Yep, my s.o. wanted to play skip-bo, which is also a game so simple that it's just luck of the draw, and I lost 7 games straight after lamenting the randomness of it before we even started, which isn't as impressive of a streak as 20 but still, I understand that feeling.
My mother confessed she would cheat (or optimize!) the Candyland card deck so you wouldn't get sent back to the start near the end of the game... Wise woman!