All I want is Jack being in a massive orgy with Mary, Rowena, Cas, Dean and of course Sam.
Him being a total untouched blushing virgin, begging for Sam to be his first and he doesn't care who comes after (◕ᴗ◕✿)
And Sam takes him, around these two Dean and Rowena, Mary and Cas get it going.
Jack will be fucked so good by Sam and then Sam will show him on Mary how to pleasure a woman right. ( ꈍᴗꈍ)
Cas and Dean doubleteam Rowena and Jack wants to have that too. He wants it from Sam and Dean, and later wants to try on Mary with Cas.
You get it. I want them to fuck each other silly and leave a big big mess. In the end all of them lie down on the blankets, it's impossible to avoid the wet spots. Sam will have Jack and Rowena in his arms, Mary will have her precious big boy Dean and the angel in her arms, coveting their foreheads in kisses.
When Mary finds out she's pregnant, there's a 50/50 chance the dad is either one of her boys or someone angelic.