All the time. I have a couple of characters coming up soon who are supposed to be ridiculously attractive but I can’t seem to get them to look right.
The weird part is I can make fanart of one of my fave characters and make him look ridiculously attractive and downright sexy - but when I try to have my own characters like that they just look off. Which is weird to me. Like I just wanna have a guy look masculine and give him long eyelashes and have some sensuality about him.
I think it’s mostly the hair. I always picture my male OCs with short hair but I’m so much better with long hair. Also the fanart I like to draw is of a character with long hair.
Then of course there are certain angles. I have to avoid drawing Priscilla and Cassandra facing the camera because of their noses. They’re exaggeratedly pointy like beak noses so drawing them while they face the camera looks awkward. I have a similar problem with Roxanne, who has more of a hook nose. With Hazel and Annika, well to be blunt I have a hard time drawing noses for black characters while avoiding making it look like a caricature. I ended up going with a buttonish type nose as seen in Steven Universe for characters like Garnet and Amethyst. The hardest part there is that I actually gave them slightly different details on their noses but I can never seem to remember which is which.
Then of course Hazel... Hazel is constantly frustrating because she’s comprised of everything I’m least familiar with drawing: black characters (well she’s mixed but still), curly hair (Afro-like in her case), cheerful, a child, and I actually had to drastically alter her outfits because I wanted her in a more Lolita type outfit but I’m terrible at drawing it. Also I do everything possible to avoid drawing both her eyes. For some reason she looks kind of uncanny to me when I do. When I draw her it’s like I have to pay attention to anatomy since I can’t cover my mistakes with large boobs like I constantly do with Roxanne.
That said drawing smaller boobs is hard for me and I always seem to end up making them bigger than I intend them to be.