50 Ways to Wear a Dress

Gap (different color)
 or similar | Flats: Target | Bracelet: c/o Oia Jules}
The worst and best part of a style blog is the constant question of “what else can I do with this piece of clothing?” It’s best because it makes you think, it forces you to be creative which then leads to outfits you had never thought of before. It’s worst because well for me anyways I feel like I constantly have to wear something different. Somedays I can’t just wear a maxi dress — instead I must make it awesome! amazing! best idea ever!
But today I just wanted to wear a maxi dress and try my 90’s-licious vest with it. (As I’m headed to the Peach Pit for lunch. And if you don’t get that reference I can’t even look at it.) Is this awesome, amazing, the best idea ever? Probably not, but I like it. And that’s good enough for me. 
Forgive me — the title of this post was misleading at best. I only have about three other ways to wear a maxi dress, so with the vest that makes about 4. Only missing 46 other ways. I’ll get on that soon. 
Other ways to wear a maxi: With a scarf, with a blazer and all alone.  

  • http://reasonstoprocrastinate.blogspot.com/ Asilia

    This look is awesome. Love the combination of the denim with the kind-of-fancy dress. 
    And I am awaiting the 46 other ways.

  • Carrie

    I have that question in my head all the time because I don’t go shopping all the time.
    Love the dress though =)

    Style in the City

  • http://www.tinacious.me/ Tinacious Me

    such a beautiful maxi! i really like this background!
    ~ http://www.Tinacious.Me

  • http://prettyinpolkadot.blogspot.com/ Melissa Brown

    I have that dress too! And also did an outfit post on it today! Brain wave…

    Love the denim vest combo!


  • Amy @ Leopard and Lillies.com

    Love the Peach Pit reference.  Like the vest with maxi.

    xx Amy


  • Jess

    i feel the exact same way about my maxi dresses too …. they are just so comfortable that I have to always find new ways … love it with the denim vest!!!

  • Mia

    I’m very new to style blogging and I’m already finding that out :) Especially when I get a new clothing item and all I want to do is wear it over and over. 


  • http://www.bestdayzever.com/ elizabeth

    i love this dress and i love it even more with the awesome vest! 

  • Natali Karppinen

    You look flawless in this maxi dress! 


  • http://dancingwithashley.blogspot.com/ Ashanderson10

    Love all 4 of your ways.  4 ways is actually pretty impressive!!

  • http://twitter.com/stephwriteshere Stephanie S.

    I used to want to go to the Peach Pit. Sit at the booth in the corner and drink a milkshake. Oh how I miss you 90s.  http://www.stephaniewriteshere.com

  • The Adored Life

    Hey! 4 ways is a pretty dang impressive number so don’t knock it!


  • Freya @ from Freya, with love

    I love maxi dresses and am so pleased to see you got your from Gap!


  • Typhanie

    I love maxi dresses! I feature quite a few on my blog. Thanks for the vest idea! :)


  • Carlee

    I love that denim vest and I am also a huge fan of maxi dresses. Love this look so clean and casual.


  • marina miouprincess

    love the colour of your dress and the combo with the tan sandals! xo

  • Jupe_Cambria

    That teal is so pretty…and is perfect with the awesome 90s denim!

    <3 Cambria

  • Em

    Cool dress but awesome wall!  Love that wall. 

  • http://www.pennypincherfashion.com/ Kimberly

    This might be the coolest wall ever that you chose for your backdrop – and this color looks divine on you! :)


    Totally agree with you, Kendi…I think what I used to love about dresses is that you could just throw them on and go, and now that I fashion blog, dresses are my biggest conundrum because I feel like I’ve got to make them exciting. I think your vest makes the dress plenty exciting (so does your Peach Pit reference), so kudos to you! Love the look…can’t wait to see the 46 other ways haha. =)


  • http://www.mixmatchfashion.com/ Tara | The Mix

    It looks perfect with the vest

  • ShoeAxis

    I’m actually featuring the Moss approach maxi dress from Bloom tomorrow on my blog. I hope I do it justice…it was so hot that day and my husband is doing his best with photography.

  • http://twosixandcounting.blogspot.com Liz (26 and Counting)

    Give Nat my best!

