Random headcannons about Doofenshmirtz' feelings about the divorce
-He still gets flustered thinking about her sometimes but he's too stubborn to let Charlene to know that.
-If someone was to ask if he thinks Charlene is hot he'll yell at you "OF COURSE SHE'S HOT WHAT KIND OF QUESTION IS THAT!? ANYONE WITH EYES SHOULD KNOW THAT!!" or if he's less defensive he'll just say "Yeah, she's way out of my league I still don't know why she even married me."
-He met Perry while he was still emotionally recovering from his divorce but Perry actually doesn't know that.
-Doofenshmirtz refuses to give details to Perry about his marriage or divorce with Charlene. If Perry gets curious he just tells him "There's nothing to say about it, we were married, we wanted different things, we divorced. What else am I supposed to say??"
There's obviously more nuance and details to that but Doofenshmirtz decided this is the information he's going to gatekeep from Perry the Platypus.
-He swears he's completely over Charlene and that he's not upset about it anymore but then then the next day something reminds him of their relationship and he breaks down into tears. It's kinda pathetic.
-He kept his wedding ring. He swears he'll sell it one day but he gets too emotional when he even thinks about doing it.
-He learns from Charlene that she does actually think about him sometimes and wonders if he's doing okay. And he responds with, "That's . . ." *was about to say something else* "a waste of time. Why. I- that's- you really don't need to think about me like that."
-He doesn't talk to other divorced men who are open about being divorced because he swears all they ever do is complain about their ex wife and he thinks it's cringe and he's too bisexual for that straight nonsense.
-Doofenshmirtz was actually terrified of having co-custody over Vanessa because he's so scared of becoming his own Dad (or Mother.) But he turned out okay.
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My headcannon that Charlene and Doofenshmirtz where in a relationship for over 10 years didn't come out of nowhere btw, according to my sources they met in community college and some guy actually had a grudge against Doof for winning Charlene's heart. So they got together around his mid 20s I'm guessing??? And he's roughly 47 at the beginning of show canon so I'm guessing they divorced in his early to mid 40s??? So uh yeah I think they were married for a while actually
You know how Doofenshmirtz never brings up his ex-wife in his backstories?
Imagine that Perry knows that he's divorced and Perry assumes he's gonna elaborate on that eventually. But time goes by and Doofenshmirtz never brings up his history with his ex-wife. So he wonders what's up with that. He points to a picture of her one day and Doofenshmirtz knows he's asking what happened with his ex-wife.
And then Doofenshmirtz raises an eye at him and says, "Why do you wanna know about that? A little personal don't you think?"
And Perry sits there miffed that Doofenshmirtz can tell Perry about his most embarrassing memories and deepest of truamas. But his ex-wife is where he draws the line??? So he gets pouty about it. And Doofenshmirtz just tells him nothing happened. But clearly something happened and Perry won't let it go. So he vaugly tells Perry "We wanted different things." And doesn't explain himself.
And when Perry wants to know if he still loves her Doofenshmirtz he looks away and refuses to answer that.
-He's an intersex coffee bean transmasc cistrans man who's bisexual
-Doofenshmirtz socially transitioned around 13 years old with little support. He realized he was intersex and transmasculine in his 30s went on testosterone HRT in his early 40s. He got top surgery a few years after he met Perry the Platypus.
-Doofenshmirtz helped Perry realize he was intersex by talking about his own intersex experiences. They both weren't assigned a gender at birth. Information about Doofenshmirtz got lost and Perry was just documented as the H slur and assigned male by Phineas and Ferb. They both don't know what their intersex variation is, they just know they're intersex.
-He has untreated ADHD. He also has C-PTSD and borderline personality disorder. He doesn't have a diagnosis for BPD but later in his life he gets treatment for his paranoia and depression so he can be a healthier evil scientist.
The BPD is unrelated to being evil he's just chosing do evil (a very weak attempt albeit), his relationship issues and paranoia of getting hurt by other people what's related to his BPD
-He has arthritis, has a scar from scoliosis surgery, he's lactose intolerant, he has seasonal allergies, he's far sighted and uses reading glasses and naturally ambidextrous
-His feelings about his bodily appearance constantly fluctuates. One day he can feel like the most disgusting ugly person in the world and the next day he's spitefully in sexy clothes walking around like he's the sexiest man in the room. There's no in between to be honest.
