
Finding Fashion Freedom: Day-to-Day Dressing for Confidence
In this episode of Style Stories, Lisa Gillbe chats with Amy Simpson about the importance of dressing well for yourself, breaking free from ageism, and redefining confidence through fashion. They explore practical tips for elevating everyday style, challenging societal stereotypes, and embracing personal style at any age.
Key Topics - 5-10 bullets:
The significance of dressing for self-empowerment rather than external approval
Amy’s journey from professional dance to launching Nudie Spray, a solution for patch wearers
Addressing ageism in fashion and media, and how societal standards impact women's self-image
The importance of practice in building confidence to wear bold outfits
How casual dress can lead to clutter blindness and a disconnect from personal style
The power of small daily rituals like wearing earrings or a statement outfit to boost mood and productivity
Challenging outdated stereotypes about women’s fashion, arms coverage, and societal expectations
The concept of the "arrival fallacy"—waiting for perfect conditions to enjoy life and style
The impact of social media and street style in normalizing diverse aging looks
Tips for creating a wardrobe that reflects your current style and lifestyle without spending excess
Timestamps:
00:00 - Why dressing well matters for confidence and self-care00:28 - Introducing Amy Simpson and her background in dance and pharmaceuticals01:22 - Amy’s transformation and launching Nudie Spray for patch removal04:32 - Amy’s professional dance career and iconic moments with Kylie Minogue08:23 - Society's misplaced focus on women's arms and ageism in advertising11:20 - The myth of arm coverage and body image at any age12:26 - Why we shouldn’t aspire to Victoria Beckham arms13:40 - The lack of representation of relatable women in fashion marketing14:37 - Building a positive self-image and narrative around aging16:00 - Challenging the "I don’t care" attitude and embracing self-acceptance17:30 - The importance of small daily efforts like wearing earrings and dressing intentionally19:33 - The influence of appearance on mood and self-trust21:07 - Debunking the idea that caring about style is superficial or vain22:30 - Practicing style as a form of self-therapy and confidence-building25:43 - The impact of societal stereotypes on women’s style choices29:09 - The rooted misogyny behind the devaluation of women’s fashion interests34:50 - The "arrival fallacy" and why waiting for perfect moments to dress up is a trap36:29 - Creating a special atmosphere daily with small luxurious touches38:25 - Breaking free from the idea that only wealthy people can dress well39:22 - Overcoming fears of standing out or being judged at social events45:00 - Moving past the "dreadful vs. show home" outfit cycles48:53 - Building confidence to be seen and represented at any age50:16 - Reframing your relationship with style and self-image52:11 - The power of bold textures, colors, and quality fabrics54:50 - Embracing vintage and retro styles, and the influence of Parisian fashion57:00 - The importance of setting fashion boundaries and investing wisely58:57 - Resourcefulness in styling and the value of personal style over volume60:02 - Practical steps to start dressing for today, not for an idealized future
Resources & Links:
Nudie Spray – For patch removal and skin care
Amy Simpson’s Instagram – Follow her style and journey
Street Style Photography Accounts – For daily style inspiration
Book: Style Evolution – On developing your personal style
Connect with Amy Simpson:
LinkedIn
Instagram
Key Frameworks:
The three-word style vision
The "Bold One" statement rule
The concept of “practice” in building style confidence
The "Arrival Fallacy" in happiness and style
Building personal visual narratives to reflect current self
Notable Quotes:
"Everyone else is so involved in their own life, they're not thinking about you."
"If you build it, they w
Jul 29
54 min

