thigh high boots | Poppy's Style

I’m still debating with myself about the over the knee boots. It’s now moved on from ‘should I get some?’ to ‘which do I get?’. It’s a tricky one. The choice rests between two Stuart Weitzman styles – the Stuart Weitzman Highland or the Stuart Weitzman 50/50. Both over the knee but VERY different. I actually could make an argument for both – which is the problem – because now I want both. The Highland is long, sleek, heeled and sexy – definitely a going out boot, and the 50/50 is a low heeled boot, more practical looking, but still a gorgeous riding boot that could be worn during the day too. My heart says the Highland, my head says the 50/50.

If I go for the 50/50 another multitude of decisions needs to be made – suede or leather, print or plain, and then what color? I love both the black suede and the topo suede.

Then look what arrived on the Bloomingdale’s site the other day! This nubuck pair is divine – imagine them with bare, tanned legs and a dress.

So that’s what I did – imagined myself with OTK boots and a dress. Fatal. That vivid imagination of mine led me straight to the ASOS site. ASOS are killing me. They are my new go to site when I am on the hunt for something.

For me the critical features that a dress must have to be worn stylishly with OTK boots are:

1. Slightly loose or flowy – nothing tight – way too hoochy mama with boots – think Pretty Woman.

2. Not too dressy – for the same reasons as above – let the boots do the talking.

3. Don’t show too much skin up top – no boobs or cleavage for Pete’s sake. We’re looking at the legs not the tits.

4. Slightly shorter than the top of the boots – let at least an inch of flesh show between the boots and dress, either bare legs or opaque tights. If you wear tights – make sure they are a slightly lower denier or color from the boots – you want people to see where the boots end – they are thigh highs and supposed to be a little sexy! (again just not Pretty Woman style)

Okay those are the rules – fairly easy to follow and easy to apply. All I did was search for ASOS brand black or grey dresses and here are the all the dresses that I now cannot live without. Especially once I have my OTK boots – whichever pair I end up with. If I procrastinate any longer they will be sold out. These first few dresses are lovely casual dresses that contrast brilliantly with the decadence of thigh highs.

I love this dress – I’ve seen a few sweatshirts with similar print. This would be perfect with suede Highlands.

I’ve just ordered this sweatshirt dress – again perfect for wearing with a dressy heeled boot – I love the juxtaposition of the two together.

This jersey nepi dress is the PERFECT shape as far as I am concerned for thigh highs. Nothing too OTT about the dress – it’s all about the boots.

I love this skater dress for the same reasons.

Remember what I said about no flesh up top. This dress takes it to the extreme – gorgeous with short hair or long hair in a high pony tail, with the boots of course.

Now this one bends the rules slightly – but there’s always one isn’t there? With the flat 50/50s this would be perfect – here the top of the dress compensates for the lack of heel on the boots.