Sienna Sinclaire on the Power of Naughty, Sexy Dresses & Building a Brand That Lasts: Exclusive Interview

When it comes to naughtiness, Sienna Sinclaire is an expert and could probably teach you a thing or two, should you ever be lucky enough to meet her or to use one of her services. What exactly does Ms. Sinclaire do? The more pertinent question is what doesn’t she do?

First of all, Sienna Sinclaire runs the Naughty Girl lifestyle brand, which sells everything from clothes to party favors (more on parties in a minute). It’s a one-stop shop for anyone who wants to add a bit of spice to their life, whether it’s in the form of a boob tote bag or a somewhat subtler, but no less sexy, pair of shorts.

She wrote The Naughty Girl’s Guide to Los Angeles, which explores the more devilish aspects, past and present, of the city of angels. She also has a blog and a podcast, where she shares her hard-won wisdom, but if you want more personalized advice from her, you can book a style consultation or a coaching session with her.

Sienna also runs a photography studio, where brands can make their products sizzle, with a variety of themed rooms and props. From a Roaring ‘20s theme to a Motel Fetish theme to a Pinup theme (which should go without saying) Sienna Sinclaire has you covered, no matter what sexy scenario you want to photograph.

With her boundless creativity and passion for all things naughty, Sienna Sinclaire can show us how to bring a little bit of spice into our everyday lives. I had the great fortune to interview Ms. Sinclaire about her inspirations, her endeavors, and the challenges she faced along the way.

Becky: There are so many different aspects to your business—if you could describe what you do in one phrase, what would it be?

Sienna: I transform everyday moments into experiences that are sexy!

Becky: What was the biggest surprise you had in your time doing this business?

Sienna: The biggest surprise has been how much I’ve truly impacted people’s lives through all of the different aspects of my brand—parties hosted, clothing, photography, and fantasy.

Becky: What was the biggest challenge you faced in this business?

Sienna: The biggest challenge has been incorporating the word “Naughty” into the business. It’s a cheeky word and widely acceptable to use in everyday conversation, but in business, it can definitely make things hard. Interestingly, there is a brand called “Nasty Gal” whose name has a similar connotation to my own brand’s, but there doesn’t seem to be the same hesitation around that brand as there is around mine.

While the word “naughty” can lead people to be reluctant to promote and share my work, it has made me stand stronger in my brand. I don’t want to tone anything down to fit into what is “acceptable” to others. I don’t apologize!

Becky: What inspired you to start your business?

Sienna: Great question! I lived in London, UK, for a bit, and while I was there, I traveled all over Europe, going on tours that explored the “naughty” side of history. I’ve always loved history, but this sparked something inside me, and I was completely fascinated by it.

I ended up moving to Malibu in my early 20s, and as I was thinking about what I wanted to create, I decided to combine my love of history and travel with my budding interest in “naughtiness.” I started by writing Naughty Guides for different cities, starting with Los Angeles. And I combined a city’s naughty history with the naughty experiences it had to offer. Ever since then, my vision has evolved into everything I have created today.

Becky: Is there anything you would do differently?

Sienna: Absolutely not – I never look back and regret anything. If anything, I would thank past me for being the woman she was because it got me to where I am today. I do look forward, though, and I think about creating and building for my future self and the woman I’ll be in my 50s, 60s, and 70s.

Becky: I know you were inspired by your father to take up photography, and you’re obviously inspired by classic cheesecake art, but I see so many creative influences in your work. Who are some other artists that inspired you?

Sienna: Mostly vintage, especially pinup, and most of my content is directed by a “motel fetish,” which started with my dad. My favorite memories with him are taking road trips and staying at differently themed motels.

Photos my partner and I shot while visiting motels (to act out fantasies) during my mid-20s are also my brand inspiration, in addition to Chas Ray Krider’s work.

Becky: Not only do you host immersive, sexy parties, but you also sell party supplies on your website. What made you first want to incorporate parties into your brand?

Sienna: I love how often my brand is a lifestyle. People aren’t satisfied with just seeing it; they want to live it themselves. Whether a guest or a social media follower, guests have always been drawn to my creative details, especially at parties, and they want to know how to recreate the whole experience.

It all started when I kept being asked where I purchased things and how to style pieces. It just made sense to curate items – it was a way to give people what they want.

Becky: As a LA native, I love the fact that you wrote Naughty Girl’s Guide to Los Angeles about my hometown. Of all the places you’ve been to, were there any others that inspired you to think about a sequel, or is LA uniquely sexy (I wouldn’t disagree)?

Sienna: So many cities have a unique, sexy energy. In addition to LA, I actually wrote guides for San Francisco, San Diego, and Vancouver.

Being one of the first to write about LA’s naughty history, looking back, while researching the space in 2006, there was hardly a single source.

Just because they are so time-consuming, I stopped writing guides for now. Each one took about two years, one year of experiencing the naughty scene and another year writing, designing, and editing it, while also ensuring everything was still open by the time of publishing.

Now, I focus on writing blogs about cities, which allows me to continue sharing all of the naughty parts of a city, but in a flexible way. The guides will always be special to me, and I am grateful for the great times I had creating them.

Becky: I know it took twenty years for your clothing line to get its start. How has your vision for the brand changed over time? And how have changing cultural attitudes made you adjust your vision over the last twenty years?

Sienna: The core of the brand and my dream to create something to make women feel sexy and confident has never changed, but my vision for the brand has definitely evolved.

I always wanted to create a safe world where people could step in and explore their naughty sides, but instead of a physical store as my world, I built it online and grew it through Instagram.

I also don’t change my brand to adjust to trends; it’s always going to be built around giving people a safe space to feel confident and sexy, no matter their age.

Becky: If you could give every woman in the world one product, what would that product be? Sex toy or otherwise.

Sienna: I would give every woman a sexy dress. Every woman has a dress that can make her feel beautiful.

Becky V is a Los Angeles native who loves indie bookstores, Broadway musicals, and a good cup of tea. She is passionate about sexual wellness and wants to make the world a better place one orgasm at a time!