-in his 20s he wanted to be an artist and express his pain and creativity but he lost his passion for it and gave it up. He's actually a pretty good painter but he got art block ages ago and gave up on it.
-His favorite type of weather is a cool dark day with gray skies with light rain
-Phineas Flynn is Doofenshmirtz's son with Linda due to very weird circumstances involving a series of peculiar canon typical events, a time machine and a past inator. Phineas was literally born from chaos. He's chaos incarnate. Because all things considered he shouldn't be able to exist. And YET
-Doofenshmirtz was dating and married to Charlene for over 10 years and was his most successful relationship in his entire life.
-When he got more pessimistic in his early 30s he wanted to pursue an occupation in being an evil scientist. Charlene never believed he was capable of truely being evil. It discouraged and frustrated him which was a source of conflict.
-Its was Doofenshmirtz who wanted the divorce. One night while arguing with Charlene at home it woke up Vanessa and it made him feel so much guilt that he wanted to end things to prevent Vanessa getting hurt. He remembers as a child hearing his Dad scream at his Mother late at night and he would hate to be like his Father. So the morning after Doofenshmirtz talked to Charlene about getting a divorce and Charlene agreed that it was probably the healthy thing to do.
-Doofenshmirtz and Charlene are still in love but mutually agree they're unable to have a functional relationship like they used to have. Doofenshmirtz does get frustrated with her insistence that he's not evil, but he actually does think about her alot. The divorce was painful for him to go through even though they're still in each others' lives as co-parents. He has dreams about Charlene sometimes that he has mixed feelings about.
-Doofenshmirtz is bisexual and has dated enough men to resent and hate GymBros. He also went on a date with a trans man but he was so pretentious and condescending that Doofenshmirtz was immediately put off by his personality (and his atrocious philosophy podcast.) He identifies with being a twink but also gets called an gay otter.
-Perry fell first. Doofenshmirtz fell harder.
At first Doofenshmirtz was completely oblivious to Perry's complicated feelings for him. He wanted to try date other people again, both men and women. After awhile he started to give up on dating.
Because he was spending more time with his nemesis. He started to notice Perrys feelings when he actually payed attention to Perry's possessive reactions to Doofenshmirtz going on dates. He then caught Perry stalking him on a date even though the platypus swears he was on an assigned mission (he wasn't.)
But once Doofenshmirtz started to warm up to Perry, Perry got scared of ACTUALLY acknowledging and expressing his sinful sinful feelings (sinful to the OWCA) for his nemesis. So Doofenshmirtz just played the long game with Perry and got closer to him gradually. Eventually being able to snuggle him.
-In an alternate ending to ATSD due to complicated exceptions and circumstances, Doofenshmirtz seriously retires from Evil and gets to remember Phineas is his son; and Perry gets to retire and keep his family. He's technically documented as fired due to misconduct, but they frame it as retirement.
Perry's reaction to retirement was to rush up to Doofenshmirtz and tackled him to the ground with a hug. (It was exactly like that scene in Wall-E when Eve hugs Wall-E in joy in response to finding a solution to her duty, right before "kissing" him.)
A week after retirement, without any inhibitions or responsibilities holding Perry back, Perry and Doofenshmirtz are officially a couple.
-Doofenshmirtz becomes involved in Phineas' life as his Dad now, Phineas had mixed feelings about it and was hesitant to accept him. But over time he accepted Doofenshmirtz as a Father and grew up to like him.
-Doofenshmirtz and Perry become weird gay Dads to Phineas, Ferb and Cadance (and Vanessa but that was happening long before Phineas was in the picture)
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I headcannon that Doofenshmirtz and Charlene are still mutually in love they just both know they cannot make a relationship between them work. But they still have a sort of friendship and regularly talk about Vanessa of course. She definitely thinks he's pathetic and objectively self destructive in more ways than one but they canonically have no resentment towards each other.