the age of their daughters?
Anonymous
Anonymous wrote:
Anonymous wrote:
Anonymous wrote:
Anonymous wrote:
Anonymous wrote:
Anonymous wrote:
Anonymous wrote:
Anonymous wrote:
Anonymous wrote:I have a friend in a smilar situation. His target should be divorced single mothers in their 40s. There's a lot of them, and not so many men looking for that demographic.

The apps can be OK, but also meeting in real life can be a better way to get across your personality. For example, the women at your kids' school events; or any hobbies you do, etc.

Just realize since both of you have kids, which will take top priority, then don't expect to meet that often -- people are busy.


My boss is an SVP at a F500 company, and he has no problem with dating in his early 50s. Most of the women he dates are in the late 20s or early 30s. His two adult kids are currently in college. He is currently engaged to a 28-year-old woman, no kids, who used to work in the finance department. He used his network to find her another job with another company. For men in their early 50s with $$$ and status, it is very easy in the dating game.


Most men in their 50s who already have kids won't want another set. I can't imagine running around after toddlers at that age -- it's physically taxing. Or showing up to their high school graduation whne you're in your 70s.


Most? No, but there are a decent number of guys of a certain type (that age with $$$) who want a do-over family because they’re sure that whatever made them divorce and have a crappy relationship with their kids is entirely the fault of wife #1. Wife #2 is sure of that as well, because who wouldn’t love such a Good Guy. Obviously that evil harpy witch is to blame. Of course this time will be better. Until it’s not and he moves on to wife #3. He was never going to chase toddlers, he didn’t do it the first time, either. It only gets marginally harder after wife #2, but if there’s enough money, he’ll be just fine.


+1

You think a hot, late 20s woman is going to be content to play stepmom and not have her own kids? Especially if her new husband has money and is way older?

Please get your head out of the sand.


Yes, plenty of old guys in Beverly Hills with mid to late 20s women, and they are also stepmoms. Both of my brothers happen to be in that situation.


Weird. I have several girlfriends in Beverly Hills. They all married late 40s men when in their mid to late 30s. The men are wealthy and on second marriage. A 10 years age gap is common, but 20s women marrying 50yo is more of exception. Are you sure the women were not sugaring as a main profession, before marrying your brothers ?


One of my brothers, who is 53, is a TV producer. He met his 28-year-old wife through my other brother, who is 51 and works as a casting director. My sister-in-law is now an attorney. That same brother met his 27-year-old wife when she auditioned for a role in one of his films, and she is now an accountant. Both of my brothers are ordinary people, but their professional status and financial stability naturally make them attractive to women, especially young women.


Why do both of them want women the age of their daughters?


I wonder if there is some secret Lolita background history from the childhood…
My older cousin brother molested me as a 13 yo. He kept dating much younger women into his 40s
Anonymous
Anonymous wrote:
Anonymous wrote:
Anonymous wrote:
Anonymous wrote:
Anonymous wrote:
Anonymous wrote:
Anonymous wrote:
Anonymous wrote:
Anonymous wrote:I have a friend in a smilar situation. His target should be divorced single mothers in their 40s. There's a lot of them, and not so many men looking for that demographic.

The apps can be OK, but also meeting in real life can be a better way to get across your personality. For example, the women at your kids' school events; or any hobbies you do, etc.

Just realize since both of you have kids, which will take top priority, then don't expect to meet that often -- people are busy.


My boss is an SVP at a F500 company, and he has no problem with dating in his early 50s. Most of the women he dates are in the late 20s or early 30s. His two adult kids are currently in college. He is currently engaged to a 28-year-old woman, no kids, who used to work in the finance department. He used his network to find her another job with another company. For men in their early 50s with $$$ and status, it is very easy in the dating game.


Most men in their 50s who already have kids won't want another set. I can't imagine running around after toddlers at that age -- it's physically taxing. Or showing up to their high school graduation whne you're in your 70s.


