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Jamaican My Hair So Silky is the brand of Jamaican shampoo that T-Bo uses. It is a play on words for "You're making my hair so silky!"
It was, so far, only mentioned in iStill Psycho, when T-Bo accidentally left it behind in the shower at the Benson apartment after moving out.
The type T-Bo has was said to have cost $7. He purchased it in Jamaica.