You are right when you say this journey is more about your relationship with Christ. You must trust in Christ with each moment of this.
Doing the dares are more for trusting Christ no matter what you think. Even if you know rejection would be the case, trust Christ enough to follow through with the dares request.
As for your wife. Many things Christ will do. He will humble you through her. He must come first. Realize how He is molding you in this process. And do not worry about her walk with Christ. Right now you must be concerned with yours, because without yours being right, you cannot be the testimony she needs.