Always make sure your clothes are appropriate for the activity you are engaged in. Have a good look in a full-length mirror to assess how you look. One key to passing as a woman is to make sure the fabrics of your clothes are not over the top. Silk is always wonderful against the skin, but when worn jogging it will look out of place!
Spend some time before you go out looking at what other genetic women of your age wear to go shopping, for example. Does this normally incorporate leather mini skirts or would jeans and a t-shirt be more fitting? High heels to go out for a walk in the country is just not sensible.
You also need to be comfortable in the style you choose. Oozing confidence makes you feel good and can be a real turn on for those you are trying to impress.
The websites that sell trans shoes and clothing are not always useful for finding everyday wear as the clothes can often be quite sexy - more suited to drag acts or the bedroom than the high street. When you want help with passing, this sort of clothing may be better suited to someone who is more of a fantasy t-girl.
Your age is also relevant. When we are younger, women can get away with dressing in a more sexy way. Once you get past your twenties, you are more likely to start to draw negative attention if you are too overtly sexy. Bring on a more subtle approach.
Specially designed shoes for cross dressers may be better for your feet, so when you need a pair of strappy heels, specialist websites would be the place to look.
There are many high street shops that have clothes for the taller woman as well as offering larger size shoes. It is worth having a good look around both websites and the shops. Obviously the internet is ideal if you are worried about shopping.
It is worth trying things on before buying them to make sure they fit and look good. If you buy from catalogues, they will have size guides to show you the measurements you need to take. When you buy from catalogues you don't usually have to pay to return the clothes if they do not fit.
TIP:
If you buy clothing, shoes or accessories from websites, check their returns policy before you spend your hard-earned money.