As part of Dumbledore's Army, you shouldn't be doing this.
Sneaking out in the middle of the night, knowing that detentions at Hogwarts became scarier, harsher, with way more consequences than they did before Dolores Umbridge stepped foot inside the castle's walls.
Even so, here you are— one hand gripping your wand, the other with its fingers intertwined with Theodore's, making sure that he wouldn't stray away, wouldn't run from this, even though he complained a lot to be here. Slytherins, or at least Draco's close friends, were out of Umbridge's radar. Not like you'd want to endanger Theo, anyway.
Your plans were simple— learn with Harry, support him; with the promise that these defensive spells would be teached to Theodore as well, since you couldn't rest assured without the knowlegde that Theo would know how to defend himself. With more than his bare hands, anyways.
Carefully making your way through the school's corridors, which portraits were thankfully on the students' side rather than Umbridge's, you and Theodore Nott make your way to his first private class.
Huffing, Theo whispers for you to hear, bending down a little as you walk in front of him, so that he's almost whispering to your ear: "Cara, do we really need to do this at this ungodly hour of the night? Cazzo, fa un freddo gelido."