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Homemade Halloween Fashion Icons: Part 1

I’m so excited for the Halloween Costumes we worked on this year! These would probably make better adult costumes but kids definitely make cuter models. They are super easy to put together and they look very chic! A super big thanks to my friend Fergi Johnson who put all these together and to Sarah at Modern Kids for the awesome photos. PS – Make sure you don’t miss our costumes based on Bill Cunningham, Karl Lagerfeld, and Iris Apfel in Part 2 of this series!

Fashion Icons Halloween Costumes: Anna Wintour | Oh Happy Day!Fashion Icons Halloween Costumes: Grace Coddington | Oh Happy Day!Fashion Icons Halloween Costumes: Andre Leon Talley | Oh Happy Day!

Click through for more photos and all the details…

Anna Wintour // For Anna, we kept things simple and classic. This is a great costume if you already have a bob haircut – just make sure the ends of your hair are perfectly curled under. We found a few classic accessories at the thrift store and paired them with a simple dress. Then, make sure to carry around the latest edition of Vogue.

Materials Needed: Big Collar or Necklace, Sunglasses, Vintage Earrings, Sheath Dress, Vogue Magazine

Fashion Icons Halloween Costumes: Anna Wintour | Oh Happy Day!

Grace Coddington // Grace’s red hair is iconic for her look. We used this wig and brushed it out so the curls weren’t so perfect. We paired it with a blue jacket, white shirt, black pants and black shoes.

Materials Needed: Curly Red Wig, Dark Lipstick, Blue Jacket, White Shirt

Fashion Icons Halloween Costumes: Grace Coddington | Oh Happy Day!

André Leon Talley // André is known for his love of fur, so we used an old faux fur coat to recreate his look. Our coat was meant for an adult, so we were able to cut off the sleeves and fashion a hat. But you could also buy a hat online or at a thrift store. Wear a button up shirt and tie underneath along with a big pair of sunglasses.

Materials Needed: Fur Hat, Sunglasses, Fur Coat, Button Up Shirt, Tie

Fashion Icons Halloween Costumes: Andre Leon Talley | Oh Happy Day!

All photography by Sarah Hebenstreit of Modern Kids Photography for Oh Happy Day
Art Direction & Styling by Fergi Johnson for Oh Happy Day

  1. Jess

    October 8, 2013

    The cuteness is on overload here! These could not be more fabulous ideas!!

  2. Issa

    October 8, 2013

    Cute. Little kids will have no idea who these people are, though. They want to be Spiderman and Disney princesses. “Fashion icons” won’t mean anything to them.

  3. Jesse

    October 8, 2013

    these are so good. we’re sticking with elvis, but after seeing these i think we need to elevate a bit, maybe geled back hair and sideburns. hubba.

  4. Smith & Ratliff

    October 8, 2013

    I agree with Issa—this definitely looks more like costumes for parents than for kids, as cute as they may be.

  5. Laurie from Laurie Jones Home

    October 8, 2013

    OOOOMMMMGGGGG beyond awesome!!! Oh and for everyone who has to point out kids don’t know who these people are…just take this for what it is! It is cute! (:

  6. bainne

    October 8, 2013

    These are fantastic! I’m obsessed with that fur collar with pearl trim in the Anna Wintour look – is it vintage or possibly available for purchase somewhere?

  7. Brenda

    October 8, 2013

    OMG! Beyond cute!!!!! Love the Anna and Andre costumes, right on point!

  8. Leith

    October 8, 2013

    Oh my gosh I love them ALL! What great ideas! And definitely serving as inspiration for my adult costume. I would absolutely love to be able to pull off Ms. Wintour but, alas, I don’t think that’s in the cards for me. – Leith

  9. Jolleen Tran

    October 8, 2013

    Holy cuteness! These kids will definitely get the most candy trick or treating 🙂 I know I would give extra!

  10. Mom101

    October 8, 2013

    Absolutely outrageous. Making it work.

  11. maggie

    October 8, 2013

    These kids are so stylish! Love these costumes

  12. Meg

    October 8, 2013

    THESE ARE SO GOOD. You rule.

  13. Emily

    October 8, 2013

    Oh man these are too funny. I particularly like the Anna Wintour one. My Halloween costumes were never this creative. I’m pretty sure I was a butterfly every year from the age of 3 to 7.


  14. Justine Johnson

    October 8, 2013

    I agree with some posters – I don’t even know who most of these people are, so a 5-year-old is definitely not going to have a clue. Definitely more for the parents & the other adults than the kid.