Episode notes:
Weddings. Work presentations. Graduations. The big dinner you've been dreading dressing for since the invite landed. These are the moments when what you wear actually matters — and where most of us default to the same safe, forgettable choice out of pure fear of getting it wrong.
In this episode, Lisa throws out the old playbook. No more starting with "what's appropriate." Instead, she shows you how to start with the feeling you want to walk in with — confident, powerful, unmistakably you — and build the outfit from there.
Expect real, practical gold: how to choose colours that actually photograph and film well (because everything's on camera now), how to dress for the room without losing your personality in the process, and why the right unexpected shoe or accessory can turn a "fine" outfit into one people remember.
Lisa breaks it down event by event — wedding-guest dressing that doesn't default to boring, workwear that reads as polished and powerful, graduation outfits that are relaxed but still feel like an occasion, and how to properly dress up for a high-end dinner without it feeling like a costume.
If you've ever stood in front of your wardrobe panicking about a big event, this episode is the reset you need.
Work with Lisa - Need help with an event or just getting more clarity on your style? I have an online styling session here: https://www.lisagillbestyle.com/60min-styling-session
Follow Lisa on Instagram here: https://www.instagram.com/lisegillbestylist/?hl=en-gb
Sign-up to Lisa's Substack newsletter here: https://lisagillbe.substack.com/
Jul 24
38 min

Rubbish style advice, shame-based ideas, why you are in a style rut and how to reframe your style. PLUS, what to pack for your Summer holdiay this year. Practical and emotional style advice from Lisa Gillbe.
In this episode of the Style Stories podcast, Lisa shares how to cut through the fashion noise, trust your instincts, and build a wardrobe that truly reflects your personal style. Plus, practical advice on packing smart for your summer holiday.
Key Topics:
How conflicting fashion advice can cloud your personal style
Using your existing wardrobe as a source of style clues
The importance of trusting your gut when choosing outfits
The impact of external opinions on feeling confident in your clothing
Seasonal shopping and working with clients to refine their style
Practical tips for packing efficiently for summer vacations
The role of feelings and confidence over trends
How wardrobe choices reveal what truly suits your personality
Timestamps:
00:00 - Welcome and episode overview: cutting through fashion noise00:30 - How external fashion rules can distort personal style01:00 - Using your wardrobe pieces as clues to your authentic style01:29 - Inspiration from shopping with clients and trusting intuition01:56 - The significance of feeling confident and comfortable02:25 - Practical tips for summer holiday packing without overpacking
Resources & Links:
Personal Styling Services by Lisa Gillbe
Sign up for more advice and actual outfit ideas - Lisa's Substack Newsletter - Super Styling with Lisa Gillbe
Connect with Lisa Gillbe:
Instagram
Website
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Jul 17
28 min

Looking to stay fashionable while maintaining your unique style? In this episode, Lisa Gillbe shares practical insights on how to interpret trends, find your style vibe, and dress authentically without overcomplicating body shape rules.
In today's episode, I am answering listener Alison's question, "How to navigate current trends by body type or style vibe without losing sense of self?"
Main Topics:
Why style is about feeling, not just following trends
Moving beyond rigid body shape rules to focus on silhouette and visual balance
How to interpret current summer trends in a way that suits your vibe
The importance of emotional and practical aspects of wardrobe planning
Building a wardrobe that reflects your mood and lifestyle on any given day
Avoiding trend fatigue by focusing on what makes you feel confident
Lisa emphasizes that style is about your vibe and emotional connection to your clothes
Practical tips on using Pinterest boards to clarify your personal style
How to interpret trends like boho mini dresses, linen co-ords, and chunky boots through your personal lens
The pitfalls of rigid body shape rules and why paying attention to your body lines and silhouette is more effective
The role of horizontal lines in outfit flattering — where they fall matters
How to dress for different feelings and occasions without losing sight of your authentic self
Timestamps:
00:00 - Welcome to the Style Stories Podcast and today's focus on staying fashionable with authenticity00:30 - The importance of style vibe and personal attraction to patterns, silhouettes, and textures01:19 - Interpreting trends through your style mood rather than literal copies01:48 - Practical tips for using Pinterest to discover your style feeling02:18 - Encouragement to ask questions and engage via email or Instagram03:00 - Navigating trends by embracing your personal vibe rather than rigid body rules03:54 - Current summer 2026 trends: boho dresses, linen co-ords, vintage prints, and high-low styling04:51 - The impact of accessory choices, including shoes like ballet flats and chunky boots05:50 - The contemporary mix of floaty dresses, crochet, lace, and vintage prints07:16 - Challenging traditional training: style is about feeling, not fitting into rules08:12 - How silhouette and visual balance matter more than body shape labels09:37 - Practical wardrobe strategies: capsule wardrobe, emotional styling, and daily mood10:07 - Matching outfits to feelings like power, softness, or femininity11:05 - The importance of flexibility and authenticity over rule-following in style choices12:03 - Moving from rigid body shape rules to focusing on silhouette and visual balance13:29 - How horizontal lines and outfit proportions can influence flattering looks14:27 - Summary: look at lines and silhouette for authentic style decisions
Resources & Links:
Super Styling with Lisa Gillbe Newsletter
Lisa Gillbe’s Instagram
Ask me a question for a feature on this podcast!
What are you struggling with when it comes to your wardrobe? DM me on Instagram or email [email protected]
Jul 9
15 min

