Toronto Passions

When men should stop having a fixed relationship - partner/girlfriend/wife ...

At what age should a man stop having a fixed relationship?


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Just Looking For A Latina

Totalmente perdido
Sep 7, 2020
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At what age should a man stop trying to have a fixed relationship? I.E. move in together, commit solely to each other. This is based on the assumption the man is single, without a woman in his life.

After age 40, many men hopefully have a career/job and have started saving for retirement. Possible to still have children and start a relationship. Divorce and children can sideswipe plans.

After age 50, start looking ahead at the future and what you want it to look like. A little late to have children, paid down some debt and have some savings. Divorce can extend working life into "I will work till the day I die" situation.

After age 60, the retirement/change of life starts to look real. Late to have children, hopefully out of home mortgage debt and not a lot of time to save more for retirement. Getting into relationship could destroy your savings with no ability to recover.
 
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PvtJoker

Well-known member
Aug 3, 2024
289
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Depends on you, depends on who you find.

If you’re over 40 you want to be very careful about getting involved with someone less financially successful than you. If you get taken, there is no time to build up another retirement nest egg.

On the other hand, if you’re over 60 the best bet is to find some 25 year-old hot chick, have her sign an ironclad prenup that states that if she is married to you at the time of your death, she will be the sole beneficiary of your estate, but if she leaves before you die, she gets nothing. Then, spend the rest of your natural life fucking her like the dirty whore that she knows she is deep down in her soul ;). If you’ve got a really clever lawyer, they may be able to put a clause in where she gets bonus money if you die while in the act of fucking her….
 

jd3402

Member
Dec 23, 2017
27
31
13
I just passed 50 last year, and looking back, I'd have done a lot of things differently. I would've listened to younger me harder. He heard plenty of horror stories from older friends getting screwed over in divorces. I'm at the point now where I'm pretty much done with relationships. There's plenty of wonderful sounding ladies here that I'd rather visit regularly instead! I just have to get out of this current situation and re-establish myself and get back to actually LIVING again instead of just existing.
 

xix

Time Zone Traveller
Jul 27, 2002
5,076
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La la land
I like to add to @PvtJoker list.
- Cheating and Cuckold you loose or walk out.
 
T

throat_fucker

I just passed 50 last year, and looking back, I'd have done a lot of things differently. I would've listened to younger me harder. He heard plenty of horror stories from older friends getting screwed over in divorces. I'm at the point now where I'm pretty much done with relationships. There's plenty of wonderful sounding ladies here that I'd rather visit regularly instead! I just have to get out of this current situation and re-establish myself and get back to actually LIVING again instead of just existing.
For us younger cats on the forum, what wisdom would you share in regards to doing things differently?
 
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MiguelRojas

Well-known member
Nov 4, 2025
153
261
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Depends on you, depends on who you find.

If you’re over 40 you want to be very careful about getting involved with someone less financially successful than you. If you get taken, there is no time to build up another retirement nest egg.

On the other hand, if you’re over 60 the best bet is to find some 25 year-old hot chick, have her sign an ironclad prenup that states that if she is married to you at the time of your death, she will be the sole beneficiary of your estate, but if she leaves before you die, she gets nothing. Then, spend the rest of your natural life fucking her like the dirty whore that she knows she is deep down in her soul ;). If you’ve got a really clever lawyer, they may be able to put a clause in where she gets bonus money if you die while in the act of fucking her….
Move to Merida and bang a different girl each week for 500 bucks per week
 

Just Looking For A Latina

Totalmente perdido
Sep 7, 2020
347
539
93
Depends on you, depends on who you find.

If you’re over 40 you want to be very careful about getting involved with someone less financially successful than you. If you get taken, there is no time to build up another retirement nest egg.

On the other hand, if you’re over 60 the best bet is to find some 25 year-old hot chick, have her sign an ironclad prenup that states that if she is married to you at the time of your death, she will be the sole beneficiary of your estate, but if she leaves before you die, she gets nothing. Then, spend the rest of your natural life fucking her like the dirty whore that she knows she is deep down in her soul ;). If you’ve got a really clever lawyer, they may be able to put a clause in where she gets bonus money if you die while in the act of fucking her….

I hear your idea of getting a 25 year old. But with the age difference 60 versus 25, can you really "connect" outside the sex part and her putting out?

Is there such a thing as an ironclad deal? She could just slowly drain your bank accounts and then just walk once the money is gone. for me I think i would want to help her reach her goals and end up spending my money without her leaving at least until the money is gone.
 

