Curb Your Enthusiasm

Season 3 Episode 8:

Krazee-Eyez Killa

Larry befriends Wanda Sykes' new boyfriend, a gangsta rapper. While helping Krazee-Eyez Killa with his lyrics, Larry shoots a scene for a new Martin Scorsese film. When Cheryl tosses the jacket Larry needs for the shoot, he learns Krazee Eyez has one, but after accidentally telling Wanda about his plans, no dice. Meanwhile, Larry offends Suzie by not taking the tour of her new house.
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About Curb Your Enthusiasm:

He's got it all: a loving wife, good friends, a successful career, a great home...what could possibly go wrong for Larry David...