Today's episode is an important one! I'm covering how to find your 3 style words AND the outfit formula you need to transform how you get dressed:
Grab your 3-Style Words Workbook here when you sign-up to my Substack newsletter:
Discover how to unlock your authentic style and make wardrobe decisions with confidence. In this episode, Lisa Gilby shares practical tools like finding 3 words to describe your style (SO POWERFUL) and the 'fit, fire, flare' formula to help you dress intentionally and feel unstoppable every day.
Main Topics:
The importance of clarity on personal style in wardrobe function
How personal style evolves and how to identify your own
The three word method: defining your style in three adjectives
The significance of describing how you want to feel, not just look
Examples of celebrity style descriptors for inspiration
Using the three word method workbook for clarity
A wardrobe framework: fit, fire, and flare — balancing comfort, confidence, and creativity
Practical tips for adding personality and interest through textures, silhouettes, and accessories
Embracing secondhand shopping and sustainable fashion
How to identify wardrobe gaps aligned with your style words
Three Word Method Workbook (Link to subscribe and access the workbook)
Disco Kids T-shirt collection (Fun graphic tees to add personality)
Oxfam Online Secondhand Shop (Great for vintage and sustainable fashion treasures)
Follow Lisa on Instagram
Lisegillbestylist
Connect with Lisa Gillbe:
Super Styling with Lisa Gillbe Substack (Join the community and access resources)
Style Power Facebook Group (Free community for style discussions)
Timestamps:
00:00 - Why wardrobe clarity matters and common wardrobe issues 00:28 - The focus of the episode: clarifying personal style 00:57 - The two main wardrobe problems: lack of clarity and wrong clothing mix 1:27 - How volume in wardrobe creates confusion and indecision 1:53 - The evolution of personal style through life phases 2:21 - The importance of taking time to understand your current style 2:50 - Introducing the three word method to define your style 3:19 - How to choose three adjectives that reflect how you want to feel 4:16 - The origin of the three word method and its recent popularity 4:44 - Moving beyond outdated style labels to a multilayered style identity 5:14 - Personal example: discovering vintage as a style word 6:12 - Using celebrity style descriptions to understand style adjectives 6:42 - The significance of describing how you want to feel, not just look 7:11 - Dressing for your essence versus the occasion 7:39 - Example: Audrey Hepburn's style via three adjectives 8:09 - Comparing celebrities' style descriptors to find your vibe 8:39 - Modern celebrities' style words: Kim Kardashian, Zendaya, and more 9:37 - The importance of wardrobe fit and embodying your style 10:05 - Wardrobe gaps: do you have the right clothes to reflect your three words? 11:35 - Introducing the Super Styling newsletter and workbook resource 12:29 - How finding your three words simplifies shopping and wardrobe organization 12:58 - Encouragement to update and tweak your style words over time 13:27 - Using Pinterest and community support to refine your style 14:27 - Sharing ideas for future episodes and style topics 15:22 - The three F's formula: fit, fire, flare — a practical dress framework 15:53 - Balancing practicality with emotional confidence 16:52 - The confidence element: clothes that make you feel powerful 17:50 - The flare factor: adding creative, interesting touches 18:48 - Practical examples of flare: scarves, jewelry, playful details 20:08 - How to incorporate the three F’s with specific clothing choices 21:07 - The impact of accessories like scarves and shoes to elevate outfits 22:35 - Mixing textures and silhouettes for interest 24:01 - The importance of current shapes and styles to feel modern 25:57 - Incorporating thrifted and vintage pieces for unique wardrobe additions 27:25 - The role
Jul 2
28 min

