One of the most popular blog posts in 2010 was my Queer Fat Femme Guide to Butch Fashion where I just listed all the things I like to see on a masculine-of-center human being and I think it worked well in terms of inspiring more queersexuals to try out a two-toned cowboy boots.

I’ve been noticing how I respond to hat-wearing queers and it is usually pretty positive, so long as the hat fits well and works well on the head of the person wearing it. Often I notice that if the hat is a bad fit or shape for the person it kills the whole look. So I decided to ask my pal Nicky Cutler (co-producer of Yes Ma’am) who works for Goorin Bros. what to keep in mind when purchasing a hat.

This advice goes for folks of all genders, though I am presenting it with a special dedication to those dapper gents who wish to take their outfits to the next level. Omigoddess, a good hat. Swoon.

I love Goorin Bros. for their multi-gender styles and versatility. Their hats go up to XXL and fit big heads with big, thick hair like mine!

Thanks to Nicky for their exhaustive, empowering advice!

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Nicky Cutler, guest blogger and Goorin Bros. merchant, wearing a fedora.

Here are a few things I always ask my customers to keep in mind when shopping for a hat:

1. Have in mind what is most important to you, fashion or function?

2. What purpose is your new hat going to serve? Formal evenings, casual outings, date nights, apple picking or versatility?

3. Have an idea of shape (i.e. fedora vs cadet vs flatcap) that you envision yourself in, but then keep an open mind to try different styles.

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Yaz in a flatcap selling Victoria on some wine and a fancy floppy for Winter at the Goorin Bros. sample sale in Brooklyn.

4. For Fall and Winter, I always ask my clients about their wardrobe, but also other accessories they wear. Sometimes the hat is the last of their purchases so it is important to match the hat to their accessories (and not necessarily to their coat). No one likes to look like a crayon. Matching color of hat to the coat can be overkill. Make choices that show contrast. For example: a black peacoat looks professional and clean with a grey scarf, black leather gloves, and grey low profile. Or sometimes matching the hat to their shoes work too! Whiskey color shoes, black trench, and whiskey colored fedora.

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I totally went for this floppy for the Winter. I love that it looks like a fancy sun hat but is really warm, the brim can be popped up and it is tall enough that doesn’t violate my pompabang.

5. Dont ever model a hat to something you’ve seen in a magazine. Hats are like any other type of clothing, not all shapes will look great with all faces. Have an idea of style, but try different cuts and fabrics that might suit your shape and coloring better. For instance, the pinch on a hat should echo your jawline. More of a pinch and less of a brim, would be more suitable for a person of a narrow defined face. Less of a pinch or a wider brim hat would work well with a rounder face. There are always exceptions, of course, depending on attitude and what you feel you want to pull off.

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Tuck Mayo models a fedora.

6. If you cut and grow your hair out often, your hat will fit differently. If you’re planning to have a major hair cut, wait until after to purchase your hat to make sure it fits you nicely for right now. A haircut can sometimes mean the difference of a half- full size. With hats, as in many things in the queer world, size definitely matters!!

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Hana Malia effortlessly modeling a cloche.

7. Location where you will be wearing the hat the most. If you’re traveling from out of town, perhaps you live in Florida but are shopping in Boston in December. Chances are most of our choices will be heavy wools and fabrics that may not be comfortable to wear in hot humid weather. Make sure you choose fabrics that are suitable for your climate.

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Victoria modeling a straw cloche. Foxy, right? Great for warmer climate Winter styles.

8. Is your hat a fashion statement? Need to pair it with a specific dress or suit? Bring in, take a picture of, or wear your attire to the shop and try different looks. Different hats can change the entire look of just one outfit. For example: Jeans and a t-shirt paired with a fedora is fun and playful… maybe for going to a casual get together. But the same jeans and tshirt paired with a cadet = everyday casual dress for getting from point a to b in the big city.

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Glenn Marla in a cute cadet!

9. Make the hat your own! Personalize it – Add feathers or hat pins… Wear the hat – Don’t have the hat wear you!

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10. Set aside time to dedicate to picking out your perfect hat. Put trust in your merchant’s suggestions. Have fun and experiment! Play around. Examine the possibilities of the particular hat choice with fit and placement (i.e. tilt on the head, brim down or up, etc.)

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11. Don’t be a afraid to step out of your comfort zone.

I especially echo #11, stepping out of your comfort zone is really key style advice. Goorin Bros. hats are made in the USA and Goorin generously sponsored the 90210 trivia contest at Rebel Cupcake in October! Thanks Nicky, thanks Goorin!

For blog sponsorship opportunities, email queerfatfemme at gmail!

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