What if the first time Dean and Jess met wasn't in the pilot? Dean is in the Stanford area on a hunt, and decided to pay Sam a visit and attempt to mend some bridges. Jess is glad for the chance to meet Sam's family, but she is in no mood for bullshit and she'll be damned if anyone's going to give Sam a hard time after all he went through to live his own life. (she can either be aware of The Family Business or not, author's choice)