I don't have any photo taking pointers, but wanted to say that I can relate to not having done a whole lot of shopping for clothes in awhile. One thing that I've started doing is going into different stores, and just trying stuff on - without actually looking to purchase anything. The reason I'm doing this is because I don't really even have a good feel for what my size is, and furthermore - that size could be different, depending on brand or store. This is sort of a bit of a research strategy on my part. There are lots of great online sales with all the major stores, but it's tough to know what to order if you haven't gone into the store itself to get an idea of how their clothing fits you.
Next time you get a chance, could you maybe pop into two or three stores that are somewhat new-ish to you and just try on some pants, a blouse, jeans, a dress - without any pressure to buy? Make a note of what styles and sizes seem to work for you in that particular brand or store. Then, you'll be able to shop online from home, having done this bit of 'pre-screening'. You'll shop before you shop, so to speak. This will rule out certain brands, stores and sizes in advance and make things easier over time.