Telling Max about Ginnie's feelings was easy. However, one also needed to consider Ginnie's feelings. If Lily just blurted it out to Max, he might only have the courage to pursue Ginnie because he knew he had a chance. While that might not be true, Lily and Penny knew it would feel that way to Ginnie.
Otherwise, Lily would've already told Max, given how frustrated she was with him.
But Ginnie could be very prideful, and the last thing she wanted was to feel pitied—especially by Max.
"I'll kill him!" Lily announced, biting her handkerchief as if venting her frustration into the poor fabric.
"Don't, young lady. You'd end up in prison," Wild advised, while Penny nodded in agreement.
"Then I'm going to hurt him!" Lily yelled through her tears. "I'm so angry! Penny, what am I going to do? Do you think Max doesn't really like my poor baby Ginnie?"
"You're really going to ask her, young lady?" Wild asked, but Penny answered anyway.