The Miss Vacant Lot of the World contest was started in 1972. It was part of the Annual Armadillo Exposition and Confab held in Victoria, Texas. The contest rules were as follows:
The contest will be open to women between the ages of 18 and 65. Mandatory requirements of the contest will be certified proof of one of the following happening to the contestant while a child: broken arm or leg, dog bite, one or more of the various childhood diseases, such as measles, chickenpox, mumps, etc. If medical evidence cannot be provided, a note from the mother will be accepted. Contestants will have three minutes in the final judging to exhibit their talents, which can be anything. Judging will be on the basis of dress and talent. Beauty will not be a factor.
Valley Morning Star - May 26, 1975
Here's what I was able to find out about the first six winners of the Miss Vacant Lot title:
Cindy Hudler won for her "dance of the Dasypodidae" which involved waltzing around a vacant lot in an armadillo suit.
Modine Gunch won for standing on her head while spinning a hula-hoop on one leg.
Algeria Sadberry won for playing a song through her nose.
Elvira Rose Hunt (aka Karen Janecka) won for stuffing 264 pennies in her mouth.
Linda Strelczyk won by stuffing 200 poptop tabs into her size 36EEE bikini bra while singing a song titled "Keep Your Finger Out Of It; It Don't Belong To You."
A 200-pound woman (unnamed) won for dressing like an armadillo and singing an armadillo song.
Some of the prizes that the winners received included a trophy, a $25 check, a gift certificate, a bouquet of weeds, and a picture of Secretary of State Henry Kissinger. They also got to wear the Armadillo Crown.
The contest was discontinued in 1979. The organizers noted, "you can only tell the same joke so many times." However, it seems that it was revived at various times, such as in the late 1980s and again in 2011.