In the scatterbrained way he acts around attractive female guests, David Letterman inquired about Upton's career plans now that she'd "won the Sports Illustrated Championship thing."
"My family are big sports fanatics so I've always wanted to be on the cover of Sports Illustrated," Upton replied, not exactly answering the question. She also spoke highly of her experience on the upcoming Farrelly Brothers film, "The Three Stooges."
Holding up a still from the movie, Letterman asked "Which one is you?" (Hint: the one in the nun's habit and not much else.)
Then he got serious(ish) for a moment, remarking on the long-term difficulties of a career in modeling: "It's like professional sports, a lot of glamour and excitement, but the lifespan, the earning potential of a professional athlete is limited, and the same is true of supermodels."
Upton was optimistic. "Yeah, but I feel like I'm still young, don't cut me out so soon!" she said.