The difference between Cuban prostitution and the same thing in say Santo Domingo is that in Cuba is is always an individual thing: no cathouses, no pimps or anything like that. There is no way that anyone with a regular Cuban job could afford to go to a tourist nightclub where they won't even take Cuban pesos, only Convertible pesos, which you can't get without buying them in dollars first. So if you want to party and you are a cute young woman, all you need to do is to hang out around the Malecon until a European or Canadian tourist appears.
As a rule shame is not much of an element in prostitution in either place among the common class of people. In Santo DomIngo, the rich and middle class would b shamed by it, but in Cuba, the upper classes are all in Miami. It is typical for poor Dominican women to work in bars and occasionally engage in something that is not entirely prostitution with men who drop by. This is unlike much of Mexico and Central America, where whores are clearly whores and often have some pimp to support.
I have deduced this from talking to many Cubans here and by visiting Santo Domingo a number of times.