When will dating stop being so hard for Gen Z?

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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.

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.

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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.

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.

Save it for your incel group.

Hello,hope y'all doin good, i came to Quora to share my strange story , a very weird one , a story when luck smiled at me ,maybe u will enjoy it , let's begin,have fun... A year ago ,I was a real porn addicted(btw I was 18) ,but never had sex before, I don't have a gf I didn't try to find one even ,always thinking to go to find a sex worker but then I just don't , everyday watching different bodies getting fucked and everyday enjoying. One day, I was watching porn, a big ass lady with big boobs ,just after seeing her the image of my female cousin poped in my mind, (let's introduce her : she's 35 years old , very big ass , nice boobs ,not very big but nice,always wearing tight clothes , she's divorced ) and I thought of me fucking her ,I never had sexual desires for her but now I do days went by and when I met her I was so horny ,I couldn't stay with the family cz my penis was clearly erected , I realized this is my first time I get horny for one of my family ,it not illegal in my country.well to make a long story short( if u want details just text me I will tell u 😊),I decided to give her signs that I want to fuck her,finally I decided to have sex and with my cousin , I thought it is the best beggining for me, i started touching her when I came across her in a narrow place , make her feel my hard cock when we hug , I thought it will hard and I will be ashamed but no , I felt nothing and she said nothing , probably she thought it was by mistake,anyways, I decided then to talk with her about sex, waited for her to be alone in a room and talk with her, I confessed everything about me watching porn and addicted..etc,she said it's normal and u are growing up and u must have sex,well at that time I was like whaaat????? Well I didn't control myself and asked her for sex ( horny like I Ve never been before) she said that she will think Abt it ,2 weeka went by then she called me ,telling that she reserved a room in a hotel and we meet tonight ,we met,and bruuhh, sex is great , I mean, I had to find a pirstitue ,what I was waiting for to have such a feeling ????, I will never forget that night, I started kissing her she was kissing hard ,she misses sex so bad , she sucked my dick and swallowed my semen ,I felt I'm in a dream , then when fucked ,her ass was very big and the anus was open ,didn't struggle to get my hard cock inside it , she was obviously missing sex , she was shouting ,fuck me yh fuck me , I go fast after every word until I cum , we did that 3 times , then we went to her pussy , using condoms I fucked her so hard the moans were higher , everything was perfect ,in the end I asked her to lick her body , licked pussy ,ass, boobs,then she sucked my cock until we sleeped ,all I know that she was dirty ,well before even having sex with her I knew she is an open minded woman , and a woman that looks that she donesnt know anything , but she knows everything, but never expected having sex with her ,well she was horny and that helped...but no one of us regretted that sex ever.. We still have sex from time to time ,and I started having sex with sex workers , joining threesomes..etc If u want pics of her text me.

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.

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

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

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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.

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.

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

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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.

First came the mental gymnastics of when to call.

It’s an epidemic.

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

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

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.

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

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

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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Dropped out of the dating scene

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…

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he’d be the one to pick up.

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

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)

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Too soon, and you’d look desperate.

**guys don’t approach me!**

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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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.

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

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

I can not sleep. what is the problem?

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.

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

Virgins

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

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.

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.

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

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

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.

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.

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

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

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

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

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

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

I listen. I guide. Sometimes I protect.

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

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

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.

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

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