Stargazing: Holy Night - Kugimiya Rie, Eri Kitamura
I don't even have to put in effort to sell today's song to everyone. Toradora! as a whole was an incredible, unforgettable anime for me, but it even featured a beautiful winter arc that deeply accentuated the character interactions.
Putting aside their differences, Aisaka Taiga and Kawashima Ami stand on the stage of their school's winter party and sing this holiday duet. It's backed by the talented voices of Kugimiya Rie and Kitamura Emi as a bonus!