Lisa Leonard Designs

what i wore wednesday.

September 1st | what i wore wednesday



hello friends!

i seriously can’t believe september is here.

the first day of fall is september 23, but i am already for apples and pumpkins!


we live in a cool climate, near the ocean

so i often layer for chilly mornings and sunny afternoons.

this week i really lost my rhythm.

steve was in scotland for a mission trip for two weeks

and he just got back yesterday (thank goodness!!).


i’m linking up with lindsey for what i wore wednesday!

1.  cream top, cream sweater, skinny jeans all from target

open toe flats, resale shop

2.  olive knit dress, target

grey sweater, gap

boots, frye

3. jeans, gap

black tan (with ruffle at neck), sundance

cream sweater, gift from steve

same open toe shoes, resale shop

4.  jeans, gap

black dress, target

grey sweater vest, anthropologie

flats, target

5.  same jeans (yes, i wore them three days!) gap

tan tank, old navy

cream sweater, forever 21

scarf, gift from steve (from scotland!)

* * *

what’s your favorite season to dress for?

spring’s sundress and sweater

summer’s simple shorts and tank

fall’s sweaters and boots

or winter’s layer upon cozy layer?

53 Responses

  1. Margie Brown says:

    I definately love summers simple shorts and tanks with flip flops but am ready to usher in Fall and put on a sweater with some jeans…I still want to wear my flip flops though! I will wear them until snow hits the ground!

  2. Linda says:

    Lisa, You are just so dang CUTE!!!!!

  3. Nicole says:

    it’s easiest to dress for summer, no doubt. but my favorite is fall. i love a pair of good-fitting jeans with a warm hoodie and my TOMS shoes, though I wear those all year long. i can’t wait till fall gets here, but us here in Michigan just want winter to wait a while and give us a LOOOONG fall this year. = ]

  4. Heather N says:

    I love dressing for fall. I love putting on jeans and a cozy sweater, but not having to bundle up with coats, hats, scarfs, gloves, boots, etc. (we live in the north part of the Midwest – Brrr!). Fall always smells so crisp here and my daughter loves to jump in leaves!!! I love the heat of summer, but fall is my favorite season (if only it wasn’t followed by winter!).

  5. Stephanie says:

    I love the Target top in #1. I have a few of those too!

  6. Christine Aldinger says:

    you are just a cutie

  7. Nicky says:

    I have the same Target tunic/blouse in your first shot- but in sage green…love it! You always look so put together… your new scarf is awesome…yeah hubby!

    I need to move away from the midwest and mover closer to your weather… I’m not a fan of summer attire…love my boots, jeans, and a light weight sweater.

  8. Gussy says:

    you know what is so cute? you stood in the same spot every day :]

    here’s a question: what are good things to wear while working? i definitely can’t be wearing that many layers when i’m sewing, ironing… too hot! and i always am covered in threads… so i feel like frumpville wearing a v-neck tee from Target and shorts/yoga pants {while I work}.

  9. Sarah says:

    Love, love, LOVE seeing what you wear! I also love the way you put things together, and that you get so many cute things from Target! Keep it up, you are inspiring me (and it sounds like many others) to dress great even though we live casual lives. Thanks!

  10. Allison says:

    Definetly FALL! I love fall and have already started stocking up on fun fall and winter sweaters. I live in Wisconsin so this hot weather we’ve been having is not my cup of tea. Send on the sweater weather!

  11. sarah says:

    Oh, I love fall! It’s still too hot here for boots, jeans, and jackets. Sadly. I MIGHT have picked up some of these from Target the other day:

    And I don’t even know HOW to wear ankle boots. But they’re leather! And $32! I would LOVE some Frye boots, but I can’t justify the expense right now (and I bought some expensive tall black boots last fall….)

    I just love how you layer your looks. I’m a simple kinda gal. t-shirt. jeans. merrell shoes. that’s it. Oh, and right now it’s t-shirt/tank top and capri pants or my 1 pair of shorts.

