Sam had liked...loved you for a while now and Dean knew it.

You are just sitting on your bed, scrolling on your phone as Sam walks up to you, you put your phone away and straighten but then Dean does something...like always.

Dean pushes Sam in his back, just enough so Sam is laying on top of you. Dean lays some condoms on the bedside table and says before leaving the motel room "have fun you two...and use protection".

You both know that its typically Dean behavior but both of you are as red as a tomato.— Sam has his hands on both of your sides, basically trapping you even if he doesn't notice it.