He is the resident Costa Rica expert, almost spending more time there than the US.
If he sees this, he may reply. Also inicky46 has spent some time in CR. They both post regularly on the GD board, but I don't see them on this board very often.  

Paying for VIP for a month may well be worth it, just so you can PM those two.
The Del Ray and the Cocal were the two names I keep hearing as the places to be in CR.

I've been there twice and and am returning shortly.  GaGambler is the expert but since he's drunk (as usual) here are a few pointers.
It's not "who to see" it's "where to look." The game is different down there.  So, where to look...
1) Make a reservation at the Del Rey in San Jose.  It's basically a bordello/casino full of hookers.  Pick out who you want, ask her for her rate and take her upstairs (you'll have to check her in at the front desk for a $10 room charge). Be sure your passport and wallet are locked in the room safe. Most girls aren't thieves but why tempt them. The going rate is $100/hr, but some charge less.  Depends on what you want.
2) If you have more time, get yourself to Jaco, which is a 90-minute ride west on the Pacific.  Book yourself a room at the Cocal.  All the best girls from San Jose go there now. The scene at the pool bar is great and if you have room there you just take her for a short walk. Last year the going rate was $100/hr but GaG says it's now $150.  For a longer term stay there's a nice little hotel about half mile from the Cocal called the Canciones del Mar that's much cheaper than the Cocal.
While you're in Jaco, there's also great surfing, sport fishing, etc.
Have fun!

Much more than I can  give in a single post here.

I'd be happy to help, but if you don't have VIP, I would suggest doing a message search here as I, and others have posted a lot of useful advice here.

Or you could narrow down the scope of your inquiry, and I will do my best to help you here.

and yes, as PS stated, I do spend a LOT of time in Costa Rica.