  • Abbey

    As much as I try to wear denim jackets and vests again, I can’t. My extremely ugly and gawky preteen days are forever seared into my memory, and it includes the most hideous, oversized denim jacket known to man. However, I am really liking this vest to mix up a maxi. You’ve inspired me to overcome my denim fears.

    Along Abbey Road

  • Andrea

    OMG!! I love your Peach Pit reference because that’s all I can think about when I think of the Denim Vest! I lived in mine in the 90s, my college years, and I have a hard time thinking of making the investment!

  • http://hillsidestory.net/ aliya

    I love the combination of dresses with denim vests!  And the combo looks amazing on you!

    x Aliya

  • http://hiporhideous.blogspot.com/ Amanda

    i say ‘brilliant!’

  • http://twitter.com/MeganFrugalista Megan Zietz

    love that maxi!

    Xo Megan

  • http://www.alwaysmaylee.com/ Always Maylee

    Haha, you always make me laugh Kendi! Love the peach pit reference. Your title actually reminded me of the Paul Simon song, 50 Ways to Leave Your Lover.  And actually he only gave about 4-5 ways too.  Love your 4 ways of wearing a maxi dress, you look pretty as always! :)

    xo, Yi-chia

  • http://www.puttingmetogether.com Audrey @ Putting Me Together

    Bahaha, I totally forgot about the Peach Pit.  Anyway, I love every time you wear this gorgeous dress, and whenever you repeat any item regardless if it’s done in the most amazing way or not, for that matter.  That’s one of my favorite things about your blog!

  • http://www.everydaypresent.com/ Kara M

    LOVE the Peach Pit reference! You could also carry around your massive cell phone to be really cool!

  • http://www.andreastaska-photography.com Andrea

    I like the dress with the vest. It looks very realxed, perfect for a day spent in the sun. :)
    xo Andrea

  • http://www.gohausgo.com/ emily

    I just bought those Target shoes after seeing them in another one of your posts! They are so comfy and I love their cognac-ish color.

  • http://asteria-sparkle.blogspot.com/ Sparkle

    that dress is gorgeous :)


  • Betina, Styled Our Way

    I simply love your writing. I think it is a pity that we constantly look for something “new” when it comes to fashion. – using what you’ve already got is so much more clever.

  • http://www.professionallypetite.com Elissa

    you must feel so much pressure to always reinvent the wheel – but i have to say sometimes simplicity is best and i certainly love this look just as much as any crazy imaginative way of wearing a maxi dress!

  • http://kelseyelizabetha.blogspot.ca/ Kelsey Elizabeth

    your 90’s-licious vest is divine! i’m craving a denim vest but haven’t come across a cute one that’s affordable yet!

  • http://twitter.com/phiphi999 phiphi

    gorgeous!! i love that you are using what you have in new ways – may this be an inspiration to us all to shop our own closets more often!! xox P


  • http://garlicandsalt-tiffany.blogspot.com/ Tiffany

    Love the colors and how you paired it with your 90’s-licious jean jacket 😉  I also am really digging that wall!

  • http://www.natashafatah.com/ Natasha Fatah

    You’re a sneaky one Kendi! Nice post title. 😉

  • http://www.thebaloneybug.com/ The Baloney Bug

    I like to add scarves or belts to mine.  But mostly scarves.


  • http://www.designpostdaily.com/ Beth of designPOST interiors

    Give Kelly and Donna my best!

  • http://aneyeforfashion.blogspot.com/ Kat

    I think this is an awesome idea! I constantly think about that too. I try to be as practical as possible when I purchase things… and think of how else I can style or pair the item.


  • silviali

    I love the vest! I’ve been looking for a denim vest, instead of a jacket. This summer’s going to be way too hot for jackets. 

  • Tracie

    So are you going to go surfing with Brandon and Dylan this summer?? I had to call Old Navy for a denim vest. Im getting stuck in the 80’s jamming to Def Leppard sooooo yeah.

  • Kristian

    Hm, I definitely feel that way about clothes sometimes. The outfit I posted about today was really simple- “Is it really blog-worthy?” but then again…. in summer you don’t want layers and simplicity can look gorgeous as you do here. 

  • Chaz

    Gawd, I used to watch 90210 every week in high school to get ideas on what I should wear to school! They were so cool and dreamy… (love the outfit, BTW)

  • http://www.salerackstyle.com Samantha Tananbaum

    SO cute! Love your point about how fashion blogging encourages is to think creatively. Very true!


