A safe and dependable professor at Wyndham College who is writing a book. He agrees to show the town to wealthy widow Agnes Clevenger, then plans to take out Hazel Deming. His life becomes chaotic when his childhood sweetheart Lucille seeks refuge from her husband, and his neighbor Fan Green drags him to a cafe. He juggles the three women, faces an angry husband, and ultimately resolves the situation by proposing to Hazel and securing a donation for the college.
A past romantic connection that unexpectedly resurfaces during Dupree's busy evening.
The central romantic resolution where Dupree commits to Hazel.
A playful romantic pursuit initiated by Dupree during a social gathering.
Explore the full interactive character relationship map of I'll Show You the Town