When will dating stop being so hard for Gen Z?

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

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.

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

I'm very sick. 72 years old. I thinking I'm losing my mind. My dead friend told me it's going to be okay. I could feel him. There is more…I don't know what but more.

I listen. I guide. Sometimes I protect.

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

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

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

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

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.

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Dropped out of the dating scene

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.

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

What type of crossdresser are you?

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

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.

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

I’m wondering about attachment and transference with the therapist and the idea of escape and fantasy? How much do you think your strong feelings, constant thoughts, desires to be with your therapist are a way to escape from your present life? I wonder if the transference serves another purpose than to show us our wounds and/or past experiences, but is a present coping strategy for managing what we don’t want to face (even if unconsciously) in the present—-current relationships, life circumstances, etc. Can anyone relate to this concept of escape in relation to their therapy relationship? How does this play out for you?

It’s an epidemic.

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

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.

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

Save it for your incel group.

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.

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

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

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.

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Too soon, and you’d look desperate.

First came the mental gymnastics of when to call.

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

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he’d be the one to pick up.

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)

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

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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.

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.

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.

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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.

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

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.

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

**guys don’t approach me!**

Virgins

What is your craziest college sex story?

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.

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.

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.

What should I do to get over a relationship?

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.

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

I can’t get any girl I want, but I can just get some not my type of girls, so I feel I’m so ugly. What should I do?

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

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

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

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

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

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

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

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

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.

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