Logo

When will dating stop being so hard for Gen Z?

Last Updated: 20.06.2025 12:02

When will dating stop being so hard for Gen Z?

Now, sugar dating? That’s a different beast. It’s refreshingly laid back—a strange, unspoken contract of mutual honesty and boundary-free conversation.

As a 48-year-old Sugar Daddy, I’ve seen the battlefield from both trenches, and let me tell you—it’s a hell of a vantage point.

But as I listened more and started connecting dots, I realized this wasn’t just a hot-girl problem.

Devil May Cry 5 Can't Stop Selling, Now Tops 10 Million Units - Push Square

I listen. I guide. Sometimes I protect.

And let me tell you, fathers in those days weren’t just protective; they were full-blown sentinels guarding the gates of hell.

They ask for advice, and there’s no jealousy poisoning the well.

I caught my neighbor leaving his 12-year-old son home alone and he has not come back in 6 hours. Should I call CPS?

Virgins

Wait too long, and she’d forget you even existed.

Every word out of your mouth felt like a confession at gunpoint. You’d be sweating bullets, trying to sound like some paragon of virtue, knowing full well he was picturing you as the scumbag who’d ruin his daughter’s life.

Joe Biden is not the best president we had. That would be John F. Kennedy. How is voting for Donald Trump any worse than voting for Joe Biden?

And there was no goddamn escape hatch. No apps to swipe your failures away, no digital armor to protect your ego. You were exposed, raw and bleeding, stranded in the harsh fluorescent light of reality. You’d sit there, a monument to your own humiliation, drowning in the bitter cocktail of shame and regret.

In short - you’ve just got no game - but its not your fault.

Then it’d come—the rejection, sharp and merciless, cutting through the smoky haze of the room like a knife through your soul. But that wasn’t the worst part, oh no. The worst part was the *spectacle*. Her friends would swoop in like vultures, eyes gleaming, ready to eviscerate what little was left of you. You weren’t just rejected; you were a public execution.

Why are there so many single moms in America?

Buckle up, because this is a cocktail of hard-earned wisdom, poor decisions, and a willingness to wade waist-deep into the absurdities of modern dating.

Too soon, and you’d look desperate.

are either

Do people have to be a pastor to baptize?

Right now, your natural instinct is to give me a “reason” why you can’t.

If you’ve got a reason for NOT approaching women - don’t watch my videos…

And you would. Oh, you absolutely *would*.

Josh Allen And Hailee Steinfeld's Wedding Photos Have Social Media Buzzing - OutKick

That first "uh, hey" would leave your lips, shaky and desperate, and she’d glance at you like you were a stray dog begging for scraps.

First came the mental gymnastics of when to call.

All of this is GOOD NEWS! It should seem obvious, but from your perspective, its not.

Al Pacino Meets Pope Leo XIV, Becoming First Movie Star to Get an Audience With American Pontiff - The Hollywood Reporter

So, I dug in, peeled back the layers of this sociocultural onion, and yeah, I’ve figured it out. I know why men aren’t stepping up. And more importantly, I know how to fix it.

That’s the gauntlet we came from—the crucible of humiliation and raw, unfiltered chaos. The one we survived.

If you’re serious about learning how to approach women, then, I’m here to help. Again, I am not selling anything, I don’t want your money - I’m good.

Why should the law care about what I do behind closed doors?

That means - you’ve got almost ZERO competition. You need to start trying. I’ve got dozens of videos with GenZ women complaining about you not trying. Extremely hot - Gen Z chicks.

But when you finally did muster the nerve to dial, you’d hit another goddamn wall:

Dropped out of the dating scene

Why do certain religions consider menstruating women to be impure? Where did the concept of impurity stem from?

These girls, they open up in ways you don’t see in “normal” dating.

Either way, the clock was ticking, and every passing second chipped away at your already tenuous grip on sanity.

It sucked. It was a bloodsport—a gladiatorial brawl for your dignity where the odds were stacked against you, the crowd was jeering, and the lions were already licking their chops.

To a flat Earther, what's wrong with the idea that gravity is simply a force inherent to space which operates only in one dimension? Why do they go further and try to deny gravity rather than just saying it's different than physicists claim?

First of all - I am not selling anything. I am not a “coach.” I don’t want your money. I’m good. I’ve got videos of me in my Lamborghini Huracan, and Ferrari California to prove it.

If I’d had the choice back then, you can bet your ass I’d have taken the easy way out. But here’s the ugly truth, my friend: all this convenience comes with a price. The grit, the effort, the goddamn humanity of it all has been gutted, leaving behind a sterile, hollow shell.

It’s an epidemic.

Are Plastic Cutting Boards Safe? We Asked Experts - NBC News

The only mercy was time—time to stew, time to replay every stumble, time to promise yourself you’d never be that stupid again. And then, inevitably, you’d do it all over.

They spill their secrets, their heartbreaks, their schemes, and their dreams.

And let’s say, by some unholy miracle, you got her number. Don’t start celebrating yet, cowboy—you were still deep in the trenches.

Why does my private parts itch so much during certain periods?

Enter Gen Z, a new crop of frustrated souls, but the frustration is eerily familiar.

I used to date Millennials until they hit the “expiration date.” The youngest Millennials are 29 now—aging out of the sugar scene and into therapy. (The more bitter ones will be in this answer’s comment section)

What I am is a dude who’s actually concerned with this problem, and, I can help. For free.

**guys don’t approach me!**

No, it was more like strapping on a blindfold, stepping into a minefield, and praying you didn’t explode into a million pathetic pieces.

he’d be the one to pick up.

If there are less guys approaching women - to the point where 50% of guys your age

I wasn’t suprised…The girls I date are stunners, the kind of women who turn sidewalks into catwalks. Of course guys don’t approach them. Guy’s DON’T approach dimes—they’re terrified.

I’ve ridden this wave long enough to see a generational shift.

Save it for your incel group.

Don’t put your loser negativity in the comment section.

her dad. If she lived at home—and most of them did back then

They’d answer with a voice like gravel and demand to know your name, your intentions, your SAT score—hell, maybe even your blood type.

In the 90’s - you didn’t have a choice - cold approaching was just what you had to do.

And now? Now, you just swipe left or right. No awkward calls. No interrogation from dad. No sweaty palms gripping the receiver like a lifeline. It’s all neat, sanitized, and gutless.

For a solid decade, I was neck-deep in the pick-up artist scene. Yes, it works—and by "works," I mean becoming a swaggering, dopamine-addled caricature of a man. You learn the tricks, the lines, the rhythms of a social dance that’s as contrived as a daytime infomercial. But here’s the rub: it turns you into an unholy blend of desperation and bravado—a full-tilt douchebag with a veneer of charisma. Eventually, you start to hate your own reflection. That’s when I bailed.

Forget the Hollywood fantasy of smirking Casanovas armed with killer one-liners and perfectly tousled hair under neon lights.

It’s a strange, paternalistic partnership, and God help me, I actually enjoy it.

Both groups—Millennials and Gen Z—are grumbling the same refrain: