I read about this awesome sandwich in New York Magazine and was hoping that there was someplace in DC to get these types of bolillo sandwiches? I've never had the sandwiches at Crisp and Juicy, are they similar? That picture makes me very hungry.
Costa Alegre, a Mexican restaurant in Greenbelt, makes tortas that are very similar in appearance to the one pictured in the article. I don't think they make a "cubano" with boiled ham, hot dog, and milanesa, but you can definitely get the milanesa on its own. It comes with spicy mayonnaise, jalapenos, avocado, and some other stuffings, and imho is delicious. There is also an equally good pork shoulder torta.