Your werewolf Dean au has been… doing something to me. Asking the expert here, how many places do you think Dean would try to fit his knot
LOVE what you’ve done with the place
oh, werewolf!dean winchester would definitely try to fit his knot anywhere and everywhere.
in "normal" sex, he's 100% trying to keep the dog in him (lmao) at bay. he'll still fuck you like a feral animal, but he's able to restrain himself if he starts to get out of hand. the one thing he's never going to do to you, especially in sex, is push you too far or hurt you in any way. he'd never forgive himself for that.
but when he's in a rut and can't control himself? oh LORD. like. he's losing his damn mind because all he wants to do is fuck you. of course he's fitting his knot in any hole of yours he can. once he's more comfortable with you, and (finally) tells you that he's a werewolf, that is.
i think younger!dean would definitely have a harder time with it all, still trying to get used to be a werewolf + also very insatiable, panting as he whines "'m sorry, sweetheart; jus' hurtin' so bad," into your sweat-slick neck as he makes sure to fuck you at least twice in every hole you have.
however, with older!dean, there's more control. he's gotten used to the whole rut thing by now, and will 100% resort to masturbation if you don't want sex because of the whole knotting thing. i think he'd still have good stamina (even as an old fuck, lol), but he's got enough experience by now to know not to push it. but when you do want sex, he'll literally be balls-deep in you before you shyly tell him that he can knot you anywhere. "y'sure, sweetheart? 'cause 'm not gonna do it if you're jus' wantin' to make me feel better.." and, of course you mean it. so, he does. he fucks you in every hole (if he's got the energy + control for it), filling you up as he praises you, "so good f'me, baby. so good for lettin' me use you like this. gonna fill you up nice with my pups; as a reward."