Over-the-knee boots: arty or tarty

September 24th, 2008

This look is fringe, very fringe. I can’t think of a more dramatic pair of peds than high-heeled, over-the-knee boots. The Chanel pair Anne Hathaway wore in “The Devil Wears Prada” caused quite a stir.

I’m on the fence about the look. Part of me feels that a black, pointy-toed and stiletto heeled pair looks trashy and just far too much leather for one outfit. Throw patent into the mix and it’s dominatrix deluxe. But another part of me feels that a flat, suede pair in a colour other than black might be fun if you have the gams. A pair like the taupe ones below could be sweet under a shorter flowy dress with tights, or over skinny jeans with girly blouse. The pair worn with the pink tights looks equestrian and I rather like that look too.

Help me decide whether over-the-knee boots are sassy, or unstylish. Is there a way of making them look effortlessly chic, or will they always scream fashion victim?

Teresa Over the Knee BootOver-the-Knee Zip BootStuart Weitzman Women's 50-50 Low Black BootJoie Dream Some Over The Knee Boot in Mushroom Suede


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41 Responses to “Over-the-knee boots: arty or tarty”

  1. Tanya Says:

    Hmm. I completely share your dilemmas Angie. The only types I like are flat (or almost flat) like the last two pairs, worn over skinny jeans. I do get attracted to them whenever the fashion currents bring them in the first plan, but always pass on because I think it takes a really confident person to pull them off.

  2. Jessa Says:

    I only really like the suede boot. I think that black leather for this look is just too much sass.

  3. Anna @ ShoeSmitten Says:

    Tarty!
    I think ankle boots and booties/shooties are the best choice when going for arty and chic. Over-the-knee boots (especially in shiny black leather) scream trash. I think the only time they look halfway nice is on super-skinny women wearing leggings or skinny jeans with a very feminine yet conservative top - maybe a chiffon boatneck blouse.

  4. Nic Says:

    I agree with you that the suede flats would look effortlessly chic under a flowy dress with tights or skinny jeans! If you have long enough legs, they’d look great and not over-the-top! I think the stiletto-heeled, black leather (patent or not) are slutty no matter what you pair them with.

  5. Joy Says:

    I’ve never tried them but, on a practical level, is it comfortable to sit for any length of time in over-the-knee boots? Of the boots pictured, the 3rd pair that looks equestrian appeals to me the most.

  6. Toni Johnson Says:

    Ditto on the mocha colored suede boot. They look luscious! I think they would look great with riding pants as well with a great tweed jacket.

    I’m not fond of the black leather and especially not fond of the black patent leather. Maybe I’ve seen “Pretty Woman” too many times.

  7. Joede Says:

    Call me a tart, then! I love the high-heeled version (not the first picture).

  8. Julia Says:

    I like the the suede boots and the ways you plan to wear them, but I won’t go after the others.

  9. Sian Says:

    While i think the second pair is kinda sexy I agree with Toni on the Pretty Woman front. Just a little too hooker for the avergage gal. And the flats are a little too swashbuckler for me, more “puss in boots” than “hot in boots”!

  10. Patience Says:

    I like how the third pair looks but I don’t think I would actually wear over the knee boots. I also have concerns about the comfort of the boot around the knee. Also, I wonder if given over the knee boots and knee high boots if the knee high boots will just usually be more flattering. The over the knee boots do make a big statement while they are fringe, however.

  11. redhead Says:

    I’m neutral on them. They don’t appeal to me, but I can see how they may make a statement at a club or out on the town. Arty or Tarty will depend on who wears them and how they are worn. I agree with the observations on the comfort issue around the knee.

  12. San Says:

    They can look like hooker boots if one is not careful. I like the suede pair the best but would probably like them even more if they stopped just below the knee. All of them definately scream, Look at me!

