Most of the questions asked are Where do I go ? What do I need ? How do I go about getting it ? So let's elaborate - There are all kinds of shops for first timers. Charity shops are best and a good place to start from. Many excuses for shopping can be used varying from birthday, Christmas, anniversary, Valentine's day, and Easter presents. The simple High Street store will contain all you need. If you are to nervous to go into your home town then consider going to the next local town and if you have a real girl who is willing to go with you all the better. Remember you do not have to go dressed.
Still nervous ? Another good alternative is buying from mail order catalogues. This is a great way of confirming your feminine size, because your body shape is different from a real girl you may find that you can get into clothes two sizes smaller than they suggest, so always order 2 or 3 sizes until you know what size you are: e.g. Michelle is approximately 42:36:45 catalogue size 20/22, but she can get into sizes 16/18.
There are of course specialist shops (no names mentioned) although they can lead to un-necessary expense, the only time you really need a specialist shop is when you require something like a wig or breasts but yet again these can be obtained through mail order or even via the web sites.