Tool Time After Dark (2) - S4-E23
Continuity mistake: When Tim goes outside to talk to Wilson, the distinct three-looped straw he used is still standing in his antacid bottle. When he comes back inside, the bottle is on the table where it was, but the straw has disappeared.
Chosen answer: This is the bowling alley scene from Uncle Buck. He is hitting on John Candy's niece.
Jazetopher