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Supergirl kicked of its first season with a love triangle pretty much already in place. Kara Danvers was a pretty assistant with a sunny smile and a best friend named Winn who not-so-secretly pined after her. Then, dreamy older man James Olsen showed up to take Kara’s breath away. Luckily, Supergirl turned the traditional love triangle on its head and let the boys become pals instead of enemies, and Kara didn’t let romance ruin any of her friendships. Unfortunately for Winn, Kara and James finished the first season as more than pals while he remains in the best friend slot. According to actor Jeremy Jordan, the new status quo will be a bit tough on Winn.
I think it’s going to be little difficult for him to see basically his two best friends together. He and James are super-close now, and they all work at the same place!
Jeremy Jordan’s reveal to TVLine that Winn won't quite be over the effects of his feelings for Kara makes sense for what’s coming in Season 2. His first attempt at moving on from Kara was with a woman who turned out to be a villainess, and Kara literally just saved the world. Frankly, it would have been somewhat unbelievable if his feelings hadn’t been rekindled by recent events in their lives. The fact that Kara and James work with Winn at CatCo certainly won’t make the relationship easier for him.
Winn’s character was frequently the comic relief in Season 1, so the new normal of Kara and James as a couple will likely be played for laughs at poor Winn’s expense at points in Season 2. Hopefully, Supergirl will continue to let Winn be a great friend to both James and Kara without pushing him toward a dark destiny like that of his evil dad. Winn and Kara were at their most delightful after Winn was able to accept that Kara’s love for him was platonic, and watching Winn tease James while Barry was in town was one of the best parts of the Supergirl/Flash crossover.
Supergirl is still young, and the move to The CW may mean a long future ahead for Kara and Co. on the small screen. No TV couple ever gets a happily-ever-after right away, so fans of James and Kara should probably expect some rocky roads ahead of them. Given that the DC universe on the CW seems to love a good love triangle for main characters, we can bet that Kara/Winn will be revisited at some point in the near future. Hopefully, Supergirl won’t pull an Arrow or Flash and kill off one of the participants at the end of a season.
The CW hasn’t given an exact Fall premiere date for Season 2 of Supergirl just yet, but we do know that it will be airing on Mondays. To see what you’ll be able to watch in the meantime, check out our schedule of summer TV premiere dates. Don’t forget to take a look at our breakdown of what we know so far about Supergirl Season 2 for a peek ahead.