  13. Lannie Says:

    I agree- flat, suede ones can look chic, but otherwise they can look pretty trashy. Serena on Gossip Girl wore a pair of slightly over the knee flat grey suede boots with her school uniform, and they looked amazing. Of course, she also has killer legs, so that doesn’t hurt!

  14. Laura Says:

    If fashion was an Olympic sport, I’d given these boots a level of difficulty of 9.9. Best not attempted by most!

  15. Kristers Says:

    Part of me says they are fashion daring but there’s part of me that wants to put on a pair and get the approval I never wanted from the Ren Faire crowd.

    Robin Hood
    Robin Hood
    Riding thru the glen…

  16. Kristers Says:

    And slightly on the subject, was everyone aware that Friday, Sept. 19th was “Talk like a Pirate” day?

  17. Sal Says:

    I know this style is tough to pull off, but I’m so drawn to it. I’ve had my eye on a pair of over-the-knee Fluevogs for months … could push me into Tartville, tho!

  18. redhead Says:

    Aye Matey–we be a bit late fer that one!

  19. Laurin Says:

    I cannot pull off this look, but I won’t say tarty because I’m sure the right girl in the right city would look fab. Even though Nina Garcia put this in The One Hundred, I just can’t do it.

  20. Antje Says:

    Hot! I think it’s a sassy look, slightly tarty I guess but not in the worst way. I would have worn this look at age 25 or 30. I do feel a bit too old now, or maybe more “sophisticated” or something, so I will pass, but I can definitely see this as appealing on the right woman (someone with attitude and great legs) and with the right outfit (nothing too tarty on top.)

  21. Antje Says:

    Oh, and yes, I would refrain from the high heel ones. I like the two pairs on the right. Fab!!

  22. Oneirix Says:

    I saw a girl around town wearing a black suede pair with totally flat soles, tights and a dropwaist, floaty dress and I thought she looked amazing! It looked so effortless and sweet, I immediately wanted to try, but being so short I feel like perhaps I could only find a pair that goes up to my thighs! I wonder if it’s only a look for tall girls, since it messes around with proportion so thoroughly?

  23. Lulu Says:

    I don’t think over-the-knee boots look trashy per se; anything that potentially looks good on a woman has a chance of coming into the mainstream once our eyes adjust. However, I wonder whether OTK boots throw off one’s proportions when paired with most skirts/trousers we have. So far OTK boots in TV/movies look good paired with hot shorts or micro-minis, not exactly staples in the average woman’s wardrobes!

  24. Jane Says:

    I like the mushroom color ones and the pink tight ones in pictures, but I’ve started to try to imagine outfits in different configurations. How would these look while sitting? Say in an airport waiting area or a doctor’s office…I just think they would look silly unless you are standing up.

  25. Kristers Says:

    Jane–excellent point. I didn’t even consider the sitting factor.

  26. Sihaya Says:

    The only pair that appeals to me is the third pair. From a personality perspective, those boots would work very well for me - I would love to wear them and would be comfortable and confident in them. However, I don’t know how well they would far from a practical standpoint - sitting as Jane points out as well as looking too long on someone who’s 5′3″. If I were taller, I’d definitely go try them out and see if sitting or comfort were an issue - and if not, I”d wear them.

  27. mai Says:

    I think it has a lot to do with the specific boot and the specific person wearing them (and, of course, the specific outfit). Like other commenters, I do like the two pairs on the right.

  28. mdrysea Says:

    Most definitely Art-y. I always give a lady a nice compliment when I see her in bootware such as this.

  29. Nicole Says:

    They have more tart than art, IMO. The only way they don’t look tarty is if they are flat heeled. A too short skirt will make them even tartier.

  30. Kyle Says:

    I love over the knee boots, and this spring bought a pair of very tall, cream boots, with a round toe and chunky heel. They can be a bit slouchy or can be worn above the knee, and have a gathered detail around the top. All of these elements distance them from the Julia Roberts in “Pretty Woman” hooker look. That said, I still have not figured out exactly what to wear with them.

