The date: Night jumping -- or more likely “night view-enjoying” -- at the Hyland Hills ski jump
How to pull it off even though it’s illegal and we’ve repeatedly told you not to do illegal things: Step 1, wait for winter. Step 2, it’s super desolate over there and not all that well-fortified, so you can basically just pull up close on Bush Lake Rd, grab your skis/poles/Thermos full of hot toddies, hop minimal fencing, hike to the top of the ski jump, totally puss out on actually going off it, and sit there and enjoy the view.
Laws you’d be breaking: Trespassing. Probably some sort of man-law involving emasculating yourself.