YOU SAID:

He woke up from dreaming and put on his shoes, started making his way past two in the morning

INTO JAPANESE

彼は夢から目覚め、靴を履き、朝2時過ぎに道を歩み始めました。

BACK INTO ENGLISH

He woke up from his dream, put on his shoes, and started walking on the road after 2 am.

INTO JAPANESE

彼は夢から目覚め、靴を履き、午前2時過ぎに道を歩き始めました。

BACK INTO ENGLISH

He woke up from his dream, put on his shoes, and started walking on the road after 2 am.