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16 Reasons Why Women in their 60s Regret Belittling Men and Ending Up Alone

Updated on November 13, 2025 by TMM Staff ยท Dating & Confidence

An older woman wearing glasses is leaning on a wall.
ยฉNickolas Nikolic/unsplash.com

Women donโ€™t think much of men when they are young and in their prime. Their beauty is prominent, and their whole life is ahead of them. They have plenty of suitors, men who want to take them out and praise them for their splendor and personality. That is why women tend to treat men as weak, materialistic, selfish, and emotionally immature. They think that they donโ€™t need men and can live out their lives without having one by their sides. However, reality hits them like a truck when they reach their 60s. They realize that a quiet life, a quiet home, and deep loneliness are all that are waiting for them at the end of this journey. Where they once derided and despised men with a passion, they are now contrite and regret their actions. Read on and learn more about the harsh truths that women in their 60s learn after having belittled men all their lives.

Table of Contents

Toggle
  • They Confused Independence with Superiority
  • They Wore the Emotional Armor for Too Long
  • They Mocked what They Secretly Coveted
  • They Treated Every Man Like a Disappointment
  • They Mistook Kindness for Weakness
  • They Always Wanted to be Right
  • They Laughed at Menโ€™s Emotions
  • They Let Feminism Get the Best of Them
  • They Made Men Replaceable
  • They thought Love Should Happen on their terms
  • They Measured Men by Their Mistakes
  • They thought Loneliness was Strength
  • They Waited Too Long to Apologize
  • They Realized They Didnโ€™t Provide What They Demanded
  • They Didnโ€™t Respect Men
  • Final Thoughts

They Confused Independence with Superiority

An older woman working on her laptop.
ยฉLinkedIn Sales Solutions/unsplash.com

Women learn later on that what they considered to be superiority stemming from their independence was misplaced. She wanted equality but ended up belittling men and trivializing their presence. They made men an unnecessary component of her life, and now they regret this decision.

They Wore the Emotional Armor for Too Long

An older woman wearing glasses sitting in front of a plant.
ยฉJSB Co./unsplash.com

Men want to connect with women and get to know their vulnerabilities, hopes, and dreams. These strong, independent females wore an emotional armor to block off all such attempts from men. They wanted to appear invulnerable till it finally dissuaded the men from trying to get in or be heard. Now they want them to listen, but it is far too late.

They Mocked what They Secretly Coveted

An older woman wearing glasses standing on a walking trek looking distraught.
ยฉA.C./unsplash.com

These strong, independent women condescended to and ridiculed other women for choosing a man, falling in love, and pursuing the marital life. This mocking was actually a projection of their own deeply rooted desires, and only now, when they are in the twilight of their life, do they realize it.

They Treated Every Man Like a Disappointment

An older couple laughing together.
ยฉLOGAN WEAVER/unsplash.com

These women were high-strung and utterly pedantic in their younger years. No matter how good a man who approached her may have been, they had set him up to fail in their minds. They had stringent and unbelievable standards that no man could meet. This cynical approach destroyed any chance at love, and now they have ended up alone.

They Mistook Kindness for Weakness

An older woman sitting with a morose expression.
ยฉAshwin Vaswani/unsplash.com

These women considered men who were chivalrous, well-mannered, and soft-spoken as weak and unbefitting of affection. They wanted true, masculine men who exuded alpha energy. They werenโ€™t looking for emotional connection but rather the sweet, fleeting rush of excitement, a choice they now sorely regret.

They Always Wanted to be Right

An older woman smiling.
ยฉFellipe Ditadi/unsplash.com

These women were domineering in that they always wanted to be right and have the last word. Their dominant attitude seemed pleasing to them as they equated it with intelligence. They wanted to win every argument at any cost, even when it brought them falling headlong into the crevice of solitude in their 60s.

They Laughed at Menโ€™s Emotions

An older woman with a sad expression looking to the side.
ยฉCurated Lifestyle/unsplash.com

These women were prone to ridiculing and mocking the men who opened up. They derided the men who expressed their inner thoughts and ambitions to them. They thought, in that moment, that they were being oh so clever and ingenious. It is only now that they realize that those men were hoping to form a bond with them, one defined by empathy and understanding. They lament over the fact that they rejected their advances and spurned their advances.

They Let Feminism Get the Best of Them

A woman standing alone in a park.
ยฉMikoล‚aj Zeman/unsplash.com

These women were ardent subscribers to the tenets of feminism. They truly believed they were better, stronger, and more capable than men. They didnโ€™t realize it when it became their entire personality and implanted in them a deep hate for men. This caused them to push away every man who approached them. They thought in that moment, โ€œWho needs men?โ€ Well, in their desolate 60s, they have finally realized that it was them; they needed men.