Canadiandude

Well-known member
Jan 24, 2021
309
669
93
I get some men saying after their divorce they don’t want another relationship and just bang escorts but realistically speaking is that not sad? Would you not want someone to come home and sleep next to every night? I’m not married or ever been married I’m still relatively young but eventually I see myself quitting this hobby and settling down (maybe bang some here and there). Escorts are just fulfilling the physical needs, at the end of the day they go back home to their partners and you go back home to nobody. Unless your satisfied with that lifestyle than do what you want but imo if you can find a fulfilling relationship no matter what age go for it. Divorce or many failed relationships shouldn’t stop you. Plus knowing a woman actually wants to be with you and not because you’re paying her is a different feeling.
 

Sonic Temple

Dreamers learn to steer by the stars
Feb 14, 2020
23,094
36,751
113
Am single and love the peace of being alone. Realized after finding this hobby lifestyle that no need for relationships ever, enjoy company of friends, family and occasional civie hookups, but that's it. At the end of the day, I go home to a peaceful home alone and happy. To get to this state though you need to one oneself and accept what you have and where you want to go.
 

Fred Flinstone

Well-known member
Oct 15, 2020
323
438
63
I'm 68, and single for the last 6 years, a widower for 20. I have frank conversations with men about having a relationship, as most of the men I know are in one. The honest ones admit privately that they wish they were single and got to do what I do, which is visit massage parlours and sp's guilt free. Some have gotten angry with me when I talk about it, as there's judgement or jealousy in them. I cut the judgmental fucks out of my life.

Do I miss having a confidante in my life, absolutely, but at what cost? My peace, and freedom? No thanks.. but I will admit that if the right one comes along, who knows what the future holds.. The standards I have now will be tough to meet, the questions that will be asked will send most packing. Experience from dating for the last almost 20 years has taught me some hard lessons.. Also, no one is ever crossing my threshold permanently ever again, at least not without an ironclad prenup. What I spent my life building will not be given away to a latecomer. That is a legacy that belongs to my kids..
 
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jd3402

Member
Dec 23, 2017
27
31
13
For us younger cats on the forum, what wisdom would you share in regards to doing things differently?
First off, I'd have never married. After marriage and having a child, wife decided to quit her decent paying job and work part time instead in retail. That eventually led to an amicable separation. In the years after that, she eventually turned my child against me and my child no longer wanted to see me. A year or so after that my child committed suicide...there are more personal details surrounding all that that I will not share. Suffice it to say, covid played a small part in all of this as well. I'm just scratching the surface with this post.
 

jd3402

Member
Dec 23, 2017
27
31
13
Am single and love the peace of being alone. Realized after finding this hobby lifestyle that no need for relationships ever, enjoy company of friends, family and occasional civie hookups, but that's it. At the end of the day, I go home to a peaceful home alone and happy. To get to this state though you need to one oneself and accept what you have and where you want to go.
This is where my head is at too. My home should be peaceful. It's not, and I plan on changing that.
 

Sonic Temple

Dreamers learn to steer by the stars
Feb 14, 2020
23,094
36,751
113
I've been single most of my life. Married once and happily divorced with 2 kids who I have 50/50 since they were babies and raised them alone fine. I dig the single life along with dating and meeting civies to fuck and the odd few SPs if I decide to hobby. It's great coming home after work and stuff not having someone be an unnecessary headache in your life. Someone venting at you and putting you down for no reason than lifting you up. I see too many old boomers whining about their wives and the stuff they have to put up with. Many of their wives their their man's balls in their purse. Marriage is very similar to a business partnership. If you find the right partner it'll work out fine even with the mood swing days and such. Watch out for snakes. I know a few elderly couples together 50 plus years and they make it work while others are just miserable. I don't even care to have a pet since my kids are more than enough company. Barely hangout with friends/family since I can't stand small talk and stuff. I'd rather watch tv, game, surf the net, go out walk and more in peace. I got no issue being in another long term relationship but that's yet to happen. When Covid happened I just shrugged it off cause it didn't impact me. Being alone doesn't impact my mental health either since I just enjoy the solitude. I tried going to clubs/concerts in my 20s and hated the scene and found it obnoxious. It's not a lifestyle for everyone since most humans crave interaction which I do get going out and mingling nicely with others cause I never had an issue getting along with folks. Eventually as an introvert I just wanna come back to my home and be in peace lol. As a teen I was similar where I hungout with friends and played sports and talked shit made jokes but then was fine being back home. I enjoyed high school a lot.
Well said mate and totally understand your head space, I still enjoying concerts (recently saw The Trews, The Watchmen and the The Skydiggers at OLG Stage) - more so now than when we were younger just because we have the cash flow, but just to add stll enjoy hanging with friends and still enjoy meeting new friends and people, the thought of getting to know someone still excites me and tbh I don't think that will ever change, as I like to think of myself a fine balance of a into and extrovert - but when all the hoopla is done with and the house lights turn on - I just love coming home to silence (sometimes the only thing better is coming home to silence with a beautiful civie)
 

