YOU SAID:

Upon seeing the tear in my clothes I shed a tear.

INTO JAPANESE

裂け目を見て私の服で、私は涙を流します。

BACK INTO ENGLISH

Cries whenever I, watching the tear in my clothes.

INTO JAPANESE

泣くたびに私は、私の服で涙を見てします。

BACK INTO ENGLISH

The cry every time I look at the tears in my clothes.

INTO JAPANESE

たびに私の服で涙を見て泣く。

BACK INTO ENGLISH

Whenever watching the tear in my clothes, crying.

INTO JAPANESE

私の服で涙を見ているたびに泣いています。

BACK INTO ENGLISH

Crying each time have seen the tear in my clothes.

INTO JAPANESE

たびに泣いて私の服で涙を見た。

BACK INTO ENGLISH

Saw the tear in my clothes, crying each time.

INTO JAPANESE

たびに泣いて、私の服で涙を見た。

BACK INTO ENGLISH

Saw the tear in my clothes, crying each time.