New boots. Now what? … Contest! Help a girl out!


I picked these bad girls up at Kohl's the other day. On sale!

So in an effort to work on my personal style, I bought some boots. Now considering that I own roughly a million pairs of boots this may not seems all that shocking. But these boots are different. I would never consider riding a horse or milking a cow in these boots. These boots are not made by Ariat or sold at Farm and Fleet. Yes they are boots, but they are still out of the box for me. Baby steps people, baby steps!

So now that I have these cute going out boots I need to figure out what to wear with them. I tried the jeans I own. Bootcut jeans do not fit in these things. Do I have to buy skinny jeans? Do they even make skinny jeans in a size oxymoron? If they do, do I dare wear them in public? What about tights and a dress? I haven’t worn tights since I learned to dress myself. Are they basically just thick nylons? I hate nylons. I don’t own a dress that would look right with these… or a skirt for that matter.

I’ve said before that I need a personal shopper. So I am turning to you, dear blog reader, for some help. Please add a comment with some suggestions on what to wear with these boots. The more specific the better, links to buy extremely appreciated. Whoever posts the outfit I pick will not only win my adoration but a surprise gift!

Shop on, shop on!


35 Comments on New boots. Now what? … Contest! Help a girl out!

  1. Rochelle Dix
    December 1, 2011 at 1:58 pm (8 years ago)

    I love the boots!! Skip the tights and try a pair of leggins(expesially if you hate nylons) And then try one of the long sweaters they have now that cover the “dairy aire” section. I’ll see what I can find online to better show my idea.

    • DairyCarrie
      December 1, 2011 at 2:32 pm (8 years ago)

      Thanks Rochelle! I do like the sweater dress trend that it going on out there. I have a hard time layering for some reason.

  2. Barrows Farm
    December 1, 2011 at 1:58 pm (8 years ago)

    You have the same problem I do! I love these boots though. I think I would pair them up with a long dress (think summer dress with a nice cardigan).
    I actually wear tights. Think of them as long socks that fit under jeans better than long johns. LOL

    • DairyCarrie
      December 1, 2011 at 2:35 pm (8 years ago)

      One of my worries about this whole dress/legging thing is that I live in Wisconsin. It’s about to be real cold here for several months, I don’t want to freeze!

  3. Vieva Lathrop
    December 1, 2011 at 2:11 pm (8 years ago)

    My friend….
    Skinny jeans yes……
    But Leggings with a long tunic shirt or sweater. Yes even a sweater dress! Or instead of the leggings you can wear tights. The difference in tights is they have the feet still sewn in and leggings are without. And the best part is you can find both with tummy control (I Love That Part!) Ok, My Shopping Starts NOW!

    • DairyCarrie
      December 1, 2011 at 2:36 pm (8 years ago)

      As much as I love the idea of control tops, that is what I hate the most about nylons and such. Not comfortable at all!

  4. Karen
    December 1, 2011 at 2:20 pm (8 years ago)

    Pencil or flowy dark brown skirt and a fitted sweater in red or orange or cream.

    • DairyCarrie
      December 1, 2011 at 2:37 pm (8 years ago)

      I like this idea… I own a cream cable knit sweater but made the mistake of wearing it in the shop once. Haven’t been able to get the grease stains out yet 🙁

  5. DairyCarrie
    December 1, 2011 at 2:31 pm (8 years ago)

    A little more info to help out… The boots are a grey brown color. Much more grey than the picture shows.

    I do not care for the color purple or crazy retro prints.

  6. Confessions of a Corn Heiress
    December 1, 2011 at 2:55 pm (8 years ago)

    Looks like we need to make a trip to Johnson’s Creek outlet or even better…MAYFAIR! I love the skinny jeans, but you can also find straight leg jeans that don’t cut off the circulation in your ankles and who are we kidding…they cut off your circulation everywhere! Express makes some of my favorite jeans and also Charlotte Rouse. I like tights and leggings with sweater dresses but sometimes they make a girl feel more frumpy with the boots when you want to be ready to kick ass and take names…isn’t that why you own a pair of boots like this? Straight leg jeans make your legs look longer when paired with a short top, not a midriff, but something that doesn’t go below your belt, and don’t forget a leather jacket to tie it all together.

    • DairyCarrie
      December 1, 2011 at 2:59 pm (8 years ago)

      Yes, we need to shop for sure.

  7. Danielle
    December 1, 2011 at 2:56 pm (8 years ago)

    Love the boots! With that style it’s all about the skinny jeans, leggings, or tights. Because the top the boot is not fitted but more slouchy the bottom half of your outfit needs to be more fitted so your not creating an effect that you are swimming in fabrics. A pair of skinny jeans with some fun boot socks (check out free a casual long sleeved tee and then a really great longer length cardigan would be adorable ( has great examples of cardigans) tall boots with skinny jeans and cords with sweaters are my staple items!

    • DairyCarrie
      December 1, 2011 at 3:00 pm (8 years ago)

      I will check piperlime out! I thought they were just accessories.

  8. Liz
    December 1, 2011 at 3:52 pm (8 years ago)

    Black leggings (for warmth and no tights) with a flowing skirt which has a fun pattern with black and gray in it with perhaps two more colors (try bright). Then sleek/thin bright colored tank (not ribbed) that matches a color in the skirt left untucked and topped with a black lightweight cardigan. Add a interesting chunky belt in black or gray.

