Obviously, the point of video games is to get good enough at them to not get your ass handed to you by 11-year-olds online.
But some of the most fun I've had while gaming has been when I just get completely owned myself.
For example, when I tried really hard to save a lady from her kidnapper in Red Dead Redemption 2 and somehow made things...potentially worse?
Was playing Red Dead and I passed a guy with a woman tied to his horse screaming for help so I shot the guy and the horse ran off with the lady still tied to it and I couldn't catch up. Anyway, good luck to her