The blonde beauty attended Forbes Women's Summit: The Entrepreneurship of Everything, in New York City on Thursday.
Sporting a black long-sleeved, velvet gown, the mother-of-two looked a far cry from her usual bright self. Simpson finished her Medieval-inspired look with matching metal bracelets and styled her hair straight for the event.
While we think Jess' hair and makeup look on-point, the dress really isn't the right style for the Spring season.
What do you think of the fashion mogul's latest look? Sound off below and click "Launch Gallery" above to see even more stars who've lost weight!