As much as I love Stranger, I honestly think they should have gone with Dignity as the follow-up single. It was just much more radio friendly at the time. The singles should have gone like this:
Promo. Play With Fire - August 2006
1. With Love - February 2007
1.5. With Love Ft. Slim Thug & Play-N-Skillz - April 2007
2. Dignity - June 2007
2.5 Danger (EUR) - June 2007
3. Gypsy Woman - October 2007
4. Reach Out - March 2008
5. Holiday - July 2008
Dignity 2 could have been re-released on April 1. She would have had 3 solid smashes off the album, 2 hits, an international hit & PWF.
And her final album with HWR could have been released at the end of 2009 after a short break.
I was just listening to Dignity and then Danger and getting all these images in my head of what videos would look like. 
That's literally all I hope for.