Click here to subscribe to the Substack Newsletter that runs alongside this podcast to get all Lisa's recommendations on what to wear. Super Styling with Lisa Gillbe
Are you looking to refine your personal style but unsure where to start? In this episode, Lisa Gillbe shares actionable strategies to understand and articulate your unique style, especially suited for summer wardrobes.
Key Topics:
The importance of questioning why you do or don’t wear certain pieces, especially seasonal wardrobe items
Decluttering your wardrobe to reveal your current style and preferences
Creating a Pinterest board that represents your holistic self, beyond just fashion
Using the three-word method to distill and describe your personal style with adjectives
Tapping into your gut instincts to identify what makes you feel great or uncomfortable in clothing
Recognizing recurring themes in your style journey and how to adapt them over time
The significance of personality traits and personal preferences in shaping your wardrobe choices
Timestamps:
00:00 - Why questioning your wardrobe choices clarifies your personal style00:28 - Decluttering as a tool for revealing your current style00:56 - Using Pinterest to explore your aesthetic beyond fashion01:22 - Incorporating home decor and lifestyle elements into style insights01:49 - The three-word method for defining your personal style with adjectives02:17 - How your personality influences your clothing choices02:47 - Narrowing down choices by understanding what works for you03:14 - The power of descriptive adjectives in setting style guardrails03:43 - How personal style reflects who you are and your personality04:10 - Tapping into your instincts to identify what you love or dislike in clothing04:39 - The importance of buying pieces you love and understanding why they resonate05:07 - Recognizing recurring themes and evolving your style over time05:35 - Encouragement to subscribe for more insights and personal style guidance
Resources & Links:
Substack: Style Power with Lisa Gillbe — Join for ongoing style tips and community
Connect with Lisa Gilby:
Instagram
Website
Feel empowered to question, reflect, and craft a personal style that truly speaks to who you are!.
Want to ask a question for Lisa to answer on this podcast? Email [email protected]
Jun 26
34 min

Podcast Shownotes
In this episode, I’m talking about why real style starts within, not from endless outside fixes. Inspiration from Instagram, friends, celebrities, and everywhere else can be brilliant — but until you understand your own inherent personal style, it all tends to feel confusing and disconnected.
After 16 years as a personal stylist and having looked inside hundreds of wardrobes, I’ve seen the same two reasons people struggle again and again. In this episode, I break down what they are, why they keep happening, and the practical steps you need to take to start dressing with more clarity and confidence.
I’m also sharing a little update from the New Day Originals pop-up boutique in Notting Hill, where I’ll be styling the new collection tomorrow and chatting about this very topic in real life.
In this episode, you’ll learn:
Why looking outward for style inspiration only gets you so far.
The difference between inspiration and true personal style.
The two main reasons people struggle with their wardrobes.
How to start uncovering your own style from the inside out.
Why your wardrobe feels easier once you know what is actually you.
Mentioned in this episode:
New Day Originals pop-up boutique, Notting Hill.
Styling the new collection tomorrow.
Personal style clarity, wardrobe confidence, and dressing from within.
Episode takeaway:
If your wardrobe feels confusing, the answer may not be to buy more, copy more, or follow more trends. The real shift happens when you stop looking for an outside fix and start getting honest about your own style identity.
Style becomes so much easier when you stop asking, “What should I wear?” and start asking, “What already feels like me?”
Want more style tips? Sign up to Lisa's Substack here: https://lisagillbe.substack.com/
Do the 3-word workbook! Find your 3 words: https://canva.link/qwcrtx38igoxwor
Please hit the follow button and leave me a review ❤️
May 1
24 min

