I'm not much of a shipper but Digimon was one of the very rare occasions where I did a lot of shipping.
In season 1/Adventures yes I had the somewhat cliche ship of Tai and Sora. What can I say? They work well together, bounce off each other very well and it was always fun seeing them talk or hangout. Looking at it now I see Tai and Sora were just really good buddies, heck Tai treated her like one of the guys. I still ship em though XD The other one which is funny. I shipped Izzy, Joe, and yes even Matt with Mimi. I know what you're thinking. "Matt and Mimi?" I don't know. Call it a crack pairing, but when I was a kid the idea of Matt and Mimi hooking up was kinda cute. Joe and Mimi spoke for itself, and Izzy and Mimi is funny. I shipped them the least of the bunch which is hilarious after hearing about Tri. I can't wait to see Tri. I didn't exactly ship T.K. and Kari in season 1, but I always found it adorable during the Machinedramon arc when T.K. and Kari were briefly talking in the sewers after her fever passed. It was short but cute. Kari's late entry sadly robbed her of memorable interactions with the cast.
In Season 2 I did ship T.K. and Kari. It was my primary ship. 1: for nostalgia of them being childhood friends/partners in crime fighting. 2: Their relationship really did blossom in 02. It was one of the few things I always looked forward too in 02. Seeing what T.K. and Kari moments I would get. This is probably my strongest ship in Digimon. I did however also ship Kari with Davis. Why? Just because Davis was such a underdog I couldn't help but root for him to one day score big with Kari. I also shipped T.K. and Yolei at one point, don't ask me why. But oddly enough never Davis and Yolei. I just considered them buddies on a lesser level of Tai and Sora. Speaking of which I guess I'll address the controversial ship. Matt and Sora. I never shipped them, but they were a cute couple in 02. I warmed up to them dating and it was great to see that. I just don't like that they married. Like really? They got married? For all the hints of Tai and Sora in the movie, Sora ends up marrying Matt? I'm cool with them dating but getting married? Still kinda weirds me out.
I didn't ship anyone really in Tamers. So onto Frontier. With only one leading lady, Zoe had pretty much all shipping to herself. Of the bunch Takuya, Koji, and JP come to mind. Zoe and Takuya felt like a more aggressive Tai and Sora relationship. Much more sass but again they jelled together very well. Zoe and Koji was the popular girl with the lone wolf ship. They had moments together that were nice. Very different then her dynamic with Takuya. Then there's Zoe and JP aka Kari and Davis 2.0. At first I didn't care for this one because it just felt like JP only liked Zoe because she was beautiful. But as Frontier rolled along, the good and the bad their relationship evolved as well. It was comic relief but at times could be taken seriously as well. So I liked their ship quite a lot. I did not ship Zoe with Tommy or Kouchi. Tommy is too young, despite the two having a good dynamic and Kouchi came too late to have a strong relationship with anyone other then Koji.
I didn't see Savers and with Xross Wars just like Tamers I didn't ship anyone really.
And those are my Digimon ships.