Hi vrony
Shoes, size 10 isn't that big for females length doesn't matter depends on the width (true in so many ways

). Try the shops where you can try on shoes you pick from the shelf, I'm so out of touch with the UK so it's a bit difficult, but places like Sainsuburys if they sell shoes. I'm, meaning big retail shops. Until you get confident they are easy sit down try a few pair on. If someone stares,smile and stare back.
DON'T get nervous.
Skirts. measure your waist. No clothes and don't suck it in. If overweight then you know what I will say next. But take the measurement. Divide by two. measure that length from your fingertip to your elbow joint mark it, on your coat etc. When you pick up a skirt hold it against your finger tip and see where it ends up on your arm. You can do this very naturally with practice, and practice at home. Bras and tops. lots of sizing charts on Susan's and the Wiki site.
Make up, again hints on the site.
Look on the Internet for TG support sites in Liverpool, they are there. There is quite a community support group in Manchester. Not everyone likes these groups, I have found them useful to get on your feet. They certainly tend to have good contacts for places to shop and get made over etc.
A quick google found
www.spirit-level.org.uk in Liverpool. I know nothing about them.
Good Luck
Honey. We all know what you are going through
Cindy