  15. Michelle A

    October 8, 2013

    You guys, they said in the introduction that “These would probably make better adult costumes but kids definitely make cuter models.” I think they realize that a kid wouldn’t pick to be Anna Wintour. It’s just an idea, and an adorable one. Great job Oh Happy Day. So funny and darling.

  16. Nicole

    October 8, 2013

    My four-year-old was all excited about being Anna Wintour last month when she spotted her on pinterest. She shares the haircut and her name, but just changed her costume last week to Dora! So sad. Maybe seeing this will get her back on track. Ha! Great job, ladies!

  17. Alexandra Evjen

    October 8, 2013

    hahahaa! i love it!

  18. kim @ DESIGN + LIFE + KIDS

    October 8, 2013

    These are freakin fantastic! So cute and hilarious!

  19. Regina

    October 8, 2013

    Beyond lovely, just plain genious!

  20. marie anne

    October 8, 2013


  21. mary

    October 8, 2013

    The Anna Wintour costume is amazing!!

  22. Kalli

    October 8, 2013

    Cute kids and costumes, but I have no idea who these people are. Not offended, I just find it humorous :).

  23. Michelle @ Full Belly, Worn Soles

    October 8, 2013

    These are beyond adorable. Something about kids in costumes is just the most awesome thing.

  24. Jessica S.

    October 8, 2013

    You had me at Anna Wintour. Bravo!!!

  25. Kate // StyleSmaller

    October 8, 2013

    These are genius. I’m partial to mini Grace, 😉 but seriously- this is an amazing trio of costumes.

  26. Elise

    October 8, 2013

    Don’t think mainstream Americans know who the heck these people are! And for that matter, who cares!!!

  27. Chelsea

    October 8, 2013

    These are absolutely fabulous. They look so cute on the little ones. x

  28. meg

    October 8, 2013

    i work in the fashion industry. but these costumes are bit ridic! what kid wants to dress up as these people….when they can dress up as their fave princess or super hero

  29. Sarah W

    October 8, 2013

    OMG, so cute! Andre might be my fav. I love him so much in real life, and a mini version of him is that much better! But truly, they are all fabulous!

  30. Pixelhazard

    October 8, 2013

    So in love with this

    X. Pixelhazard | Bright Green Laces |

  31. Laura Smith

    October 8, 2013

    This is so wonderful! Thank YOU!!!!

  32. aearthr

    October 9, 2013

    What a cute ‘Anna Wintour’!

  33. Confeti en los bolsillos

    October 9, 2013

    Me encantan!! Que pasada!!
    Confeti en los bolsillos

  34. meg

    October 9, 2013

    These are AMAZING!!!!

  35. Nina

    October 9, 2013

    LOVE the Grace Coddington costume! Hilarious! It’s brilliant to dress up kids as recognizable adults. SO many in the fashion world. A Hamish Bowles could be a possibility too! Thank you!

  36. Globetrotting Mommy

    October 9, 2013

    These are so cute and fun. I hope to see all these little minis running around NYC on Halloween. Sooo much fun.

  37. Erin

    October 9, 2013

    Ugh. Kids are not dolls for adults to dress up as we wish because it’s just “so cute”.

  38. Belinda

    October 11, 2013


  39. Wendy

    October 11, 2013

    This is the CUTEST thing I’ve ever laid my eyes on!!! HEART MELTS! I keep smiling to my laptop screen looking at this haha 🙂

  40. Caitlin

    October 11, 2013

    I want to be Anna for Halloween! What a great costume. This is my first Halloween living in Europe, so let’s hope there are still some parties to dress up for 🙂

  41. The Walkup

    October 14, 2013

    I want to stage a mini-fashion show! Mini-models, mini-runway, teensy front row VIPs. It’s too much wonderful.

  42. Margreet

    October 15, 2013

    Love it 🙂 matching mom and mini me’s!

  43. Basia

    October 15, 2013

    Ah – bet I know what Quinoa will be wearing at Halloween this tear!! 😉

  44. Elizabeth

    October 17, 2013

    Fabulous! I LOVE them all!

  45. Simon

    October 18, 2013

    I want to be Anna for Halloween! What a great costume. This is my first Halloween living in Europe, so let’s hope there are still some parties to dress up for 🙂Plants vs Zombies Plush Toys

  46. tara

    October 18, 2013

    These are AMAZING! I love the pint-sized Anna Wintour!! But they’re all so cool. What great ideas!

  47. Amanda Bruyere

    October 18, 2013

    adorable and creative! Really well shot as well.

  48. Jasmine London

    October 22, 2013

    I really like this article, thank you

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