pretty basic question i think: i struggle a bit getting my h

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pretty basic question i think:
i struggle a bit getting my hair messy on the front. when i go through it with my hand, it kind of builds up like a wall.

for example, i love the hairstyle in pic related. seems easy, but when i try it out, it ends up like this:

http://hairstylesweekly.com/images/2012/07/Mens-Hairstyles.jpg

do you have any advice on how to achieve the jaime look? what products should i use and how should i move my hand through my hair so that it gets this messy "i dont care" look? does anyone have experience with that?

thanks in advance