Celebrate FLAG's 23th Anniversary!!!

AUGUST 8 - 10, 2014

FLAG Members can purchase Damascus and Tough Gloves at a discount.


Judges and Staff

Judges and Staff have not been chosen as of yet for the 2014 contest. Please check back shortly for complete list.

But we have had a great group from years past, for example:


Daddy John Stewart,
Northeast Leather Sir 2012

Daddy John Stewart

John was raised in CT and Has Degrees in Music and Theater from FSU. John has been involved in the leather community for over 20 years. John is active with Northeast Leather Family, CT Cruisers, Northeast Ursamen, F.L.A.G., is an associate member of Centaurs MC and a founding member of CT Fister's Network. John's journey has taken him from slave, bootblack, boy and after much education, Daddy & SIR. John feels his primary path is to facilitate communication, learning and teaching to those who seek it and receive it from those who offer. John shares every aspect of his life with his boy Scooby.


That first time you hear the sap of a doctor's rubber glove as you wait for a vaccination....

That feeling, as you're waiting there helpless...a child...waiting for a doctor, a strange male authority figure, to finish massaging, caressing, examining your skin before penetrating. That smooth rub of that latex glove against the crotch of your elbow, a whiff of alcohol, and then: violation -- the kind when you break the rules, when you run with scissors...only on purpose.

Needless to say, Ranter was kinky before he was gay. Before he even knew what sex was, a rubber hand puppet was his best friend.

Today, he's a founding member of the New England Rubber Men, creator of the website RubberBoston.com, a former press agent for the Mister International Rubber Contest, and support of the only New England gay rugby team, the Ironsides.

A dom in the greater Boston area, he is proud sir to LeatherGloveBoy (aka Mark) and always has an open playroom to newcomers to kink who want to explore this brave new world in a safe, sane, and consensual way.



Mr. Boston Leather 2012 - Frankie

Mr. Boston Leather 2012 - Frankie

Frankie Peixoto, MrBoston Leather 2012 is involved with many charities. This year he has devoted his time to 3 major organizations that are close to his heart. The first one is Safe Homes, an organization that deals with anti bullying education, to which this is his platform for the Boston leather reign of 2012. In addition to Safe Homes he also is an active fundraiser and advocate for Waltham House, a place were Gay youth can go when not they are not accepted by their families, Frankie has successfully ran a food drive in November for the Boston area helping local families in need. Frankie is also a member of FLAG.

Frankie believes in reenergizing the Leather community in south eastern mass by hosting events with a cause. His outgoing personality, drive for success, and approachable disposition make all his events meaningful.

Frankie has recently been attending Twist programs and really values the time and efforts all the staff members put in hosting fun education programs and he encourages everyone to stop by and take part in one of the Twist programs.

Frankie has 2 teenage sons whom he is quite proud of. He sets an example by being true to himself, standing up for what he believes in, and never gives up.

Frankie’s favorite quote :”Everything happens for a reason, take a breath and learn from it!”






Matt Kenney

Matt Kenney

Mr. CT Leather 2012, MAL 2012 2nd runner up, Matt Kenney Originally from a small town in southern Maine, Matt moved to Connecticut 11 years ago to be with his husband David. Since moving to Connecticut Matt has been busy helping to raise funds for various charities such as Hartford Gay and lesbian Health Collective, Leather Archive Museum, True Colors, and the Downtown Evening Soup Kitchen.

During his title year Matt has represented Connecticut in his travels across the Northeast, Mid-Atlantic region, Chicago and California. While traveling and at home Matt has enjoyed introducing many people the leather community.

It is Matt’s core belief that we all touch and move people in our daily lives, with or without knowing it. It is his goal as a leatherman and a mentor, to help others realize the impact that they can make on others and on the leather community.








Corvette is the current Ms. FLAG












Jim Maciel

Jim Maciel has been in the leather community in New England for 25+ years. Jim was Mr Brig 1995, Mr. New England Drummer 1998, and Mr Boston Leather 2005. He is the Founder of FLAG and President for 20 years. Jim has also been the official/unofficial photographer for 20+ years for many of the leather events, and contests in New England. He is still single and looking.









Den Keeper- Rick Daley - Northeast Leather Sir 2007

Rick Daley - Den Keeper

I’m 53 years old and was born, raised and currently live in central CT with my boy ken. I was Northeast Leather Sir 2007 and have been a strong supporter and friend of the Mr. CT Leather, Twilight Guard, CT Cruisers, The Northeast Leather family, The Boston Leather family, Mr. NJ leather, The New Jersey boys of Leather, and the newly formed Leather boys of New England.

I am employed by New England’s largest electric distribution company as a licensed electrician and H.V.A.C technician

In my spare time I love to ride my Harley Davidson Ultra Classic with my boy, Camping around New England, Traveling the U.S.A, Scuba diving in the Keys, A good Flogging and a long ride my Sling



Master of Ceremonies - William Shields

William Shields

Arriving in Boston in 1995, William immediately joined the local contest production crew in Boston by being Judges Boy for MBL. Since that day he has, in some capacity or another, been a part of every Leather contest in Boston with only one exception. He missed MBL 2004 due to getting married. He hopes you’ll excuse him for that!

William has been an Emcee for many varied events and fundraisers in Massachusetts, such as Christmas In July, Monarchs Roasting On an Open Fire, and many others with the Imperial Court of Massachusetts, the New England Bear Contest, New England LeatherSir, Leatherboy & Community Bootblack, Mr. Boston Leather, and of course the Mr./Ms. FLAG Contest.

Proudly bearing the title of Boston’s Favorite Fetish Emcee, William is thrilled to be the Master of Ceremonies for his favorite event, Mr./Ms. FLAG!

Tally Master - Jason

I'm a happily married rubber cub who's been into rubber for over 15 years. I started my collection with a hood from Regulation in the UK in 1997. Since then my collection has grown to need its own dresser in the house, and playroom in the basement. In early 2010 I did some modeling for e7 Gear in NY and can be found on their web site and banners, proudly displayed at kink events. In late 2010 I was asked by Sir Justin to help organize the first Mr. New England Rubber contest. Since then I have been trying to get more active in the rubber and fetish communities. I am one of the founding members of the New England Rubber Men On March 31st 2012 I became Mr. New England Rubber 2012





Security - Troy Talmadge

Troy Talmadge

Troy has provided security for the past several FLAG Contests. Thank you Troy.












Video - Michael Maggard

Michael Maggard

Long time supporter of FLAG, the bear and leather community. FLAG member.








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