I've been to Cuba 12 times and NEVER had any problems with female "acquaintances". I've traveled from one end of the country to the other. The Cuban people are very friendly.
Now, to correct some mis-information from the previous threads...
First, as of June 2008 (or so), Cubans are allowed in the tourist hotels. Cubans must register with the front desk first before going up to the room. This is where potential problems occur. The registry book is always taken to the police and if they see the same girl going into a hotel for different clients...errr...I mean friends :lol:, then she's in trouble.
In my travels to Cuba, I've never spent one night in a hotel or resort. I always rent a bed and breakfast (or casa particular as they call them in Cuba). This is the only way to experience the "real" Cuban culture!
Secondly, the incidence of STD's or HIV in Cuba is no more or less than any other country. As mentioned previously, the Cuban health system is probably one of the best in the Caribbean. Most, if not all, of the ladies I know have always insisted on condoms. Be sure to bring your own, because the variety in Cuba isn't the best.
Knowledge of the Spanish language will greatly increase your odds in finding a companion.
If you need any more info, feel free to post.
The raw sensuality of a Cuban latina is something to experience. It keeps me going to Cuba at least twice a year.
Regards,
MrGreek 8-)