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Winston's Triple No-Win Situation in Dating: What's the Best Solution?

Posted: June 24th, 2025, 11:55 am
by Winston
Do you have any logical solution to my triple lose-lose-lose situation in dating? Let me explain.

1. I connect mentally best with white women, especially new age white women and European white women. But white women are very picky about looks and see me as too short for them. They prefer tall athletic white guys. Or sometimes black or Hispanic guys, but never Asian guys unless they are tall and athletic looking.

2. Asian women don't connect with me because I'm not practical and materialistic and not a conformist and I don't believe that the purpose of life is to make money, like they do. They also believe everything society tells them but I don't since I'm a freethinker and freespirit. So that creates a mental gulf between me and Asian women.

3. Asian American women are more westernized and open minded and have a more similar background to me, but they usually prefer white men for dating. So again I lose.

So you see that's a triple lose-lose-lose situation. It's the classic "between a rock and hard place" scenario except in this case I'm between 3 rocks. Lol. Do you have any solution to this? Why does the universe like to put me in no win situations? Is the universe just an asshole to some people?

So far the only solution I see is to date Philippines and SE Asian women who are not so picky and judgmental and more laid back. Another option is to seek European women in their 40s because white women as they get older become less picky about looks and focus more on connection. However, the thing is older women who are still single usually have some issues and hang ups that make them unable to be in stable relationships.

When I was 28 I dated a 35 year old beautiful woman but she was very edgy and unstable and it was like walking on eggshells. Anything I did or said, no matter how nice or well intentioned, could be twisted and used against me. It was toxic like a ticking time bomb. Like the bromance between Trump and Elon Musk, which was a ticking time bomb. Lol. Of course she eventually exploded over trivial things and ended the relationship. It was a pity because she was the most passionate and sensuous lover I've ever had. Maybe because she was a Wiccan. No one else has ever compared. Everything has been downhill since then.

It seems some people are meant to be perpetually single and only allowed to have short term relationships because something always goes wrong with every relationship, even if you do nothing wrong and do everything right.

Re: Winston's Triple No-Win Situation in Dating: What's the Best Solution?

Posted: June 25th, 2025, 1:48 am
by yick
Your age is against you. If you want white women in your twenties, your age, race and location are against you.

I'm in my 50's too, it is the same deal for me.

Do you want to date single mums in their 30's and older? I know I don't.

There are plenty of younger women in the third world who would happily date you but you would have to provide for them. One of the payoffs when you want to date women 25 to 30 years older than you.

Re: Winston's Triple No-Win Situation in Dating: What's the Best Solution?

Posted: June 25th, 2025, 6:43 pm
by Rygar1
Winston wrote:
June 24th, 2025, 11:55 am
Do you have any logical solution to my triple lose-lose-lose situation in dating? Let me explain.

1. I connect mentally best with white women, especially new age white women and European white women. But white women are very picky about looks and see me as too short for them. They prefer tall athletic white guys. Or sometimes black or Hispanic guys, but never Asian guys unless they are tall and athletic looking.

2. Asian women don't connect with me because I'm not practical and materialistic and not a conformist and I don't believe that the purpose of life is to make money, like they do. They also believe everything society tells them but I don't since I'm a freethinker and freespirit. So that creates a mental gulf between me and Asian women.

3. Asian American women are more westernized and open minded and have a more similar background to me, but they usually prefer white men for dating. So again I lose.

So you see that's a triple lose-lose-lose situation. It's the classic "between a rock and hard place" scenario except in this case I'm between 3 rocks. Lol. Do you have any solution to this? Why does the universe like to put me in no win situations? Is the universe just an asshole to some people?

So far the only solution I see is to date Philippines and SE Asian women who are not so picky and judgmental and more laid back. Another option is to seek European women in their 40s because white women as they get older become less picky about looks and focus more on connection. However, the thing is older women who are still single usually have some issues and hang ups that make them unable to be in stable relationships.

When I was 28 I dated a 35 year old beautiful woman but she was very edgy and unstable and it was like walking on eggshells. Anything I did or said, no matter how nice or well intentioned, could be twisted and used against me. It was toxic like a ticking time bomb. Like the bromance between Trump and Elon Musk, which was a ticking time bomb. Lol. Of course she eventually exploded over trivial things and ended the relationship. It was a pity because she was the most passionate and sensuous lover I've ever had. Maybe because she was a Wiccan. No one else has ever compared. Everything has been downhill since then.

