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Day 16 - What is the absolute worst pairing?
Matt Ishida and Sora Takenouchi from Digimon season 2

Sora and Matt are the ones on the far left. And I have no idea why Sora is posed as if she's in desperate need of a potty break. O_o
The ending of Digimon 02 is legendary for it’s what the fuckery; and not just because of the shipping issues (a lot of plot threads were left dangling in the end).
My sister and I were big Tai/Sora fans when we were kids watching Digimon on Saturday morning. Tai and Sora were heavily pushed in the first season and the movie (one side plot in the movie involved Tai sending Sora a love letter!). And, while we didn’t see much of Sora and Tai together in the second season (mainly because all the focus was on the new group of kids), the implication was still there. But then in the final episode of season two we see a “25 years later” flash forward and Sora is married to….Matt. And Matt (the average kid who spent his teen years in a rock band) grew up to be an astronaut. What the hell!?
The pairing wouldn’t bother me as much if we had gotten any indication that Sora and Matt liked each other romantically. After all, most people don’t end up marrying the first person they ever crushed on (especially if that first crush happened at the tender age of 12). But I don’t think Sora and Matt ever exchanged words at all in season two. They were just randomly together in the end. All of the other Digidestined Kids aside from Ken and Yolei were shown with little clone children and the audience was left to guess who they married. I wish they had just gone that route with all the characters instead of deciding which couples would be canon via the scientific method of closing their eyes and throwing two darts at a picture of the cast.
In case you're wondering, here's the crazy ending in all it's WTF glory.
Day 17 - A pairing you thought would never work out, but did?
Amelia and Zelgadis (Slayers)

I was never against this ship. But at first I wasn’t keen on shipping them because it felt like more of a “pair the spares” type of thing than a genuine romance that had chemistry and was built over time like Lina and Gourry’s. But their interactions in Revolution/Evolution-R (and one of Crispin Freeman’s ad-libs in Premium) finally succeeded in winning me over.
Heck, in Revo/Evo-R, I think they have a little bit more romantic chemistry than Lina and Gourry. Maybe it’s just me, but the way Amelia apparently fell out of puppy love with him and started noticing his annoying faults (and wouldn’t hesitate to point them out) made them seem like an old married couple! It’s certainly a far cry from the coy, awkward, blushing mutual crush they had going on in the previous 3 seasons. It made Amelia come across as more mature and a better match for Zelgadis than the Amelia we met in seasons 1-3.
Day 01 - What is your current favorite ship?
Day 02 - What was your very first ship?
Day 03 - A pairing that needs to happen now?
Day 04 - The pairing with the most chemistry?
Day 05 - The pairing with the least chemistry?
Day 06 - The best kiss?
Day 07- The most heartbreaking scene?
Day 08 - The pairing with the most baggage?
Day 09 - The most believable relationship?
Day 10 - Why aren't these two married in real life?
Day 11 - What is your dream pairing?
Day 12 - Who had the best wedding?
Day 13 - What is your favorite television pairing?
Day 14 - What is your favorite book pairing?
Day 15 - What is your favorite real life pairing?
Day 16 - What is the absolute worst pairing?
Day 17 - A pairing you thought would never work out, but did?
Day 18 - What is the cutest pairing?
Day 19 - A pairing you've rooted for since the beginning?
Day 20 - The "can't stand the sexual tension anymore" pairing?
Day 21 - A pairing you like and no one else understands why?
Day 22 - A pairing you hate and no one else understands why?
Day 23 - A crazy love triangle/quadrilateral that worked out great?
Day 24 - A crazy love triangle/quadrilateral that worked out badly?
Day 25 - A pairing that was/would-be adorable, but could never work out?
Day 26 - A pairing that you hated and ended up loving?
Day 27 - A pairing that you loved and ended up hating?
Day 28 - A pairing that you will never understand?
Day 29 - What ship had the best proposal?
Day 30 - Your favorite ship forever and ever and ever?
Matt Ishida and Sora Takenouchi from Digimon season 2

