Desktop only

What you can expect working with me

The process of working together unfolds over three illuminating appointments that have been intentionally curated to transform your wardrobe and reignite your style confidence.

At the end of your Complete Style Experience with me, every item in your wardrobe will not only complement your unique style and fit exactly the way you want, you will understand how to wear it so dressing is easeful.

Whilst my process is adapted to your personal wardrobe goals, here’s a glimpse into what is possible for you.

Penny is taking pictures of her clients clothes

Phase 1:


This is where I really get to know you in order to achieve a cohesive wardrobe that fits your style and your life. With a deeper understanding of who you are and what you value, I will review, edit and outfit to maximise and expand your wardrobe. It’s in this phase that you’ll be introduced to your virtual wardrobe and start enjoying getting dressed from complete outfit combinations.

Phase 2:


From the wardrobe work completed in the Analyse phase, I gain an understanding of what you love to wear and how that can be enhanced with targeted foundational items and elevated updates.

Armed with all your style information and shopping checklist, I prepare your updated wardrobe by researching the shops and curating a short list. Upon arrival at the chosen store, your pre-selected items will be waiting for you. This takes the time and stress out of shopping so you can relax, ensuring our time together is clear, focused and efficient. Zero stress and no impulsive (regretful) purchases.

From here, complete lifestyle outfits will be photographed and added to your virtual wardrobe to take the guesswork out of outfit combining.

Penny is looking at a shop window. She's holding multiple shopping bags
Penny is browsing the Virtual Wardrobe website on her phone

Phase 3:


In our final phase, we spend our time outfit building to integrate your new items with old favourites. The decision of what to wear is removed from your daily routine as head to toe styling options are loaded onto your virtual wardrobe. Prepare for the excitement to return when you open up your wardrobe and know that you have everything in place.

For those that consistently travel for work, packing is made less stressful with outfits defined on the virtual wardrobe for every style scenario. My regular clients use this service two to four times a year to plan their wardrobe, strategise shopping, and refresh outfit combinations.

Common issues
and how I solve them

I have helped hundreds of clients with these exact issues to achieve impressive results.

We’re all individual and my personalised, professional and precise approach, means that I’m flexible to your unique requirements and time restraints and work meticulously with you to achieve life enhancing results.


You find shopping frustrating so you wear a similar look day in and day out and find yourself saying 'that will do' every time you get dressed…

Penny's solution:

I will inspire you to make the most of yourself, coax you out of your comfort zone with curated outfits from forgotten favourites.


You’re returning to work after a break and need to overhaul your working wardrobe with some targeted items…

Penny's solution:

I work in a targeted and efficient way to help you fall in love with your existing pieces and shop for dependable investment items to create a streamlined wardrobe that works as hard as you do.


You have a good eye for individual pieces but don’t know how to put together existing items in your wardrobe and want your clothes to work more efficiently…

Penny's solution:

I build complete outfits, photographed and categorized on your virtual wardrobe app so you maximise your wardrobe and take the decision-making process out of your morning routine.


You’re ambitious and up for a promotion at work but your image is letting you down…

Penny's solution:

I help you define your unique brand, build a wardrobe that is consistent, credible and effortless. You will feel confident and deal with a hectic schedule with composure.


You’re busy with a family and work is stressful, you don't have the time or inclination to shop but want to look put together and stylish...

Penny's solution:

I work in a targeted and efficient way to help you fall in love with your existing pieces and shop for dependable investment items to create a streamlined wardrobe that works as hard as you do.

A clothes rack displaying a selection of chic clothes

Client Experiences


AI Expert, London

"I have a demanding work life which takes me around the world and I have a lot of clothes. I needed help making the most of what I have - mostly to make the process of choosing the right outfit for the right situation faster each morning, as well as making packing a simpler process. I found Penny and her bio and experience resonated with me and after the call we had together I felt confident she was the right fit. Penny got to know my style and how I want to project myself at work (and beyond) and translated that into beautiful coordinated outfits that make me feel appropriate, chic, and effortless and most of all - I don't have to think each morning what to wear! I’d worked with a stylist before but they didn't have Penny’s eye for detail. She has an innate skill for knowing what goes with what, works efficiently and has maximised the outfit potential of my wardrobe. The best bit is the virtual wardrobe app loaded with perfect outfit combinations in lifestyle categories that I choose so I don't even need to think about it. I couldn’t live without it!

