I find dressing for summer / holidays / warm weather the hardest challenge too.
I am 45, very pale skinned (think bluey white, pink undertones, freckles - I long for even toned sallow skin as I reckon my life would be transforned of I had it) have a vein in the middle of my right calf since pregnancy 9 years ago, 5ft 9" and size 12 (mostly)
SO SO many things are ruled out (by me), I feel i can't wear shorts / dresses / skirts due to pale skin and vein on leg. I hate the faff of fake tan but detest the natural hue of my skin without it.
I seem to spend all summer huffing about totally overdresses and envious of gorgeous women wafting about in sun dresses & flip flops.
I actually wish I could dress like Nicole Kidman in Australia - I love that slightly edwardian / victorian safari look with lots of wide legged linen trousers (I have 34" legs and can carry them off). Years ago when I was in my 20's Jigsaw had a great range of this stuff and I had lots of it and was very stylish. But I guess fashions change and body shape changes and am 20 years older,
I feel lost most summers.
I feel pretty stylish (imo) in autumn and winter.
I struggle with summer. Help!
Ps sorry for hijacking your thread!