They Made Men Replaceable

An older couple on a couch refusing to look at each other.
ยฉGetty Images/unsplash.com

These women truly believed that they could get whatever man they wanted. That is because they were young and beautiful, and there was no shortage of men around them. It led them to belittle men that did date them. They pounced on every opportunity, no matter how miniscule, to make these men realize that they were replaceable. They were made to believe that the next one was waiting in the shadows as soon as these lovely ladies were done with them. Well, youth and beauty have a weird way of running out, and so did the number of men wanting to date these vain women who have no one to rely on in their 60s.

They thought Love Should Happen on their terms

An older woman with earrings looking distraught and hiding her face in her hands.
ยฉCurated Lifestyle/unsplash.com

These women wanted to be loved, but only when it was their choice. They wanted men to struggle and put in an effort, but only if they permitted it. They didnโ€™t want to compromise but rather to control everything in love. Well, love isnโ€™t something that can be controlled or conditioned per your choice. It is spontaneous and unbridled and all those attempts at controlling its begetting are what brought these women to this sorry state in their 60s.

They Measured Men by Their Mistakes

An older woman using a phone and sitting on a bench while ignoring an older man who is looking at her angrily while using a cane.
ยฉErnst-Gรผnther Krause (NID)/unsplash.com

These women didnโ€™t pay heed to or appreciate the effort men put into wooing them. They were fixated on the flaws and mistakes. They wanted perfection from those men whose only crime was trying to win their affections. These actions may have been imperfect, but at least they were sincere, a realization that now incessantly bites at the minds of these 60-plus women.

They thought Loneliness was Strength

An older woman holding up a mirror and looking at her reflection.
ยฉLaimdota Karpinska/unsplash.com

These women stuck to the lone wolf act in their youth. They wrongly believed that being single and alone was a sign of their independence and strength. It was a resolute stand against male chauvinism and a celebration of their femininity. But they realize now that it was all for naught, merely a charade, a farce that they had so pridefully bought into.

They Waited Too Long to Apologize

An older woman wearing glasses.
ยฉAge Cymru/unsplash.com

These women were prideful and werenโ€™t exactly forthcoming when it came to apologizing. They knew in their hearts that they were in the wrong but they never admitted it. They let the men in their lives simmer in resentment and bitterness and didnโ€™t apologize for the hurt that they inflicted. They even laughed at their pitiable state and it only served to push those good men away. Now, in their 60s, these women realize that they were in the wrong and should have said sorry. At least, that way, they probably wouldnโ€™t be alone now.

They Realized They Didnโ€™t Provide What They Demanded

An older woman wearing glasses is sitting on stairs.
ยฉCam Ballard/unsplash.com

These women wanted emotional connection, maturity, and communication from men. However, the ironic part is that they never deigned to accord it to the men in the first place. Quite the contradictory approach, and one reeking of hubris, a realization that dawned too late for these 60-plus women.

They Didnโ€™t Respect Men

A woman wearing glasses sipping coffee from a cup in a greenhouse.
ยฉJuani Sanchez/unsplash.com

Now, at the end, these women have finally realized that they didnโ€™t lose men because they didnโ€™t love them. They actually lost them because they didnโ€™t make these men feel respected. Love can survive the greatest of trials, but respect is fragile. It can only take so much of a beating and after the wringer these women put menโ€™s respect through, there was little wonder that they left.

Final Thoughts

ยฉKayte Smith/unsplash.com

Women in their 60s donโ€™t need to wallow in self-pity. Instead, they should focus on introspecting and deliberating in retrospect as to how they reached this sorry state. They should impart their wisdom and experiences to the younger women so that they donโ€™t end up making the same mistakes. That is the only silver lining in the miserable cloud that they have turned their life into.

Dating & Confidence

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15 Words of Wisdom Older Couples Share That The Younger Generations Badly Need in Relationships
Is Your Marriage Starting to Feel Like a Broken Record? These 16 Things Might Be The Culprits
About TMM Staff

The Modest Man staff writers are experts in men's lifestyle who love teaching guys how to live their best lives.

If an article is published under TMM Staff, that means multiple writers worked on it. For example, sometimes several of us have experience with a certain brand, so we collaborate to publish a more thorough review.

Or, if an article was originally written by one person, but then it was updated by someone else, we'll re-publish it under TMM Staff.

Remember: all of our articles (including those below) are written by real people with decades of combined experience in men's fashion and lifestyle topics.

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