I love the outfit-building appointments and the fresh perspective Penny brings to my clothes. I get so excited when I see all the new outfits combinations in the app, it’s better than Christmas!”


Art Editor, London

"Thank you so much for your time on Tuesday.  I can’t believe how dedicated you are!  You are really amazing.  I was so impressed that you spent the first hour understanding me, my needs, goals and colouring before getting to the clothes. It was a really smart way of addressing the challenge and it makes me feel like your recommendations are based on what I want and need as opposed to what was close or convenient.  

Your demeanour was also amazing.  I’m certain that you would be equally at ease outfitting a royal as slumming it with me on Portobello Road!  It’s a rare and enviable quality - one I always enjoy in people.

So... thank you so much for all of it!  I really appreciate your time and your advice!"


Author, London

"Everyone needs a Penny! I originally contacted Penny because I find shopping exhausting: both physically (I have a chronic illness and spending hours running around pulling clothes is painful) and mentally (because I hadn't learned how to dress, and so most of the clothes I did purchase were missteps). Shopping with Penny is a dream. Not only does it take one tenth of the time it would take me by myself, but Penny has taught me how to curate a style that I love. She is an incredible listener who manages to pick pieces that I'll love based on my vague descriptions, and who pushes me just the right amount out of my comfort zone. (Some of her "just trust me and try this on" picks are now my favourites).Working with Penny has not only been incredibly fun, it has also saved me tremendous time (and money in the long-run!). I now love getting dressed in the morning!"


Beauty Founder, London

"I hired Penny as I was launching a new product for my organic beauty range and I wanted her to style me for some updated photos to use for media and Instagram. I wanted the photos to not only represent who I am as a person and my philosophy, but also to be on brand with my products. She quickly understood my brand, it’s ethos, and how I wanted the images to feel. It's so tricky to do that and I knew I needed an expert who "got it".I thought I would need to spend money on new outfits, but Penny put together complete outfits from my existing wardrobe and curated an overall look for the shoot that felt consistent, appropriate and above all made me feel great! She also put together a schedule for the shoot including what outfit to wear for each shot.She was efficient, creative and fun to work with. I would love to work with her again and in fact I have booked her to come and overhaul and organise my wardrobe. I would highly recommend her, it’s money well spent! In fact, I'm pretty sure she saved me money as I definitely would have overspent on new clothes and taken a lot of extra time on the shoot, had I tried to do it myself. Highly recommend."


Retired City Exec, London

"I first contacted Penny in early 2023 as I was getting really fed up with spending a lot of money on clothes, but constantly feeling I had nothing to wear. I put this down to my lack of creativity in putting outfits together, and having seen her website, I felt that she was the person I needed! What I really wanted to achieve was a streamlining of my existing clothes collection, which was taking over nearly every wardrobe in our house, whilst at the same time, helping me to understand how to put a good outfit together and how to identify the “missing links” - those pieces I needed to pull outfits together. What I most wanted was to stop wasting money on new clothes, and to feel that I could make better use of a smaller, better collection. I don’t mind spending money on nice things, but not if I then don’t wear those things. Our first couple of sessions were spent doing a huge clear out, which was quite scary to begin with, but Penny spent a lot of time showing me how many great outfits I could make out of things I’d had for ages, but hadn’t known how to use, and I can’t tell you how liberated and happy I felt.

I could finally physically see the clothes I had, because there was more space, and she took loads of photos for my online wardrobe which were all categorised, so I could just look at those and see what worked for a particular occasion, eg casual day, smart day, smart dinner. It was all so easy, and suddenly I had loads of new looks. The best thing is that Penny is so nice and easy going. I was worried a stylist would be too trendy for me, or that she’d be intimidating, but she is just lovely. Really down to earth, and a complete pleasure to spend time with. I have no doubt that the cost of her service was far less than I would have continued to waste on clothes I’d never wear, so I think she is definitely a very worthwhile investment. I could probably write a much longer review than this, but in summary, I’d just say “highly recommend”. Penny is a real find and I have no doubt that anyone who uses her service will be as delighted as I have been, and I have already got my first 2024 session booked and in the diary. This time we’re going shopping and I can’t wait!"


