Depending on the anointing upon our lives and where God is trying to take us, he will not allow certain friendships to go any further. If this is the case, God has probably allowed the friendship to get a little shaky on purpose. He probably wants you to let go of this person. Why? because in the long run, the person may be a hindrance to your relationship with God or even your obedience. However, if this is not the case, then I pray that God will intervene on your behalf.