YOU SAID:

I'm walking with my dog or is he walking me?

INTO JAPANESE

私の犬と歩いている彼は私を歩いているか。

BACK INTO ENGLISH

Walking my dog and he is walking me?

INTO JAPANESE

私を歩いては、私の犬と彼を歩く?

BACK INTO ENGLISH

I walked up to my dog and he walk?

INTO JAPANESE

まで歩いた私の犬と彼を歩く?

BACK INTO ENGLISH

Up to him and walked my dog walking?

INTO JAPANESE

彼に、私の犬の歩行を歩いたか。

BACK INTO ENGLISH

He walked my dog walking?

INTO JAPANESE

彼は私の犬の歩行を歩いたか。

BACK INTO ENGLISH

He walked my dog walking?