But isnt that part of the beauty and incredible fun of this lifestyle? What was it that Forrest Gump's mom said about that box of chocolates? lol.
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Sure, i have somewhat of a plan of the things in mind I would like to try with my date that particular day, I would think most of us do. But having a plan and executing said plan to a 100% certainty are far from the same thing. So many things can change that day i.e. my mood, something she says in the moment, something she is wearing that wasnt expected, etc.
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Especially on first dates, it's pretty much all a surprise, isnt it? Even with women I have seen before, there may be a bit more predictability, bc if you are going back to her, there are things you may want to do again like the first time you are with her, but that said, the familairity and trust built in that first date, or those first few ones, often leads to a more open and frank discusssion of what is possible on future dates.  
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It's what makes p4p so enjoyable to me i.e. the thrill and relative unknown of that first encounter as opposed to the trust built up in someone you have seen before, possibly many times. I have been asked before, which type I prefer, and its always the same. I love both.  
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This realm would be so less enjoyable for me if  I had to choose between women I have met before AND playing with new women from time to time to time. Damn it, I want my cake (and my ice cream! lol) and eat them both! lol.

As someone who doesn't repeat often, I rarely have much expectations. Unless, we're talking about if I expect we will have sex and I will get a BJ. Outside of vague details, that's actually a big part of the thrill of it. It's one reason why I don't repeat often. When I do repeat, there is more of an expectation that it will be similar to the last time. And, that means the last time was so great, I just had to come back for more.

 
But in most cases, that's part of what's running through my mind from the moment I book a lady to the moment I am with her. The thrill of not knowing, but having hope, excites me. There is so much more I don't know about what will happen then there is expectations. It's why even when I do repeat, at some point, for me, it becomes a little stale. I love the thrill of not knowing what to expect.

the DEGREE of predictability.   If I have come to expect that when a girl swallows on a BBBJ, some of it might squirt out her nose, this is predictable and something I have come to expect about half the time.   OTOH, if I pull out during anal and a long turd follows my dick out and flops onto the sheet, this is both unpredictable AND unwelcome.  

As someone else said, I don’t repeat a ton because I like the variety of experiences. I try to highlight in my reviews where there were those surprises or differences, and look for them in other reviews.  

Recent(ish) examples:
Not the girl in the pic (model quality) - rather plain, but very sweet and shy. Wanted to know if I wanted to get lunch off the clock.  
Bizarre technique for massage. Like wtf are you doing, not a massage but certainly attention getting. I think(?) I liked it?
Texts me after, keeping in touch, not pushing for another date. Just maybe liked human moments (those I go back to).  
Mousey look but holy shit, intense when got going.  
She had a friend provider hanging out, who watched.
Once I started DATY, seemed to genuinely love it and wouldn’t let me stop until she squirted multiple times; then kept me over an extra hour chatting.  
Woman giving meh CBJ who after a few minutes ripped the cover off, wiped me down then went BBBJ like she was starving.  

Some providers I’ve repeated with became more scripted after that first visit; going from 45 minute massage to just a few minutes, jumping to play time, but not rushing me out after (usually).