Lisa Leonard Designs

what i wore wednesday

September 15th | what i wore wednesday



i’m linking up with lindsey!

* * *

the above dress is so comfy! found second-hand for $9

boots, frye

belt, banana republic

scarf, anthropologie

beso bag clutch




strapless floral dress, boutique in santa barbara

jean jacket and light scarf, gap

flip flops, bass

this bracelet (i’ve been wearing it every day).




black ruffle top, kohls

skinny jeans, pink shoes, target

fave gray sweater, target

plaid scarf, old navy

* * *

three outfits to share this week! it’s been a bit crazy around here.

mostly because i’ve been in an airplane for a lot of the week.

and missing my boys so bad it hurts.

right now i’m in minneapolis for the creative connection conference. loving this city.

i just walked to target from my hotel. then ate chipotle for dinner.


more pics and fun stuff from the creative connection soon!

* * *

if you could had $200 to shop for fall,

what is the FIRST thing you would buy?

98 Responses

  1. faith says:

    I would buy: the aqua stone eariings from you, and lots of flats (shoes).

  2. Christine Aldinger says:

    something for me i have not done that for a long time….usually always for the house, and since i admire your jewerly so much prolly something special from you

  3. ramona says:

    I would buy boots. I would like some new boots this year.

  4. Melissa says:

    I would buy, ‘hope is the thing’ necklace from you, a cute dresses (long sleeve cord shirt dress at old navy I am dying for, possibly a pair of cute cowboy boots. Sounds like a cute new outfit to me!!!! And it would be nice since it seems everytime I go out shopping I come with stuff for my little e-man! Funny how things change when we have children, the focus becomes them!:)

  5. Paige says:

    If I had $200 to shop this fall I’d buy a great pair of rain boots and a super cute rain coat. I feel that these are essentials to add to my wardrobe.

  6. Andrea T. :) says:

    New jeans … since they ARE the base for 95% of all my fall outfits :). I’m thinking I *might* try the skinny jeans/boot trend, but it makes me more than a little nervous!

    Happy travels … wishing you safely back to your boys and enjoying some down time when you return!

  7. amy says:

    i would buy a super cool pair of frye boots too…hopefully a pair with flowers on them , that make me feel like i was hanging out in austin or somewhere else really cool i have never been before : )
    if i had any money left over i would buy myself some dark, fall nail polish and a new scarf!

  8. Gina says:

    A great pair of boots would be first on my list!

  9. Kristi F says:

    I would donate the money to a group home in my area because I am sure the kids there need clothes way more than I do.

  10. Sheila says:

    Hope you enjoy the City of Lakes, wish I could meet you while you’re here! Have fun.

  11. Marissa says:

    Definitely some jewelry I’ve been eying from a talented lady I know.. 😛 ANd I think just sweaters/cute jackets and accessories would be my choice. I have random pants that would work well, but I’m missing some accessories. I always seem to put my money on the big items, but the real drama is in the details…and that’s what I’m missing!

  12. sydney says:

    always accessories/or shoes….never have to worry about them fitting and they can dress up or dress down anything! :) so glad you enjoyed hilton head, by the way

  13. Leigh says:

    I need a new purse and some seriously cute jewelry. Including some of yours I’m dying to get. 😉

  14. shana says:

    let me welcome you to minnesota! it’s a great place. i live just a stone’s throw north of st. paul, near the state fair grounds (if you would have come a couple weeks ago, you could have gone to “the great minnesota get together”. i’ve only ever lived here, so i’m biased, but we’ve got the best state fair around!). hope you have a great time here!
    oh yeah, the $200 . . . i’m due with #6 exactly a month from today, so i’d get some new NON-maternity things to spruce up my post-baby look. i’m always a sucker for a sweater!

  15. Jennifer says:

    You always have the cutest outfits. I would buy a great pair of boots as I have been wanting to wear them with skirts/jeans for a while now.

  16. Kathryn says:

    Great outfits, hhmmm if I had $200 to spent for fall I’m another that would buy a pair of boots . . . I’ve been looking already as I’m desperate for a pair but just haven’t found what I’m looking for yet.

