The Forensics of Rich Older Men and the Young Women in Their Lives


“Hell yes, I’m down. No money. Psychiatric problems I can’t even pronounce. No job prospects. One foot in the gutter. So yea, that old man looks damn good at this point. What other choice do I have? It’s hell out here and I’m not getting any younger…”


After a certain point, relationships tend to be more about conscious asset balancing. This is not cynicism. It’s just another door to love, rather than the one we used when we were in our twenties.

Thus, when people see young women in the company of much older men, they see a very specific equation. But there’s often a lot more to it.

For example, let’s say an affluent man of 65 begins to see a woman of 35.

He may be in excellent physical health while she’s one foot under a bridge.

Men her age aren’t interested in her because she’s fallen through the cracks, in spite of a lingering beauty, unmistakable from days gone by.

Such men easily find others their own age who are successful attorneys, doctors, engineers and other gainfully employed professionals without the physical and psychiatric disabilities.

So she makes a conscious decision to do something about it by leveraging what she does have [youth and lingering beauty] against everything she doesn’t [the list is endless], and comes up with a man 30 years her senior willing to take her on in exchange for companionship and the prospect of real love.

He’s old and successful, she’s relatively young and broken, but with the proper care and financial resources he can rebuild a broken soul while satisfying his own needs at the same time.

She gets elaborate shelter, a constant resupply of meds, funds for medical check-ups, plastic surgery, fillers, Botox, travel and a closet full of designer clothing.

What’s not to love?

Over time she reemerges as someone else, a better her, the one she left behind a decade ago now on top of the human food chain.

And while she did, in fact, “sacrifice” years [Read: work], her efforts paid off handsomely.

Now you know why so many young women are in the company of rich older men, and why money is only part of the equation.

Boomer Courtney Cox Throws in the Towel on Youth


In my world, well maintained women of 50 look great.

50, still. But great.

And while, by comparison to average women, they look years younger, I can see them coming and going.

Problems arise when women lose touch with what people around them actually see when they look at them.

It’s kind of like older men in arrested adolescence who express shock when women half their age call them daddy.

Self-actualization is a hard pill to swallow, and it cuts both ways.

This is why therapy should be a part of maintenance. alongside dental visits and annual physicals.

The Urban Dystrophy Virus Spreading Among Millennials


Mason [on the right] wears the mark of truth [Urban Dystrophy t-shirt].

He is also 1/3rd my age and already gets it. 

Hopefully, the general narrative will serve he and others of his generation well.


I’m the first to admit – brag, frankly – that I don’t cavort with a politically sensitive crowd no matter what their ages happen to be. 

Nobody places boundaries on free speech and/or expression.

If someone is offended by something someone says, they let them know it and just move on.

I find this refreshing.

Every human being, both old and young, knows what’s acceptable and what’s back from the time they were kids — not since the last political convention.

As a parent to animals, I don’t know much about raising human babies. But what I do know is that the way I was raised didn’t kill me, and, in fact, probably led to my avoidance of federal prison.

With this in mind, here are 10 lessons parents should hammer into their kids heads before it’s too late:

1] Corporal punishment is a good thing when kids act up. As long as you don’t put your kid in the hospital, beating them with belts, paddles and boxing gloves is the way to go.

2] Tell your kids the truth about everything. If he or she looks like a tramp  – or complete idiot – let them know in no uncertain terms before they learn about it on the playground where wolves will be wolves.

3] Hammer into their heads that the most important thing in life is financial security followed by health…and then love.

4] Life is a food chain. Everything you say and do can and will be used against you in the court of popular opinion, including job applications.

5] Take care of your health using exercise, particularly weight lifting, to help mitigate your psychiatric problems.

6] Sex is good. More of it is better.

7] If you have sex with someone, just know that they now have leverage over you, so always keep #4 in mind.

8] People are rarely altruistic unless it benefits them, which may also benefit you. So there’s that.

9] When guys get older, they don’t necessarily get weaker. So keep that in mind when you decide to fuck with a guy 3 times your age.

10] Holding onto money is always tougher than earning it, so earn a lot so you can play the odds without ending up under a bridge.


The 60’s All Over Again


Flash-back to a time in history where members of the counterculture movement expressed their beliefs about property ownership by destroying others ’ property, building fences around said property, and living in communes with shared possessions.

Yea, that went well.

Today the same dynamic exists.

