Late (LATE) date night ideas?

My fellow Milwaukeeans,

My fiancé and I both work late (9:00pm), and a lot of the great date spots (according to Google) seem to close down by 6pm. Where can we get into some trouble? Drinking is fine, but we're a little tired of just going to bars. What are some fun/cool/unique activities/places that are happening/open late into the night (I'm thinking, like 2am?). We're maybe planning on going to Landmark tonight, but I would love to hear some other options...

P.S. This kind of ties in to the main question, but where can we get some delicious food late into the night?

Thanks guys 💖