|Portrayed by||Naturi Naughton|
|First appearance||Hands and Knees|
|Romantic Partners||Lane Pryce|
Toni Charles was a Playboy Bunny at the New York Playboy Club and Lane Pryce's girlfriend.
Lane invited Robert Pryce and Don to the Playboy Club for drinks. While at the club Lane introduces them to Toni, though he does not mention that they are together at that time.
He visits her the following day, where she asks him not to do that, as she could be fired.
Lane later tries to introduce Robert to Toni again at his place, and requests that his father join the 2 for dinner. Robert refuses, mentioning that he has a flight to catch back home the following day. ("Hands and Knees") When Toni departs, Robert drops his facade of politeness and angrily confronts his son about openly having an affair with a black woman. Through mild violence, Robert convinces Lane to return to his wife and son in England and get his house in order.