Knee high boots, leggings and a dress

[PoirotsMalevolentMoustache]

Hello. I'd like some advice please. I have two outfits that I feel nice in, and which everyone says I actually look nice in. They are both thick material dresses which come to mid/lower thigh, under which I wear leggings. There is no way I'll wear them without leggings, I'm too big and have vile legs.

I currently wear flat pumps with them, but it's getting a bit too cold and damp for that style of shoe now. Would I get away with wearing knee-high boots, or would that look utterly ridiculous? I'm happy to be told the latter, if that is the case, so I don't make a dreadful mistake!

My knee-high boots are black btw. I have one navy dress that I wear with navy leggings, and one black that I wear with black leggings. Not sure if that makes a difference nowadays, although I was brought up to believe black and navy shouldn't be worn together.

TIA.

I would wear the black combo - just like wearing thick tights really.

I wouldn't wear the navy leggings/black boots. Do you have brown boots? That would work better IMO.

Thank you, PrincessOfChina. I shall heed your advice.

I don't have any brown boots unfortunately, so I'll just stick to the black outfit for now.

I would wear navy dress with dark grey / green / maroon thick tights or leggings and black boots?

Sounds fine.
I would wear a blue skater dress with leggings and either superga's pumps or black flat knee high boots.
I hate the feel of tights so I wear leggings most of the time with skirts and dresses.

Ooh, more replies, thank you.

I can't afford to buy new shoes

I might get some dark green tights or leggings to wear with the dress so I can wear the boots with the navy outfit. I hadn't thought of that, thank you.

I hate the feel of tights too, they're so uncomfortable. And they never feel thick enough!

Yes would definitely go charcoal or grey leggings with the navy and black boots combo it would look fine. I also think navy looks ok with black myself providing its a very dark shade of navy.

I love navy with black very elegant and stylish