While many fictional Middle Children have been immortalized in TV & Film (see this list from Zimbio), the animated Middle Children gathered here are for real! All verified by extensive study of cartoon birth records and analysis of comic strip DNA.
In no particular order, here is the “Smack Dab List of Best Animated Middle Children:”
LISA SIMPSON (Older Brother: Bart; Younger Sister: Maggie)

For the most part, Lisa had to raise herself as Homer and Marge were busy dealing with Bart, as seen in “Lisa’s Pony” (Ep.8 Season 3). As an infant, she changed her own diapers. Doh! While this lack of nurturing made Lisa fiercely independent, it also made her feel like her parents don’t understand or support her. When trying to build Bart’s confidence before a golf competition, Lisa tells him, “Having never received encouragement, I'm not sure how it should sound, but here goes: I believe in you.”
Early signs of Lisa’s Middle Child issues are evident with her heartbreaking rendition of “Happy Birthday to Me” in “Stark Raving Dad” (Ep. 1/Season 3). There’s a story in Simpsons Comics #89 titled “Lisa in the Middle.” And Lisa’s Middle Child Syndrome surfaces again in “Peeping Mom” (Ep. 18/Season 26)...
SIMON SEVILLE (Older Brother: Alvin; Younger Brother: Theodore)

The birth order of the singing Seville siblings has been the center of worldwide controversy. Some fan sites suggest Simon is eight seconds older than Alvin. In fact, in “The Sub,” Ep. 29B/Season 2 of Alvinnn! and the Chipmunks, Alvin does refer to himself as the “Middle Child.” But as seen below, all questions are laid to rest in “Grounded Chipmunk,” Ep. 60/Season 6 of The Chipmunks, when Alvin reveals the truth! Having previously established Theodore as the runt of the Seville scurry, Simon is confirmed as the Middle Chipmunk, securing his place as the sole inductee in the Animated Middle Rodent Hall of Fame.

LINUS VAN PELT (Older Sister: Lucy; Younger Brother: Rerun)
Linus is depicted as a loving older brother to Rerun, who he actually named. Upon learning about her new baby brother, Lucy comments that having another little brother is like watching reruns on television, and Linus suggests naming him just that. Rerun is often embarrassed by some of Linus’ more glaring peculiarities. These include, but are not limited to, Linus' unwavering belief in the existence of the Great Pumpkin and his obsession with his ever present security blanket, which he’s often mocked for by other characters as well. His insecurity is further evidenced in his persistent sucking of both thumbs. He insists one is sweeter than the other, by the way. But nothing captures Linus’ true Middle Child nature more than his loyal best-friendship to Charlie Brown. And that cannot be easy.
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