It seems some people are meant to be perpetually single and only allowed to have short term relationships because something always goes wrong with every relationship, even if you do nothing wrong and do everything right.
If it's any consolation, tall, good looking white guys struggle with white women, too, though perhaps less so. Yick and I have discussed this at length.

Yeah, some guys are indeed probably meant to be perpetually single, perhaps through no fault of thier own. Attitude can help or hinder. Being in shape def helps. Do you lift? Sometimes the gods of romance and love don't look favorably on you for some reason.

Re: Winston's Triple No-Win Situation in Dating: What's the Best Solution?

Posted: June 25th, 2025, 7:08 pm
by kangarunner
@Winston Honestly Winston, if this is the kind of problems you're having in your 50s, then I want your life. Most people in 50s are thinking about having enough money for retirement. But you're thinking about women. It's a hard life isn't it?

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I would suck her p***y and do all kinds of nasty things with her. In America, Asian women are even more selective than white women.

@Winston Why are you saying you have a no win situation? You have already found the land of milk and honey over here. Just have fun with the girls in Thailand, Vietnam, Philippines, Japan, and China. Unless you're wanting a real relationship.

Re: Winston's Triple No-Win Situation in Dating: What's the Best Solution?

Posted: June 25th, 2025, 7:23 pm
by Voyager1
kangarunner wrote:
June 25th, 2025, 7:08 pm
I would suck her p***y and do all kinds of nasty things with her. ston Why are you saying you have a no win situation?
That's nothing to write home about. Asian women are not that attractive

Re: Winston's Triple No-Win Situation in Dating: What's the Best Solution?

Posted: June 25th, 2025, 11:31 pm
by yick
Voyager1 wrote:
June 25th, 2025, 7:23 pm
kangarunner wrote:
June 25th, 2025, 7:08 pm
I would suck her p***y and do all kinds of nasty things with her. ston Why are you saying you have a no win situation?
That's nothing to write home about. Asian women are not that attractive
I used to think that until I went there.

Re: Winston's Triple No-Win Situation in Dating: What's the Best Solution?

Posted: June 26th, 2025, 9:20 am
by Winston
yick wrote:
June 25th, 2025, 1:48 am
Your age is against you. If you want white women in your twenties, your age, race and location are against you.

I'm in my 50's too, it is the same deal for me.

Do you want to date single mums in their 30's and older? I know I don't.

There are plenty of younger women in the third world who would happily date you but you would have to provide for them. One of the payoffs when you want to date women 25 to 30 years older than you.
You made a typo. You aren't understanding my question. Age isn't a factor here. Because white girls rejected me when I was 20 too. They always put a cold wall between them and me. In America that is. Even if a white girl has a lot in common with me they still see me as not their type. This was true when I was 20 too. I've explained this a million times. Age may be a factor for you but it never has for me. The triple no win situation I outlined above has always affected me regardless of age.

I don't mind dating women in their 30s and 40s. But even then the triple no win situation above still applies. I've said this a million times already.

Re: Winston's Triple No-Win Situation in Dating: What's the Best Solution?

Posted: June 26th, 2025, 9:45 am
by Rygar1
Winston wrote:
June 26th, 2025, 9:20 am
yick wrote:
June 25th, 2025, 1:48 am
Your age is against you. If you want white women in your twenties, your age, race and location are against you.

I'm in my 50's too, it is the same deal for me.

Do you want to date single mums in their 30's and older? I know I don't.

There are plenty of younger women in the third world who would happily date you but you would have to provide for them. One of the payoffs when you want to date women 25 to 30 years older than you.
You made a typo. You aren't understanding my question. Age isn't a factor here. Because white girls rejected me when I was 20 too. They always put a cold wall between them and me. In America that is. Even if a white girl has a lot in common with me they still see me as not their type. This was true when I was 20 too. I've explained this a million times. Age may be a factor for you but it never has for me. The triple no win situation I outlined above has always affected me regardless of age.

I don't mind dating women in their 30s and 40s. But even then the triple no win situation above still applies. I've said this a million times already.
That's pretty common even for good looking dudes. It's all a big game. Most women have had so much smoke blown up their collective asses that that's how most of them are 20 plus. It's a byproduct of the whole, everyone- a-winner, empowerment, i-feel-so-fu cking -good -about-myself culture.

More importantly, why do you care so much about this? It's really disconcerting. I could see if you were 20 or 30, but 52? Don't you have other things to worry about at this point in life other than some random bimbos not worthy of you? Put a period and move on.