    Also to reduce some bulk ship the leggings, use short socks anything fun since no one will see them and use a slip that’s like shorts|71430 I have 2 similar and LOVE wearing dresses/skirt, but HATE nylons/tights and this fixes all that. Without leggings this will be a tad chilly, but the great this is you could wear the same outfit minus the cardigan & leggings when it’s warmer, keep the top combo & belt with skinny jeans or leggings and no skirt and ta-da you ‘ve made several outifts with only adding or removing an item or two.

    • DairyCarrie
      December 1, 2011 at 4:01 pm (8 years ago)

      Is it “in style” to wear boots like this in spring/summer? I thought the trend was to rock the boots in fall and winter.

      • Liz
        December 2, 2011 at 2:22 pm (8 years ago)

        It is “in Style” for fall/winter, but you could make it work all year if you wanted to. They might be a bit warm for the hot, hot summer, but if you’re used to wearing farm boots in the summer heat I would imagine you’d be fine. Being in Style is more about attitude and confidence than following the trend, work it and own it!

        • DairyCarrie
          December 2, 2011 at 4:30 pm (8 years ago)

          Good point!

  9. Jamie P
    December 1, 2011 at 5:38 pm (8 years ago)

    I would definitely pair these with some black leggings and a long, loose dark top…or an ivory/nude top. I am all about the neutrals with boots this fall. But the leggings are the best bet…I just hopped on this band wagon too and at first I was covering up everything now I am much more comfortable. Good luck! You started with the cute boots–it’s easy from there! 🙂

    • DairyCarrie
      December 1, 2011 at 8:03 pm (8 years ago)

      Cute shoes is always the way to start!

  10. kellymrivard
    December 1, 2011 at 7:54 pm (8 years ago)

    I’m not a fan of tights, either. However, if you know what you’re looking for, they make “tights” and “leggings” that actually fit a lot more like snug pants. I have a pair that I picked up at Walgreens, of all places, that feel more like a comfy yoga pant than a fashion statement. They’re comfy, they’re warm, and they look nice with boots and a dress.

    Since the boots are a neutral, you can either rock a neutral legging (brown, black, gray, beige, etc.) or get bold with colored leggings. I have friends who wear teal, magenta, blue, yellow, or even red leggings to accent the dresses (or even long, flowy tops) they’re wearing.

    Skinny jeans are available in most sizes, and some brands offer different size variations (like wide-hip, narrow-hip, booty-lift, etc.). My problem with skinny jeans is that I have absolutely no butt and narrow hips but massive calves, so I understand concerns with finding “the right” skinny jeans.

    I’m going to try and dig up links, both for some good ideas for tops/dresses, and the fine the leggings that I absolutely adore so much.

    • DairyCarrie
      December 1, 2011 at 8:04 pm (8 years ago)

      Looking forward to seeing what you find Kelly!

  11. Ginger Rogers
    December 1, 2011 at 8:30 pm (8 years ago)

    I like these boots. I would put them with a pair of tights or “jeggings” (I think I got some from Gap). They are denim (almost black) and thicker than tights and have stirrups but have a zipper like jeans. They’re very comfortable but still “hold” you in a bit. Since you’re in the cold weather (I’m in Texas), I’d put a warm long (but not too long) tunic top with greys, black and burgandy. Add a scarf the color of the boots and you’ll be rockin’!

  12. Ferreh Hiatt
    December 1, 2011 at 9:18 pm (8 years ago)

    Two words: Target – Jeggings. Like skinny jeans, but more comfy and forgiving. Great with a sweater.

  13. kasse duffy
    December 1, 2011 at 10:43 pm (8 years ago)


    Ok Carrie, this is going to look like I’ve spent a ton of time finding these things, but they are a few things I have been drooling over for some time now. I can’t afford any of it, but talk about super cute. I have a pair of grey brown Frye boots- not the same, but they have buckles. I would toss on some thick tights with the dresses.

    If money were no option, I would purchase these two dresses:

    I would buy these two tops:

    I would forget the jeggings and ultra skinny jeans and go for a pair of Always Skinny Jeans by Gap. If you are not a toothpick- these jeans work very well. I’ve “got back” and I’m Med. build- they don’t make you look like you’re oddly shaped.

    I’d wear this cardigan (darker color) over any of it, or pair it with any colored tee for causal days.

    • DairyCarrie
      December 1, 2011 at 11:20 pm (8 years ago)

      I think If i were shopping online myself I would have skipped over these at not being my style. But that being said When I look at the pieces you suggest I do like them and me saying something isn’t my style is kind of a joke because quite obviously I have no style! I wish they were all on super sale!

    • DairyCarrie
      December 3, 2011 at 4:35 pm (8 years ago)

      Darn, the link doesn’t work!

      • Jena
        December 3, 2011 at 4:58 pm (8 years ago) the Cassidy Dress. i got it in black (shocking i know). the seams in it r flattering and it is not a-line.

  14. DairyCarrie
    December 20, 2011 at 12:40 pm (8 years ago)

    Almost forgot to announce the winner of the contest….

    I tried the jeggins and leggings and decided that since I carry weight in my thighs I just don’t feel rocking in those options. So… I am going to wear these puppies with tights and cute dresses and skirts.

    So the winner is…. Jena! Thank you all for your help! I loved the ideas and you win…… Cheese! What else would be the prize from Dairy Carrie?

  15. Jena
    December 20, 2011 at 4:54 pm (8 years ago)

    Yay me! Thanks again Carrie!