Chelsea and Evelyn meet for the first time, and they want to get to know each other and build a relationship. Charlie didn't like this at all, so he tries to keep them from spending time together.
Evelyn was showing a house down the street and she told Alan that she wanted to stop by and see Jake since she was in the neighborhood. She was in the kitchen with Jake and Alan when Charlie entered the room holding two coffee cups: one for himself and one for Chelsea. Evelyn noticed the two cups. "Did you have a friend spend the night?" Evelyn asked. Charlie was caught off-guard but didn't have much time to come up with an answer because Chelsea entered the kitchen. Chelsea welcomed Evelyn back to the States. Evelyn asked Charlie where she was coming back from. Charlie said she was in Italy, and he wanted Evelyn to play along, but Chelsea realized that he lied to her about his mother. Evelyn noticed Chelsea's engagement ring. Chelsea asked Charlie when he was going to tell her that they were engaged. Evelyn said it was alright and that she was used to it, but a phone call would have been nice. Evelyn then left Charlie's house. She didn't even know about Chelsea, or that Charlie was engaged to her. "Charlie, you just broke your mother's heart!" Chelsea said. Charlie, Alan and Jake all burst out laughing when they heard Chelsea say that.
Later that night, Chelsea told Charlie that she understood that he had a difficult relationship with his mother, but she wanted to get to know Evelyn better and have a good relationship with her, so she was going to take Evelyn out to lunch on Thursday. She added that she wasn't going to participate in this "childish feud" that Charlie had with his mother. Charlie wasn't happy at all about this. Chelsea said that she wasn't doing this to hurt Charlie, but that by hanging out with his mother she could find out more things about Charlie and grow closer to him. Charlie then mentioned that he had never met Chelsea's mother. Chelsea's expression on her face appeared to change when Charlie mentioned her mother. Chelsea said that her mother was in Illinois and that if he met her, he would count his blessings to have a mother like Evelyn.
The next day, Charlie stopped by Evelyn's office. Evelyn looked surprised to see Charlie. "I can't come visit my mother at work?" Charlie asked her. He wanted to apologize for not telling her about Chelsea and the engagement. Evelyn was happy to hear that. He then brought up the lunch that she and Chelsea were having. He didn't really understand why Evelyn was trying to get close to Chelsea. "What's your angle?" he asked her. She said she didn't have one. She then added that she didn't want to make the same mistake she did with Judith. She called Judith the wrong name at first and Charlie corrected her. She admitted that if she had a better relationship with Judith from the beginning that she would've had a better relationship with Jake. Charlie asked her, "Do you want a better relationship with him?" Evelyn quickly said, "Not the way he is now!" Evelyn wanted to get to the younger generation. She wanted to be a loving mother and grandmother. When Evelyn left her office, Charlie went over and drew a Hitler mustache on Evelyn's life-size cardboard cutout of herself.
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