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Prostitution in Cuba has always been a legal profession, though it has periodically been regulated or repressed. Many Cubans do not consider the practice immoral. Sex trafficking is a problem in the country. The country, and Havana in particular, has often been associated with prostitution in foreign eyes. A public debate followed concerning the relationship between the changes in the city's demographics and the levels of prostitution in the city.
After the Spanish—American War , there were attempts to set up "zonas de tolerancia", effectively red-light districts for commercial sex. However, they were not officially classified as prostitutes, but instead treated as criminals guilty of the crime of sodomy.
A major industry grew up around them; government officials received bribes, policemen collected protection money. Prostitutes could be seen standing in doorways, strolling the streets, or leaning from windows".
It drew upon a tradition of exoticising mixed-race Cuban women which originated in the work of male Cuban writers, artists, and poets. Following the Cuban Revolution in , the new Cuban government saw prostitutes as victims of corrupt and foreign capitalism,  and viewed prostitution itself as a "social illness", a product of Cuba's pre-revolutionary capitalist culture, rather than a crime.
In , pimping was outlawed. Prostitution itself remained legal, but the government, assisted by the Federation of Cuban Women , attempted to curb it.