Hmmm…I love wearing boots with skirts. and with all these crazy sales lately, I’m thinking about getting another skirt or two. In the winter, I like wearing leggings because my knees get chilly and start knocking if they’re not covered.

I like a knee length skirt with knee length boots. Although all these slouchy boots I’m seeing all over Seattle look fab.

love,
m!

What a nice article Angie! Strangely, my preferences are very similar to yours ( mauve because we both have relatively slim calves): I usually like the look like bottom middle, although sometimes I can also do one like top right. I have tried ( but not worn yet) the look with longer skirt where no skin shows ( like bottom right) and liked that one too. A while ago I posted a mini-skirt and boots look on the forum and got the responses that it was OK, but not that great. My challenges are that my legs are short but my calves are supper skinny, so what works for the one doesn’t for the other. The tips for elongating ones legs usually make them look slimmer.

Somehow, I thought that showing an inch or two between the top of the boots and bottom of the skirt looks the best on me, but your article makes me rethink of that. Maybe I need to take some pictures to see which one works better. Thanks Angie for the food of thought!

Meredith, you look GREAT in skirts and boots. By all means expand that look. It’s a good way to dress in Seattle on wet days in particular because everything stays dry. (Although we’re having a beautiful sunny Autumn, cold but sunny. I hope I haven’t jinxed things).

Tanya, now that I’ve seen you in person, you don’t have short legs! You have fab proportions. It’s interesting that you and I prefer the same skirt lengths. My shapeless legs are NOT my best feature. Also, because I’m fairly straight and slim (with a pixie haircut to boot), I look juvenile in short, flared skirts. I feel and look more sophisticated (and my age) with my skirts a dash longer. It also draws attention away from my legs. Remember that asymmetrical denim kilt I bought with you in that thrift store in Boston? I had it adjusted at the waist which shortened it to the perfect length. It’s fabulous! All for $42. I’m wearing it right now with my 20 eyelet docs, black button-down, chartreuse cardigan and scarf, pearls, warm black cropped jacket and gloves. I really scored with this skirt! I’m also carrying the little square chestnut handbag I purchased in Boston right at the end of put shopping trip. Remember that one too? It’s fast becoming a favourite. Hope you’re wearing your beautiful new black Zara jacket.

Julia, we’d love to see you post pictures on the forum. I’m sure the skirt-skin-boots combo that you have going looks good.

Interesting that you should mention skirt and boots. This weekend for a Vegas show I am wearing my short pleated black skirt (about 2 inches above the knee) a black silky strappy blouse with beading on the shoulders and my maroon velvet jacket (last year’s ATL). I will wear textured opaque tights and my 3″ oxford booties.

That is going out. For work, my skirts and dresses are longer, either to the knee or below the knee. I wear them with knee high boots or my oxfords. You call my calves curvy (which is so nice!), I call them thick. It is hard for me to find knee high boots that fit my calf with my small foot size.

I think you’re right-you do have to experiment. I tend to go with longer than shorter-maybe a product of my age-:)

Angie, of course I remember both of your gorgeous purchases! I am glad you are already making use of them. The outfit you describe sounds gorgeous. I am yet to wear my Zara jacket, the weather didn’t cooperate and there was a lack of occasion too. I can’t stop thinking about that FC cream blouse we saw together (and the purple Zara top with a bit of lace), I think I may have to go back and get them both

Thank you for the leg compliment, but they are short ( 30.5 ” inseam for flats while I am 5′6″ – I am lacking at least 1″ there). I try to hide that, so maybe I am succeeding in it. My legs are not my best feature either, my calves are very shapeless – so that could be the reason (in addition to us being of the same height) for both of us to prefer the longer skirts. I am really dying to wear my new longish tartan skirt with my Docs, but I need some appropriate occasion to come up. It’s the story of my life – lack of occasions to wear any of my nicer items

Because I’m Petite, I find that I look best in knee-length skirts combined with knee-high boots where my knee-cap shows. I’m not a big fan of coloured tights, and nude hose works well for me. I personally am hooked to the skirt-boots combo during the colder months, and love the sophisticated yet sexy look it gives out. Lovely post!

I may be the only one here who does not own a pair of tall boots. Perhaps living in a warm climate (Dallas) and not working outside home hinders my wardrobe variety. I love all the looks and appreciate the comments and guidelines for the future, when I do find that perfect pair!
Until then I wish everyone a Happy Thanksgiving!

I am very happy to see the longer skirt with boots on the bottom right because I really like this look and I thought it was out of style.
I also like the look of a little knee showing with some nice tights on the knee.

i am with carolyn.

also in dallas, i do not own a pair of tall boots. i think the combo is so very stylish, but admittedly looks hi maintenance. that sounds silly, but staying at home and schooling our chile’s (children), when i get dressed to go somewhere during the day, i have a five minute window to do so. my (bottom half) uniform is a full length pant and ankle boots in the winter.

i would really like to up my style quotient to this someday though. i did wear something similiar to this style about 10 years ago.

did i say it was stylish? it looks great!! kudos to y’all if you wear this combo.

Thanks Angie for bringing this detail to my attention. It was never something I thought about consciously, but I definitely have a preference. I like the 4th one (the houndstooth skirt)–but I think that is because I like that length of skirt.

The shorter skirts are cute with shorter or taller boots–it’s a very young and flirty look. I prefer this look on young and flirty women.

The longest skirt that shows no leg is very sophisticated and classy, IMO. It would be a great choice if you had a need for a conservative outfit and it’s really cold outside.

This is one of my very favorite looks, and I live in Florida! I can’t wear the look in summer, but the rest of the year is perfect.

My sweet spot is showing just an inch or two of skin between my boots and my skirt, but I love the look of a skirt with tall boots so much that I wear all the variations.

I’m petite and I find that if the skirt is too short it chops up my bottom half in a very unflattering way. The less skin between the skirt and the boot the better.

I have an older slim-fitting ankle length skirt (closet orphan) I was thinking of bringing back into rotation, but I notice you don’t have any pictures of ankle length skirts – is it too soon to bring it back?

Mine is the top left corner – short skirt (not really mini, but above knee) and knee high boots. Im short but I have long legs, and I’ll admit to showing them off a bit Knee high boots are much much warmer than calf length boots.

Long skirts make me look even shorter than I already am.

I also noticed that narrow-ish skirts look better on me when paired with knee high boots, and flouncy or circle mini skirts are fun with shorter boots (top middle picture).