Honestly, I only have experience and advice for you on one of your issues, so I'll limit my comments to that alone.....
Posted By: newbiecuck
3. How do I ask about any provider wearing certain outfits, wearing make up, doing their hair (i.e. want her to look like the picture) without sounding rude. Is this considered a special request?
Ask, May I make a clothing/outfit request?
If she says yes, then ask for what you'd like but phrase it as a question at all times.
Please don't write: "I'll see you at 2pm..... oh, and wear the black-and-white dress from your first album with the red CFM pumps from your second album!"
Even accidentally phrasing it as a directive rather than a request could mean she shows up in ratty old sweats.
As to the hair and makeup, I know I would consider that a special request. If my look was achieved through the skills of paid professionals, the odds that I can recreate that look myself are pretty slim. Now, if you're booking an extended multi-hour date, the lady might be willing to put forth some extra effort there.
But please understand that this is not a typical request by any means; I can only recall being asked to wear my hair the way it is in my pics..... hmmmm..... maybe once in the last year or so?
I think a good way to ask is to inquire if she NORMALLY wears her hair and/or makeup as shown in her photos.
Then take it from there.
Hope that helps!