And to add a bit of confusion to the grammar discussion: “So obviously your sleeping around a bit…” could be the opening phrase to a grammatically correct sentence such as, " So obviously your sleeping around a bit…gives you a lot of experience in this area." Got it? In this case, the word “sleeping” is a gerund, i.e., a verb that functions as a noun. That’s why it would be wrong to say, “you sleeping around….” As a verb masquerading as a noun, “sleeping” needs the adjective “your,” not the pronoun “you.”
And to add a bit of confusion to the grammar discussion: “So obviously your sleeping around a bit…” could be the opening phrase to a grammatically correct sentence such as, " So obviously your sleeping around a bit…gives you a lot of experience in this area." Got it? In this case, the word “sleeping” is a gerund, i.e., a verb that functions as a noun. That’s why it would be wrong to say, “you sleeping around….” As a verb masquerading as a noun, “sleeping” needs the adjective “your,” not the pronoun “you.”