Most? No, but there are a decent number of guys of a certain type (that age with $$$) who want a do-over family because they’re sure that whatever made them divorce and have a crappy relationship with their kids is entirely the fault of wife #1. Wife #2 is sure of that as well, because who wouldn’t love such a Good Guy. Obviously that evil harpy witch is to blame. Of course this time will be better. Until it’s not and he moves on to wife #3. He was never going to chase toddlers, he didn’t do it the first time, either. It only gets marginally harder after wife #2, but if there’s enough money, he’ll be just fine.


+1

You think a hot, late 20s woman is going to be content to play stepmom and not have her own kids? Especially if her new husband has money and is way older?

Please get your head out of the sand.


Yes, plenty of old guys in Beverly Hills with mid to late 20s women, and they are also stepmoms. Both of my brothers happen to be in that situation.


Weird. I have several girlfriends in Beverly Hills. They all married late 40s men when in their mid to late 30s. The men are wealthy and on second marriage. A 10 years age gap is common, but 20s women marrying 50yo is more of exception. Are you sure the women were not sugaring as a main profession, before marrying your brothers ?


One of my brothers, who is 53, is a TV producer. He met his 28-year-old wife through my other brother, who is 51 and works as a casting director. My sister-in-law is now an attorney. That same brother met his 27-year-old wife when she auditioned for a role in one of his films, and she is now an accountant. Both of my brothers are ordinary people, but their professional status and financial stability naturally make them attractive to women, especially young women.


Why do both of them want women the age of their daughters?


Whatever. Give it ten years. The women will deeply regret it later.
Anonymous
Anonymous wrote:
Anonymous wrote:Most early 50s men are retired? Where do you live? Thailand? Or are you talking aout enlisted service members that put in 30 years and are now trying to squeeze by on $3000 a month for the next 30 years?


I recently retired at the age of 52 as a software engineer after 10 years from Apple, 5 years from Intel, and 12 years from Amazon. I have 35M in 401K and stock options from those companies. I am going to get myself a hot 20s gf/wife with an ironclad prenup to protect myself. Not every man in his 50s is struggling financially.


What hot 20 something would go for a setup like that?? The whole point of the relationship is transactional. She gives her youth in exchange for your money. If your money remains totally within your control, then what’s the point? As soon as she’s no longer young and hot you get to trade her in and she leaves with NOTHING- except bitterness, trust issues, and a massively depleted SMV.

So, looks like you’re in the same boat as every other shlubby 50 something without your riches… …oh, what’s that? You only want to sleep with her short term anyhow and become a “serial monogamist” like our lovely 55-year-old friend here posting on parenting boards despite not being a parent?

Well then congrats on being all those young hotties’ greatest humiliation and biggest regret. But hey, at least you gave them a tough life lesson on the true meaning of what’s it’s like to f around and find out.
Anonymous
He needs to get a divorce and not jump immediately into dating before he figures out why his marriage didn't work.

And then he should look for a woman in her 40's or early 50's who has kids around the same age as his. A woman with no kids might want her own, and a woman with grown kids might not want to go backwards and parent younger kids again. I'm 53 and I look for men with older teens or grown kids because my kid is 17 and I'm so close to being an empty nester that I can taste it.
Anonymous
Anonymous wrote:Asking for a friend of course. He's been out of the market for 20+ years, married, two kids, never did any online dating and doesn't know what's out there. Still married and not yet separated, but moving in that direction. OK looks, OK income, in shape. What can he expect? And where to start?


If your 'friend' had spent half the time and energy working on his marriage that he's spending learning about online dating-he might not be heading to divorce.
Anonymous
Anonymous wrote:He needs to get a divorce and not jump immediately into dating before he figures out why his marriage didn't work.

And then he should look for a woman in her 40's or early 50's who has kids around the same age as his. A woman with no kids might want her own, and a woman with grown kids might not want to go backwards and parent younger kids again. I'm 53 and I look for men with older teens or grown kids because my kid is 17 and I'm so close to being an empty nester that I can taste it.


