The Chatroom: Stacy London

This week we talk the psychology of fashion, dating in New York and how to get the most from a bag of style hacks


Welcome to this week’s episode of The Chatroom starring none other than former Vogue editor, television veteran (What Not to Wear), boob tape extraordinaire and over-achieving 20th century philosophy double major who has never watched an episode of Sex and the City*, Stacy London.

If you’ve already started watching, you’ll notice that the episode is slightly longer than our Chatroom segments tend to run but that is because she has so many thoughtful and insightful and charming and witty and…just watch it. It makes the transition into the final Monday before The Last Monday significantly smoother. If you’re looking for a digest, think: style as a reflection of the individual and her sense of honesty, food consumption issues and solutions, fashion as a case study in psychology and boob tape as a style hack to keep your layered necklaces from banging against each other.

Do also stay tuned because in addition to the launch of our inaugural podcast show, Oh Boy, which is hosted by our filmmaker, Jay Buim, and launched last week with an interview with me, we will be distributing longer form versions of The Chatroom in podcast formation. COOL, RIGHT?

* indicates: I know, WTF?


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  • Lua Jane

    Shut the front door!!! So glad you have her here. I’m a fan.

  • Lucero

    The two women I’d like to be when I grow up

  • celinecelines

    i totally see man repeller and Leandra as my friends the same way Leandra saw Sex and The City as her friends.. Although they know not I exist.

    • Serena

      I feel the same way!

  • Alexis Lambert


  • Hayley Clark

    leandra!!!! you’ve made such a fun, safe space for fashion girls and it’s really cool!!! in the 4-5 years i’ve been following you, you’ve become like a wonderful big sister/ mentor/ bff. ty. you’re my favorite.

  • We definitely have to learn how to laugh at ourselves, especially when it comes to what we’re wearing/looking like. Takes away the power from others that’ll do the same thing once we walk by.

    Also, you and Stacy are naturals on camera.

  • Anna Jane Parrill

    I really loved this length. I was really just enthralled and enchanted. I would love to see the segments increase in length in the future.

  • Asha
  • Allie Fasanella
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  • I saw Stacy London shoot the new show and totally felt like a fan girl

  • Mariel Vela

    She’s brilliant! Great advice on not dumbing down the blog.

  • Love that you had her on here! She gives such great advice. I know I learned something.

  • What an interesting interview!! seeing her post-tv-era and her views of the show and fashion – I honestly never expected it.

    I love these interviews. they are just so…honest. thank you!

  • Sarah Kretzu

    Gotta have the maxi!!! hahaha

  • Nica

    I grew up watching her show, and it made me so much more aware of my style, my body type and what should I be worried about when it comes to the fashion industry! Thank you for this interview, love her!! (and Clinton too, of course!)

  • I used to watch ‘What Not To Wear’ with my grandmother, who, not unlike Stacy London, was a very sharp, quick-witted woman. She would point at the television and add her own remarks to Stacy’s quips about pants that were about so much more than pants. But generational bonding aside, I think watching the show at that juncture in my life — this was just before middle school — really instilled in me from an early age, the transformative power of clothing. That clothes, for better or worse, could mold perception and heighten opinion and create conversation. And I think Stacy’s intellect/point of reference/ability as a speaker, only helped/helps to further engrain fashion’s psychological significance in popular culture.

    And simply: I loved this Chatroom!

    • Leandra Medine

      Hi Emma!!!!!

  • Tania

    Both of you have inspired me tremendously on my journey with fashion, style and self! This conversation just further highlights how bold, articulate and ever evolving women like yourselves are influencing and driving culture in a more thoughtful, yet fun direction. Thank you for this! xx

  • Jillsky

    Stacy London describes Man Repeller perfectly – as a place that works at breaking down the ‘too serious’ barriers of high fashion !!!!! LOVE this video & love Man Repeller’s many feels!!!!!

  • amelia

    great to hear a woman speak about fashion with so much INTELLIGENCE.

  • Lua Jane

    I remeber reading or watching her interview about being able to find a dress she felt great, powerful, sexy in at any size. As someone who’s been size 0 and also size 8, it means a lot to me. It takes away the presure and helps you understand that it’s possible to enjoy, even in the fashion sense, the body you have, not the one you want or hope for. Her tips on FIT are golden.

  • I love love lovee this talk. Thought-provoking and inspiring 🙂

  • Jeanne Zamansky

    Obviously I loved this video. And I didn’t know the woman so I’m downloading love, lust and run to see what it’s about.
    Her advice is the bestest ever. From now on I will always let people rise to me :-p

  • Greer

    First of all YAAAAAS Stacy did have so many insightful things to say and her psychoanalysis of dressing blew my tired little mind.

    Secondly, I find this super interesting because towards the end she talks about looking good to feel good, and that just catches me. Is it a chicken/egg question? Because I do believe that you look your best when you feel good internally, and when you’re not feeling good, no matter how dressed up you are you won’t look great. However, do we need to rely on looking good to feel good?

