Society always wants to place things in a proverbial 'box'. This is no different. I know there is a lot of grey but, I'm sure there are also distinctions to be made. Although I enjoy meeting new ladies, I've also established good chemistry with local providers. I would never ask that a provider stop 'providing' (...anymore then I would stop 'hobbying'). That being said, is it unusual to establish a monthly 'arrangement' with a provider at a discounted rate ? Pros and cons of the Sugar Baby experience ?
Many providers advertise monthly arrangements on their website. Some are exclusive, others not.
Many more of us are also sugar babies in our personal lives, kept separate from escorting... For me, I seek out actual relationships from my benefactors (girlfriend status), whether exclusive or not, not allowances or P4P. I can do that escorting. For me, sugaring is much more personal and intimate. It IS a relationship, and there's normally a mentoring/networking component, too. That's just me, though; we all have different approaches towards sugar dating.
If you'd like to set up a monthly arrangement with a provider you already know, and she doesn't mention it on her site, I'd make sure you're REALLY a regular before even asking her. Many clients make the mistake of thinking that they're contributing more to an escort's overall income than they actually are, and they become entitled and expect more than they're ever going to get. Do you see her every other month, once a month, or once a week? The more you visit, the more she likely values your company. So if you only see her every so often, and are asking for a discount, that might piss her off. But if you see her frequently (twice a month, EVERY month, or more), then it's a topic you might broach, but with care....
I'd be careful to not come across as wanting a discount, or wanting to date her for free... Instead, make it sound like you'd rather prepay in full for your month's visits, rather than as you go, and would appreciate implementing more of a social component to your dates, and see what number she throws out there. Leave the ball in her court, so she can decide what a fair number is to her, then take it from there.
Good luck!
My "arrangements" have been with civilians. Seeking Arrangement is a good place to look. Simply hint that you are thinking of a "sugar" arrangement with somebody special. Ask her if she has heard of Seeking Arrangement. She might already be on there. If she's interested in one with you she will let you know.
There's a myth that guys all want to see a different girl every time they partake in the hobby. Over the years I've had various arrangements with regular clients - someone sees me every time I visit their city, someone who has been seeing me regularly for a couple of years and will text to say hello outside of that, and guys that see me once or twice a year. I had a sugar baby arrangement with a great guy for 5 years in the UK - 2 nights a week at his holiday pad for dinner, talking and fun and sometimes holidays together for a monthly donation. That was exclusive but not all arrangements have to be 
I'm sure your preferred lady and you can come up with something that suits you both.
Have fun!
I've been fortunate to be able to connect with providers I've met for the first time relatively quickly. The younger providers are amiable to an older gents direction and the seasoned ladies are better versed in the nuances of companionship. Although we start out wanting to see as many new providers as we can, the sex can become mundane without establishing a deeper connection outside the hour or two spent on an initial date. The 'sugar' alternative sounds appealing, but appear to have the same perils as a civilian relationship. The monetary aspect just allows for a cleaner break should things not work out. Thank you all for the great feedback and guidance.
Mostly I have seen providers either once or some multiple times for a long time. It keeps things simple. Sure there are connections with some and I do value those connections. But the connections are only to a certain level.
Over the years there have been a small number of providers I have become very good friends with. Though until the past year or so, none ever got to the more boyfriendish/girlfriendish or sugar dating level. However, over the past year or so one provider who I became very, very, good friends with has just naturally developed into something like that. But only part time since we don't live near each other. So she sees clients and I see other providers. However, my special relationship with my number 1 buddy is something I value a lot. If she lived close enough we probably would have an exclusive arrangement. When we can, we spend significant amounts of time together and she stopped charging me for a "visit" some time ago. She said she actually feels better about it by not charging me. Though of course I help her out in many ways just like I would any special girlfriend I really care about. In fact, she has been so fair and genuine with me, like even treating me to dinner when I visited her area, that it makes me want to do even more for her. We are in the process of trying to plan a trip later this year and if it all works out, I plan on buying her a first class ticket, not coach, as a little surprise for her.
The one con with something like this is the nagging thought that the arrangement might have a limited duration. Under normal circumstances when a favorite provider vanishes and gets out of the business, I'm a bit bummed out. However, with these closer arrangements the emotional bond gets a lot stronger to where you really miss the other person when they are not around. She was just in my area and we spent quite a bit of time together and took a short trip together. Now I already miss seeing her. So the thought of ever having to part ways can be much more upsetting.
So that is the main pro and con, the emotional connection can get so much stronger. The pro is you value the person a lot more. However, because of that high value you place on the other person, should it ever be lost, the negative emotional impact will also be a lot worse. Those are the issues one needs to keep in mind when going down that path. It is a more emotionally complex path and part of being human.
-- Modified on 3/6/2016 3:43:35 PM
