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1) Will most girls be willing to come back to the Marriott with me? Are girls at some places more or less likely to accept the location? I understand that I will have to pay their return cab fare.
If the chicas know the hotel they will go with you. They make good money off you, they can afford a cab on their own.
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2) Will the Marriott “allow†me to bring girls back to my room? This seems like a strange question as I am unsure how they would know, but this seems to be an issue discussed on the boards. If so, what will the fee likely be?
Some hotels want to be working girl free because they wish to cater to a business or eco tourist clientele. I am not sure about the Marriott. If you act cool/discreet and the chica doesn't dress too slutty, you can get by the front desk. Have your secretary call the Marriott and ask if it's okay to bring a prostitute back to your room.

ok, just make the call yourself.
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3) Given my geography and lack of Spanish am I simply better off focusing my efforts on the massage parlors as there are built in accommodations and no need to negotiate? This is my hunch, but I hate missing out on the Blue Marlin, Key Largo, etc.
Go to Zona Blue daily and have your chica of the day. Or, also book a room for one night at the DR and have a few sessions.
You will do fine without spanish if you act like a gentleman, dress decent, and don't get too drunk. At least learn how to say please and thank you; because Barnie (the purrple dinosaur) says those are the magic words.
Read the newbies section about where to go and what to avoid. Take lots of pictures of the naked chicas to share with your boss when you get back. That way he or she will know you were real busy.
Take cabs at night.