Sweetest Day 2025 For Men. Sweetest day dates and origins in the usa in 2024, 2025 and 2026: Sweetest day is an observance celebrated primarily in the great lakes region, and parts of the northeast united states, on the third saturday in october (october 18 in 2025).

It is a day on which couples are supposed to give each other candy and perform. This special day has been around since.