Pants at Boots

Reader Susan emailed me to ask how to choose the right boots to go with your dresses, and I had to admit to her that I am (as the Brits say) pants at choosing boots. I have boots, certainly, but I don't have any boots that I consider successful, where "successful" means that I wear them constantly (and am always looking for more excuses to wear them).

In fact, I think the last pair of boots I bought that I felt that way about were some brown Knapp farm boots that I saw in a spread in Jane magazine back in the grungey 90s. They looked great with vintage dresses, especially if you were nineteen.

(Of course, in my opinion, that was the last time a fashion magazine was helpful about boots: what is up with the current craze for deranged-elf ankle boots worn with jersey mini-dresses and all the jewelry you own, plus a knit scarf? Yes, Lucky, I'm looking at you.)

Anyway, not only am I pants at boots, I have realized that I'm pitiably one-track with other shoes, as well -- check out what I found when I tidied up my closet:



Yep, that's roughly a dozen pairs of round-toe ankle-strap heels. And I'm not even showing you the picture that's all flat black penny loafers!

It might just be that there aren't any boots that look "right" with 1950s styles, other than those plastic rain boots they used to advertise in the back of Parade, the kind that come with a matching bonnet to protect your hairstyle. So I throw the question open to you. What are the best boots to wear with vintage dresses?

Comments

[Emily]

Hmmm, Erin, you have me thinking. I am a boots person - I live for the day that the weather turns here in Toronto and I get to pull out the tights and boots. The thing is, I am a forties person and most of my vintage is pre-1950. Because of the narrower and shorter skirts I can get away with my mid-calf length brown buckled boots AND my flat riding boots (every pair of boots I covet seems to channel Molly Ringwald in the Breakfast Club) and my Louis-heeled Fluevogs from about 13 years ago. I am not sure what would work with those full fifties skirts. Maybe a pointier toe and kitten heel?

[Gretchen]

I covet your shoes! Especially that adorable turquoise pair! Lovely!I hate the deranged elf booties as well. Nothing makes me look stumpier. Blech. Makes me think of the 80's, with stirrup pants ending in a pair of those boots. Ick.

[Lydia]

I'm not 19 anymore, but I wear my Double-H Jump boots (discontinued, but still available in limited sizes from Shoeline.com) with everything except my skinny cigarette pants.As Emily points out, though, that style of boot really doesn't work with skirts fuller than A-line. Luckily, windy Kansas winters mean my winter skirts are all pretty slim. And wool. Why doesn't Blogger allow the TARGET="_blank" attribute in a link? That's just dumb. I hate getting directed away from the page I was reading. Gah.--Lydia

[Heather]

I love flat black penny loafers! I think they're just as versatile and much more interesting than black ballet flats. I love boots but I can never find the right kind, but I think that the ideal shoes for vintage dresses would be flat riding boots in supple, but somewhat worm dark brown leather, with a rounder toe, or there are three shoe trends that look great in black with black tights: 60s court shoes, high-heeled oxfords, or flat jazz shoes.

[libby]

I love wearing dresses and boots, too and have about 9 pair. When I think of full skirts (50's or otherwise) I think cowboy boots. In fact I'll wear cowboy boots with almost anything. Last night I wore a very fitted, above the knee sheath I'd made with dark brown barc cloth (banana leaves and all) with a pair of two-toned brown cowboy boots and very sparkly green earrings to a quite fancy restaurant. I felt great. I've worn the same dress with knee-hi suede zip-ups with 4" heels, too, but cowboy boots step everything up a notch. Some people may not understand the cool-level with which you stride but they'll definitively sense that you know something they don't know. Like how to have fun!

[tea]

What about Frye boots?or these boots:http://www.sundrybuzz.com/wp-content/uploads/2006/10/boots2.jpgor these:http://www.lakewoodconferences.com/direct/dbimage/50082054/Lady_s_Boots.jpgor these:http://www.kristopherdukes.com/images/christian-louboutin-boots.pngor:http://www.chicbynature.com/wp-content/uploads/2007/07/half-calf-boots.jpgAlso, I echo Libby's comment about cowboy boots. Those would have been my first suggestion if she hadn't already beat me to it.I'm not good with boots, myself. And certainly not HEELS. But for those who are, I guess there are more options. Personally, I just put on the legwarmers for between the moments when I'm outdoors, then peel them off when I get inside.

