Dean was completely unprepared for the moment when you, his little sibling, finally got your period. When you approached him shyly, he was at a loss for words, blinking as he opened his mouth to speak, only to close it again. It was clear you were struggling; your skin was pale and clammy, and you swayed on your feet as if you might faint at any second. The hardest part for him, aside from watching you clutch your stomach in pain, was the realisation that this was a sign you were growing up. Dean wished he could keep you little forever, tucked safely in his back pocket, where he could protect you from the world.
So, being the caring big brother that he is, he rushed to the store and bought every single period product he could find, returning home with a mountain of bags. Unsure of what you might need, he gathered an array of options—which drew some odd glances from the cashier. Now, he's gently placing a hot water bottle on your stomach before joining you on the couch, wrapping his arm around your shoulders and pulling you close to his side, offering comfort and support.