Magnum, P.I. - Season 8 Episode 2

Still healing from his near-death ordeal and experiencing Mac's ghost, Thomas is surprised when Higgins hands over his estate duties to be able to take some time off; in a bizarre twist, Higgins starts living the fast and loose life, wears loud Hawaiian shirts and becomes irresponsible, while Thomas assumes Higgins' stuffy personality and ways, going so far as to wear a suit; curious about Higgins's sudden change in personality, Thomas investigates and discovers that Higgins is seeing a woman on the sly, and becomes concerned that she is taking Higgins for a ride.