  17. Ramona Gordy says:

    I would buy a pair of super cute but really comfy loafers from Sofft;a couple of boyfriend cardis and at least 4 cute T-shirts (long sleeve),I may have to add to that

  18. Karrina says:

    When I have spending money I tend to ignore my wardrobe needs/desires and focus on my home. I love that Autumn(and Winter)comes with a sense of coziness. I love all things cozy, snug and homey. That being said, I would nab the nubby, cozy tweed throw that I passed up at Target last Fall.

  19. Kristen says:

    If I had $200 to spend for fall I would buy a cute new coat in anticipation of the colder weather coming (plus if you wait until winter to buy a coat all you can find are swimsuits!)

  20. I would buy the new trench coat from H&M with a cute shirt dress to go underneath. I would also buy a new necklace from your collection. By the way, I got my first piece as a birthday gift recently and I LOVE it!

  21. tiffany day says:

    hi lisa

    oh probably boots! but then i would need some dresses to wear with the boots!!

    travel safe — :)


  22. Margie Brown says:

    I am a scarf wearer like you but it is too hot to wear them now…I tried one day it was cool out but then warmed up way too much to keep it on! I so look forward to wearing them everyday in the winter! If I had $200.oo for my fall wardrobe, which by the way is nonexistant because I got rid off everything that didn’t fit me and now I have lost 20 pounds and plan on losing 20 more by Thanksgiving, I would be buying a whole new wardrobe to fit my new body! I would be heading off to TJ Maxx to get some great deals! Have fun at your conference! I know how you feel when you are away from your kids for a length of time and can’t stand it! Even seeing cartoons on TV can make you tear up!

  23. Sugar Mama says:

    Do you have to be so dang adorable?

    Extra $200 this fall? I just spent it on my hair! it’s now red with some funky caramel hi-lites… lots of fun!

  24. Michelle says:

    If I had $200 to spend I would actually save it…hoping to buy a new DSLR camera in the next couple of months, my first! :) If we’re talking clothes, maybe something cute and reasonable top or sweater (gray!) from Old Navy, then something totally fun & different from Anthropologie like an accessory (love your gorgeous scarf from there!) With the rest I’d buy your Open Cirlce bracelet :)

    I love your style, Lisa! Casual but still pretty & polished – not the typical t-shirt and jeans mom uniforms I usually wear! I’m making it a point to try to have more fun w/my wardrobe this fall.

    Hope you have a great time at your conference, and a safe trip home. I’m sure your boys & hubby miss you so much, too :)

  25. denise says:

    have fun in minnesota. be sure to speak with a minnesotan accent the entire time you are there, and hug lindsey and tell her it is from me!

    i honestly come over to your blog for w.i.w.w. for inspiration to pep up my appearance. you are brave in style, and add fun layers. and guess what! i found the cardigans at a different target! i now have my own “favorite gray cardi.”

    if i had $200 what would i buy for fall…a pair of sassy cowboy boots, a funky guitar strap, and another l.l. necklace (duh!). oh yeah, i could make the $200 get me all 3!

  26. Christi says:

    such cute outfits! love them all! if I had $200 for fall i would definitely add more cardies to my closet, as well as a lisa leonard necklace and colorful flats!

  27. FoxyMomma says:

    i would buy a new outfit.. a long sleeve black dress that’s down to my knees, black tights, plum colored boots & a pretty scarf to match!

  28. jamie says:

    wow. well, i’ve never really cared about clothes {or shoes} until recently. so clothes {and shoes}.

  29. Charmed says:

    Some sweaters/cardigans to layer.

    I LOVE your style. (I just recently found you thru Meg from “Whatever”)… I showed my teen girls your “what i wore wednesday” outfits and told them i want to dress like that.. one of my daughters said, “that’s a cute outfit, but how old is she?” Meaning I’m too old to dress like that :O)… excuse me, I’m 46 and not too old. LOVE your blog.

  30. shannon says:

    $200! Wow! I would buy a cute pair of boots, some new jeans, cute scarfs and some of those long flowy sweaters…and I found some of your jewelry I would like….I wonder if I could get all that on $200?

  31. Jewelscapes says:

    You look beautiful and so comfortable, I love that about your outfits. Great scarves!

  32. FunkySteph says:

    Always great outfits… I just now LOVE Wednesdays! I fI would have $200, I would buy a cashmere cardigan for fall.
    Take care.

