Since I'm apparently (powerlevel) not sleepy tonight, I'll give Kevin a virtual makeover.
I think he's a Summer. He looks better in pastels than in other colors.
For the skin, he needs some pore strips. Visible blackheads are a big yikes. I use Neutrogena's Hydro Boost exfoliating cleanser about once a week and it's not just cleaning but firming. Even though his skin looks oily sometimes, it's a really arid climate. I don't know if I would want to use something really astringent. Kevin should probably just go with a very light dusting of powder foundation. He's actually got a pretty even skin tone, it could just look more... polished. He should go to a store where they tell you what shade you should get. It's free and it saves money in the long run.
Secondly, the hair. Lord, the hair. It's actually better hair than a lot of troons have, and the ash blonde gives him something to work with, but he needs bangs, or at least part of it to cover the forehead. He also needs to put some effort into volumizing it on both sides. Having it pulled back on one side is the worst of both worlds for him. That is a very manly temple he's showing off. Gotta frame that face a bit. Mousse and scrunching!
I can't say this is the best ever picture of Nicole Kidman and her hair looks a little dry here, but something like this. I think this would hide what needs to be hidden.
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Next, the brows. Kevin's lucky that we live in a time where thick brows are in. He needs to clean up the bottom edge, though. Beauty is pain! I think penciling them in would just make him look more masculine, so the plucking is enough. Maybe a little paste to keep them oriented.
His eyes are a nice color and they are big, which works for him. Anything black would look horrible. Smoky gray eyeliner and maybe a brown mascara would look good. For the lids, a pearly gray on the main lid and matte taupe in the crease?
He needs to bring out the cheekbones while not going full Emcee. I don't contour so I can't really say anything here.
Finally, the mouth. As a natural blond, anything dark would look silly, so I have to suggest kind of a dusty rose shade with a slightly darker liner. The liner should go just outside the lips to make them look a bit fuller. He might also experiment with doing the fakeout where you don't go all the way to the corners to give it a bit more of a cupid's bow.
I feel like the overall rule for him and makeup should be "Like yourself, only better."
Don't be a clown, don't be a teenager at Hot Topic; just accentuate the good features and make it easy for people to ignore the notsogreat features.
