The Star Trek reference to Kirk being called a Herbert could not have been the point when Star Trek 'jumped the shark' as the term was not coined until 1977 when the Fonz actually jumped a shark!
1) pedophillic in nature; the act of being or being percieved to be interested sexually in children. 2) implying a sexually perverted and creepy nature. Taken from the actions of the Family Guy character "Herbert", the perverted old man who is seemingly interested in young boys.
noun: "Mr. Smith, the gym teacher, is such a herbert; he stands in the shower and watches us after football games." verb: "Look at John in the corner, completely herberting those high school girls."