    I usually put effort into how I dress for Uni. But, a couple of days ago I wore a really hideous pyjama shirt (not like quirky-ugly or casual-ugly, just dank). When I took my sweater off in Math I powered through all the technical shit in front of me and worked better than I ever have in my life. Is that because since I couldn’t rely on how I looked for confidence or authority, I had to rely only on my brain, and so I did? Because I just felt like a pair of eyes? Or was it because I was sitting in a room full of stinky shy boys in khakis and t shirts, and I have been acclimatised to the belief that to succeed in something technical one must dress like a stinky shy boy? Because you can’t be both well-dressed and intelligent (in a typically male field)?

    That example may not have aligned perfectly with what I’m trying to say, but my general thought is what happens when, for whatever reason, you don’t look good? Because you had a bad day, because you don’t fit a certain criterium that you believe constitutes looking good? Are you not allowed to feel good, be good?

    idek halp

  • I could listen to Stacy talk for daaays.

  • Catalina

    Another articulate & funny individual on the chatroom! Awesome job, TEAM MR!

  • Junglesiren

    I loved WNTW. In fact preferred it over he original, English show because Stacy and Clinton were much less harsh to their guests. The joy of that show was the end reveal when a woman who always, for instance, thought she was fat and ugly… and there she is looking beautiful. Tears. Giggles. Joy…. Stacy is my girl-crush and has been for many years. She is funny, smart and kind… but not too sweet.

  • we’re all doomed

    ZOMG. I have a mad girl crush on Stacy!!! Gah, how I miss What Not to Wear…. **sigh**

  • chocolate chip

    Lovely conversation to watch! The psychology of What Not to Wear is what made the show great. They empowered women to critically think about their wardrobe choices and choose to dress themselves as a way to promote their best, authentic selves.
    Sidenote: those “accent” earrings are on point

  • Gina Torres

    I miss WHAT NOT TO WEAR!!! Thank you for this chatroom!

  • sifsgoldwig

    Like most everyone here, I also have strong nostalgic feelings for WNTW and Stacy and Clinton. I can still see the look of dread in my dad and brother’s eye every time TLC ran a marathon of the show, because they knew the television was about to be monopolized for several hours. As a fashion lover, it truly is refreshing to be represented by such thoughtful and intelligent women. Here’s to destroying the notion that interest in fashion=superficiality! Oh, and by the way, Leandra, we are totally bracelet twins.

  • Adardame

    Wait, I was out for awhile. What’s The Last Monday?

    • Leandra Medine

      Last Monday of summer 🙁

  • Christina Argiri

    suuuuuch a good interview! Just made my day girls!

  • starryhye

    I have loved Stacy London ever since the very beginning of “What Not to Wear”. Stacy is so smart, articulate and damn stylish! This may be my very favorite chatroom episode yet!

  • Clark Hastings

    Loved this. I think Stacy is also referencing something I’ve heard about recently called “Love Cycles”. Maybe a relationship does have an expiration date and you DO go through different “cycles” if you will and that is totally fine. And if you are in a single cycle, it can be just as fulfilling as a partnered one.

  • Simone

    Miss Leandra, I love your hair.

  • Kathi Freund

    Love it

  • Kaelie

    Love Stacy and love this interview! I love that she believes style belongs to everyone.

    I was inspired by this interview to say that I am incredibly proud of my choice to be single and quite comfortable that I am defying society’s expectations with my choice. I wanted to put this out there to let other women know that it’s okay to be single and happy about that, and it’s as valid a life choice as marriage. I have instinctively known that I would be single since I was 12, and never wavered (I’m 34). I’ve never thought about marriage, or even dating. I often say to people who ask me ‘well, if the right guy comes along, great, but if not, fine.’ From now on, I’m going to say, ‘I choose to be single, and I love that.’

  • BK

    YES So many great points; the spinster-bachelor paradox, singledom being associated with some inherent shortcoming; not really feeling Sex and the City, cutting up things in the name of thriftiness (ps my mum does that sort of thing ALL THE TIME but, plot twist, is NOWHERE NEAR JEWISH what does this mean)

  • Tiani Jones

    Just more reasons why I love Stacy London. Ran into her in Whole Foods in Brooklyn and wanted to say Hi, but froze. I slithered down a couple of the aisles she was in and pretended I needed something there … hoping I’d get the courage to say something.

  • Serena

    Omg I love that she mentioned Spinster!!! By Kate Bolick btw and I’ve recommended it to every awesome woman I know, single or otherwise!

    Also Leandra I love your “revised” definition of man repelling – get rid of the awful ones so the good ones appear. Paraphrasing but clearly I connected with it!

    Great great video and go watch SATC Stacey! (You will love it based on everything you said)

    More video + more monocycle pleeeeeeeease.

    (I give this video a 5-star rating!)

  • Cynthia Flores

    quit the tampons buy a moon cup 🙂

  • A. Carnevale