How was he going to tell Jess what he saw? He couldn't tell her that he saw her burning to a ceiling but it seemed that she's been here for a really long time.. she looked older then the last time he saw her and that really confused him. They would have to talk at some point and figure this all out but for now he was content on holding her.
"I thought I'd never see you again either Jessica." he felt tears in his eyes but he had to stop them, he didn't want Jessica to worry. He already looked like he could fall over and die because of what happened to him with the trials. He hated looking this way but he was slowly starting to feel better thanks to Castiel's and Dean's help. Seeing Jessica again it was like the first time he saw her.
He pulled away from her for a few minutes so he could get a good look at her. She was still beautiful and wondered if they could work things out again. He never got over her he still loved her. Other girls never held a candle to Jessica. "Do you want to sit for awhile and talk a bit? I'm sorry I look like this I'll explain everything." he could trust Jessica he didn't tell her before what he was and that was the biggest mistake he ever did. This time she'd be prepared with what he was and maybe even teach her some things.