After Dee crashes her car into a vehicle owned by the wealthy Taft family, she and Charlie begin dating siblings and Ruby Taft .
( Alexandra Daddario ): A genuine, wealthy woman who actually falls for Charlie's eccentricities. [S8E4] Charlie and Dee Find Love
While Charlie and Dee enjoy fancy dinners and tennis matches, Dennis, Mac, and Frank become convinced the Tafts are "cruel intentions-ing" them—playing a long game to humiliate the less fortunate. After Dee crashes her car into a vehicle
“I was so proud of Charlie when he told the waitress that the rich chick was his girlfriend. The ending was a crushing blow.” Reddit · r/IASIP · 9 years ago [S8E4] Charlie and Dee Find Love