YOU SAID:

when me can the cool the when the woo the shoe the loo

INTO JAPANESE

私が冷やすことができるとき、靴を履くとき、

BACK INTO ENGLISH

When I can cool, when I put on my shoes,

INTO JAPANESE

冷めるとき、靴を履くとき、

BACK INTO ENGLISH

When it gets cold, when you put on your shoes,

INTO JAPANESE

寒くなったとき、靴を履いたとき、

BACK INTO ENGLISH

When it gets cold, when you put on your shoes,