The human food chain marches on, fueled by those who proclaim solidarity with “duh people” only to steal it by using them as leverage and then consolidating personal power at their expense.

People fall for this crap all the time, which begs the question, why have they not been bred out of the human gene pool?

Back in the the day, the ones who survived all the street riots and general unrest went on to make fortunes, built mansions with walls and security cameras, and kick everyone out but hired help and mistresses.

So basically, nothing’s changed.

Can You Spot a 21st Century Gold Digger? I Doubt It.

gold3-copyCouple of nice girls just looking for love…


A few buds out for a game and shot at a vacation on someone else’s dime…

It cuts both ways.

“In the long history of humankind (and animal kind, too) those who learned to collaborate and improvise most effectively have prevailed.”
― Charles Darwin

Here are two articles you might find interesting:

Gold-digging [aka prostitution] has been around for the entire length and breath of human history.

The problem today, however, is that motive is no longer obvious. In fact, it’s evolved in stealth to what many consider an art form…where PhD level courses will soon be necessary to decode the tell-tale subtleties and innuendo.



1] Gold diggers are such a problem in NYC, one woman has set up an agency that proclaims it will weed them out.

2] Cautious men need to know that women they’re interested in have jobs with sizable incomes [six figures is expected], be independent and live alone.

3] Successful women seek out equally successful men because, like men, they expect a “perfect 10” for their efforts. 

4] “Millennial males are less likely than males of the Gen X and Boomer generations to equate romance with happiness,” says Denise Delahorne, SVP Group Strategy Director, DDB US.

5] “Overall, they [Millennial males] are a group of people who believe they are better than other people, and their own happiness and well being takes precedence over the needs of others.”

6] “Millennials overall, and Millennial men in particular, are more likely to think their own happiness is more important than the happiness of others Millennials overall, and Millennial men in particular, are also more likely to think that they deserve to be famous and hope to be famous one day.”

7] “I think we can’t lose sight of the fact that this is a generation that grew up at a time when attitudes about marriage and divorce really changed.” 

8] “...we certainly can’t ignore the fact that they [Millennial men] feel that they can always get out of the marriage if they want to — and this is certainly something that we see frequently in popular culture.”

9] Millennial men are also more likely to want to have a prenuptial agreement than males of other generations (32% vs. 25% of Gen X males and 17% of Boomer males) perhaps because they are more likely to be viewing marriage as a financial/contractual arrangement as much as a romantic partnership.

10] There are five million members on SeekingArrangement. Overall, the site has 3.8 million Sugar Babies, and 12% are male: 460,000. Moreover, this is an 84% jump in male Sugar Baby membership from the start of 2014.


Matchmaker Janis Spindel asks ladies looking to date her high-end male clients to pen a 2,500-word bio and fill out an extensive questionnaire. Here are her five rules for spotting a gold digger:

1. A woman who is obsessed with dating a successful man — and knowing what his salary is.

2. A lack of a job is a telltale sign a woman is looking for someone to support her. “Women must have [jobs],” says Spindel. “It gives them a sense of confidence, allows them to support themselves and keeps them busy during the day.”

3. She complains about Spindel’s fee of $1,000 for a one-on-one meeting.

4. A woman who makes unreasonable demands: “If they tell me they must date a man with a plane, I say ‘Sayonara.’”

5. A lady who asks the wrong questions: “When they ask me how many homes my client has, they’re inquiring for the wrong reasons.”


These points are all far too obvious, as most successful gold-diggers could pass a polygraph with flying colors.


How did we get here?

Millennials say feminism is the root of the problem.

They tell me…

1] Women are waiting longer before marriage and children…so they’re no settling down.

2] They also have strong career motives, which they also expect of their mates.

3] They feel entitled to the same sexual freedom as men, which yields a new world man with a vagina.

So what’s the incentive for young women to date young men?

Nothing, really.

Unless, of course, it’s just sex, in which case they need an online alias if they want to protect their reputations and high-end jobs from blackmail and other forms of extortion.


In closing, here are some passages from my new book, Urban Dystrophy, currently selling like hotcakes on Amazon.


When you’re twenty-five, women who seriously date you do so for your looks, personality, education, and ability to earn (or somehow, inherit).

When you’re fifty, women who resemble the ones you dated at twenty-five (because they are twenty-five) do so for the perceived security you are able to provide them—both financial and emotional—coupled with a predisposition towards generosity.

