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I'm passing away from my cramps right now so let me just make it known that Stiles would be the best cuddler when his girlfriend is on her period.
We all know that he gives great hugs and loves to snuggle, but his attention to detail really shines when his girl is in pain. He knows exactly what to do to help depending on what kind of pain she's in.
If her cramps are in front, right by her belly button, he'll lay behind her curled-up form, gently placing his hand on the affected area, which acts as a biological heating pad of sorts.
In the opposite scenario, where her cramps creep to her lower back (literally me right now), he'll let her bury her face into his chest while his arms wrap around her to allow his fingers to carefully massage those tender muscles.
He will happily stay there for as long as she wants and needs, or move so she can switch to a different position. He doesn't mind, only wanting her to be as comfortable as humanly possible, despite all the"disrespect", as Stiles would say, her body is giving her.
Anyway, the moral of the story is that the boy knows how to take care of his girl, and boy oh boy do I wish that I was that girl right now.