  31. Kyle Says:

    Oh, wow, I just saw the 50-50s. Those are amazing and killer. I LOVE them!!!

  32. Lynn Says:

    My very modest and stylist 17 yo daughter has the flat suede ones, and she manages to make them look romantic and arty. It is possible!

    Generally, I think over-the-knee boots need to be worn by younger ladies, and I also think the lower the heel, the more likely the chance they can be made to work without looking tarty.

  33. Angie Says:

    Thank you ladies!

    The SW’s are my favourite too, Kyle.

    I’m not sure whether youth is a prerequisite. I believe that a middle aged woman can pull off this look with style if the variables are right (right boots, right outfit and right body type). Height on the other hand, is a prerequisite. I don’t see OTK boots working on anyone short.

    I’ve had a few styles on my feet and they’re not uncomfortable when you sit down if the design over the knee is correct. But I prefer my knee high boots for sure.

  34. Therese Says:

    Love the mushroom suede ones as well. If only it were cool enough here to wear them!

    I agree with Lynn — the lower the heel, the less tarty. Even in black, I think that a low or flat heel does wonders to perception. (Or maybe it’s just that I hate walking in heels at my 5′8″ height — towering for HK.)

  35. KathyFriend.com Says:

    The flat ones might be OK with the right outfit…on the right person…who is the right age. The black ones (3rd from the left) are kind of cute…I wonder if you can fold down that flap that is over her knee!

    In general, I just think that boots are on the expensive side, so why invest in something that is so outfit specific…spend your money on boots you can wear with just about everything.

  36. Johanna Says:

    I am 5′1″ tall.

    I can’t imagine pulling this off without looking like Laura San Giacomo from Pretty Woman.

    I don’t have large thighs, but they aren’t super skinny either. This alone should give any woman pause. Shortening already womanly thighs? In a fashion world that lauds long thin legs?

    I will stick to my new-old-stock Colt mahogany brown flat riding boots. They are classic, inexpensive find on Ebay, and perfectly proportioned for my leg.

    Hate to sound like I don’t love the idea. I just don’t see it panning out for me or my body type. Somehow if I tried to pull these boots off, I would reek of “fashion victim”

    But, the pair third from the left are smokin’ hot! (then of course there is that whole height-of-boot issue for us petites! )

  37. Risa Says:

    I think the last pair are darling and would look fabulous on the right build person with the right outfit. Sadly though, that isn’t me. You have to have the proper length of leg and I think you would have to be rather thin thighed really to pull off that look. I am just too short once again. :( But with a flat heel on them I think over the knee boots can be quit chic. Add a high heel and they get a bit slutty.

  38. Sarah Says:

    I remember when knee-high boots came out several years ago we called them hooker boots at my high school, but these are the real hooker boots. On the other hand, I think the right pair (like the brown suede pair above) could look great on the right person with the right outfit. I also like the equestrian pair. However, visually I would prefer both pairs as knee-high boots and not over-the-knee. I’m not inclined to try this look, because it only works with really tight skinnies, leggings, or a micro mini skirt, and even then on a girl who is pushing 6 foot and all legs. I’d rather have boots that I can wear with anything. But I’ll enjoy them on the model minority who can get away with them.

  39. Anna Says:

    I would also call these ‘hooker boots’. Especially if you are like a lot of girls/women I see wearing them with super-short minis. Girls - if I can see cheek, then your skirt is too short.

  40. Emma Says:

    I just bought a pair of killer heel black leather over-the-knee boots and worn with skinny jeans and a trendy, floaty top they look wicked!

  41. kyla Says:

    I just bought a black flat suede pair . I dont think they look trashy at all without a heal . I have multiple dresses i wear them with in blue ,pink and purple with black or grey leggings . I usually wear very pretty and fun jewelry to add fun to my outfit . Her in ottawa Canada these boots are a blessiing as i can finally wear dresses in the winter without freezing .:-)

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