I am cross eyed trying to keep track of our discussion. Wish Wikitree would fix how conversations track in here. 
To recap what I think I understand.
John married first, to Olive in 1940 in Washington. Then two weeks later he enlists in WWII in Oct of 1940.
Dorothea was single in 1944, using her maiden name Trombly, enlisted in WWII that year in Massachusetts.
Doris and John somehow met, location and date unknown.
John divorces first wife Olive about/before 1949 which is the year his ex wife Olive remarries.
John and Doris ( who is using the surname Simpier) appear in the 1950 census together as a married couple. No marriage record has been found to support the marital status. Doris is expecting their first child.
7 years later there is a marriage registration for them. In that document Doris uses the last name of Simpier, not her maiden name or a surname from a previous marriage.
She is however listed as divorced, as is John. John is divorced from his first wife Olive. No previous marriage has been proven for Doris although the family thinks she was possibly married to a Raymond Plunkett. No evidence of this has been found and she is not using his last name.
For Doris to be divorced she either had to have been married to another man before 1957 (no evidence of that so far) or Doris and John divorced after 1950, then reconcile and are married for a 2nd time in 1957. On the document the clerk has written the word "remarriage".
Doris and John divorce for the final time within 3 years of their 1957 marriage, sometime before 1960.
John marries Arlene Munson Stroh in 1960 and then dies in 1979.
Doris had one known relationship after her divorce from John which resulted in another child with the last name Bell b. 1964. She did not marry the father.
Doris seems to have remarried again as well, to an Unknown Brown. The date of marriage is unknown/unproven, however at her death she is using the married name of Brown.
