How to Wear Thigh High Boots

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So, to say that boots are big news in winter is like saying that men with top knots are the fittest thing ever – duuuh, state the obvious (don’t you dare disagree with me on the top knots; this is my blog and what I say goes). However, it’s safe to say that ankle boots have been the dominant boot on the high street for a good while. I feel like thigh-high boots have been trying to creep into the mainstream for a couple of years now, but have always been pushed back with barks of “no! You make us look like dominatrixes!” or “no! You make us look like pantomime characters!”

Well, finally this year seems to be the year that they’ve managed to break through. They are now the ULTIMATE item on my wishlist and, although I’m going to have to wait til Christmas to get my grubby hands on a pair, I’ve been obsessed with working out what the hell I would actually wear them thigh high boots. After much Pinterest-searching (which is a process a bit like soul-searching, but with more pictures of spiced pumpkin lattes) I’ve finally pulled together some key inspiration.

TH COLLAGE ONETucking jeans into thigh-highs is definitely the safest way to wear them. I think for this look to have full effect, both the jeans and boots need to skin tight – though if the struggle to find perfect fitting thigh-high boots is anything like the struggle to find perfect fitting skinny jeans, then we’re going to have a BIG STRUGGLE on our hands, lasses. I think flat styles would keep this look casual, but as a small person I’ll be looking for boots with at least a slight heel to lengthen my stumpy legs. I think the denim shorts make a cute and more casual alternative to jeans, too.

TH COLLAGE TWOWith my current obsession for polo necks and mini skirts going strong, it’s no surprise that I love this similarly-60s pairing of thigh high boots and mini dresses. It sounds like it should be too Kat Slater for anyone to consider, but as long as you stick to swing, shift and skater dresses then it still looks classy. I think this look is all about braving a bit of winter thigh rather than sticking with black opaque tights, but for a day-to-day look some low-dernier tights might be a bit of a safer option.

TH COLLAGE THREEFinally, my FAVOURITE. LOOK. EVER. Yes, people will probably look at you like you’ve forgotten your trousers, but will you care when you look this bloody amazing? The slouchier the knitwear the better for this look, so rather than opting for an actual jumper dress, simply buy a jumper about five sizes bigger than your normal size and voila. Again, I think this looks best with bare legs for the ultimate ‘I woke up like dissss’ vibe, but even with tights it’ll still look bangin’.

What do you think of this trend? How would you wear thigh-high boots? Let me know below!

7 Responses

  1. Ally November 22, 2014 / 6:29 pm

    hahah I love that you referenced Kat Slater in this!! I did exactly the same thing in my blog post on knee high boots a week or so ago! Thanks for the inspo – thigh highs can certainly be a tricky one!!


    • Claire November 25, 2014 / 3:08 pm

      Haha, something about them must just bring her to mind! I’m off to check out your post too now, need as much as inspo as possible for this trend 🙂 xx

  2. Lucy November 25, 2014 / 8:22 pm

    I love the look of these but just not sure I would be brave enough! xx

    • Claire December 31, 2014 / 11:04 am

      I now safely have my pair and can confirm they’re not AS terrifying to wear as I thought 😉 xx

  3. Lauren November 30, 2014 / 12:51 pm

    I’m in love with OTK boots. I agree on the slouchy jumoer look though at 5ft 10 I’ve yet to find a jumper long enough 🙁

    • Claire December 31, 2014 / 11:04 am

      Ahh nightmare, I hadn’t thought about that, boooooo xx

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