YOU SAID:
The cat sat on a hat :P
INTO JAPANESE
猫は帽子をかぶった:P
BACK INTO ENGLISH
The cat wore a hat: P
INTO JAPANESE
猫は帽子をかぶっていた:P
BACK INTO ENGLISH
The cat was wearing a hat: P
INTO JAPANESE
猫は帽子をかぶっていた:P
BACK INTO ENGLISH
The cat was wearing a hat: P
That didn't even make that much sense in English.