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Meeting a Fashionista type friend tomorrow who I haven't seen for 4 years..
I don't have leggings (I think I'm a bit too old & legs wrong shape)
I have jeans, which are a bit ankle swingerish. last years boden denim skirt, some white shirts/tank tops or v neck jumpers. Knee length boots, or leather lace up camper style shoes. A couple of belted short trenches. Several knitwear options, but too bulky to go under the coats mentioned. Several scarfs/big sunnies & some attitude !
Of course it matters what you're wearing!! It's all about self-respect. For myself, I'd go classic - don't try and out-fashionista her, you'll be doomed to failure. Do you have a good pair of flat boots? I'd agree with the leggings with tunic or short dress over, a chunky cardigan over the top, a biiiig scarf, and if it's not raining, sunglasses to perch on your head. Bit of statement jewellery if you've got any (I have a couple of enormous bangles which I love, and a really cool necklace with a bird in flight pedant - all from Accesorize, so they don't need to be expensive).
How fashionista? Edgy fashionista or WAG-type person?
I'd start by suggesting that you roll up your jeans, sort of 50s stylee, unless you have a v. fashionable pair. I have noticed that people are doing this and I have copied it. It's weird, but it sort of up-dates them with zero effort.
As a matter of fact I have a v. cute fake Chanel jacket (from M and S) and I wore that, the jeans, T-shirt and converse to meet MY fashionista mate the other day (and she is scarey fashionista! ex-fashion editor scarey) and was commended!
So nyyeerrr. Though I think Lulubee's advice is the one to go with.