The Beginners Guide to Fucking a Hooker For The First Time!

Do you crave the warm embrace of a whore for the first time? Knowing that her experienced pussy will likely corrupt you, but you want to cum inside it anyway?

Congratulations, my friend! You’re making the right choice. I think. Fucking a hooker for the first time is life-changing, but only if it’s done the right way.

If I had a dollar for every nightmarish first-time hooker story I’ve heard, I would have my own personal harem.

“Many people don’t realize it, but the world of escorting, paid sex, and prostitution has its own language. If you wanna fuck hookers properly and not get scammed, learn it!”

Finding the right hooker and knowing how to behave to get the best experience possible can be hard these days. But it doesn’t have to be that way!

I’ve worked as a sex worker for over a decade. In that time, I’ve seen a lot of shit, and I know what both hookers and their clients want.

So today, I plan to draw upon my vast range of experience with hookers to provide newbies like you with the guidance to navigate the slippery holes of paid sex.

We’ll be covering stuff like:

  • The dos and don’ts of talking to hookers.
  • Just when you should actually get your cock out.
  • And, in a very non-misogynist way, why you shouldn’t do the cleaning up afterwards.

And so, let’s begin. In order from start to finish, this is the ultimate guide to fucking a prostitute for the first time.

Figure Out The Best Way For You To Meet An Escort

“Streetwalkers are no place for Hobbits, Mr Baggins!”

It’s the 21st century. Picking up hookers off the street isn’t the only way to do it. You have a wide range of options available. The way people meet hookers is often a part of the fetish itself.

Some guys love the thrill of kerb-crawling, others like perusing the range of escorts available online, and others like to do fieldwork in red-light districts worldwide.

For a beginner, I’d suggest finding a girl online. It’s easier, safer and, often, more legal. It’s also a good way to see a girl’s services and feedback. Here are some spots to check out:

  • Victoria Milan is a premium hookup site with some very classy women on there, offering free casual fun and paid sex services. Give it a try!
  • Smooci is an ideal site for finding professional and freelance hookers across Asia, especially in places like Thailand, the Philippines, Vietnam, etc.
  • AdultWork is a one size fits all site that is well-suited to the UK and Europe but also expands into North America. Easy to use and jam-packed with various hooker classifieds.

Both are things that aren’t ideal to discuss on the street. In my opinion, questions like ”Do you do creampies” are only suitable in public when asked in a bakery.

Know What You’re Getting Before You Pay a Hooker

“Lol, this rookie actually thinks he’s gonna fuck me!”

A good rule of thumb for purchasing any service in life is to know what you’re getting before you hand over your cash.

I’ve heard many horror stories of guys seeing a prostitute and paying a hefty sum for ”services”. Sometimes, they’ll get nothing more than an aggressive handjob.

It’s fair to say that the escort business can attract some hustlers. Many of whom are looking out for inexperienced newbies.

With some girls, stuff like kissing, sucking their tits, or licking their pussy can be classed as paid extras.

Often, this is kept as a surprise. One that’s usually unveiled when your mouth is abruptly stopped from sucking the incredible tits that attracted you in the first place.

So if it’s something you want, clarify that it’s included. No matter how expected it is in ordinary sex.

So whether you’re determined to let an ebony hooker sit on your face or you have a specific requirement for anal with a MILF escort, make sure it’s clearly agreed upon before you pay.

Know Basic Escort Terminology & Hooker Sex Slang

“We wanna take you to a lil’ restaurant called Dining at the Y!”

Many people don’t realize it, but the world of escorting, paid sex, and prostitution has its own language. If you wanna fuck hookers properly and not get scammed, learn it!

If you walk blindly into a prostitution menu and think CFNM and Femdom sound appealing when all you really want is Multiple Shots on Goal, and you can’t tell the difference, you might be disappointed.

From the Porn Star Experience to the wonderful world of Dining at the Y, I wrote a handy guide to the world of hooker slang and escort terminology; give it a read here.

Don’t Dive Straight Into a Prostitute Fuck And Pay Up Before You Strip

When it comes to the etiquette around fucking a hooker, there is one rule that is non-negotiable: Pay first, then play.

A horny man and a man who has just cum are two completely different things. Men are far less keen to pay for services of the night after they’ve emptied their balls.

When I was working as a hooker, I hated it when guys would strip and jerk their cock before even discussing money.

