As far as I'm concerned, if you become a regular customer to any business, there is an expectation that you will be treated somewhat better than a one time custoemer, but that would not mean discounted prices or extra services.
Anytime a person treats themselves to something special, they wish it could be a regular part of their lives. Renting a luxury car for a day is great fun but just because you rent it once a month for a year, does not mean the dealer should discount the price to a level that meets your situation.
If you feel the expense is worth it, than a small discount really should not make that big a difference to the overall experience (saving $20 or $50 would not make time spent with a woman any more enjoyable to me). Like all good things in life, you get what you pay for.
The "specials" that I would expect as a regular would simply make for a a more relaxed interaction.
Getting to know each other a little better would lead to a more open conversation, more natural flow to the appointment and would make the time spent together feel more like friends getting together than a business transaction.
If, over time, we don't seem to build mutual trust and a greater comfort level with each other, I would start to look at the options available and decide if it may be time to work with someone else.