[Leizel]

I am totally in love with these, and wear them with everything:http://www.zappos.com/n/p/dp/18356451/c/5358.htmlThese are the ones I'm coveting, and would wear with anything:http://www.timberland.com/product/index.jsp?productId=2674664&cp=1779792.1761172.1845665.1770685&parentPage=familyhttp://www.timberland.com/product/index.jsp?productId=2737777&cp=1779792.1761172.1845665.1770685&pageDisplay=family%2Cfilter&pageType=family&int_nextBucket=0&totalProductsCount=21&pageCount=2&pageBucket=0&pageNum=2&int_prevBucket=0&page_bucket=0&page=1&showSizeSearch=true&hasPagination=false&parentPage=family(I don't work for timberland, I swear!)

[supermollio]

Who cares if you have a dozen pairs of round-toed ankle-straps when they're all soo adorable?I giggled at "pants." One of my London housemates was a big burly guy from Shropshire who used call everything "pants." He was my Eastenders watching buddy. I think Luke would agree that the elfin boot look is absolutely pants.

[rebecca]

I 2nd the vote for Frye boots. I have a pair that I wear with all my winter vintage including a Kennedy era, fuscia boucle suit. I'm sure the previous owner is turning over in her grave but I love it.

[kathyg]

I love round-toe ankle-strap shoes! Can one have _too many_ pairs? NO! I have a pair of vintage Zodiac boots, slightly Western style, but versatile enough to wear with any style of skirt or dress. Also a pair of black leather knee-high boots with a slightly rounded toe and 2.5" heel that works with most skirts and dresses. One pair of flat-heeled boots in brown suede and one in black leather that both go well with ankle-length skirts. I rarely wear dress slacks and opt for heels when I do. Nothing is more goofy-looking than short boots exposed by pant legs riding up when you sit down..ick! :-)

[Anonymous]

I think most 50s styles simply looks best with shoes, not boots. (The exception being a late-50s boxy suit, which can carry heeled boots just fine.) But when boots are necessary, slip on a pair of fur-trimmed vintage rubber galoshes, right over the shoes. You need the kind with a space for a heel. Took me about 10 tries, but I finally landed a pair on Ebay, and they are sooo convenient and chic.

[Anonymous]

looks = lookSheesh.

[Anonymous]

Those elfin booties always remind me of the rain galoshes that Ginger Rogers used to pull on over her heels. I love those old fashioned galoshes. If you had a pair of those you could wear your beautiful green suede shoes even if it was raining!

[Stacy]

Although I love to look at your vintage dresses, I don't wear them myself. However, I do wear skirts a lot and have a ton of boots! The first thing is to get a pair of boots that fits your calves. Otherwise they just look sloppy. For longer skirts, I will wear the shorter heeled boots, but for the ones that land just below the knee I wear a higher heel, sleeker boot. My favorite boots for fit and longevity are Nine West. I work in an office so some of the boots mentioned above wouldn't work for me...I need the dressier variety.

[merel]

i absolutely agree with libby on the cowboy boots, but if you want something less conspicuous, i would suggest upper-mid-calf boots that are tight around your leg. If you wear them with tights in the same colour, your legs will look longer (and you'll avoid the pixie-boots-my-leg-consists-of-six-short-pieces-look).

[Marie]

I have been coveting these for a while and may have to buy them:http://www.bornshoes.com/item.asp?ItemID=W4423

[Anonymous]

I agree with the other comments about the low heeled calf high boots to wear with the 50's style skirts and dresses. The heavy and clunky boots with those very lady like clothes look more like funky, thrift store college girl then classy woman. Just depends on what look you are gong for.

[bunny]

http://www.dorothyperkins.com/webapp/wcs/stores/servlet/ProductDisplay?beginIndex=0&viewAllFlag=&catalogId=20552&storeId=12552&categoryId=94462&parent_category_rn=51581&productId=440270&langId=-1These brogues are being called shoe/boots for some reason but they do ship to the US now....

