Cy's misogyny is... complicated. It's half-ironic, but also kind of a core aspect of his personality, but also something he plays up both for kink and laughs, and also something he knows he's factually pretty wrong about.

As for penis size– it's funny you mention it, because I made a comic where Cy gets a little annoyed he can't reach Lynn's cervix past a certain point during sex. Of course, being a bit shorter than average (5.2") is nothing like having a micropenis or ED, but you get the vibe. He'd be generally annoyed, but not any less dominant. You have to keep in mind a lot of the kinky sex and D/s lifestyle Cy and Lynn partake in doesn't even involve PIV sex! Cy doesn't need a big dick to do impact play with Lynn, to do bondage with her, to get his dick sucked, to do puppy play, to do general Master/servant play, etc. So while not having adequately performing junk might hurt his ego a little, he's got plenty to do with Lynn that doesn't involve his dick. Also, Lynn's not really a size queen, I think she'd get over performance issues pretty fast just doing breath play with him.