2019 Emcee | Den Daddy | Judge’s Pup | Official Bootblack

MIL2019 Emcee
Karen Ultra | MIL2019 Emcee

Producer. MC. Judge. Tally master. Writer. Caterer. Comedian. The only thing Karen Ultra hasn’t done during a leather event is deliver triplets while performing all six roles in the “Cell Block Tango” on stilts. Her skills on a stage have been seen at IML, ABW, Colorado Leather Fest, Iowa Leather Weekend, Mr. Indiana Leather, Mr. Houston Leather, and several others she refuses to mention anymore. Her comedy has literally created a 5.5 earthquake, and has been known to offend men, women, marsupials, Sea Monkeys and Muppets. When she’s not busy being a mother to her clone or keeping vampire’s hours for her day job, she can be found around the St. Louis area antique shopping, looking for new pretty boxes to place the hearts she has ordered collected by her huntsmen.

MIL2019 Den Daddy
Miguel Torres | Mr. Chicago Leather 2014

MIL2019 Den Daddy

Mr Chicago Leather 2014, born in Caracas, Venezuela, Miguel has called Chicago home since 2000. He’s in the board of Directors at the Howard Brown Health Center, an organization that provides health services to the LGBTQ community regardless of income. IML contestant handler, Co-producer of Mr Chicago Leather, den daddy for the Mr Chicago and Mr Indiana Leather contests. A pup trainer/handler, he’s dedicated to spread puppy love and education throughout the community. Proud Sir to his pups Rowdy, Figaro, Raidho and Dane. His favorite kink is electro play and he’s always willing to introduce those that are curious to a safe and fun electro scene.

MIL2019 Daddy Jeff
Daddy Jeff | Mr. Midwest Leather 2016

MIL2019 Den Staff: Contestant Handler

Daddy Jeff stumbled into Leather in 2004.  His super-secret knock password was “Teach me how to hurt you.” He sees Leather through the eyes of a daddy – a chance to help each individual find what makes them special.  A member of the Kentucky Leather Brotherhood, Titans of the Midwest, and Mr. Friendly – Team Louisville, he is also the Vendor coordinator for Tri-State Leather Weekend and a member of the IML contestant handler team. Last but not least, he is proud to be one of the 66 brothers of the class of IML-IMBB 2017.

Daddy Jeff shares his life with his boy Collin, playing xBox, binging Netflix, and trying to find all the things that make the boy squirm and shake.   He is grateful to be part of the Kentucky leather community, a unique and accepting collection of freaks, geeks, and weirdos of all shapes, presentations, and identities.  He believes that we are all better when we #LeatherTogether (yes, that’s a verb).


MIL2019 Bootblack Raymond Smith
Raymond Smith | International Community Bootblack 2018

MIL2019 Official Bootblack

Raymond is a queer versatile switch who enjoys burritos, butt rubs, DIY projects and is honored to be your 2018 International Community Bootblack.  Throughout his years in the leather community, Ray has had the opportunity, to bootblack at various events, judge contests, and teach classes around bootblacking.  But wait, there’s more.  You may also find Raymond at events, selling jello shots and raffle tickets, or entertaining as his bearded beauty persona, Karen Forecox.  Raymond is also an associate member of the ONYX Great Lakes Chapter.

In the stand, Ray enjoys building connections with people.  Whether it’s easing the nerves of someone who is experiencing their first shine. Or using the backside of a brush to beat the balls of someone who is flagging teal and, of course, gives consent.  Ray is a promoter of body positivity, mental health awareness, and the understanding that it’s ok to be #Extra.

MIL2019 Bootblack boi Debney
boi Debney | MIL2019 Official Bootblack

boi is a butch, genderqueer bootblack and spends his time between Louisville, KY and Chicago, IL. boi loves Jeeps, hunter green and MrBear. He’s into older women, service and spit shines.  He has a passion for volunteering at community events and working a Bootblack stand any chance he gets. Since cracking his first can of polish he’s been dedicated to learning not only the craft, but its historical importance as well. Being of service as a Bootblack allows him to create more connections, on and off the stand.
He regularly attends BootLabs and skill shares across the country and was honored to be part of the IML Shine Team in 2018. Look for him coming to a stand near you.


Home of Mx. & Mr. Indiana Leather Contest

%d bloggers like this: