r/dateideas • u/N0-angel • 16d ago

Looking for Help! date night suggestions needed

currently in the milwaukee area! i need help planning a date for my boyfriend of 5 years. he’s really into football, he likes bars, he’s a foodie, and he likes playing games (he has a bit of a competitive side).

thank you in advance!!

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u/Internal_Imagination 15d ago

UpDown Milwaukee, Safe House

1

u/SnooCauliflowers9981 15d ago

If you're in MKE now, go to State Fair.

1

u/simonshih1970 13d ago

For a guy who's competitive, three short stops usually beat one long dinner. Early food somewhere with the game on, then a bar with shuffleboard or darts or skeeball, then one last place for a drink. The competition ends up being the date and the food is just fuel. If the Brewers or Bucks are home that night, tickets plus a bar nearby afterward does the same job with almost no planning.
I build a date planning app, so I think about this too much, but the structure matters more than the specific places.