Sam/Jess
From Super-wiki
Sam and Jess in 2.20 What Is and What Should Never Be
Sam/Jess het fanfiction deals with the canononical romantic relationship between Sam Winchester and Jessica Moore.
The majority of Sam/Jess fanfiction takes place during Sam's years at Stanford or in the AU of the Wish Verse of 2.20 What Is and What Should Never Be.
