RIO . . . 1#
Forget Cuba, if you wanna go where the action is, don't waste any time and book a flight and go over to RIO DE JANEIRO, BRAZIL.
OMG . . . never in my life have I had such a blast. RIo is a buffet of hot, young, beautiful women.
Every conceivable exotic mix you can think of, native, portuguese, spanish, african etc.
What makes Rio (copa cabana) a standout, is that not only are there hotties galore, but they love, and I mean love having "fun" with foreigners + tourists etc. RIo has all the pleasure spots you could ask for including peeler bars, outcall sp's, termas's. Just set something up with a taxi driver, and he'll be you're "tour guide of pleaures".
Best of all, you can have a great time without spending a dime on a pro. Just hang-out by the beach by day, and I guarentee you'll have a girlfriend by night.
Let us know how it goes. Have a great time.