  33. dawn says:

    I want some flat cute boots. Maybe some skinny jeans (but I’m afraid!) and definitely some flowy shirts you are inspiring me to wear. OK, maybe I need $400. :0)

  34. Camis, cardigans & cute dresses! I am in {almost} desperate need of some camisoles, and I saw the cutest ruffled cardigans at Target yesterday. Dresses are a staple! Probably won’t happen {having $200 to spend}, but it’s fun to dream!

    {P.S. Just wanted to let you know that I featured one of your necklaces on the blog today!}

  35. peachgirl says:

    A pink argyle cardigan. (Yes, I have my eye on one.)

  36. Kelli says:

    Hello Lisa!!
    I am new to your blog, and I L.O.V.E. it!! You are such a creative inspiration to me! I met a woman at Macy’s and commented on her beautiful necklace. She gave me your name and it has been about a week since I found you {sounds so funny} and I am hooked! haha!! I just read that you are in Mn, and that is where I am at!! I wish I would have known sooner, I would have made time to come and meet you. However, this weekend I am getting MARRIED so that might not have worked out so well! I hope you have a wonderful time in our lovely state. Safe travels, and I hope you can see your boys soon :)
    God’s blessings to you and your loved ones~

  37. Amanda says:

    I love, love, love your first outfit!

    I am in my final year of university, and so I have made a list of things I want to do before the year is over. One of the items on my list is to buy a piece of clothing from my school, so that I can feel a part of the crowds at hockey games, basketball games, rugby games, and so I can wear it with pride for years to come. I have my eye on a few different hoodies. They aren’t very stylish, but they’re warm and cuddly and they’ll scream “Go, STU!” at the next sporting event I attend.

  38. I love your what I wore wed. posts! You’re just cute as can be.
    wow! if I had $200 to shop for fall the very first thing I’d do is order the fly free necklace! I absolutely love it and feel such a connection to it, the message just speaks to me. it’s on my Christmas list …with link and all set to send off to my hubby when he asks what I’d like, it was on the list last year…I think I may have to highlight the link!!!

    with that goal accomplished, I’d get myself a new pair of boots, a cardigan…(you have me thinking I NEED one!) and a scarf..

  39. kim says:

    a fun, casual, & ruffled dress from jcrew. boom. easy question :)

  40. Andrea L. says:

    A new pair of shoes. It is so hot here still. Fall and winter weather seem light years away. A few “transition” outfits would definitely be in order. Still hot, but don’t want to run around in summer clothes…. Love your WIWW posts!

    Andrea L.

  41. katrina says:

    I’d stock up on some cute flats I’ve been coveting and some new cardigans! :)

  42. Emily Brecht says:

    yay! you’re in Minneapolish :) me too!!
    I’d buy a necklace or a charm from you to add to my bracelet… a perfect gray cardigan and splurge on a top for my 30th birthday!

  43. michaela says:

    If I had $200 to shop for the fall, I would buy NEW JEANS (nice, expensive jeans)….and of course, a Lisa Leonard necklace! 😉

  44. Michelle S says:

    I would first by myself your family crest necklace. Then…. I would buy new jeans. Gap runs a sale a couple times a year where all jeans are $20. I would try to hit a sale like that up.

  45. Suzanne says:

    Black riding boots. And more cardigans. Love to layer!

  46. Jen Gough says:

    I would buy a great pair of jeans!

  47. Kristin says:

    I would pay a pair of chocolate brown Uggs :)

  48. Linda says:

    I would love to buy something for myself, but due to furlough days at my husbands work and having a child with cystic fibrosis I would more than likely pay bills and try to get caught up. So sad but that’s reality here.

  49. Valerie Page says:

    I would buy long sweaters. My husband calls them teacher sweaters cause when I was teaching all the teachers at my school would wear them.

  50. Marnie says:

    mmm… probably something from your collection or have you purchase for me since you have such great taste!!!

  51. Kelsey says:

    Definitely some tall boots because I don’t own any and just thing they are the perfect fall accessory! Love these Wednesday posts on what you are wearing! AND, welcome to Minneapolis! Bummer that we are greeting you with such a rainy, cool day!