Sora and Matt are the ones on the far left. And I have no idea why Sora is posed as if she's in desperate need of a potty break. O_o
The ending of Digimon 02 is legendary for it’s what the fuckery; and not just because of the shipping issues (a lot of plot threads were left dangling in the end).
My sister and I were big Tai/Sora fans when we were kids watching Digimon on Saturday morning. Tai and Sora were heavily pushed in the first season and the movie (one side plot in the movie involved Tai sending Sora a love letter!). And, while we didn’t see much of Sora and Tai together in the second season (mainly because all the focus was on the new group of kids), the implication was still there. But then in the final episode of season two we see a “25 years later” flash forward and Sora is married to….Matt. And Matt (the average kid who spent his teen years in a rock band) grew up to be an astronaut. What the hell!?
The pairing wouldn’t bother me as much if we had gotten any indication that Sora and Matt liked each other romantically. After all, most people don’t end up marrying the first person they ever crushed on (especially if that first crush happened at the tender age of 12). But I don’t think Sora and Matt ever exchanged words at all in season two. They were just randomly together in the end. All of the other Digidestined Kids aside from Ken and Yolei were shown with little clone children and the audience was left to guess who they married. I wish they had just gone that route with all the characters instead of deciding which couples would be canon via the scientific method of closing their eyes and throwing two darts at a picture of the cast.
In case you're wondering, here's the crazy ending in all it's WTF glory.
Day 17 - A pairing you thought would never work out, but did?
Amelia and Zelgadis (Slayers)

I was never against this ship. But at first I wasn’t keen on shipping them because it felt like more of a “pair the spares” type of thing than a genuine romance that had chemistry and was built over time like Lina and Gourry’s. But their interactions in Revolution/Evolution-R (and one of Crispin Freeman’s ad-libs in Premium) finally succeeded in winning me over.
Heck, in Revo/Evo-R, I think they have a little bit more romantic chemistry than Lina and Gourry. Maybe it’s just me, but the way Amelia apparently fell out of puppy love with him and started noticing his annoying faults (and wouldn’t hesitate to point them out) made them seem like an old married couple! It’s certainly a far cry from the coy, awkward, blushing mutual crush they had going on in the previous 3 seasons. It made Amelia come across as more mature and a better match for Zelgadis than the Amelia we met in seasons 1-3.
Day 02 - What was your very first ship?
Day 03 - A pairing that needs to happen now?
Day 04 - The pairing with the most chemistry?
Day 05 - The pairing with the least chemistry?
Day 06 - The best kiss?
Day 07- The most heartbreaking scene?
Day 08 - The pairing with the most baggage?
Day 09 - The most believable relationship?
Day 10 - Why aren't these two married in real life?
Day 11 - What is your dream pairing?
Day 12 - Who had the best wedding?
Day 13 - What is your favorite television pairing?
Day 14 - What is your favorite book pairing?
Day 15 - What is your favorite real life pairing?
Day 16 - What is the absolute worst pairing?
Day 17 - A pairing you thought would never work out, but did?
Day 18 - What is the cutest pairing?
Day 19 - A pairing you've rooted for since the beginning?
Day 20 - The "can't stand the sexual tension anymore" pairing?
Day 21 - A pairing you like and no one else understands why?
Day 22 - A pairing you hate and no one else understands why?
Day 23 - A crazy love triangle/quadrilateral that worked out great?
Day 24 - A crazy love triangle/quadrilateral that worked out badly?
Day 25 - A pairing that was/would-be adorable, but could never work out?
Day 26 - A pairing that you hated and ended up loving?
Day 27 - A pairing that you loved and ended up hating?
Day 28 - A pairing that you will never understand?
Day 29 - What ship had the best proposal?
Day 30 - Your favorite ship forever and ever and ever?