Canadiandude

Well-known member
Jan 24, 2021
309
669
93
First off, I'd have never married. After marriage and having a child, wife decided to quit her decent paying job and work part time instead in retail. That eventually led to an amicable separation. In the years after that, she eventually turned my child against me and my child no longer wanted to see me. A year or so after that my child committed suicide...there are more personal details surrounding all that that I will not share. Suffice it to say, covid played a small part in all of this as well. I'm just scratching the surface with this post.
Shit man losing a child or parent/sibling has to be the most painful experience. Sorry to hear that. Was that your only child or do you have/want more? Sometimes I hear stories like this from guys and think how can some women be this evil. Same with men when my female friends tell me stories about their partners and they can be just as bad. It sucks but I hope anyone that has gone through tough relationships eventually find their person or true happiness. Not all relationships or women are bad I also read stories on here from guys talking about how good their marriage is and that they see escorts with their wives together. I guess everything in life is a gamble.
 
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angrymime666

Well-known member
May 8, 2008
1,186
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I hear your idea of getting a 25 year old. But with the age difference 60 versus 25, can you really "connect" outside the sex part and her putting out?

Is there such a thing as an ironclad deal? She could just slowly drain your bank accounts and then just walk once the money is gone. for me I think i would want to help her reach her goals and end up spending my money without her leaving at least until the money is gone.
The concept of connection beyond sexual chemistry is romantic mumbo jumbo. Every thing fades with time. The interaction gets old with a 20 yr old as well as the 50 year old. At least the 20 year old is more malleable to follow the lead of an older man, until she's not. Older women are set in there ways and it's not nearly as appealing.

Ironclad is like finding a unicorn, whether it's legally where the goal post can and does move as time passes and laws evolve or love which a person can be unloved by an "ick" or an emotional whim. Regardless of young or old women the majority of the time women seek a man for long term relationship that has means. Women get tired of a "broke" especially from a long term perspective even moreso when children are part of the deal. Although this has become less important as there are social programs that provide financial means. As men I don't think we really care about a woman's ability to provide. Granted its great when they do pick up the tab but a long term relationship is highly conditional as when there is no benefit they tend to split.

I don't believe in helping women, it extremely sexist belief that women can't do it themselves since women are capable, strong and independent. It's counterproductive to human growth not to allow someone to grind it out, plus a good shit test that if she really is interested in you, stays and grinds it out and becomes equally successful.

I have no problem letting a woman living with me but to have the expectation that I support her wants and dreams, no. Do the work like every other successful person, she doesn't get half of the empire I built just because we live together and fuck.

This is why getting a new girlfriend when I have had enough is appealing. Peace is priceless, so is my empire.
 

Just Looking For A Latina

Totalmente perdido
Sep 7, 2020
347
539
93
I get some men saying after their divorce they don’t want another relationship and just bang escorts but realistically speaking is that not sad? Would you not want someone to come home and sleep next to every night? I’m not married or ever been married I’m still relatively young but eventually I see myself quitting this hobby and settling down (maybe bang some here and there). Escorts are just fulfilling the physical needs, at the end of the day they go back home to their partners and you go back home to nobody. Unless your satisfied with that lifestyle than do what you want but imo if you can find a fulfilling relationship no matter what age go for it. Divorce or many failed relationships shouldn’t stop you. Plus knowing a woman actually wants to be with you and not because you’re paying her is a different feeling.
I agree that "knowing a woman actually wants to be with you and not because you’re paying her is a different feeling." I want to go to dinner with a woman that I am attracted but I don't want to pay $2,000 for her to be with me plus pick up the tab. Without the cash, she is not there. So here is the rub for me; I can find a woman to go to dinner with but no woman within 15 years of my age is attractive to me. Today I find 30 - 39 year olds attractive, but I find they are very gun shy due to bad past experiences.
 
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PartyGirls

Member
Sep 7, 2024
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I have always been single for many years. But I got lucky. Many moons ago, I had a roommate (a guy), and he told me that he believed his father regretted getting married. Also, my father did not seem happy (and eventually got divorced), although my mother is wonderful. So, I decided never to get married and never be in a serious relationship. And I have never regretted my decision.
 

jeff2

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Sep 11, 2004
2,149
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It is like dealing with China. What is hers is hers and what is yours is hers.
 
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