    Actually, maybe you could send out some of your clothes to help out an uninspired girl? 😉

  12. denise says:

    fall. i love me some scarves and boots.

    i need a “favorite gray cardigan,” but can’t find cardi’s at target. where should i go?

    i so wear the same jeans over and over. who doesn’t!

  13. Krista says:

    I always love seeing your cute, bohemian style. LOVE that you get a lot from Target (seems to be my only “boutique” for clothes lately!) Yesterday, it was 58 and raining here (PacNW), so we’re definately feeling the fall in the air! I even went out and got myself a pumpkin spice latte! On the last day of August!! You look super cute!

  14. jules says:

    you look adorable in every outfit!

  15. Lindsay says:

    I love your layering! These are all too cute :)

  16. Suzanne says:

    Love your layers – you have a great eye!
    I like fall and spring – I live in the upper Midwest so we have all seasons. In the fall and spring I can layer and not need a coat. And I love, love, love boots. (Although it makes me sad to have to start wearing – and folding – socks again.)
    I think you have a better Target than I do!!

  17. Beth says:

    Love the outfits. Really inspiring. Can’t wait for the cooler weather. Love the layers, cardigans…looks great!

  18. Dhebby says:

    “fall’s sweaters and boots” is my favorite one, because I love wearing boots! and also love the “spring’s sundress and sweater”, It’s so cute and sweet :)


  19. Kelly H-Y says:

    You always look so great! For me, Fall is my favorite season!

  20. Stephanie says:

    you are adorable. i love it all.

  21. Desiree Fawn says:

    I’m SO in love with all your sweaters/cardis and what not!
    And you are one gorgeous girl!!

  22. Jenn says:

    I kept seeing you with your Target skinny jeans so I gave them a try. They are PERFECT! Even better than my Gap ones. Thanks for the tip! And I’m ready for the pumpkins and apples too, I just keep trying to deny it!

  23. becca brown says:

    I can not explain my giddiness this morning when my husband told me my first necklace of yours has been shipped. I have so been looking forward to getting it. So my husband came home for lunch and asked if the mail had ran, me not expecting it to arrive so soon was like ho hum yeah I think I heard it.
    I went to check the mail and there it was! A box with my name on it. I was so excited literally jumped up and down. I tore open the box to find this cute little wrapped necklace ( I have been looking for months online to find a necklace just like this. thank you so much.

  24. Samantha says:

    Your outfits are SO cute. I really love the scarf in the last photo.

  25. Love all your outfits! and you always look so happy :)

  26. Jenny says:

    I love dressing for fall… I can’t wait for the cooler weather, but here in nashville, on Sept. 1, it is in the 90’s. YUCK!

    I want to borrow your wardrobe. 😉

  27. Bev says:

    Love all of them. What kind of jeans from Gap ?

  28. Marnie says:

    Fall…love the layers and colors.

  29. Allison says:

    I love fall! Crisp air, apple and pumpkin picking, jeans and sweaters! Those are great memories for me. Fall is too hot now that we live in the south and the cool air is slow to arrive! While I miss the peaceful nature of snow, I do not miss the shoveling and the driving in it from the years I lived in the northeast!

  30. Renae says:

    first… there is nothing wrong with wearing jeans 3 days in a row… especially if you just LOVE them. I do the same all the time.

    OK…. Major kuddos to your husband, that scarf is beautiful.. i’m a sucker for scarves.

    Living in Chicago and growing up in Colorado.. you would think I would be used to the snow, haha.. HOPE (maybe I just don’t like drivig in it) because the snow is beautiful. love layer upon cozy layer.

    However my favorite is fall… everything about the season… it makes me happy to just know that it’s coming :)

    Love and Peace

  31. Philippa says:

    Hi Lisa, I especially LOVE your first outfit – so feminine and prettily elegant. Hmmm could see myself in that! My favourite season to dress for has to be summer – I love getting up, showering and throwing on shorts and a simple top, or my fav 3/4 jeans with a floaty top! Having said that Spring is my fav month along with autumn because i don’t cope well with heat! Smiles…

  32. Carolyn says:

    Lisa you are so cute! I love how you pair up different items and make them look like they were meant to be together!