Agree on what you want, pay the girl, and then prepare to have a lot of fun. It’s also a nice courtesy to ask an escort, “is it ok for me to undress now?”

Real Hookers Don’t Ask Personal Questions, And Neither Should You!

When you’re fucking a hooker for the first time, the biggest mistake you can make is to start prying into her personal life because she won’t be doing it to you.

The world of paid sex is one of discretion and secrecy. Hell, that’s all part of the allure for many of us. So ditch the personal questions.

Plus, you’re on the clock. So rather than asking her what her father thinks of her choice of career, ask her how many times you’re allowed to cum when fucking her in the ass, ok?

Don’t Be a Risk When Fucking a Prostitute

“Yep, I’m outta here!”

Let’s be real; being a sex worker is a risky business. Working girls are prepared for the fact that one client could be a fucking nutjob and want to seriously hurt them.

So, don’t present yourself as a risk. Don’t be erratic, weird, or anything along those lines. Otherwise, you might find yourself booted out or worse.

Instead, be calm, don’t be argumentative (unless you’re somehow being scammed, etc.), and treat the sex worker respectfully.

Don’t Try And Clean Up Afterwards; Focus On Cleaning Your Dick And Leave

The number of times I had guys in a post-cum daze try and help me clean up the room afterwards. Gentlemen, we appreciate the thought but don’t do it.

Whether you’re visiting a brothel or an independent escort at her home, you’re paying to fuck and have fun, not to clean.

It’s our job to clean up the post-sex mess and prepare for the next client. You’ll only get in the way and annoy us.

Instead, help us by cleaning up the spunk off your dick and leave so we can continue working. Thanks in advance!

Fancy a Creampie Prostitute? Wear a Condom When Fucking a Hooker, For Both of Your Sakes!

We get it; it’s tempting. But just don’t!

It’s a common misconception that sex workers are riddled with diseases. In my experience, aside from drug addict hookers on the street etc., it’s quite the opposite.

However, statistics don’t lie. Among sex workers, STDs are said to be anywhere from 5 to 60 times higher than STD rates amongst the general population. Don’t take risks.

It may look appetising to stick your dick in the wet, inviting hole of a sex worker, and it may look equally alluring for a sex worker to feel the raw sensation of a bare cock inside her.

But for both of your sakes, wear a damn condom and don’t play Russian Roulette with your health.

Understand Boundaries And Make Sure They’re Clear

Whether you’ve bitten off more than you can chew with a Dominatrix escort or find yourself being chastised by a prostitute for inappropriate behaviour, not understanding boundaries is a mood killer.

While working as a hooker, I constantly warned guys that biting, scratching, and rough behaviour was prohibited. Because many assumed it was a given and would let rip on me.

Equally, I had guys who wanted an “extreme” Femdom session without realizing that the porn they’d watched at home was different to undergoing female domination in real life.

After fifteen minutes, they were in tears and reassessing their life choices with an asshole that had been fucked beyond repair by a black strap-on.

Don’t get me wrong; many sex workers will offer the services you’re looking for, no matter how wild. But make sure everything is clear, and boundaries are set before you do it!

Hooker Sex Should Be Enjoyable For Both Of You, So Be Clean

And last but by no means least is one of the most important things to bear in mind when fucking a hooker. Make sure you’re clean and smell nice!

After all, unless it’s a kink of yours, would you want a smelly person on top of you and pumping away at your most intimate parts? Treat people as you’d like to be treated.

In my prostitution career, I’d reject offering sex to men with poor personal hygiene, which was far more common than I’d like to remember.

For me, it was a warning sign of how little they cared for their bodies and made me paranoid about STIs, etc.

Chewing gum/mints, shower gel, and some nice aftershave are small investments to make. Trust me; your local sex worker will appreciate it, resulting in a better sexual experience.

Prostitute Sex Is Incredible, But Only If Done Correctly!

To sum up this beginner’s guide to fucking a hooker for the first time, I’d like to remind you that sex with prostitutes can be incredible, but there are some basic guidelines to follow.

Always treat sex workers with respect, know both your and their limits, and always wear protection to be responsible and keep everybody as safe as possible.

Sex workers may have extraordinary jobs and a far more open-minded sexual attitude, but they are people just like you. Treat them as such, and, most importantly, have fun!

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