* First and foremost is the [[TomatoInTheMirror "I Will Go Sailing No More" sequence]], in which Buzz learns he's a toy that can't fly.
** And immediately after, when Buzz tries to defy reality by flying off the stairwell railing. After crashing to the floor, he glances over to where his arm popped off at the ball joint, and despairs...
** Especially the way Newman slowly sings the lyrics towards the end.
** And how the sudden uplift makes you hope that somehow, in spite of him being a toy, Buzz will pull it off. [[HopeSpot You maybe even think that he will for a moment.....]]
** And [[WhatCouldHaveBeen before this]], Newman wrote the even darker "Plastic Spaceman," which boarders on SanitySlippage.
--->''Three little words, and all was gone/These bitter words/"[[WhamLine Made in Taiwan]]."''
* Also, arguably the song "Strange Things". Woody starts off playing with Andy and then suddenly Buzz is taking his place and Woody is staring around in shock at the way the room, and effectively his whole world, is changing so rapidly around him...
* Bo Peep watching Andy sleep without either of his favorite toys. What really hurts is the fact that Bo and Slinky were the only ones who believed that Woody was innocent.
* The scene where Woody tells Buzz he (Woody) should have been the one strapped to the rocket, not Buzz. The main reason being Buzz [[AlwaysSomeoneBetter is more modern]] than Woody is and eventually will replace him as Andy's favorite toy, which is disheartening when considering that kids nowadays prefer stuff that looks cool and flashy whilst eschewing the older, uncool, and obsolete ones simply because they're past their prime and yesteryear's trend; hence why Buzz at the time is considered the hottest commodity for kids as revealed in an earlier TV ad (which also ironically brought Buzz down to Earth hard with the fact that, yes, he is indeed another regular toy that cannot do otherworldly things just as Woody had been attempting to knock on his head many times earlier). Shortly after, Woody looks over to Buzz only to find he is no longer there. The saddened look on Woody's face sets it.
* When Scud has Woody by the teeth, he can't get to safety and resigns that he's going to be mauled apart. His [[LastRequest last words]] to Buzz? "Take care of Andy for me."
* [[SayMyName "SLINKYYYYYYYYYYYYYYYYYYYY!!!"]]
* Sid bullying Hannah is pretty cruel. It's clear he's always stealing her toys, mutilating them, and rearranging them just to bully Hannah, given how all of her toys appear to be that way. It's just plain cruel. And at the end of the film, Hannah strikes back and starts torturing him with his new fear of toys. Hopefully they made peace as they grew up.