This is not the thread you are looking for
Fracture, would you mind to be a little more specific or show a picture? what do you mean by "like someone beat it with an ugly stick"? I can help you on skyboxes because I use them a lot (I love them)
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Seriously, the .vmf isn't any better. People have to download it and if they don't see the problem right away even compile it. One picture might get you the answer instantly from a person just surfing by.
WOW Fracture... you should really follow at least a basic skybox tutorial before continuing 
I will tell you some of them later, but let me tell you a few tips:
1. First of all, never texture the walls of anything with the skybox textures themselves, only use the toolsskybox texture.
2. I see you want to make a whole environment and then use it as a skybox with its props and stuff, right? The basic idea behind this method is: to build the whole map first into a perfect square-shaped room (take into account that you cannot simply use whatever stuff you want... only certain props, certain textures and mainly brushes are allowed), then scale it (this is why only certain things can be placed into it, not all props or textures are scalable), then place a camera right in its origin (0 0 0) setting its scale upon your previous scaling (normally 1/16). I know a good tutorial. Please check:
I would suggest to simply use already made skyboxes to give the sense of a large environment or map, not caring much about watching 'real' things into it... there are many good skyboxes there 
... and you hardly stare at the edge of a skybox in Portal to watch the trees or a river, right?
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[/spoiler]I have following tutorials all over the damn place and nobody seems to grasp how to teach an ameature who has never done this crap before. I get seriously frustrated when people talk like i should know this shit and it pisses me off even more when they explain something that is not only completely irrelevant, but make what i want to know even more confusing. I have anger issues and they are a result of people not learning how to simplify shit.
Now I will ask again, and maybe someone will freaking TELL ME. How the Fuck do I make a SKY!!!
Easy way (2D skybox):
1. texture some brushes' sides (only those that are not flipped or angled) with the toolsskybox texture
2. Go to Map > Map Properties and there select one of the available skyboxes and put its name in 'skybox' property.
3. Compile and see that there is a skybox there
The 'complex way' is a 3D skybox. I can also explain how to make it but there are many tutorials out there... and there are also many threads here about the topic...
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[/spoiler]@josepezdj : THANK YOU!!! Why the hell is it so hard for people to make things easy these days?
A good (3D) skybox is VERY complex. I can assure you! First of all you have to make the textures (6 sides of a cube) then apply a spherization effect and make it like it was a sphere, not a box. Then you can detail it a lot adding models and props (or brushes pretending buildings or displacements...), scale it and all that stuff... it's crazy! We have only made 1 good skybox after around 3 months!! (we have learnt from zero)
But the 2D skybox is not that hard... and it has been explained easily (though maybe you didn't find it, mate 
)
You're welcome
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[/spoiler]If that is the only good skybox, why not make a prefab out of it and use it over and over again, only changing what little you need to?