Any ideas what should happen next ( in this novel I am writing)?

the man character is a man named bruce who is all in all unimpressive. He obsesses and fantasizes about this woman he hired named Lily. He got a job at his fathers publishing company after he had no where else to go. There was a time where he had promise and self worth but not anymore. he likes Lily because she is sweet to him. However he is aware this is only because she knows no better. If she knew how weak he really was she'd disrespect him like everyone else.. his father is deeming his mother is overbearing and he is miserable. any suggestion where I should go how to make him more Masculine . Eventually in the story he is going to become some one you stop routing for because he will take advantage of Lily the only person more fragile them. Jill is another character described as large her personality is big she is polar opposite of Lily. Bruce hates her because he describes her as Masculine. Jill is mean to Bruce and can spot his insecurities. She often brings them to his face. However She herself only wants bruce to like her. I want to play on the theme of masculinity verse Femininity and coming of age and in no way do I want this to be a romance novel. I want there to be intese symbolism but I am hitting a wall in the second chapter him and Lily become closer and I have no where to go.