Early Life and Education
Woodruff was born on June 29, 1979 and grew up in a small town in Michigan on a farm. He spent his early years raising beef cattle, sheep, pigs, and a horse that he rode in local barrel racing competitions from the age of 7 through high school. Woodruff graduated from Beaverton High School, and from Central Michigan University in 2004 with a degree in Spanish, International Relations and Latin American studies.
In the Leather Community
Woodruff had his first leather experience at the Ramrod Bar in Fort Lauderdale during spring break of his senior year of college, where he won their weekly Battle of the Bulge contest.
The first organized leather event Woodruff attended was CLAW 2007. There, he met James Finley, Mr. Detroit Eagle 2008, who welcomed him and encouraged Woodruff to become a leatherman in his example.
As a Titleholder
Woodruff ran for and won his first title in 2010 – Mr. Campit Cub. In 2011 he became Mr. Liberty Leather and in 2012 he became Mr. Michigan Leather, which feeds into the International Mr. Leather contest.
In 2012, Woodruff competed for and won the International Mr. Leather title. During his title year, he traveled over 78,000 miles to 50 events in six countries. He had the pleasure being asked to sing at many of these, as he is an experienced vocalist.
Woodruff has continued his involvement in the leather community by emceeing, producing and singing at various contests. He is the host of the annual IML contestant roundtable at CLAW. Woodruff is a member of the Michigan Band of Brothers, the Chicago Band of Brothers, and Titans of the Midwest. He also works within organizations as an educator on a wide array of topics such as BDSM, alternative relationships and HIV Awareness.
Woodruff lives in Chicago with his partner and cub, Jim. He is a strong believer in polyamory. Professionally, Woodruff manages hospitality relationships for Groupon.
Awards & Honors
Mr. Wisconsin Leather Community Impact Award 2015
Nominee – Pantheon of Leather Man of the Year 2012
Nominee – Pantheon of Leather Couple of the Year 2012