Chicago
On most of the statues in Lincoln Park . . .
There are some great secluded spots along the lakefront seawall/steps. Keeping with the water theme, the riverwalk has some nice places to sneak away. 
Try the Lincoln statue behind the Chicago History Museum.
Being the naughty, devious person I am, I've had sex in some pretty strange places throughout the Chicagoland area, and I'm always on the lookout for more. My favorite so far has been the Joliet Iron and Steel Works, closely followed by the women's room atop the Hancock, which has the best views in Chicago. What about you? Care to share your favorite spots for a bit of exhibitionism?
Try the Lincoln statue behind the Chicago History Museum.
There are some great secluded spots along the lakefront seawall/steps. Keeping with the water theme, the riverwalk has some nice places to sneak away.
While none of my dates have ever requested specific exhibitionism, I do love having a hotel window facing a crowded street. It's usually too high up for the average passer by to look up, but still fun. There is a hotel on Millennium park that I particularly love for this reason. When I'm getting ready for my date the windows are always uncovered, and I'll often spend some time people watching while in the buff.
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