YOU SAID:

I shall wear my trousers rolled.

INTO JAPANESE

ズボンを巻いて着よう。

BACK INTO ENGLISH

Let's wear it with our pants wrapped around it.

INTO JAPANESE

ズボンを巻いて着ましょう。

BACK INTO ENGLISH

Let's wear trousers wrapped around us.

INTO JAPANESE

私たちの周りに巻かれたズボンを着用しましょう。

BACK INTO ENGLISH

Let's wear trousers wrapped around us.