In this episode of The Style Stories Podcast, I’m joined by the wonderful Lady Terese Robinson — novelist, former PR and events professional, and wife of the late, great Sir Ken Robinson, whose TED Talk Do Schools Kill Creativity? became one of the most watched of all time.
Lady T has lived a richly varied life, from the UK to Los Angeles, and her style story is every bit as interesting as her career journey. We talk about how style evolves over time, why experimentation is an important part of finding your own look, and how she always returns to her core style personality: undone, sexy, classic and chic.
We also get into one of my favourite subjects — the idea that style is ageless. We challenge the outdated, fear-based rules the media still pushes about what women “should” or “shouldn’t” wear at certain ages, and make the case for dressing in a way that feels true to you, not dictated by somebody else’s opinion.
One of the most powerful parts of style is how it makes you feel. When you wear something that feels like you, you move differently, show up differently and feel more confident. In this conversation, Lady T and I talk about how to notice what works, why it works, and how paying attention to that can help you build a wardrobe that feels more and more natural over time.
This episode is a celebration of individuality, confidence and the freedom to dress without apology.
Episode description
Lady Terese Robinson joins me to talk about style, identity and confidence at any age. We discuss why experimentation matters, why style is ageless, and why the best outfits are the ones that make you feel most like yourself.
Find Lady T's books here: http://ladytherese.com/home
Follow Lisa on Instagram here: https://www.instagram.com/lisegillbestylist/?hl=en
Work with Lisa - styling services here: https://www.lisagillbestyle.com/wardrobe-refresh
Apr 17
27 min

Wardrobe Declutter: More Than Just Tidying—Unlock Your True Style
Decluttering your wardrobe isn't about chucking out old clothes to free up space. Done right, it's a powerful reset that reveals your personal style DNA. In this episode, I walk you through my proven Describe, Declutter, Define, Direct roadmap—leaving you with a streamlined closet and fresh insights into what you truly love wearing.
Why Spring Is Declutter Season
The shift to lighter days makes it the ideal time to shed winter layers and rediscover what sparks joy. You'll finish organised, inspired, and ready for warmer months—no more "I have nothing to wear" mornings.
Trends I'll Wear (and Skip) for Spring/Summer 2026
I break down the big ones: Romantic florals, vintage revival, dramatic volume, literary chic. Which fits your vibe? Stay modern without ditching your inherent style—I'll explain why some trends earn a spot in my wardrobe and others get ignored.
Bonus Perks
Subscribe to my Substack at lisagillbe.substack.com for weekly outfit ideas, shop finds I'm loving, and our soon-to-launch subscriber chat. Ask me your style questions and connect with like-minded women.
Another value-packed episode that will get you looking at your wardrobe with fresh eyes! Hit play and transform your wardrobe today.
Find out more about Lisa's styling services and get in touch here:
https://www.lisagillbestyle.com/wardrobe-refresh
Apr 2
32 min

Get ready for one of the most thought-provoking and empowering conversations yet! In this episode, Lisa Gillbe sits down with Jacynth Bassett, founder of The Bias Cut, to unpack the real story behind ageism in fashion — and what it means for our personal style, mindset, and self-image.
Together, they dive deep into:
How ageism subtly shapes what we wear (and why we should challenge it)
The rise of pro-age movements and the power of social media in changing the narrative
What brands are finally beginning to get right — and where they still miss the mark
How YOU can embrace style at every stage of life without apology
Lisa brings her signature wit, warmth, and expertise to this rich, eye-opening discussion that will make you rethink everything you know about “dressing your age.”
✨ Don’t miss a moment — hit subscribe! Stay inspired with Lisa’s latest episodes, style insights, and behind-the-scenes updates over on Substack: lisagillbe.substack.com
💫 Follow Lisa daily for outfit ideas and real-life style talk on Instagram: @lisagillbestyle
If you love this episode, share it, subscribe, and leave a review — because conversations like these need to be heard. Style isn’t about age; it’s about attitude.
Find 'Ageism is Never in Style' here: https://www.ageismisneverinstyle.com/
Mar 25
46 min
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