KINK Weekend is an event that was conceived by the Oklahoma City Boys of Leather in 2011 as a way to celebrate the organizations one-year anniversary, as well as to showcase the different talents and fetishes that are in the community. In the process of setting the stage for some highly erotic, entertaining and sensual times for visitors to the event, also acted as a community service project by raising money for different charities and organizations throughout Oklahoma City.
Over the years the event changed from a single night show and fundraiser, to a multi-day event with entertainment, education and competition. In 2013, a new leather contest was started to coincide with the three-day event. This contest was owned and sponsored by the Sisters of Perpetual Indulgence in Oklahoma City. This new contest was titled the Heartland Leather Contest. The sisters retained ownership until selling it to Nate Benner in 2015 with the understanding that the name of the contest was to be relinquished. Once ownership was changed, Mr. Benner renamed and rebranded it as the Rt. 66 Leather Contest and turned it into a national title. The first contest of Rt. 66 was held in July of 2015 where Russel McDaris, Mr. Heartland Leather 2015, presented the new title to Randal Whiterock-Zotigh, Mr. Rt 66 Leather 2016.
In January 2017, Mr. Benner determined it was time change ownership and production of Kink Weekend and Rt. 66 Leather. Mr. Benner passed the event to Randal Whiterock-Zotigh to ensure growth and the continuation of Kink Weekend and Rt. 66 Leather. Randal worked with a group of volunteers to change the mission. As a result, steps were taken to ensure an inclusive event. This included creating Trans Talk with Tony and Tifany, Loving Leather Spaces with Mama Gail and other discussions/classes geared more toward the masses.
The growth of Kink Weekend remains steady. As a result, a Board of Directors was put into place to manage the growth and stay on track with the mission. In addition to convening a Board of Directors, the 2018 contest added a Bootblack and Pup (changed to Pet in 2024) component to the title family and the contest in 2019 added the Mr. Rt 66 Leather Bear and the Ms. Rt 66 Leather titles to the mix.