Or, he needs to date as many women in their twenties and thirties as he can before he and everyone else figures out why his marriage didn't work.
Anonymous
Anonymous wrote:
Anonymous wrote:
Anonymous wrote:Most early 50s men are retired? Where do you live? Thailand? Or are you talking aout enlisted service members that put in 30 years and are now trying to squeeze by on $3000 a month for the next 30 years?


I recently retired at the age of 52 as a software engineer after 10 years from Apple, 5 years from Intel, and 12 years from Amazon. I have 35M in 401K and stock options from those companies. I am going to get myself a hot 20s gf/wife with an ironclad prenup to protect myself. Not every man in his 50s is struggling financially.


What hot 20 something would go for a setup like that?? The whole point of the relationship is transactional. She gives her youth in exchange for your money. If your money remains totally within your control, then what’s the point? As soon as she’s no longer young and hot you get to trade her in and she leaves with NOTHING- except bitterness, trust issues, and a massively depleted SMV.

So, looks like you’re in the same boat as every other shlubby 50 something without your riches… …oh, what’s that? You only want to sleep with her short term anyhow and become a “serial monogamist” like our lovely 55-year-old friend here posting on parenting boards despite not being a parent?

Well then congrats on being all those young hotties’ greatest humiliation and biggest regret. But hey, at least you gave them a tough life lesson on the true meaning of what’s it’s like to f around and find out.


Ha! He got under your skin. This is the relationship forum, not parenting. Is the travel section a parenting board? How about the sports forum? Pop culture? The Food forum?

Just take the L lady, you suck.
Anonymous
If he's reasonably attractive he will have no problems. My own brother is 65 and constantly has a GF because he is well off, fit ,and has all his hair.
Anonymous
Anonymous wrote:
Anonymous wrote:
Anonymous wrote:Most early 50s men are retired? Where do you live? Thailand? Or are you talking aout enlisted service members that put in 30 years and are now trying to squeeze by on $3000 a month for the next 30 years?


I recently retired at the age of 52 as a software engineer after 10 years from Apple, 5 years from Intel, and 12 years from Amazon. I have 35M in 401K and stock options from those companies. I am going to get myself a hot 20s gf/wife with an ironclad prenup to protect myself. Not every man in his 50s is struggling financially.


What hot 20 something would go for a setup like that?? The whole point of the relationship is transactional. She gives her youth in exchange for your money. If your money remains totally within your control, then what’s the point? As soon as she’s no longer young and hot you get to trade her in and she leaves with NOTHING- except bitterness, trust issues, and a massively depleted SMV.

So, looks like you’re in the same boat as every other shlubby 50 something without your riches… …oh, what’s that? You only want to sleep with her short term anyhow and become a “serial monogamist” like our lovely 55-year-old friend here posting on parenting boards despite not being a parent?

Well then congrats on being all those young hotties’ greatest humiliation and biggest regret. But hey, at least you gave them a tough life lesson on the true meaning of what’s it’s like to f around and find out.


This dude doesn't GAF. Most men don't. They are takers.
Anonymous
Anonymous wrote:
Anonymous wrote:With a divorce, duh.


Best. response. ever. 👏🏽👏🏽👏🏽


+2 HA!
OP Go Divorce.
Anonymous
Anonymous wrote:
Anonymous wrote:
Anonymous wrote:
Anonymous wrote:I have a friend in a smilar situation. His target should be divorced single mothers in their 40s. There's a lot of them, and not so many men looking for that demographic.

The apps can be OK, but also meeting in real life can be a better way to get across your personality. For example, the women at your kids' school events; or any hobbies you do, etc.

Just realize since both of you have kids, which will take top priority, then don't expect to meet that often -- people are busy.


My boss is an SVP at a F500 company, and he has no problem with dating in his early 50s. Most of the women he dates are in the late 20s or early 30s. His two adult kids are currently in college. He is currently engaged to a 28-year-old woman, no kids, who used to work in the finance department. He used his network to find her another job with another company. For men in their early 50s with $$$ and status, it is very easy in the dating game.


