The Drew Carey Show
Eat Drink Drew Woman
S7 E10:
The new boss at Winfred-Lauder, played by Wanda Sykes, has a mandate to trim the staff and treats everyone harshly. But she's sweet on Drew. He spends the night with her but she thinks it is because he was bribed by the staff to do so.
Starring
Wanda Sykes, Lance E. Nichols, Lillian Lehman