
I shop from mail order catalogs, online stores, and in person in stores. I prefer "in person in stores" because I have instant feedback concerning the look and fit of an item and if the look and/or fit is an issue, I do not have to package the item and ship it back to the seller.
In person in stores, I shop in boy mode and in girl mode. In either mode, I have tried on items in dressing rooms and have never had a problem with store personnel being reluctant about me doing so. Before using the dressing room, I always ask first if I am in boy mode, but almost never ask if I am in girl mode.
In person in stores, I prefer to shop in girl mode because in that mode, I wear a wig and makeup and have properly adjusted my body so that it is curvy instead of flatty. So attired, I get instant feedback about how an item looks and fits on Staci, and not a male approximation of Staci.
If the other customer's perception of you shopping for girl stuff in boy mode is a concern, another advantage of shopping in girl mode is that the other customers usually pay less attention to a girl looking through the dress racks than a guy doing the same. Also, they will have no concerns about a girl (rather than a guy) trying on a dress in the next stall of the dressing room.
No matter how many times it has occurred, it still surprises me how store personnel are willing to let a guy try on women's clothing. So do not be afraid to shop for woman's clothing if you must do so in boy mode. Shopping in girl mode is preferable and more fun, but money talks and high heels walk no matter who is wearing them.