  33. Michele says:

    Love the cream sweater in the third outfit. #5–The scarf is fab! It’s always fun to see what cute clothes you’ll wear.

  34. you are so stickin cute!

    what i love best is your smile in every photo. your outfits are amazing! you should be a magazine/catalog stylist in your next life.

    HAPPY SEPTEMBER!!!!!! love that you are already sporting boots. perfect!


  35. Robbin says:

    So do you and Linds really dress up in so many outfits on a Wednesday? I change maybe twice during the day. I guess I just have a boring life where I don’t go anywhere where I can dress differently each time. ha I love your outfits, Lisa. So adorable. I’m in the mood to change up my closet now that I’m losing weight. Only thing is, half my clothes are still stored in SLO. I don’t know if I can find them anymore. It’ll be worth the try, then I’ll feel like I have new clothes. I love summer. I actually don’t like being so covered up because of my flashes and other things. Layers I can do, but I always end up, in 40 degree weather, in a tank top. As long as I have tank tops and sweats, I’m in heaven. Thanks for sharing your style with us. And Linds, too.

  36. Lu says:

    Love! Seriously.

  37. dawn says:

    I love these posts. So fun. You always look adorable.

  38. Kami says:

    Hi Lisa! I love your style!

    I’m going to the Creative Connection with my friend Marie (Make and Takes). It will be fun to see you there!

  39. deezie says:

    Love love love all your outfits, the first one is my favorite. You really know how to put clothes together Lisa. I like dressing for Fall and winter the best, I love scarves!!! yours is beautiful

  40. Jen says:

    Beautiful clothes! I’m in love with them all!! Lisa these are fantastic!! You truly are beautiful with everything you do!!

  41. Patty says:


    I have been following your blog for awhile but have never commented. I have your jewelry and love it! I must say…you are about the most stylish woman that I know! Thanks so much for showing us your outfits! You REALLY have a knack on how to put things together! Love your blog and your beautiful family! Thanks for sharing!

    Patty from TX

  42. April says:

    Hi Lisa:)
    Greetings from Nashville, TN:)
    I adore your fashion sense, but I love your hair style/cut:) I too have curly hair, but I can’t find a stylist to cut it right! It’s either too triangular like RosaNNE-a-DaNNa from Saturday Night Live, or just too Blah like I was stuck in the eighties!!! Help:):) How do you tell your stylist to cut your hair? Thanks:)
    Smiles & Wishes,

  43. Hillary says:

    You are so freaking cute!

  44. kirstie says:

    Lisa, I love the scarf hubby gave you! He’s got good taste 😉 I love scarves but I just don’t feel like I wear them well :-( What’s your secret?

  45. Anna says:

    My mom showed me your blog today. I have been needing to up my wardrobe some and since we are similar sizes it helped seeing what you wore all week. You even inspired me to buy some skinny jeans today since after seeing how cute you look in yours made me think I could pull them off… And I can! Thanks!

  46. abolutely adorable…as usual!!!

  47. oops!! That was supposed to say abSolutely adorable! I must be tired. 😉

  48. Julie says:

    Hands down, sweater and boots for fall! Love your outfits! I need to get to Target!

  49. amy jane says:

    Absolutely LOVE LOVE LOVE your style and positive outlook on life.. and of course your jewelry! I’ve bought several pieces from you and always love catching up on your blog. I’ve been a fan for about 2 years now and this is the first time I’ve posted– your Wednesday pics are fabulous.. and I’m totally inspired!! And, Fall is my favorite season, followed closely by Winter- this girl can’t live without boots, cute cardigans and scarves!! yay!

  50. Julie says:

    Very cute outfits!!! I especially love the f ourth one. =) I have heard many good things about your jewelry so I am checking it out! =)

  51. Virginia says:

    Fall & winter for me! Love me some layering! Your outfits are perfect—-you are hip, chic, boho and darling all rolled into one!

Leave a Reply