Gold diggers flourish in big cities where there are few predators and an abundant food source. Please do not confuse the metaphor.

Watch out for three vulnerabilities they look to target—frustration, boredom, and privilege—the same ingredients necessary to transform a corporate executive with a Harvard MBA into a blackmail statistic.

It doesn’t matter how many boards you sit on, how many ex-wives you have, or how much your children love you. When everything falls apart, including your children, gold-diggers only care about your financial condition.

Remember that women interested in the likes of you operate in survival mode. While it has been postulated that some possess feelings that border on empathy—particularly towards their young, and in some instances, their spouses—survival still hinges on instinct.

You may live in a large urban area because you enjoy the culture, shopping experience, and fine dining, but you’re also a line item on someone else’s balance sheet.

Every man like you with a penchant for youth and beauty will inevitably meet a woman anxious to exploit him.

Men never grow up. If they did, gold-diggers would go extinct.

In case you’re wondering, the same rules apply to women when approaching a male member of this group. It’s a gender-neutral career path.

In exchange for a certain lifestyle, gold-diggers are prepared to barter whatever they have in exchange for whatever they don’t. While this may sound cold and calculating in the context of “love,” some of the country’s most celebrated philanthropists were once strippers, showgirls, and Pilates instructors. (No offense to Pilates instructors.)

Is Youth, In Fact, Wasted on The Young?


Does anyone actually believe that a bunch of rich and entitled Baby Boomer rock stars could create The Dark Side of the Moon?

The following is a list of 10 Boomers who followed a similar fate:

1] David Bowie

2] Mick Jagger

3] Eric Clapton

4] Robert Plant

5] Jimmy Page

6] Bob Dylan

7] Billy Joel

8] Elton John

9] Alice Cooper

10 Neil Young.

Obviously, there’s something to be said for youth and immortality, in spite of the contradiction in terms.

The Most Annoying People In The Gym […and a few good ones thrown in for good measure]

Old-Guy-LiftingI found this article on about gym etiquette amusing, so I thought I’d share it with you.

Most of it targets the behavior of all age demographics, so I’ve slightly twisted it in the direction of the Baby Boom.

Many are cliches pushed to the extreme, but many cliches are extreme without having to be pushed at all.

Here’s the article:


1] The Misplaced Crossfitter

After enough testosterone supplementation, many Baby Boomers – both men and women – re-emerge as adolescents and hit the gym like banshees, attempting complex exercises like box jumps and weighted wall balls they see performed by people half their age on Youtube. They attempt to perform them publicly as if no one will notice the sad realities of their efforts. I witnessed one 50-something guy jumping up and down like a Wallaby in what appeared to be a trance. When I asked him what he was doing he just smiled and hopped away. I discovered later on that he just received his first testosterone injections a week ago, and like someone stuck in Purgatory for 30 years, was euphoric over his discovery of a portal back to planet earth.

2] The Phone Zombie

Many older guys use gyms as workplaces. I’m still not convinced they aren’t suffering some psychiatric disability, the whole thing a pantomime played out using a dead phone. Relevance is found in some of the most unlikely places. Whatever the issue, they are certainly consistent, and therefore, memorable. In fact, offering even the vaguest description will elicit a knowing response. In deference to one man in particular, he is having an actual conversation with someone on the other end of the line, but he is so often on the phone that he is now clinically deaf.

3] The Newbie Steroid User

Most of these people begin a steroid regimen to drop body fat without having to spend hours in a gym. They also hope to revitalize their flagging sex lives which certain physicians’ promises of restoring them in exchange for $30,000 a year. Most of these people drop out of sight when their PSA levels rival the national debt and/or they lose a pile in a market downturn.

4] Just About Anyone Doing a Kettlebell Swing

Most older men have no idea what the hell they’re doing in the gym. Without help from a personal trainer, they are like cattle on the edge of a cliff in a hurricane. They’re painful to watch and there is always the temptation to offer guidance. But it has been my experience that guidance is often perceived as a kind of narcissistic wound to men of hubris and resources accustomed to people’s fear and respect in the workplace. Physicians who should know better are some of the worst offenders, as usual. I could get into the irony here.

One old dude threw a cable grip in my direction.

