Waymire was born in Columbus, Ohio. She attended Southern Methodist University (where she won the Greer Garson Award), graduating with a Bachelor of Fine Arts in Theater, and later earned a Master's degree in Fine Arts from the University of California, San Diego in 1993.
Waymire died on November 13, 2003 in her home in Los Angeles, California from an undiagnosed cardiac arrhythmia (cardiac arrest), likely related to mitral valve prolapse, a condition she was diagnosed with as a teenager. A private funeral was held on November 23 in West Milton, Ohio.
Waymire was a descendant of Revolutionary War patriot John Rudolph Waymire.
Waymire began her television career in a comic role on the soap opera One Life to Live. She was featured in a number of primetime television shows, including The Practice, Judging Amy, The X-Files, Wolf Lake, The Pitts, CSI: Crime Scene Investigation, NYPD Blue, Wonderfalls, Seinfeld, Six Feet Under, Yes Dear, Friends, and Everwood.
Waymire was a character actress who was predominantly cast in offbeat or humorous roles. Two of her highest-profile roles were on Six Feet Under where she played Melissa, a prostitute, and on Star Trek: Enterprise where she played Crewman Elizabeth Cutler. She was also in the Seinfeld episode "The Blood", in which she played Elaine Benes' friend Vivian, a woman with health problems who wants Elaine to look after her son if she dies, a case of art imitating life, as her real-life heart condition had already been diagnosed.
Waymire had also become known for her work in regional theater. She played the lead in A.R. Gurney's play Sylvia at San Diego's Old Globe Theatre in 1996. She appeared in a revival of the Noël Coward play Present Laughter at the Pasadena Playhouse in 1998, as well as many other stage productions across the country. She also appeared in feature films, including a role as Jane in the motion picture Playing by Heart.