Why Lisa the Painfuls Ending is So Sad

Lisa the Painfuls ending is often cited as one of the most cruel finales in a videogame. And as you progress through the story it becomes increasingly obvious what it's building up to. Some would argue the entire last scene has been ruined since the game was first released however.

Ever since an apocalyptic event known as The White Flash main character Brad has had to contend with a world that’s not only vapid of plant life and working architecture, but completely devoid of women, while that last one is a big victory for noise pollution it is overall a net negative to humanity for obvious reasons.
After discovering a baby girl in the middle of the wasteland Brad vows to redeem himself, as in his childhood his sister Lisa tragically lost her life at her own hands after suffering years of awful treatment from their father: Marty.
Brad feeling he hadn’t done enough to stand up to his dad's deprived acts decides to place his bets on this baby, who he's named Buddy.

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Lisa Reflections of the Last Women animation by NCHProductions
Buddy in Thumbnail by Lumpkinldalia