5] The Dumbbell Rack Blocker

I am guilty of this. There are times when I use one end of a dumbbell rack to perform single-arm pulls. But I am also aware of who’s around me. If I see someone lingering near the rack, I’ll move. The point is that many gym newbies [read: older guys who’ve spent their lives in offices and are now on gym floors at the insistence of their primary care physicians] are slow on the uptake, and even indignant towards anyone expecting them to budge.

6] The Bros

I work out around a bunch of older men and women who were – at one time or another – gym addicted. Most of us are now in recovery, but this still doesn’t stop us from spending two hours a day enabling one another. We make a lot of noise when the weights get heavy, but the experience is cathartic, and, in our minds, fine as long as we don’t technically kill anyone.

7] Mr. Octa Set

Some guys attempt to commandeer a 1000 square foot area of the gym in order to perform a particular routine. Most of them are the usual suspects: Affluent and entitled Boomers who are used to having things their way. Fortunately for people like myself, I am comfortable ignoring their boundaries and leading them back to therapy without much in the way of tact.

8] The Crappy Personal Trainer

At my health club there are a few personal trainers who spend more time discussing personal issues with their clients than training them. But this is not the fault of the trainer. When a client is will to pay $100 and hour of someone’s time, they run the show. Of course, the trainer can always fire the client, but it doesn’t make much financial sense as you can imagine. I do happen to know certain personal trainers who won’t train clients that aren’t serious, but I have found that they tend to work less hours.

9] The Talker

My gym caters to an affluent clientele, many of whom are trust fund babies who’ve never held a job, and therefore, have no concept of boundaries. The rest are either psychiatric outpatients or narcissists who’ve never seen a therapist.

10] The Creeper

True story: One day I was in the gym on the stretching mats when I noticed an older man with his junk on full display. A woman next to me happened to notice it at the same moment and immediately deflected her young daughter’s attention avoiding what would inevitably become full blown PTSD. Anyway, I’m not certain whether such men are exhibitionists or just plain senile. I can envision a police interrogation where the officers just shake their heads when the man starts babbling incoherently about the stock market when questioned about a sexually perverse act. Long story short, I reported the incident to the management and I’m told that he now wears undergarments.


Okay, so here are three of my own Pet Peeves:


 11] Old Ladies With Too Much Perfume

This one is self-explanatory, but thankfully easily remedied over a private discussion with management. I have, at times, felt almost enveloped in what smells like scented mustard gas as my lungs cry out for mercy at the handiwork of a mortician.

12] People Who Read Newspapers While Performing Leg Presses

At more upscale health clubs, this is a commonplace practice. The idea is to be in the gym as directed by one’s primary care physician while also getting a little of what the client wants, which is to not be there at all.

13] People With Antisocial Personality Disorder

Maybe it’s just me, but I see health clubs as urban ecosystems that run according to the sum of their constituent parts. Saying hello is not going to kill anyone. It’s common courtesy if nothing else in an environment filled with people you see every day.

With this in mind, there is one particularly cross older man with a distended midsection that he attempts to conceal with 5x t-shirts pregnant emblazoned with messages of anarchy. He never speaks, never blinks, and always stares straight ahead like a zombie zeroing in on a kill. This guy typifies APD and should be referred immediately to the nearest psychiatric facility. Thankfully, the only other people who come across even remotely this way are cross fitters who relish the outcast model.

 Okay, now for the most awesome people in the gym!

11] Elderly People

Older men and women who go to the gym religiously have the respect of everyone. I’ve never heard a single negative comment or complaint unless the person in question farts, in which case the whole age thing comes up.

12] The Quiet Beasts

Most bodybuilders I know are quiet beasts. They are men of few words [in the gym], focused, serious, and only cordial under duress. I don’t particularly like them [in the gym], but I do admire their determination.

13] Women Who Kick Ass

There is nothing more inspiring than women kicking ass next to us. Taking this a step further, I would prefer a gym filled with nothing but buff women in tights. I mean just for the inspiration and all.

14] Fat People

It’s hard to beat on a fat person when they’re in the gym trying to climb out of their bodies. It’s a Promethean task no one takes on unless their lives depend on it.

15] Injured and Disabled People

God bless these people for getting back into the world and fighting for their dignity. They’re a lesson to all of us to be thankful that a couple of inches off the waist is all we have to accomplish.


