“Me & My Bitch” finds Biggie getting sentimental in talking about the kind of woman that piques his interest—one similar to the type rapper Apache was looking for on his hit 1992 single “Gangsta Bitch.” While the story is fiction, the lady in the story could represent characteristics of Biggie’s wife Faith Evans and/or his side piece Lil' Kim.

A live version of “Me & My Bitch” was featured on the soundtrack for the 1995 hip-hop documentary The Show. The original version of “Me & My Bitch” was created with a sample of Minnie Riperton’s “Take a Little Trip” but Stevie Wonder, the song’s writer and producer, refused to clear the sample due to the profanity and subject matter: