Sex Coach Sissy Chacon On Intimacy, Energy, and Sexual Vitality in Midlife
There are certain women you meet in life who carry a kind of quiet magnetism. Not loud, not performative, just deeply themselves. Sissy Chacon is one of those women.
We first met years ago when I was working at a fashion startup. She was an incredible stylist with an intuitive eye, the kind of person who could throw together a unique look that felt both effortless and exact. Cool and perceptive, she seemed to move through the world grounded in her perspective on style.
So it honestly makes perfect sense to me that her path evolved into the work she does today as a sex coach. At its core, her work is about the same thing great style is about: helping people feel at home in themselves.
Her north star as a coach is to help create a more harmonious world by guiding people toward satisfying, consensual, and healthy sexual experiences. Not from a performative or pressure-filled place, but from a place of self-love, communication, and deepened connection with themselves, their partners, and even something larger than themselves. And this conversation feels especially relevant for women in midlife.
Because one of the maybe less talked-about aspects of perimenopause is how it can affect libido and intimacy.
Fluctuating estrogen and progesterone can influence vaginal dryness, comfort, and arousal. Changes in testosterone can affect sexual desire. At the same time, the broader perimenopause picture (disrupted sleep, higher stress load, blood sugar swings, fatigue, and brain fog) can leave many women feeling disconnected from their bodies altogether.
Low libido in midlife isn’t simply “in your head,” and it isn’t a personal failing. It’s often a physiological signal layered with emotional, relational, and lifestyle factors.
And when we zoom out, sexuality is not separate from energy, mood, or well-being. It’s part of the same ecosystem. Which is why I wanted to bring her voice into this space.
Conversations about nourishment and hormones also deserve to include pleasure, connection, and embodiment. They deserve nuance, compassion, and real information.
She’s also an energetic woman that inspires me, so I’ve also asked her to share what lights her up.
Tell everyone a little about you.
My name is Sissy Chacon and I’m a certified sex coach. For many years I worked as a stylist and created content for brands. I began writing about style and shopping on my Substack, The Sort, a couple years ago. When I began expanding to topics of aging, perimenopause, and sex and readers really resonated with it.
From teaching to styling, would you consider your new practice in sexual health a third act?
Yes, before styling, I was an elementary school teacher for 10 years, so I’ve had a few significant career pivots. This third act feels like a synthesis of the best I have to offer: education, authentic personal expression, and work that creates holistic, lasting impact.
What inspired you to become a sex coach?
When I was younger I used to joke that I wanted to be a “high priestess of sex,” but it wasn’t until my midlife sexual re-awakening that I found the courage — and clarity — to pursue formal training and turn that calling into meaningful work in the service of others.
Throughout my late 30s and 40s I thought I had low libido. Now I know that I just didn’t understand my desire style. I also carried a tremendous amount of body image issues that prevented me from allowing pleasure. (Highly recommend reading more about her journey here: How to Have a Midlife Crisis That Isn’t Mid) I was making up for, and also mourning, lost time. I became passionate about helping others find their way to or back to their sexual selves and eventually enrolled in training.
What has been the most surprising part of this new vocation?
That’s a great question. It’s been eye-opening to see how a pattern that is showing up in someone’s sex life, is often showing up everywhere else in their life.
Who is your ideal client?
I want to say “everyone” but honestly my ideal clients will be those who trust the process, who truly want growth, and who are willing to put in the energy required. That openness makes transformation possible.
I meet my clients where they are, meaning I respect their comfort level, pace, and readiness. Many people carry a lot of shame around sex and may find it difficult to talk about it with their partner, friends, therapist, or even medical doctors. Not all professionals are trained or comfortable talking openly about sex. So even if someone feels shy addressing these “taboo” topics, being open to the process is the foundation for being coachable.
What advice would you give women struggling with energy and libido?
First, make restoring your energy and libido a priority. And know that sometimes tiny shifts in habits, done consistently, make a huge difference.
3 things that are surefire ways to get in the mood?
It will be unique for each individual but often it can start with simply stopping, even for a moment, to slow down, focus on stillness, breathe, and attune your body. For one person that might be mindfulness meditation, for another sexting, and for someone else incorporating kink. In coaching, we explore what truly works for you.
What gives you energy?
I feel most energized by jumping on my mini trampoline to my favourite music, having my digestive health dialed in, and staying curious through ongoing learning.
Go-to snack when you're feeling that afternoon slump?
Dark chocolate.
Always in your fridge?
Moroccan black olives and goat cheese.
What’s your go-to recipe for sustained energy?
I do best with a good amount of fat, carbs, and protein. I love all the macros equally and I like meals that are quick, nourishing, and satisfying. One go-to is a warm low-FODMAP pasta dish made with gluten-free pasta, jarred or canned tuna, sun dried tomatoes, black olives (the ones that are always in my fridge), garlic infused olive oil, fresh basil, red pepper flakes, and parmesan cheese. Sometimes I double the tuna for extra protein. This meal really sticks to my ribs and is absolutely delicious.
Visit sissychacon.com to learn more about Sissy’s offerings and follow her on Substack for inspiration and her positive approach to getting older.