Yeah tell me about it. I used to be the SupO at my Cadet unit. Any time I had a female (or male for that matter!!!) in to get measured, I would always ask them if they were comfortable with me taking measurements, then I would measure from the back (chest) or side (hips), and have them adjust it to the 'fullest' part if the measurement.
Of course, even if they were totally comfortable with me doing the measuring, I would always do it in full view of at least one other cadet of each sex, usually outside my office, on the parade square. If they were not comfortable with my doing the measuring, then I would call in either a female staff, or a senior female cadet to do the actual measuring.
One female cadet was actually not comfortable with anyone doing the measuring, so I sent her home with a tape, and detailed instructions to get her mom to do it for us!!!!!!!!!
Man, I wish we had these machines. I really envy you.