Dating prospects for early 50s men?

Anonymous
I'm a 50yo man. Divorced for about a year. I make $1mm, am highly educated, am in great shape, have my hair, dress pretty well. I have dated women +/-5 years of my age -- generally very attractive and accomplished. But all had baggage of some sort. Then again, so do I (teens, ex, not always totally drama-free). I've sensed interest from a few women in their 30s who would be considered high value. I found them attractive but didn't try to date them. Dating someone that age sounds like torture. IMO, a man dating a woman so much younger is seriously insecure and looking for the validation.
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?


He can expect the smart and decent women to not touch him with a 10-foot pole until he is at least a year out from 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.


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
Anonymous
Anonymous wrote:With a divorce, duh.


Best. response. ever. 👏🏽👏🏽👏🏽
Anonymous
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.
Anonymous
Anonymous wrote:I'm a 50yo man. Divorced for about a year. I make $1mm, am highly educated, am in great shape, have my hair, dress pretty well. I have dated women +/-5 years of my age -- generally very attractive and accomplished. But all had baggage of some sort. Then again, so do I (teens, ex, not always totally drama-free). I've sensed interest from a few women in their 30s who would be considered high value. I found them attractive but didn't try to date them. Dating someone that age sounds like torture. IMO, a man dating a woman so much younger is seriously insecure and looking for the validation.


Definitely. I just like sleeping with beautiful women in their 20s and am fortunate to still be able to do so at 49 (so not quite 50). I know I will age out eventually, but enjoying it for now.
Anonymous
Anonymous wrote:Don’t divorce. Get marriage counseling and make it work. Don’t listen to the bitter divorced people on this board. They want you to fail just like their marriages failed
Are you joking? It’s way more lonely in a bad relationship than to be on your own.
Anonymous
Anonymous wrote:
Anonymous wrote:I'm a 50yo man. Divorced for about a year. I make $1mm, am highly educated, am in great shape, have my hair, dress pretty well. I have dated women +/-5 years of my age -- generally very attractive and accomplished. But all had baggage of some sort. Then again, so do I (teens, ex, not always totally drama-free). I've sensed interest from a few women in their 30s who would be considered high value. I found them attractive but didn't try to date them. Dating someone that age sounds like torture. IMO, a man dating a woman so much younger is seriously insecure and looking for the validation.


Definitely. I just like sleeping with beautiful women in their 20s and am fortunate to still be able to do so at 49 (so not quite 50). I know I will age out eventually, but enjoying it for now.


Ok, so how is it related to OP’s question ? Of course any man with money can find sugar babies, there will always be ho..s.
I doubt though your partners are beautiful 20s women. Top women in that age category are not looking to date/sleep/ marry a retired Apple engineer and be ripped off their future with a stone-clad prenup you described.
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.


Don’t date women you feel unsafe with LOL
Anonymous
For the life of me I can’t understand questions like this. He’s not even separated and his dating prospects are his big concern? Not the logistics of divorce, which will take 1-2 years in the best scenario, not finances, which will take a hit, and not his kids who will have some significant reaction, and finally not himself, and understanding what his role was in the dissolution of his marriage. Just…can I get laid and how easily. It’s really something.
Anonymous
Anonymous wrote:For the life of me I can’t understand questions like this. He’s not even separated and his dating prospects are his big concern? Not the logistics of divorce, which will take 1-2 years in the best scenario, not finances, which will take a hit, and not his kids who will have some significant reaction, and finally not himself, and understanding what his role was in the dissolution of his marriage. Just…can I get laid and how easily. It’s really something.


A lot of men don’t give a s…t about their adult kids. They were absent fathers and sh..y partners to begin with, and this is why marriage falls apart .
These are same men who f..k around with 20 yo hoes, not surprisingly
Anonymous
Anonymous wrote:
Anonymous wrote:if he looking for a woman close to age (which most people prefer) it's going to be tough. most of the good ones are taken. if he is looking for a younger woman it is more doable but he is not landing "top" women in that category.


100% false. A man would get his choice of a top younger woman if he is good looking, financially successful, and has interesting hobbies.


no. top women do not go for much older guys.
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.


Don’t date women you feel unsafe with LOL


+1 I have to wonder what's in it for them. So, they waste their 20s and 30s with a guy who doesn't trust them, and who assumes from the start that they want to take advantage of him?

Any woman with a sense of self-worth is going to reject that out of hand. But maybe women with self-worth are not PP's target audience?
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.


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.
Anonymous
Anonymous wrote:
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.


Don’t date women you feel unsafe with LOL


+1 I have to wonder what's in it for them. So, they waste their 20s and 30s with a guy who doesn't trust them, and who assumes from the start that they want to take advantage of him?

Any woman with a sense of self-worth is going to reject that out of hand. But maybe women with self-worth are not PP's target audience?


Sounds like they just sleep with him short term in exchange of luxurious experiences. They might be dating other younger men as well . I chat with some sugar babies on cruises they all have several clients or even a serious BF their own age while sugaring with “daddies”
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