  52. DebZorn says:

    Your camera necklace and pearls – a perfect combination!

  53. Jill Thomas says:

    I actually am going to get to spend that-my bday is next wk and I’ve lost 20+ pounds and my clothes are falling off of me. I know I’m going to get some jeans but I’m in desperate need of a lot of things, so I’m going to have to be thrifty and particular! I told my hubby not to buy me anything-that I just needed to go shopping! I need to do some research and coupon hunting first…

  54. allison says:

    Boots! Or any fall shoes. I have a really hard time spending money on myself.

  55. Jenifer T. says:

    A new denim skirt and maybe a corduroy skirt too!

  56. stephanie says:

    a new trench, and also some cardis I need a good one, and yet to find one.

  57. Kristen says:

    Welcome to Minneapolis! I got so excited when I saw you’re here, but then I realized that there’s not much of a chance bumping into you in the city. Might have to take a trip to that convention though… looks awesome!

    I’d get some skinny jeans, leggings, and boots for our upcoming trip to NYC… so I don’t look like a Minnesotan. :-)

    Have a great trip!

  58. Denise C. says:

    Jeans or pants. I only own one pair. Actually my wardrobe consists of 10 items.

  59. shannon stinson says:

    shoes! a pair of brown and a pair of black!

  60. love, love, love the last look!

  61. Cait says:

    A new pair of jeans. And that would pretty much be it for the $200. Gotta love European prices :)

  62. Ariana says:

    I would definitely buy the skinny cords from J Crew and a toggle clasp coat. I need variation from jeans, and a longer coat to keep me warm in San Francisco!

  63. Shannon says:

    Target AND Chipotle? My two favorite things!! :)

    If I had $200 to spend, I’d get a fabulous pair of jeans (or two), a new jean jacket, and a couple fall type and purple! New boots and some fun scarfs! You look so cute when you wear yours!

  64. scarves, scarves and more scarves!!!!!!!! I can’t get enough of them!!!! :) I could sing a little scarf song right now if I knew one!!!!

  65. A cashmere cardigan. For sure.
    You wear such cute clothes! You actually inspired me to buy a pair of skinny jeans. I always thought they were just for the teenagers, but you look so cute and fresh wearing them. Thanks for the inspiration!


  66. Kelli says:

    Skinny jeans!! LIke others are saying, you look so cute in them that I want to try them out, too!

  67. Jennifer says:

    I’d buy a jacket or blazer from ann taylor loft or some new jeans…I just bought four things in your store!! YIKES!! :)

  68. cheryl says:

    some jeggings, a new fall sweater (there are some gorgeous ones out there) and a new scarf! speaking of which…i LOVE all of the pictures you share with your scarves…would you show us some of the ways you wrap them? have fun!

  69. Philippa says:

    Lisa honey, I love that strapless floral dress. Really really pretty! Oh and those pink shoes.. SIGH SWOON SIGH… Love them!! We are heading into spring but if I was heading into autumn I’d buy myself a gorgeous pair of red boots. Just the thing for cooler days to brighten my life! Smiles…

  70. Bethany says:

    An outfit for my 10 year high school reunion!

  71. LibraryGirl62 says:

    Black leather boots :)

  72. Nicole says:

    A new scarf and {good} tall, brown boots that a teacher can survive wearing all day! 😉

  73. Christy Q says:

    a pair of cuffed boots…. I saw the cutest pair the other day and just fell in love… then I’d buy a bracelet from you as I’m all about accessorizing with bracelets these days.

  74. Another Lisa Leonard necklace! No joke! I have a “Mama” necklace and a “Sparkle” chandelier necklace. My girls (3,4,7) love taking turns finding each of their names on it. I would probably buy my husband something also. Keep being beautiful Lisa!

  75. Claire Hill says:

    If I had $200 to shop for fall, right now I would give it to someone I love who needs a touch from God.

  76. Cassie says:

    Welcome to Minnesota!! I hope you bring some of your amazing inspriation to the Twin Cities. Have safe travels home.

