The most I've ever seen the same prossie is 3 times and I've been punting for over 20 years now, seen a fair few twice. Partly it's because I have a desire to shag as many as possible and like trying new ones each time and partly because I think I'm trying to find another who matches the very best I've ever seen.
Of the very best I only count 3 and of them - it's a tough one to get onto my gold standard list
I saw two of them 3 times. Didn't see them any more because in both cases they buggered off. As it happens I realised that I could easily become too attached to the first one and came to the conclusion that I should see a different prossie about the same time she jacked it all in. The other one I would have seen many more times if she'd kept working. Actually that goes for a few of the prossies I've seen now I come to think about it.
So, if you've found a good one then go again.
Seeing a new prossie gives me more of a buzz of anticipation and also a feeling of relief that she's the prossie in the profile. But it could equally be the sinking feeling when she isn't the girl in the profile or doesn't provide the services I want. On the other hand seeing a good one a second time has always been easier, and generally more satisfying than the first visit.