  • Karen

    Donna Martin graduates! :) Cute dress!

  • http://perpetuitystyle.blogspot.com/ Perpetuity

    Yes! I agree…Ill plan my look for the day and think it looks great and then realize that it needs that extra something to make it post worthy! I love your vest, Ive been looking all over for a good one. Ive even considered buying a jacket and cutting off the sleeves!

    • Tracie

      Old Navy has some really cute ones right now.

  • lillypea

    Oddly enough, I’ve found myself thinking about 90210 a few times today.

  • Andrea Jardine

    4 ways is pretty good! I’d like to see somebody wear any type of dress 50 different ways. challenge!

  • http://pleasemayi.blogspot.co.uk traycisperring

    If anyone could find another 46 ways it would be you. I love the look with your denim.

    x x

  • http://life-intransition.blogspot.co.uk/ Lexi

    Gosh, that dress is a really beautiful colour. Love a good maxi, too :-)

  • Whitney

    Great color! Maxi dresses are a girl’s best friend! 


  • Genie

    Lol, thanks for the misleading title, I can’t wait for the 46 other ways! The color of the dress is amazing, and I really like how you made it more casual with a denim vest. 



  • Pip

    It is such an easy solution to add a vest over a dress that you have no clue what to wear with anymore!  I love the look!  


  • Mannie Surcam

    Stunning!!!!I could see myself wearing that

  • http://www.meganesass.etsy.com/ Megan Sassenrath

    Love this! That dress makes the denim vest look chic!

  • Mrs. Baker

    haha i think it looks great!


  • Luciemint

    Beautiful look! Romantic and chick at the same time! Great job!
    You have an amazing blog)

  • http://www.willbakeforshoes.com/ Brandy Saldana

    I recently found a maxi dress and I am excited to wear it different ways. I avoided them before because I was short, but now I can’t wait to find more! Check out how I wore it on my blog!


  • http://profile.yahoo.com/3BLO7435RUA44NBCSNZZIQNN2U Zadin

    Funny post! I really believed you there for a second!

    I’m a leopard, new post  

  • onyxsta

    I like the colour of this dress on your skin. Teal is such an odd colour on mine…well, that shade wouldn’t work for me anyway :(


  • Mz Savvy Style

    Love your maxi! As a fellow style blogger I feel your pain! I’m afraid to leave the house in just a “plain old outfit” in fear I will disappoint people! Occupational hazard! 😉

  • http://kulturundstilblogspot.com/ Anita

    As I don’t have any maxi dress, I can wait a bit for the other 46 ways to wear it 😉 I love how you combined it with this vest, such a retro style! 
    May I help you a bit (I’m not at all such a great blogger as you, but I have some ideas and perhaps you’ll like some of them): 
    – with a knotted chambray shirt or a knotted white blouse? 
    – with a white blazer (or do you count blazer in general as one possibility to wear it? Then it will be definitely difficult!), a black blazer (black is not the same as navy !),
    – with tights and something brown/autumn appropriate for autumn
    – with a cardigan over it to make it look like a maxi skirt
    – with a bouclé jacket and pearl jewellery to make it look “retro and classy”
    – with other blue/green colors to make it an “underwater maxidress-outfit” 
    Okay, enough… I hope I could help you a bit!
    (But I already think you are a pro in wearing everyday something different, I’m so glad I focus on what to wear to concerts and the opera on my blog, so that I can repeat my day-time-outfits at least!)

    xxx Anita

  • Rachael Hawkins

    Love it with the vest but love the Peach Pit reference even more!!  I’m not gonna lie- I got super excited when I read ’50 ways to wear a dress’!  But understand that’s quite a feat to come up with 50 ways! Such a pretty dress on you!

  • Iliyana Licheva

    lovely! I really like it!


  • Rebecca

    LOVE the title…and since I’m totally addicted to maxi dresses right now, I need the 46 other ways. :). Here’s a few to add to your list…add a cardigan, a loose tank, a longer sleeveless vest, a blouse (belted or not), or a denim jacket. And feel free to post pics of those looks so I can get the nerve to wear them myself. :)

  • http://afancyday.blogspot.com/ Courtney

    I know what you mean! Sometimes I just want to wear the same outfit twice, it was a good outfit, doesn’t it deserve another run? O the blogging world the good and bad it brings. 