 Business Consultant, London

"I’ve always found shopping challenging but after having three children and a significant change in my body shape, I found it impossible to find styles that suited my figure let alone styles that I loved. I work for myself as a business consultant, working a lot with clients in China and Asia, and although I mostly work from home, I do have to meet with clients and travel frequently. I found myself wearing old t-shirts and jogging bottoms when I was at home and panicked every time I had to meet with a client, attend an event or pack for a trip.  It was adding to the stress of my already busy and demanding life and I knew that it was time to seek professional help.I have to admit that I was nervous about Penny coming to my house and looking through my very limited and out of date wardrobe. But she instantly put me at ease with her friendly manner and sense of humour.

Penny is honest and pragmatic and she made sure I understood her rationale for what worked and what didn’t. She even cleaned my wardrobe before reorganising and re-hanging my clothes. After she left I felt like a weight had lifted and for the first time ever found it easy to keep my wardrobe organised. The shopping day was fantastic. Penny had carefully preselected all items and I love the way she put the clothes together. I’ve never had such a productive afternoon shopping!I know this sounds crazy but dressing in styles I love, even when at home, has changed the way I conduct myself over email and on the phone. I feel much more confident, not only in myself but in my ability to put outfits together. And the complements are an added bonus!I can’t recommend Penny enough. I have booked in for a follow up shopping appointment to update my clothes for next season and I’m already looking forward to it!"


Academic, London

"As it sometimes happens in life, especially in times of transition, I was in a complete wardrobe slump! Every day I would stare despondently at my closet and wish for an easy and instant answer of what to wear and how to quickly get dressed for work in the morning...without looking too frumpy or too ‘mutton’. Where was my fairy godmother...?

I finally realised that I needed some help! I wasn't sure where to start so I began by looking at a variety of stylist’s websites...until I came to Penny Bennett’s, which somehow felt just right. I loved her easy, relaxed style, which was pretty and interesting...and yet not overly ‘styled’ or too trendy. And her blogs were so practical and helpful, too!Her emails and pre-consult phone calls were highly professional and reassuring... and I felt sure that I would be in good hands.

Little did I know that the actual day would be one of my best days ever! As someone who has always been very interested in clothes and enjoyed good style and feeling pulled together...I thought I had a good sense of what worked for me.

But very suddenly, as a 50+woman, I had somehow lost my confidence and couldn’t seem to get a perspective on what suited me anymore...and what didn’t!

Penny arrived (in an outfit that I loved) and we immediately got to work. She had so much positive energy, and worked tirelessly, never stopping, taking out piles of clothes, eliminating, re-styling, putting looks together which I would never have come up with, folding, organising, taking photos, and giving thoughtful was AMAZING.

I suddenly had a whole new closet, and a whole new understanding of what colours were best for me and what shapes worked...I felt so refreshed to have someone to help me take out the items that were no longer good for me. And I now understood what purchases I needed to make to fill in the gaps in my wardrobe, and which pieces I should look for to give it some sparkle. It was so exciting, and every day since Penny's wonderful visit, I have enjoyed going to my closet. It has been SO much easier to get dressed each day, and with just a few purchases, some of my more classic looks have become more on trend, and I feel a million times better! Thank you, Penny...every minute of your visit was so worthwhile!"


Personal Shopping Manager, London

"Penny ran a very successful session with our Personal Styling Team in Birmingham. They are very good stylists with an instinct for what works but lacked the knowledge to correctly assess their clients’  colouring and body shape that would give them a unique edge and set them apart from any other in-store stylist. Penny is a joy to work with, is very knowledgeable and experienced and invested a lot of time in making sure the session was informative but fun too. I had great feedback from the session. It has been great to see the Personal Stylists not only improve customer return rates and overall sales but to see them experiment more with colour and styles that they wouldn’t have normally considered with impressive results. We wouldn’t hesitate to work with her again."

Penny is walking in London. She's wearing a white dress, cream trench coat and long black boots

Ready for the first step?

You want to reawaken the part of yourself that remembers that getting dressed should be fun and effortless.You know your wardrobe is an extention of you so is worth investing in and you want an elevated and elegant experience.

This is where I step in.

I approach every brief with excitement, curiosity and an open heart and an open mind. I can’t wait to hear from you.

Book a discovery call