First off, telling yourself that a guy is out of your league is defeatist and unhealthy. It's also often downright false.
So yes, you should absolutely approach a guy who's supposedly out of your league. Here's some things to consider:
He's Likely to be Insecure Deep Down
Some of the most attractive and successful people you'll ever come across are burdened by deep and severe insecurities.
Keep this in mind as you plan how to approach him. As insecure as you may feel, chances are decent that is not as egocentric as you may think him to be. In fact, it's likely to be the opposite. Even if he acts like he is full of himself, it's probably just a mask for how insecure he really is deep down.
Confident Energy Can Overpower Anything
Confidence is the ultimate man-magnet. No matter what kind of guy or how out of your league you may consider him to be, a confident "I-Can-Do-Anything" attitude can intrigue him.
Weak and insecure women are everywhere, and he's certainly dated his share and is surrounded by this type of female on a daily basis. Set yourself apart and assert yourself as a kick-ass chick by acting like one and believing that's what you are.
Don't Mention Your Fears or Insecurities to Him
A good rule of thumb for all or most dating situations is to never admit defeat!
No matter what, you don't ever want to imply or clearly state that you think you're not good enough for him. Also, don't ever act grateful just because you got a date with him or grateful for any time he may devote to you.
Look Like a Princess and Act Like One Too
If you're the frugal type of gal who doesn't spend a lot of money on your appearance, chances are you work hard and have a decent-sized savings account. Therefore, you deserve a chance to splurge a bit on yourself.
This may be scary if you're not used to spending more than a tiny amount of money on your grooming and appearance upkeep, but be brave and know that you're not splurging for some guy, but because deserve it. Get your hair done by a great stylist/colorist (check the "best of" listings online for your city). Invest in a great designer handbag and/or watch.
You can also buy yourself a fabulous right-hand "statement ring" to establish your independence and show the world your glamorous side. Once you've given yourself a mini upscale makeover, act like a princess as well by carrying yourself with elegance and holding yourself up high. You are beneath no one!
Do Your Homework
The more you learn about this guy, the easier it will be to make yourself an object of desire to him.
Find out what he likes, where his favorite hangouts are, and who his best pals are. It's not hard to win a guy over if you have pre-planned how to do it. Men are often unprepared for a confident, vibrant and intelligent woman to come along and be ahead of the curve.
Befriend His Friends and Infiltrate His Circle
You can distinguish yourself from most other females and establish yourself in his life firmly by making his friends love you. Approach them, buy them a round of drinks (or several), take them all to a game, etc. Do whatever you have to do to make his friends love you.
Make Your Move Fearlessly
The time has come to make your move. If you are well-liked by his buddies at this point, it will be that much easier.
Some point after you've gotten to know him, approach him fearlessly and tell him that you have something fantastic planned for the two of you. Make it hard for him to turn you down by turning up the charm. Before you know it, you're very likely to be on your first date with him.
This article is brought to you by Dating Advice Blog.
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