Help a hopeless shopper spend money!

[Purplehonesty]

I've got some birthday money and a small windfall that I want to spend upgrading my wardrobe. However I am totally clueless as to what to buy for autumn.
I'm a small size 8, 5 foot 2.
Today I am wearing white linen trousers, a black top and pretty sandals as we were swimming.
Usually I am in skinny jeans and a top/cardi with boots if cold or pumps if warm. I like little dresses with pumps or boots.
I work from home and do the school run and we are quite rural, so often in wellies too.

So what would you buy if you had say £300 to spend and were clueless! I need lots of things as I really don't have much so I would rather buy primark/next/debenhams rather than expensive so I get more stuff for my money.
Help please - do I stick to my usual skinnies/tops/cardis or go for something else for autumn?
Thanks

I wear stretchy skater dresses (with shorts underneath- I do live in a windy part of Scotland!) and cardis with leggings and pumps/boots every day. I find it's the easiest way to look nice and be comfy. I wear a long sleeved stretchy top underneath and thermal leggings (primark/h&m) if it's cold or thinner leggings/tights when it's warmer. Toyshop are good for the dresses, they are plain (as in not patterned, though I do have a few patterned ones from eBay/primark) so they are easy to accessorise with a nice scarf or whatever and they are (most importantly) comfortable and formal enough to be worthy of most occasions but casual enough to not look over dressed

m.topshop.com/mt/www.topshop.com/webapp/wcs/stores/servlet/ProductDisplay?searchTerm=skater+dress&storeId=12556&productId=16493219&urlRequestType=Base&categoryId=&langId=-1&productIdentifier=product&catalogId=33057

something along these lines but jersey type material and various colours

Ooh I like the idea, the link doesn't work tho and I can't copy paste from my mobile.

http://m.topshop.com/mt/www.topshop.com/webapp/wcs/stores/servlet/ProductDisplay?searchTerm=skater+dress&storeId=12556&productId=16493219&urlRequestType=Base&categoryId=&langId=-1&productIdentifier=product&catalogId=33057 skater dress

Oh ffs I don't think that worked either...

http://m.topshop.com/mt/www.topshop.com/webapp/wcs/stores/servlet/ProductDisplay?searchTerm=skater+dress&storeId=12556&productId=16493219&urlRequestType=Base&categoryId=&langId=-1&productIdentifier=product&catalogId=33057

Don't leave a space after the first [[

link

Just googled topshop skater dress and saw some.
Nice! But I am very small up top so might not flatter my flatness!!

Oh I don't know, my friend is also rather flat chested and slim and she looks fab in a skater dress

I quite like a nice pair of skinnies and a tshirt too, but I can't wear proper jeans due to fibromyalgia making my skin extremely sensitive to anything that isn't stretchy so I end up with jeggings instead and I'm yet to find a nice pair that stay up properly!