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Description
This isn’t an official change I’ve made to my headcanon, but I still wanted to draw Timid and Eleanor as happily married adults. Sometime after they graduated high school, Timid and Eleanor moved into an apartment in Happy Tree Town together. After they got married, they moved to Honolulu, Hawaii, to live with Timid’s very rich distant cousin, Maple, and his wife, an imp princess named Mischief. Maple allowed Timid and Eleanor to live in an apartment in the servants’ quarters of their castle for a fraction of the normal living cost in Hawaii.

After a while of living there, Timid and Eleanor both had their dream jobs. Eleanor became a fashion designer. A very high profile one at that, like Baroness Von Hellman from Disney’s new movie, Cruella. But Eleanor isn’t completely self absorbed like the Baroness and actually credits her employees for their fantastic creations instead of claiming them as her own.

Timid is finally a cartoonist, and not only that, he works for Disney! At first he worked on The Owl House, and then he moved up to producing and animating his very own Disney + original series, Princesses of Athena. It’s a show about seven princesses from seven different kingdoms on a planet named after the Greek Goddess of War, who are very good friends and go on daring quests together, some of which involve saving the princes. The show is an all around success having mobile games, comics, dolls, and many other expensive licensed products, as well as a fan base that rivals Sonic the Hedgehog’s. The seven main princesses are… not quite the center of his world, that’s his children, but they’re very close. He knows they’ll never be official Disney Princesses because they’re Disney + creations, but he hopes people can still have the chance to meet them at Princess Fairy Tale Hall.

Not too long after, Timid and Eleanor had their first child, Snowglobe. Timid was hesitant about the idea of having kids at first, but Snowglobe instantly won his heart with her cuteness. In fact, a while after they’d had Snowglobe, Timid decided he wanted to adopt a few kids because he was touched by what his adoptive father Brainy did for him and Toothy. After Timid and Eleanor had adopted about four of their eleven kids (if the Louds did it, why can’t they?), Eleanor pointed out that they’d need a bigger place. So they went house hunting and found a beautiful beach house with gingerbread trim that had about five bedrooms, six if you count the huge bedroom that comprises the entire third floor of the house elsewhere in Honolulu. They were making some pretty decent money with their jobs, so they could afford this house, and thus they bought it. Timid and Eleanor took the bedroom that comprised the entire third floor and made into a romantic bedroom for the two of them, with it including arcade cabinets, a home theater system, lots of cat towers (so maybe like a cat forest I guess?) for their cats, an archery range, a soft serve ice cream machine, as well as a hot tub on their balcony, on which also sits a mini fridge with some wine. :3

In this future, Timid faces the quirks of being a cartoonist whose cartoon has a fan base that rivals Sonic’s as well as caring for his seven daughters and four sons… When the nanny and butler Timid and Eleanor hired aren’t doing it for him… As well as having a wife who is much more famous than he is.

Their children are next.

Also, Eleanor’s current outfit was inspired by one of my favorite iPhone games, Project Makeover.

Timid ©️ Me
Eleanor ©️
Art ©️ Me

Description
This isn’t an official change I’ve made to my headcanon, but I still wanted to draw Timid and Eleanor as happily married adults. Sometime after they graduated high school, Timid and Eleanor moved into an apartment in Happy Tree Town together. After they got married, they moved to Honolulu, Hawaii, to live with Timid’s very rich distant cousin, Maple, and his wife, an imp princess named Mischief. Maple allowed Timid and Eleanor to live in an apartment in the servants’ quarters of their castle for a fraction of the normal living cost in Hawaii.

After a while of living there, Timid and Eleanor both had their dream jobs. Eleanor became a fashion designer. A very high profile one at that, like Baroness Von Hellman from Disney’s new movie, Cruella. But Eleanor isn’t completely self absorbed like the Baroness and actually credits her employees for their fantastic creations instead of claiming them as her own.

Timid is finally a cartoonist, and not only that, he works for Disney! At first he worked on The Owl House, and then he moved up to producing and animating his very own Disney + original series, Princesses of Athena. It’s a show about seven princesses from seven different kingdoms on a planet named after the Greek Goddess of War, who are very good friends and go on daring quests together, some of which involve saving the princes. The show is an all around success having mobile games, comics, dolls, and many other expensive licensed products, as well as a fan base that rivals Sonic the Hedgehog’s. The seven main princesses are… not quite the center of his world, that’s his children, but they’re very close. He knows they’ll never be official Disney Princesses because they’re Disney + creations, but he hopes people can still have the chance to meet them at Princess Fairy Tale Hall.

Not too long after, Timid and Eleanor had their first child, Snowglobe. Timid was hesitant about the idea of having kids at first, but Snowglobe instantly won his heart with her cuteness. In fact, a while after they’d had Snowglobe, Timid decided he wanted to adopt a few kids because he was touched by what his adoptive father Brainy did for him and Toothy. After Timid and Eleanor had adopted about four of their eleven kids (if the Louds did it, why can’t they?), Eleanor pointed out that they’d need a bigger place. So they went house hunting and found a beautiful beach house with gingerbread trim that had about five bedrooms, six if you count the huge bedroom that comprises the entire third floor of the house elsewhere in Honolulu. They were making some pretty decent money with their jobs, so they could afford this house, and thus they bought it. Timid and Eleanor took the bedroom that comprised the entire third floor and made into a romantic bedroom for the two of them, with it including arcade cabinets, a home theater system, lots of cat towers (so maybe like a cat forest I guess?) for their cats, an archery range, a soft serve ice cream machine, as well as a hot tub on their balcony, on which also sits a mini fridge with some wine. :3

In this future, Timid faces the quirks of being a cartoonist whose cartoon has a fan base that rivals Sonic’s as well as caring for his seven daughters and four sons… When the nanny and butler Timid and Eleanor hired aren’t doing it for him… As well as having a wife who is much more famous than he is.

Their children are next.

Also, Eleanor’s current outfit was inspired by one of my favorite iPhone games, Project Makeover.

Timid ©️ Me
Eleanor ©️
Art ©️ Me