  • Jessica Broyles

    I love it!! I don’t think that most my outfits are “best idea ever” outfits… but they’re cute and make me happy! You’re right, that you like it is enough. :)


  • Maja

    This outfit is perfect for the Peach Pit! You look great. I love the colour of this dress and have been trying to find this vest at a thrift store for ever…. may have to cave and pay full price for a new one.

    Maja – http://clotheskinksandcurls.blogspot.ca

  • http://ramencouture.blogspot.com/ Sabrina Lashley

    I love this outfit! A great way to remix my maxi dress.



  • http://awayfromtheblue.blogspot.com/ Mica

    Love the vest with the maxi dress. Maxi dresses are so pretty on their own, they rarely need much remixing! :)


  • Zaira msu
  • Kacie’s Kloset

    I just got a vest last week and love it! You looks great!


  • Fearsandfancies.blogspot.com

    Dude, you will make Dylan McKay swoon! But watch out for the wrath of Kelly and Brenda.

  • Natalyascloset

    I love your outfit! You’re such a doll :). http://www.natalyascloset.com/

  • kendrarose

    Cute dress!!



  • Marimar Mat

    Love the denim vest! And I can easily imagine how great it would look at Peach pit! So cool!


  • Kate

    I love the outfit. Personally, I like it when style bloggers repeat outfits but change up the accessories, it makes them seem more like real people and less like a magazine. 

  • http://alittlebitsblog.blogspot.com/ Bit

    We had very similar Outfits today! You pictures are much better though :) Love the color of your dress.

    A Little Bit

  • http://beautyofheworld.blogspot.com/ Elena

    Love color of your dress! Amazing pictures!!


  • Bfeor032
  • Lindsay

    Love the Old Navy vest! I got the jean jacket in the light denim, but thinking about going back for the vest

    Lindsay @ LindsayJEveryday.blogspot.com

  • http://fashionablygeeked.blogspot.com/ Crystin

    I stopped buying a ton of stuff and started trying to rework what I had. It led me to a ton of new ideas! Love that vest!


  • Joyce

    Love the vest with the dress!


  • http://www.bishella.blogspot.in/ Erin Margaret

    simple is fabulous! besides with the hot weather we’re lucky we can pull together fashionable, innovative and breathable outfits girl

  • Abbie Darling

    Not only do I love your chic, creative style, but your posts are always perfect! You seriously have fun with everything you write and wear– inspiring! 

  • http://www.amysfashionblog.com/blog-home Amy B.

    cute look

  • Adedoyin Adetoba

    That is so funny. My blog today was maxi in 2 ways with a vest and with a belt. Check it out I gave you another way.


  • Paula

    You are so right! great tips and you look beautiful in this maxi dress!


  • Houndstooth & High Heels

    Knot it or throw a chambray button up over it (buttoned and tied) to turn the dress into a skirt! I love coming up with innovative ways to wear the same piece over and over!

    Great post!


    xo, S

  • rhodawong

    i love your maxi dress! it is the perfect fit! i should head to gap and search for this one!


  • Taylor Laree

    I love it. The dress is soft & pretty but the vest really edges it up. 


  • Amy Campbell

    Amazing Peach Pit reference. 90210 is on Netflix. Seriously amazing to re-watch so many years later. I enjoy!

  • TheresaTran

    LOVE the denim vest with the maxi dress!! Very cute!


  • https://www.blogger.com/profile/17146410076771793213 Sarah marinkovich

    I often wear my maxis as skirts with a tee or sweater over them..so onlu 45 more ways left :)

  • Meredith

    Thank you so much for being fashionable AND affordable! I hate when my favorite bloggers wear $300 cardigans and $800 dresses. I fall in love with their clothes and then could never afford them! Thanks for showing us how to style on a budget!

  • Sweetsoflife86

    Pretty dress. Love the color
    xo, Petra

    take a look on my newest Outfit Post with a pretty Giveaway

  • Sweet Harvest Moon


  • http://backtofive.blogspot.com/ Cassandra

    Already an amazing post even though its not completed! Love the color of the dress.