Everyone understands the inherent grumpiness seen in the aged, but no one appreciates it. From a psychiatric perspective, you have to understand that many of these old men were once “somebody:” Heads of companies, surgeons, lawyers and so on. They had the respect of their peers and their community. No one questioned their validity, their relevance. This is why many men refuse to retire. The rest face a downhill slalom into invisibility and irrelevance and what you see in their sour demeanor is the loss of something they spent their lives building. I feel sorry for these men. While they go to the gym to stay physically relevant, they’re dead everywhere else.

How Success Changes Middle Aged Men

Male Grooming Arnold Ferrier Photo Bill Morton

Male Grooming Arnold Ferrier Photo Bill Morton

As you will note in the article [above], chest shaving has become commonplace.

It’s also one of many manifestations of what many middle-aged men do once they have achieved a considerable measure of success.

Without that one element [success], there is no rationale for self-idolatry.


I know this guy in the restaurant business.

When he started out, it was all humility; dressing down, shaking hands, strung out in the quest for relevance.

Then over time and a lot of hard work, his efforts paid off.

He became the proud co-owner of a successful string of hip urban bistro’s with lots of national notice.

Eventually, like others of new-found success, he upgraded his car, his home…his lifestyle.

But something else happened as well: He changed his appearance. All of it.

His once thin frame now boasts long, lean muscle wrapped in a bronze glaze.

His chest, arms, back and legs are completely shaven.

His clothing went from $16 Haynes 100% cotton Tees to $180 John Varvatos V-Neck Jersey Knits.

His Timex “Ironman” was replaced with an assortment of bracelets of various materials and designs; the accouterments of celebrities, rock stars…and wealthy older men who don’t have to care what you think of them, which is how you know they’ve “arrived.”

Gone are the days of the obligatory handshake with a smile.

That’s also been upgraded to a certain vibe of self-righteous aloofness suggestive of someone who now resents how much ass they had to kiss to get to where they are, and now its payback time.


Without success, older men fade.

They don’t have the fuel to propel change.

In this sense, success is like a transfusion.

While average people adapt to circumstances and resign themselves to an average existence, successful tend to men stand out in crowds.

Even those who practice humility cannot hide the lining of confidence that follows them wherever they go.

In a way, they’re like beacons of hope in an otherwise paralyzing existential nightmare.

And people wonder why The Kardashians are America’s first family.

The Case for Dating Men in Their “60’s”


It’s not uncommon to see successful 58-62-year-old urban men dating and/or marrying women in their mid to late 30’s.

By standards that have evolved over the past decade, 37 and 60 are considered age-appropriate.

It’s a simple formula: 1/2 one’s age plus 7.

Of course, it could also be 1/2 one’s age minus 7, and still meet normal parameters.

In either case, the women are hardly 17 for God’s sake.

With this as a backdrop, I have posted a link to an Elle Magazine article I think you’ll find interesting.

I’ll follow it’s bullet points with comments of my own based upon real life urban experience.

“Old men are polite and thoughtful and young guys are generally self-centered.” Megan Megan O’Brien, founder of the marketing agency Beauty Brander, almost exclusively dates men in their sixties and older.

Her reasons?

1] I like a man’s man.

The synopsis: “To a man in his 60’s it’s the norm to treat a woman like a LADY.”


Older men I know are far more appreciative of the young women in their lives because they know that authentic love is no longer a disposable asset.

2] They don’t play games.

The synopsis: “The bullshit factor dramatically declines as the years of their age rise.”


Time becomes a far more valuable commodity when it becomes more scarce, forcing demand through the roof. Therefore, “sealing the deal” with a younger woman becomes a far more likely outcome.

3] They are more thoughtful.

The synopsis: “Leaving love notes in your purse for you to find later is another common trait of a more mature man…..just because.”


To older men, younger women are kind of like time capsules that transport us back to a time when life was more spontaneous and carefree. Younger men have precisely the opposite effect on older women for obvious reasons.

4] They have their shit together.


The synopsis: “He’s spending more time and attention on your relationship [than at the office].”


He doesn’t have to spend as much time at the office [see#4]. Most men in this situation work from a laptop and a cellphone for a few hours and call it a day.

5] He will be proud to be with you.

The synopsis: “Most guys in their thirties think they’re doing YOU a favor by holding your hand and saying that you look beautiful.”


When you’re young, youth and beauty are boundless resources, so you take them for granted.

But older men have already been laid more times than they can possibly count, so they focus on other aspects of the relationship.

This, of course, will then lead to even more sex – only this time with someone who’s name they remember.