I've got one from...you guessed it...Mario Party. I'm surprised nothing from this series has come up here yet, since the standard board game is MORE than half luck.
Anyway, I was playing my cousin in, I think it was Mario Party 3. Anyway, we set the handicap on 9 stars for everybody, just so there'd be lots of stars to toss back and forth in the beginning. I forgot how it happened, but somehow he ended up with 25 stars by the last turn. I moved last that time, last turn, landed on Chance Time. Somehow managed to get Swap Stars. I don't think I've ever seen anyone get madder at a video game, and I don't think I've ever been as lucky as I was that night.
Now, if this were a topic for UNlucky Mario Moments, on the other hand, I could fill 3 pages.....