Uploaded February 2025 | Updated September 2026, 9 hours ago

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This is the depressing love life of Doctor Heinz Doofenshmirtz, let’s hop in the time machine… Inator, and let’s revisit Doof’s ex-girlfriends, wives and love interests. He actually charmed WAAAY more girls than you’d expect, yet most of them were far more superficial, delusional, and sociopathic than you’d imagine.

From losing his loves to guys with bigger fingers, whales, and his own antics, let’s dive into the complete timeline of Doctor D.’s romantic relationships!

Let me know in the comments who's your favorite girl Heinz dated (or married), and maybe go ahead and rank them too!

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Thanks for watching!

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MUSIC FEATURED IN THE VIDEO (in order):

The Fat and Furious - The Simpsons Hit & Run

Welcome to the Show - Kevin MacLeod (incompetech.com)
Licensed under Creative Commons: By Attribution 3.0 License
creativecommons.org/licenses/by/3.0

Voice Over Under - Kevin MacLeod (incompetech.com)
Licensed under Creative Commons: By Attribution 3.0 License
creativecommons.org/licenses/by/3.0

Wolves Stole My Pills! - The Simpsons Hit & Run

Wepa - Kevin MacLeod (incompetech.com)
Licensed under Creative Commons: By Attribution 3.0 License
creativecommons.org/licenses/by/3.0

Lisa Simpson's Theme - The Simpsons Hit & Run

Blind Big Brother - The Simpsons Hit & Run

Vox Nerduli - The Simpsons Hit & Run

Long Black Probes - The Simpsons Hit & Run

Cell Outs - The Simpsons Hit & Run

Better Than Beef - The Simpsons Hit & Run

Speedy Gonzalo - Inaban

Apu Goes Bollywood - The Simpsons Hit & Run

Kinky Frinky - The Simpsons Hit & Run

Fabulous (Instrumental Cover) - Dash the Ghost
youtube.com/watch?v=GMDuOrtrlog