There is a pretty wide type of guys in the City. The number may not be huge but you can probably find what you would like. Plus the city is great. If all you want to do is go wild and just see escorts NY or Los Angeles and maybe even Texas. But if you want to get a couple of guys and then have things to do, Chicago is a great city. Plus escorts are coming through Chicago on "tours" so you mights be able to hook up with well known gentlemen who are here when you are.