After the Soviet Union fell and billions of dollars in subsidies disappeared, Castro let women walk the streets once more. Eager for tourists' dollars, he even invited Playboy to photograph a ten-page feature spread there in 1990. Suddenly, los yanquis flew in from Canada or Cincinnati (by way of Cozumel) to seek the services of a jinetera, which means "prostitute" in Cuban Spanish but also translates to "jockey."

"It's a lifestyle choice. I respect those who choose other philosophies as long as they respect mine."

By the turn of the millennium, the revolutionary had changed his mind yet again. The jineteras had become conspicuous consumers who pranced around in fashionable shoes with boomboxes on their shoulders and had become enemies of the Communist ideal. In January 1999, El Comandante gave a speech at the Karl Marx Theater announcing the jineteras would again be banished; many were detoured to rehabilitation camps along the way.

"It hurts too much that a country that has done so much to dignify women, that a foreigner can come to trick her, fill her with vices," Castro said, according to an account by the journalist Silvana Paternostro.

The next home for subtropical sex was Costa Rica. Guys would tell their wives they were headed to San José to do business, but omit the stuff about girls on the side. Over time, the country — an American-retiree destination — became saturated with older white men who had divorced their wives and decided to stay.

But as the country began producing microprocessors and wealth flowed in, the government started throwing out foreigners who ran websites about prostitution there. In one such case, the administrator of the site was forced to move to Medellín and refocus his content on South America. There was no longer any place for sex travelers in search of a cheap getaway.

"Cuba ran its course, and Costa Rica ran its course," Cubadave says. "Now I wouldn't go there if they picked me up at the front door."

Then came Sosua, a beautiful beachfront town with a large bay on the Dominican Republic's north coast. The first pleasure seekers were gay men who began arriving a decade after the assassination of dictator Rafael Trujillo in 1961, when the Gregorio Luperón International Airport was completed in Puerto Plata.

They would arrive in tour groups and stay in tidy hotels, some of which were run by Jews who had fled Europe after World War II. By the 1990s, heterosexuals were arriving on the white sand beaches in droves. Girls flocked to the sleepy town's streets, where they could make $50 an hour as opposed to $7 a day working a straight job.

"There's little doubt they can make more money in a few nights [selling themselves] than they can in a few months on a factory floor or working in a grocery store," says Denise Brennan, a Georgetown University professor and author of What's Love Got to Do With It?: Transnational Desires and Sex Tourism in the Dominican Republic.

More interesting, social media has entered the sex trade. Men now gossip on Facebook, where they "friend" both prostitutes and one another. Someone might stay at a hotel that shows up as a supermarket on his credit card bill, but then have no qualms about making lascivious public comments online. A man who identified himself as "Keith Williams" on Cubadave's Facebook page, for instance, had no problem publicly commenting "that is one tight girl and a lot of fun too" about a photo of a scantily clad hooker this past June.

There's also an entire cottage industry for e-books with titles such as Clueless Clyde Costa Rica Complete, Dances With Prostitutes, and Bang Colombia that retail between $3.99 and $9.99.

Many of the authors are difficult to track down, but those who run tours are slightly more accessible. One of the easier ones to find is Paul Ollariu. He's better known as Captain Paul, a guy who hawks trolley, bike, and snorkeling tickets in Key West by day. For a second business, he uses Facebook and other social media to advertise tours in Colombia that suggest the possibility of romance. In one video, Ollariu walks through the streets of Medellín while narrating: "I just like to show American men ages 30 to 60 to 70 that we can still live like we're 20. Come down here, date, dance, and smile. We'll get you started on a new way of life." In another, he rants about how there's nothing left for him in the United States, where many women are overweight.

He provides his phone number in his videos and encourages interested parties to contact him. But when questioned during a phone call, he turns defensive. "I'm not a [whore]monger," he says. "I think it's a very seedy side of Colombia, and I wish it wasn't practiced, but it is. There are nice girls down here and, absolutely, you can meet them just by walking down the street."

Three days after New Times called him last month, his Facebook group I Love Medellin was deleted and a rash of new videos appeared on his YouTube page that made no mention of girls.

Another gent who's easy to find is Jonesie, who has been the administrator of a message board called Monger Network since 2010. He doesn't have a problem with being called a "monger," because all of the women he does business with are older than 18 and are not being exploited, he says. He then adds that he sleeps with prostitutes as an alternative to North American relationships.

« Previous Page
Next Page »
My Voice Nation Help

Hello.. I am a 15 year old computer hacker. I have recently found a major security flaw in you site that allows xss injection.. I could easily deface your site but I am a white hat hacker. Here is simple proof. Your problem is your search button.

If you search this <script>alert('XSS');</script>

It shows you have an XSS vulnerability on your site.

New Times Broward Palm Beach
New Times Broward Palm Beach

Well this is probably for the best, Kimber, because you're not going to like next week's feature on Professor Boobs McButtenstein, South Florida's foremost authority on booty shakin'.

Kimber Kirton
Kimber Kirton

It's amazing that you guys can manage to put together a six-page feature on every perverted, sexploitator but not a single article of actual substance. You have lost a reader, I'm surprised I lasted that long. You're nothing more than a trash mag that uses tits and ass to sell their incompetence.