Though such a face is an intrinsic quality of ANY douche bag, it's most frequently manifest through accentuated or otherwise puffed-out lips and squinted eyes which may or may not be accompanied by a slight hiking-up of the shirt to show one's recently pumped-up six pack.
*Note* Visible examples are available on the appropriately named "hot girls with douche bags" website. (look it up).
2. When you look at someone and know that they are planning an act of pure unadulterated douchery.
3. A person who is constantly being a douche, will undoubtedly wear this expression. Similar to bitchface.
With a doucheface like that, how the fuck did Matthew McConaughey ever become famous?