Yes! I actually use eyeshadow more than anything else for crossplay!
I plan on a video tutorial of this as soon as I have time to film it but for now I hope this explanation will help:
1. I always start off by contouring my eyes. I take a matte brown eyeshadow that is more ashy than warm, and apply it with a fluffy brush into my crease, in an attempt to mimic the shape of the specific character’s eye. For a character like Tokiya, I make sure to darken up my inner crease area, right under my eyebrow near the bridge of my nose, and I carry that color all the way through my crease to define it. I will then take an even darker brown eyeshadow and draw in a second crease and blend that into the first brown shadow. For characters with droopy eyes, you can use eyeshadow to change your eyelid shape to be more slanted downwards, and for shota characters you can use it to widen your eyes by creating a second crease higher than your natural in a nice upside down U shape.
2. After contouring my eyes I move on to the lid where I always put a matte shadow that is as close to my skin tone as possible. Even when using a primer, your veins and redness of your lids can sometimes still show through, so adding a matte skin tone shade is helpful to create a blank canvas.
3. I also use black eyeshadow as a base before eyeliner. I will take a small smudger brush and place small amounts of black eyeshadow on my lash line extending outwards into the shape the characters “eyeliner” has. For droopy eyed characters you can extend this out past your natural eyelid and curve it downwards under your natural lower lash line. And when you draw your eyeliner on your lower lash line, you keep it below your natural one to accentuate that droopyness. If the characters eyes are big and bright you can use black eyeshadow to create a wing like shape upwards from your lash line to open up your eyes.
4. For some characters I don’t even use liquid eyeliner because I feel it’s too harsh, and black eyeshadow does a better job of tricking the eyeshape than bold eyeliner. But for characters like Izumi, I go all out with the eyeliner, and I even use false lashes! He’s such a feminine shota it always looks weird without them.
To sum up, depending on the character you are going for, you will use lighter or darker shades of brown eyeshadow, but remember more is better for photography so if you take a selfie in natural daylight and you still looked washed out or like you didn’t really wear makeup, don’t be afraid to apply more! As far as looking more masculine (if that is the character type you are doing) eyeshadow can make a big difference because you are essentially drawing a new face by highlighting and contouring. You use highlighting to accentuate the features you want to stand out, and contouring to hide or help certain features recede into the background. Contouring your eyes with darker brown shadow makes them recede into your socket area, which is wonderful for characters like Levi, as he usually looks sleep deprived. :P
I highly recommend checking out crossplay makeup tutorials on youtube, or searching for “male to female makeup” and getting a feel for the different ways to transform your face. And then just play around with different looks and characters until you develop a technique you like for your features! I’m constantly evolving my crossplay makeup; I feel like I apply it completely different every time!