Well with that set up, he’s gearing up to have a second family. The new wife will want her own kids. Story as old as time.

OP, does your friend want more kids? Also, maybe he should focus on separating before focusing on dating.


No, no more kids. Separation is happening, he just wants to have a sense of what to hope for. Difficult times, one has to look ahead.


Don’t divorce looking ahead — don’t “hope” for something better. Focus on the present and seeing if the marriage can work.
Anonymous
Anonymous wrote:
Anonymous wrote:
Anonymous wrote:Most early 50s men are retired? Where do you live? Thailand? Or are you talking aout enlisted service members that put in 30 years and are now trying to squeeze by on $3000 a month for the next 30 years?


I recently retired at the age of 52 as a software engineer after 10 years from Apple, 5 years from Intel, and 12 years from Amazon. I have 35M in 401K and stock options from those companies. I am going to get myself a hot 20s gf/wife with an ironclad prenup to protect myself. Not every man in his 50s is struggling financially.


the best part is your complete lack of awareness of just how unappealing you are. retired 52 yo software engineer plotting a prenup. hahahaha.

i am your age (married for a long time), somehow still generating passionate interest in men, and you wouldn't get a second of my attention.

He doesn’t want your attention. You are too old.
Anonymous
Anonymous wrote:
Anonymous wrote:Whoever is trying to make "top women" a thing, just stop. It's cringe. You sound like my mom.


Ok, maybe I'll state it differently. A conventionally attractive woman with a degree that enables her to make her own money wouldn't date a 20-30 years older man. I have female acquaintances who married much older divorced men. They all either had issues with money, or were lovely girls overall but had something unusual in the looks that wasn't popular with the men in their own age group. Things like height over 6', manly looking, somewhat matronly looking etc. Unfortunately looks are important for women, and lack of such would make woman seek older partners for marriage. I feel bad saying that being a woman on female forum but that's just inconvenient truth.

I don't know any pretty career girls marrying older men. A stunning woman who makes 600K in client relationships at Goldman is likely engaged or married to a younger man of similar status.

That’s true. But these pretty career women are 6/10 at best. Attractive but not “top model” beautiful.
Anonymous
Anonymous wrote:
Anonymous wrote:
Anonymous wrote:
Anonymous wrote:
Anonymous wrote:I have a friend in a smilar situation. His target should be divorced single mothers in their 40s. There's a lot of them, and not so many men looking for that demographic.

The apps can be OK, but also meeting in real life can be a better way to get across your personality. For example, the women at your kids' school events; or any hobbies you do, etc.

Just realize since both of you have kids, which will take top priority, then don't expect to meet that often -- people are busy.


My boss is an SVP at a F500 company, and he has no problem with dating in his early 50s. Most of the women he dates are in the late 20s or early 30s. His two adult kids are currently in college. He is currently engaged to a 28-year-old woman, no kids, who used to work in the finance department. He used his network to find her another job with another company. For men in their early 50s with $$$ and status, it is very easy in the dating game.


Congratulations - he’s en route to a new set of kids, while most other 50s men are enjoying retirement and travel with their grown up kids.
Not really sure if a new uterus is worth it, but men know better, of course.


Most early 50s men are retired? Where do you live? Thailand? Or are you talking aout enlisted service members that put in 30 years and are now trying to squeeze by on $3000 a month for the next 30 years?


I’m semi-retired (work part time remotely ) and so are several of my female friends in late 40s-early 50s age group. Could be different scenarios: stock options; own businesses of all kinds (it takes 10-15 years to built), assets ownership and interest income.
A lot of men are 70-80% retirement ready at 50s, even if divorced. I’m
not in DC

What are you smoking?
Here is the median net worth by age in the US.
45-54: Median: ~$247,200
55-64: Median: ~$364,500

Most people can’t retire with such a low NW.
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