THE

MACHIAVELLIAN’S GUIDE

TO

Charm

For Both Men and Women

Nick Casanova

iUniverse, Inc.

New York Lincoln Shanghai

THE MACHIAVELLIAN’S GUIDE TO Charm

For Both Men and Women

Copyright © 2008 by John Craig

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ISBN: 978-0-595-47237-6 (pbk)

ISBN: 978-0-595-70999-1 (cloth)

ISBN: 978-0-595-91519-4 (ebk)

Printed in the United States of America

To my mother, who would never stoop to using any of these tricks, but is still the most charming person I know

Contents

Introduction

PART I Flattery

"I’m Jealous

His Age

His Intelligence

Set Him Up to Look Smart

Turn to Him for Advice

Praise His Wit

You and I Have a Lot in Common

"I Always Seem to Feel Good

When I’m around You"

Cover His Ears

The Vague Compliment

Comparisons

You Play Hardball!"

His Significant Other

His Children

His Dog

Let Him In on a Secret

Gentle Teasing

Pretend To Be Interviewing a Celebrity

When He’s Been Gracious

Meeting and Greeting

Introducing Your Prey

These May Sound Ridiculous to You, But Won’t to Him

That Moved Me

You’re a Good Person

You Seem Like Such a Nice Person, But..."

You’re Way Too Smart to Be Making That Mistake"

Cancelling a Date

You’re the Only Person I Know Who ..."

For Richer

... Or Poorer

Things To Do before I Die

How to Escape

You’re So Charming

You’re a Bad Influence on Me"

What If I Hadn’t Met You?"

Answering an Unanswerable Question

Scoff at His Insecurities

Some Day

PART II Empathy

Let Him Know You’re More Nervous than He Is

If He’s Just Been Fired

Be Sympathetic

That’s Really Tragic

When He Commits a Faux Pas

You’re Too Sophisticated for Them"

If He’s Worried about Being Weird

Don’t Let Him Feel Alone

Hold the Door

We’re Having an Adventure

Dynamic Duo

The Conspiratorial Wink

Pretend To Be a Nice Guy

Be Discreet

Quelling Jealousy

The Massage

Body Language

PART III Self-Deprecation

Your Looks

Your Intelligence

If You’re Fat

If You’re Skinny

If You’re Short

Your Job

Summarize Your Occupation

Your Athletic Ability

Your House

Your Car

Your Clothes

"Men Are Such Pigs

Women Are Such Twits

I’m Nothing Special—Just Your Average Joe

I’m Inexperienced with Girls

Be Racist against Yourself

Make Fun of Your Own Wimpiness

If You Have a Reputation for Being Macho

Taking a Compliment

If He Looks at Your Photo Album

I May Be Fat, But At Least I’m Slow

"I Have No Self-Discipline

I Find Myself Quite Boring, To Be Honest

If You’re Second Choice

If He Doesn’t Remember You

Your Children

The Whispered Aside

For Five Seconds There ...

When There’s a Lull in the Conversation

On the Internet

PART IV Recovering From a Faux Pas

I’m Shallow

When You’ve Been Nasty

You’re the Bad Guy

When Your Ego Shows

If You’ve Just Related an Accomplishment

Thank You for Letting Me Boast"

If You’ve Been Caught Kissing Ass

When You’ve Been Stupid

If You’ve Overreacted

If You’ve Been Caught in a Lie

I Don’t Do Anything That’s Not Calculated

When You’ve Been Boring

When You’ve Repeated Yourself

If You’re Caught Looking in the Mirror

The Greeting Kiss

If You Were Tongue-Tied

PART V Deference

One Downmanship

You’re Like Catnip for Women!"

His Strength

How Am I?

You’re a Born Leader"

You’re the Alpha Male Around Here"

The Tough Guy

Flatter Him in the Most Sincere Way

Someone Like You

"I Hate People Who

Talk about What a Lousy Lover You Are

That’s A Good Question

I’m Nobody

PART VI Being Cool

Roll With the Punches

You Hurt My Feelings

That Doesn’t Make Me a Bad Person"

Stay Calm

Alcohol

Show Perspective

Don’t Try Too Hard to Prove Your Masculinity

Agree with the Ridiculous

Don’t Complain

If Your Prey Gets Something You Wanted

Keep It Clean

Afterword

Introduction

In the sixteenth century, Niccolo Machiavelli wrote a book, The Prince, about how to gain and keep political power through devious means. Since then, his name has become synonymous with dishonesty and evil. But using a touch of subterfuge in an effort to charm is not necessarily bad. Charm is, after all, mostly a way to make people feel good about themselves.

Charm can open many doors for you. It will help you progress in academia and get ahead in business. It will smooth relations with loved ones and land desired ones in bed. Charm makes people laugh and dissolves the tension inherent in just about any situation. It casts an enchanted spell on those exposed to it.

Luckily, charm is not so ethereal that it defies analysis. This book examines the individual components that comprise the magic: flattery, empathy, self-deprecation, and coolness. (Charm is the mirror image of obnoxiousness, which consists of being boastful, clueless, ham-hand-edly insulting, and often hysterical.)