[Karen]

Erin, thank you so much for sharing a snippet of your closet! I had not expected such high heels for you, I picture you dashing about, moving too quickly for heels. They are all so gorgeous, I love that style! I am madly in love with two pairs of my boots, after saving my money for them and searching, I went a full year between buying and wearing them. I was too afraid to scuff them so I'd only wear them around the house, then I'd carefully put them back in their boxes with all the wrapping. I think the right pair of knee-high boots can go with anything, just buy the pair that speaks to your personality and heart (and that doesn't hurt your toes). A good pair of leather boots should last many many years if cared for, so they're worth the investment. My favorite have 2.5" delicate heels, smooth round toes, and a thin bow at the ankle seam. I wear A-line skirts, but full would work fine also. Calf or ankle length boots you have to really look at where the lines are hitting, since the top of the boot will draw attention to that part of the leg, and you don't want an awkward gap between the bottom of the hem and the top of the boot.I need to finish my fall dresses (one's a duro) to go with my boots, I'm running out of fall!

[Angel - Having a Nemesis]

I bought a pair of custom-calf boots from duoboots.com, just a plain black leather with a thicker heel (the Zamora), and it works well with all my 50's style housedresses. I have some dressier stuff that I've been eyeballing a plain suede boot for, mostly because the vintage I tend to own is splashy. Nice prints, great details, I don't want the focus taken from the vintage! Until that time, I usually pair up my vintage ohmygodlookatthatdress with a pair of great rounded toe t-straps. Like these :)http://www.zappos.com/n/p/dp/28921408/c/3.html(although the ones below would work in a pinch, and are much nicer on the wallet)http://www.zappos.com/n/p/dp/32455089/c/72.html

[Anonymous]

If you need a serious, weatherproof winter boot, La Canadienne is featuring some new styles -- with a rounded toe and kitten-type heel -- that evoke those round-toe, ankle-strap pumps. I think these would look great with vintage fashions.http://www.zappos.com/n/p/dp/29185826/c/10715.htmlhttp://www.zappos.com/n/p/dp/29185397/c/106.html

[Pamela]

I'm of the school that it's not period correct to wear boots with 50s dresses. Of course if you're young and slim you can get away with clunky boots with a full skirt! In those days ladies removed their boots once they came indoors. My mother had a great pair of low heeled ankle height boots, which zipped up the front and were trimmed with fur. I loved to put them on and clunk around the house...it was the fur-trim which was so appealing. So cute!My daughter now wears my favourite boots from the 70s, and gets lots of compliments on them. They are pull-on, slouchy at the ankle and high heeled in a gorgeous Italian leather. They look great with straight or full skirts. I took immaculate care of them, with a yearly trip to shoe repair.I purchased a pair of Balenciaga boots made for a dept. store in Europe, which I have yet to wear out of the house. They are just above ankle height with a tubular quilted top, zipper down the back,high heels and a pointed box toe. They are exquisite, but I just don't know how long I will last on the heels anymore. Needless to say my daughters are chomping at the bit! They're always snooping around in my closet.Erin, I adore all your shoes, being a big fan of ankle straps myself. Whenever they are in style I buy them. The other type of shoe I love is a Tango type shoe or a 20s shoe with a Louis heel. Have a look at these: http://www.thetangoshop.com/category_s/136.htm Prices for dance shoes are pretty good, considering the high level of quality and the fact that they are well-padded.

[Sarah]

I know some people have mentioned riding boots, and it's the way to go. Most of my vintage dresses are more summery, so I put them away for the winter, but I wear my low heeled knee high, almond toe riding boots with my 60's wool skirts all winter.

[Cherry]

As someone who grew up in the 1950s -yes I'm that old, I was born in 1949 - I remember no boots at all from that time except old women's' sheepskin ones with a zipper up the front, and regular wellie boots. They really came back into fashion in the early 1960s with Mary Quant and the mod look, -which I loved, as a young teenager then.Maybe that's why you can't find anything compatible.

[Cherry]

PS my dad owned a small shoe store - we lived over the shop and had shoes/boots as birthday presents, so I know of what I speak!