  77. ~michelle~ says:

    BOOTS! I am loving boots this fall and craving a really nice pair of brown or cognac leather riding style boots. They literally cost and arm and a leg though, even $200 would only put a dent in them, LOL! If anyone out there in cyberspace knows of wear to get leather boots for a steal, let me know! I am also checking second-hand and thrift, I did just get a pair of cute black leather NIne West wedges for 14.99 at Value Village! ; -)
    I always adore your outfits, Lisa!!!!

  78. Emma says:

    I so look forward to these posts! Love the way you layer things together :)

  79. Tisha says:

    How funny – there seems to be a theme here! I would also buy new boots! I need to replace my tall black boots that don’t fit me after the last 2 babies! Love your wednesday posts – I am channelinng you in Target!

  80. Michele says:

    I wore a scarf today and thought of your WIWW posts. It reminded me to start wearing them again. Thank goodness the weather in Texas is now below 100 degrees, and it’s feeling just a little bit more like fall. You look so cute in your outfits with the scarves. It really adds something fun to the outfit.

    How would I spend $200…jeans, jacket or shoes/boots. A girl can dream!

    Enjoy Minneapolis!

  81. sarita says:

    $200… bucks to spend on something for fall … Well at Marshalls the other day I picked up a cute black dress so ofcourse I need a few things to go with that , new boots maybe some leggings a cute scarf , new necklace from you ….love your clothes by the way .. wish I was your size , I am a work in progress thou so there’s hope ..
    Thanks for inspiring me with your wonderful photo’s and your upbeat blogs you my dear are a delight !! Safe journey to you … be blessed!

  82. GretchenG says:

    Probably a clutch. I’m in love with clutches. And while I’d like to say a sweater or new pair of boots, because who doesn’t want a new sweater for fall, I just really, REALLY love clutches. So, yeah, a clutch.

    Did I say I love clutches?!?!?!?

  83. Ashley C says:

    Boots! And a cute cardi I saw at anthropologie…Hubby planned to give me just this for my bday…but there was no anthropologie where we were on vacation…so I am thinking now maybe for Christmas!

  84. Kelly says:

    With $200 I would buy a few cardigans for myself and as many pairs of winter mittens & gloves as I could and take them to the homeless shelter.
    P.S. LOVE your style and creativity!

  85. Jean M says:

    A really cool pair of boots.

  86. Samantha says:

    I would buy a day pass to The Creative Connection!!! Unfortunately, I have to work at a big event this weekend, but I live in Minneapolis and I know I’m completely missing out! Next year I’ll be there though! I swears! 😀 HAVE FUN LISA!

  87. anne says:

    If it were for myself, probably a pair of boots. I haven’t had any since high school (loong time ago,) and I think every year how I’d love a pair. But the boot money gets spent on new clothes and shoes for my boys now!

  88. wendy says:

    One of your necklaces, of course 😉
    And a new pair of jeans.

  89. Robbin says:

    Clothes for work. I don’t have too much fall/winter stuff. Sweaters sound cozy.

  90. wanda says:

    My teen girls and I peek in each week to look at your rockin style!
    Wish we could go shopping with you!


  91. Sara says:

    a cute denim jacket like yours! Then some jeans for the little guy and pink chucks for the little girl!

  92. Courtney says:

    Lovely as always, Lisa! I’d buy some boots (I don’t own a single pair anymore) and some more cardigans/sweaters. I love them!

  93. rachel says:

    Well I would bargin shop and get a pair of tall black or brown boots and a pair of black skinny jeans. Probalby go to kohls so I could use coupons and get kohls cash so I could buy a top later on. I have to say I love your style lisa!!! I would bring pictures with me of your outfits and try to put some things together.

  94. Maggie says:

    I have those pink shoes! They’re so worn down from wearing all the time, but I love them so much I still wear them :)

  95. Andrea-Elena says:

    Maggie, that makes three of us — you, Lisa, and me!

    ‘Cept I would call those “raspberry,” rather than pink. But we know they’re still the same darling shoes. Gotta luv ya sum Tar-zshay! 😀

    What to do with $200 for the fall? Buy more LLD stuff, of course! My sister’s birthday is 4 days before mine in October, so I could get her something lovely. And I’d love another pair of boots — for plus-size gals like me, though. The entire DVD collection of Christy: The Series. More Jeeves & Wooster audiobooks (author is P. G. Wodehouse). And probably give some $ to my missionary friends.

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