Actually, i find it's simple to wear eyemakeup with them. You have to be careful about any product you apply (concealer, foundation, eyeshadow primer), you have to make sure it doesn't crease so you really don't need a lot :). After that, when you are told to apply an eyeshadow on the lid, go past that instruction and go higher in the crease. Also apply your crease shadow higher, same goes with the outer V shadow. You have to apply higher all your shadows if you want them to show when your eyes are open. You also have the possibility of playing with that and let appear a constrasting eyeshadow when your eyes are closed.
One dramatic look i think is particularly suitable for deep set eyes is the flapper look, much more kaboom than the smokey eye. You just need to apply your dark shadow all over the lid (and just the lid this time), apply the matching eyeliner above and under your lower lashes, and mascara. Add a white/shimpagne eyeshadow on the browbone and a little in the inner corner if you wish, and you have a really mysterious eye.
I also really like the 2 in 1 look Emilynoel did on youtube with the Naked palette (Urban Decay). It looks great on my eyes.
The only thing i don't like is mascara, because you can easily get spider prints. To extend my eyes (although i don't really need them to be bigger), i always wing out my eyeliner. You don't have to wing it necessarily, but extending it is beneficial in my opinion.
I also find whenever you apply shadow or liner on the upper lid, because of the deep set location your eyes look unbalanced if you don't add a bit of liner or shadow on the outer half of your lower lashline.