YOU SAID:

James, while John had “had”, had had “had had.”

INTO JAPANESE

ジェームズはジョンが「持っていた」のに対し、「持っていた」のでした。

BACK INTO ENGLISH

James was "held" while John was "held".

INTO JAPANESE

ジョンが「握られた」間、ジェームズは「握られた」。

BACK INTO ENGLISH

James was "held" while John was "held".