Yes, a new provider is a lot like rolling the dice, isn't it? So then it's really a matter of what sort of mood I'm in at the moment of need. Am I in a conservative, sure-thing kind of mood; or a more aggressive, risk-taking kind of mood.
This seems to make sense.
We've all heard that variety is the spice of life. And the hobbyist certainly has access to variety, to say the least.
But what can be said of repeating with the same provider over a long-term basis, as opposed to typically seeking a new providers?
Can/should a hobbyist expect any fringe benefits from repeating with the same provider over a length of time?
Other than a loss of variety, what are the pros and cons of repeating?
C
For a while I saw the same provider on a regular basis...the pro was that she knew of my particular likes and little fetishes and was prepared for them.The con was that I grew tired of seeing the same face all the time...
Maybe the answer is a pro who knows my particular likes and fetishes, and is prepared for them, BUT has a face I simply can't get tired of... 
At the risk of offending Hardy, here's my take.
Not repeating...variety, plain & simple. You can sample blonds, brunettes, redheads and shaved heads until you run out of cash. Some will be great, and others not so great.
Repeating...assuming that you'd not repeat with someone you didn't enjoy, you know what to expect. With the added comfort level that comes with familiarity, she may let you go a little further. DO NOT take this to mean that she'll do things she doesn't want to do, but she may allow for photos, etc. She may also linger a little longer, or build a better fantasy. If she knows what you like, she's more likely to hit the right buttons.
On the flip side, especially as a newbie, you run a higher risk of confusing great times for l-l-l-love, which will suck when you realize that you're the only one there. You may also suffer some of the downside of familiarity (think wife here), where she feels comfortable telling you about troubles with her boyfriend, or crappy clients. If that doesn't bother you, great, but it's far less common the first time you see someone.
It's really a personal decision, and each of us has our reasons for playing. If you can't decide which is better, see a couple repeatedly, and mix in some new ones from time to time.
A very interesting perspective, and seemingly good advice.
and then occasionally sample from visiting providers or see new providers when I go visiting.
It is true, that after a provider gets to know you well, certain "off the menu" things may get served, nothing risky mind you, but you can use your imagination here.
However, the best benefit of having a regular is that she will go out of her way to see you, maybe even seeing you on an off day for her. There's also the knowledge that you are going to have a great time with her.
The joys of a new provider are self evident. It's the excitement and the anticipation of a new gal. Who can resist after all?
You make some good points.
But what if you only saw 1 provider regularly instead of 5? Would you see things any differently?
Everybody is different. Here is how it works for me.
Basically I am the 99 flavors kind of guy. The fun is in the variety. We meet, play, I move on to someone new. I love them and leave them most of the time.
Today I met with a wonderful lady I had not seen in 2 years. I arrived with my head filled with distractions. I departed with my outlook vastly improved. She is beautiful, bright, and a wonderful companion. I need to see her more frequently for the sake of my good health and sanity.
There is another lady who is already on my 90 day plan. When I used to travel I had a lady I called frequently when I visited her city. I recently met a special someone who I would like to see when she visits here again. The reason? These ladies are all very bright and happy with themselves. I enjoy being with a lover who says intelligent things and infects me with her positive outlook.
One of the great things about dating escorts is that you learn that you can enjoy a woman's company without any obligation to become romantically involved. I have found if I wait a while to call again then the danger of obsession has passed. I have also found that too frequent visits dull the magic.
The enjoyment of seeing a lady again is not so much about fringe benefits. It is more that you get to know how to please each other and appreciate your partner. When you find someone you can sync with without loosing your boundries, the dates are dynamite.
That is one man's experience. Hope you have as much fun as I have.
ma vie
In other words... it's all good!
Thanks... 
If you have something to say about a particular reply, great! But otherwise a general "thank you all for you input" will suffice.
I have to agree with Mr Fisher here. My two regulars will go out of their way to see me either on off days-as is the case with my indie fav, or after her regular hours as my agency fav has been known to do.
If you want to boink a new woman every week I say go for it! It's your money and your fantasy. My fantasy is wild passionate and fun sex with a lady that knows how to drive me wild. When I roll the dice I know I may get that. When I book an appointment with one of my favs It's guaranteed.
Yes, a new provider is a lot like rolling the dice, isn't it? So then it's really a matter of what sort of mood I'm in at the moment of need. Am I in a conservative, sure-thing kind of mood; or a more aggressive, risk-taking kind of mood.
This seems to make sense.
Maybe just lucky, but I've settled into a pattern where my two most regular friends both are very bi and love doubles. Both have introduced me to their friends who I see, or will see, individually on occasion, for the variety factor. I know exactly what I'm getting when I "stray," so there's little risk of a bad session.
But I still love the solo sessions with my favs the best, as each session gets a little raunchier and we are sure to do things we haven't done yet.
That sure has "The best is still to come" kind of ring to it...
For me, I like seeing the same lady regularly because with more visits I feel more comfortable, more relaxed, and the sessions just get better and better. The conversations are more relaxed and the intimate activities get more exciting. We learn what each other likes and we can try different things. I certainly understand the excitement of seeing someone new, but I tend to be quite nervous and shy around new people(in my civvie life as well), and sometimes I don't enjoy the first session with someone as much because of my nerves.
Runningman
I can identify with what you've said. I appreciate the comfort of an established relationship myself, and tend to be a bit high-strung during first meetings.
When you go to the same gas station.. They give your a free cup of coffee after a few punches perhaps...
I give free cups of coffee..
Most gents see their Favorites and other girls too
If you feel your same old drab escort owes you something, perhaps you should move on.. This is a business, no one owes anyone anything
Other girls won't tell you that..
But...
Ciara will
There are some girls that do discounts if you repeat...
Some that dont..
Everyone runs their business a different way.
PS. Once every two months, isnt a regular...
A regular is a few times a month
"This is a business, no one owes anyone anything"
Smartest words I've heard all day.
I'm a business man, and I go out of my way to do
extras for regular customers - little things go a long way.
In provider terms, a little extra time on occasion, a new twist to a favorite activity,
something off-the-menu, going beyond SOP to accommodate a guy's schedule or opportunities, etc. Taking regulars for granted is the surest way to lose them, or at least to lose more opportunities than the "variety factor" would otherwise indicate. You gotta make us feel special too. (not that I'm telling you anything you don't know).
And BTW, no hints intended for any of my regular pals - you are already doing this stuff, which is a big reason I remain a regular.
I'm thinking more in terms of once a month. Would this make me a "regular?"