YOU SAID:
George went on a really fun date
INTO JAPANESE
ジョージは本当に楽しいデートに行った
BACK INTO ENGLISH
George went on a really fun date.
INTO JAPANESE
ジョージは本当に楽しいデートに行った。
BACK INTO ENGLISH
George went on a really pleasant date.
INTO JAPANESE
ジョージは本当に楽しいデートに出かけた。
BACK INTO ENGLISH
George went on a really enjoyable date.
INTO JAPANESE
ジョージは本当に楽しいデートをした。
BACK INTO ENGLISH
George had a really good date.
INTO JAPANESE
ジョージは本当にいいデートをした。
BACK INTO ENGLISH
George had a really good date.
That didn't even make that much sense in English.