  • http://www.ohheywhatsup.com/ Corrin Foster

    I have been singing the praises of the jean vest all summer. I have the exact same Old Navy one and it’s been my favorite item of clothing for the past three months.

  • Missy

    You could wear a shirt over the dress and make it look like a skirt…

  • http://www.thechicandsweet.com/ Kristin

    Cargo jacket, denim jacket, wide belt, cargo vest, chambray shirt, loose off the shoulder tee, cardigan, a tank knotted in the front…the list goes on and on! :)

  • http://twitter.com/seizethestyles Jenny

    I think I need to try out the jean vest, I love the way you styled it with the maxi :)

    Seize the Styles

  • http://no-more-frump.blogspot.com/ No More Frump

    This color is great on you.  I love how you provided the other ways you’ve styled this dress.

  • http://sarahsreallife.wordpress.com/ Sarah

    I’m quite familiar with the “how can I wear this again and again but never in the same way” conundrum. Maybe you should wear this dress everyday for a week (or 50 days – just go for it – but maybe wash it a couple times) and wow us with your versatility.


  • Caroline L.

    Lovely outfit… I’ve been so into denim lately, but wouldn’t have thought to pair this with a denim vest- Great thinking!

  • http://anewdoan.wordpress.com/ Doan

    The denim vest suits well with the maxi dress.  I constantly am faced with the problem of trying to figure out what I do with a piece of clothing. Some are winners, some aren’t but that’s the beauty of it! It’s like being a mad scientist in fashion. Love it. 

  • GiovannaPacini

    Loving the denim vest! I’m obsessed with vests right now! Plus your outfit is totally Peach Pit worthy! lol

    http://www.oliveandanarrow.comTreena Bean Giveaway!

  • Heidi

    I love my maxi dresses and hate putting them away in the winter, so I throw a pull-over sweater on top. In the summer I love putting a t-shirt on top with a belt and tie a knot at the bottom. Changes the look and makes it breezier! -Heidi

  • Seekingstyleblog

    Ooh, I was tricked! But I still enjoyed the post of course :)

    xo Jennifer


  • http://newpetite.blogspot.com/ New Petite

    Love that green color!

  • GingerPurple

    Artful Vision is seeking new artists  – made in US. http://www.artfulvision.com

  • http://quitealooker.blogspot.com/ Michaella

    I love this dress! I have a similar one but in black :) Perfect for the summer!

    Quite A Looker

  • chillairandperfume

    You can totally pull of this 90s-grunge look, Kendi! I love the vest on you. I’ve been contemplating buying one of my own, but I haven’t pulled the trigger yet.




  • Lovecardelia

    Love maxi dresses! Really love this color and with the denim 😉


  • jesscuellar

    a maxi dress is one of the best pieces to maximize a wardrobe. i love to layer mine with a turtleneck, boots and belt in the winter.

  • http://alittlebitsblog.blogspot.com/ Bit

    I mentioned this post in my most recent outfit post :) I was overwhelmed that I managed to wear something so similar to what you were wearing on the same day! Now, I must be doing something right. 

    A Little Bit

  • https://www.blogger.com/profile/15063916070844315196 Kristen

    Love it! I had the dilemma of what to wear with my maxi this morning and I ended up with a sweater, but I like the denim vest better!


  • april

    a. I love the jean jacket maxi dress combo
    b. the sandals are just smash’n
    c. the wall in these pictures is so cool! 



  • Mihaela P.

    I love the color!
    And I got the reference :))….90s rule!

  • yce

    Sorry! i think im the only one missing this out.. 50 ways? why can i only see a single outfit? please help! 

    • http://kendieveryday.blogspot.com/ Kendi Lea

      The 50 ways was tongue and cheek, as I mentioned in the post. I did link to a few other ways to how I’ve worn it before but that’s why I said I have quite a few more outfits to go if I was going to come up with more ways. Always read my post with a heavy dose of sarcasm 😉

  • https://www.blogger.com/profile/14182266177999044539 Ali

    I got the Peach Pit reference, Kendi.

    Brenda Walsh wannabe

  • RedTagChicLosAngeles

    I love maxidresses a lot…..& it’s the most versatile piece we can accessorize ever!


  • Megan

    I see a baby bump?????????