Being into BBW's I have fewer choices then most men. I have found this great girl who I now see weekly. However I would like to see her more often. The problem is that she only does one client a night, and has told me that she is usually booked with regulars throughout the week. She has offered to call if there was a open night. So my question is would it be rude of me to offer more money to take someones spot?
I think it's okay to carefully approach this subject explaining your motivations and this suggestion.
A friend I see did this: he asked if I would consider a greater donation amouunt, at my discretion, to make him "a higher priority" client. There was nothing presumptious or arrogant about this at all - he didn't feel entitled to it, he was just investigating possibilities.
Basically, her perception of this action will depend on how you approach and phrase it.
Personally, I ended up turning it down (I didn't want to enter an obligation I likely couldn't uphold) but if anything, it only had a positive effect on our relationship because it showed me how much he appreciated my company.