The first section of this book is about flattery. Fashions come and go, but people will always want to be considered good-looking, successful, smart, athletic, and honorable (in that order). After a session with you, your prey should feel he is all those things. Your compliments needn’t be true; they need only be plausible. The most effective flattery, of course, is that which seems unintended. This section will show you how to drop such accidental compliments.

Many of the suggested behaviors do not constitute charm in the classical sense: they will not make people marvel at your presence and wit. But they will make people feel better about themselves, and those people will then associate that feeling with you, which is the ultimate goal of being charming anyway. One of the secrets to being charming is to act charmed yourself. You must give someone your undivided attention and pretend to be impressed by him.

The next section is about empathy. Being empathetic means making your prey feel comfortable in any situation. Any points you score with a friend in need are basically worth double what you score at other times.

A naked, unadorned ego is a very ugly thing; the section on self-deprecation shows how to hide yours. If you can admit your weaknesses, people will consider you honest, perhaps even courageous. If you can actually laugh at yourself, people will instinctively sense they can trust you.

Another section is about deferring to your prey. It’s a natural instinct to play one-upmanship. But charmers do the opposite and play one-downmanship—and then they pretend envy. This tactic combines both flattery and self-deprecation.

Charm often consists of doing the opposite of what our instincts compel us to: we must not only muzzle our own egos, we must act admiring as someone else’s rages out of control. Nonetheless, our instincts get the better of us at times, and we slip up. The ability to recover from such a faux pas is vital. You can make any social error seem like a temporary slip rather than a permanent part of your personality if you acknowledge it. In fact, if you bounce back adroitly enough, you’ll come across even better than had you never made the error in the first place.

The final section emphasizes how important it is to stay calm. Hysteria and charm are mutually exclusive. If you can stay cool when others succumb to anger or panic, you’ll come across as heroic.

What gives flavor to this whole equation is, of course, the aplomb and the wit with which you do all these things. If you can act with flair, you will be irresistible. If you incorporate enough cleverness into your modesty and flattery, people will want to be around you just to see what comes out of your mouth next, and to see how you handle different situations.

With a real charmer, people will constantly marvel, That was the perfect response—I would never have thought of that. He allowed the other guy to keep his dignity without losing his own, he stayed calm, and on top of that he managed to make everybody laugh. With enough practice, you can make people think this about you. And even if you do all these things without flair, you will still be likeable, which is infinitely better than being obnoxious.

There are sections of this book, and individual lines, that are slightly off-color. Choose what does and does not work given your personal style. And there are an infinite number of variations you can use on the themes of flattery, self-deprecation, and empathy. Be as creative as you like.

Above all, remember to keep your guard up: if you’re charming some of the time and a jerk at other times, people won’t like you. Being charming is a full-time job.

Many of the chapters are followed by examples of how a stiff, a boor, and a charmer would react in various situations. Most readers will identify with the stiff and recognize the boor. With practice, most stiffs will be able to transform themselves into charmers. The nature of boors being such as it is, they will remain boors even after reading this book—but that is poetic justice.

This book will refer to the person you are trying to charm as your prey. This may sound overly aggressive, but do remember that, after all, you are trying to win him over with your predatory charm. And though the masculine pronoun is used for convenience’s sake when referring to your prey, almost all the techniques work equally well with—and for—either sex.

The principles outlined herein are timeless. Hemlines may go up and down, but self-deprecation will always be in style and skillful flattery will always be appreciated.

PART I

Flattery

Abraham Lincoln once said that tact is the ability to describe others as they see themselves. Take this advice a step further: tell your prey he’s better than he thinks he is. Having one’s ego inflated is a heady experience, and if you can provide it on a consistent basis, your prey will eventually see you as the source of all things appealing and wonderful.

Your prey will be far more grateful about being praised for his weak points than his strengths. A champion wrestler does not need to be told what a good athlete he is; he will be infinitely more grateful if you tell him he’s smart, or something else he rarely hears. Do make your compliments credible, for otherwise it will seem you ‘re mocking him.

Remember that a compliment’s value is in inverse proportion to the extent it sounds calculated: if you can flatter your prey without sounding as if that is your aim, all the better. Use these chapters as starting points, and then tailor them to his particular strengths and weaknesses.

"I’m Jealous

Nothing is more central to our self-image than our appearance. This can be proven by a simple test: when someone compliments you on your looks, don’t you tend to remember it more than when someone tells you nice job for something you actually deserve credit for?

Above all else, you need to make your prey feel attractive. Direct compliments such as You look nice or You’re really good-looking can sound a bit like everyday pleasantries. Pretending jealousy makes for a more memorable compliment.

I’m jealous. If I looked like you, I’d have a new girlfriend every day.

What did you ever do to deserve to be that handsome? Nobody deserves that.

You must have been good in a previous life to get that face ... and I must have been bad.

Don’t sound as if you’re trying to give your prey a compliment; it will sound calculated and therefore less sincere. Sound as if you’re truly jealous (but without the rancor) as you say, Man, I wish I looked like you. Sometimes I think your looks are wasted on you.

You’re a handsome fool. If you had any idea how many women have had crushes on you!

Even if your target is not attractive, you can usually find at least one feature that is praiseworthy. (I wish I had an intelligent forehead like yours. I look like a cretin by comparison.)

These compliments work just as well for women, of course, with slight