YOU SAID:

I am going out with my friends

INTO JAPANESE

私は友達と出かけるをつもり

BACK INTO ENGLISH

I go out with my friends going to

INTO JAPANESE

しようとしての私の友人と付き合っています。

BACK INTO ENGLISH

Going out with a friend of mine tried.

INTO JAPANESE

私の友人と付き合ってみました。

BACK INTO ENGLISH

I tried going out with my friends.

INTO JAPANESE

私の友人と付き合ってみました。

BACK INTO ENGLISH

I tried going out with my friends.