"The Challenges of Dating after Divorce" According to the Bureau of Vital Statistics approximately 50.1% of all first marriages in the United States end in divorce. Because of the high divorce rate men and women are finding themselves going back to the challenging world of dating at an enormous rate. Divorce men and women find dating to be an extremely challenging and difficult task. You once again have to deal with issues such as trust,age differences, and financial status. Entering the dating world again after as many as fifteen to twenty years is difficult, and extremely challenging.