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@jakemiddleton
well well lucy, you are a woman after my own heart with this project. :)
I have restored a couple of the mens version of these. I ride one every day, I love it. I agree with the idea of upgrading to caliper brakes. If you reeeeeealy wanted to go the whole hog, you can get 26 x 1/3/8 rims in alloy but if its just a bike for taking out every now and again for a bit of fun its probably not necessary. On top of that there are all sorts of bits of fun you can get if you like such as white wall tyres, most dashing!
with regards to the chain guard, It does look like a pain, you might be better served getting a guard like this if it appeals to you:
is it a single speed?