HBO/Courtesy Everett Collection
"Samantha was dating Richard, an older man, this season, so we made her hair and makeup more sophisticated," said makeup artist Kyra Panchenko, who worked with the star for seasons 4 and 6, as well as both movies. "We went with a very executive look. Kim does not like heavy eye makeup so we did very tonal, contoured looks in sheer, sexy colors. And the lips always had a touch of gloss. Back then, I darkened her mole with a dot of chestnut eyeliner."