Their lunch went well, filled with pleasant conversation and terrible jokes (mostly from Gabriel). The way it really ended was that Sam and Castiel wandered off somewhere to discuss folklore (Sam's hobby) and Dean walked across to the street to the park in order to sit down in the grass and enjoy some peace and quiet.

"Hey," Sam said, returning to their table where they'd enjoyed their lunch in the sunshine. "I just came back to tell you that Castiel and I are gonna go wander around the plaza a little bit. We'll be back within the hour and if you're not here, we'll meet you in the park." He leaned down to kiss Jess.

She smiled, kissing Sam. "Have fun. Please don't go and buy a ton of folklore books. You know we already have a lot back home." Jess gave him a mock stern look, while Gabriel nodded, acknowledging that he'd heard both Sam and Jess and agreed with Jess's request.

Sam shrugged, smiling. "I'll try not to." Waving, he started backing away from their table before turning around and facing where he was going, back to the spot on the sidewalk where he'd left Castiel looking a little…lost.

Gabriel scoffed, watching Sam walk away. "I don't know what you see in that guy, Jess."

"Probably the same things you do," she answered, knowing she'd throw the angel off. Jess sipped innocently from her straw when Gabriel began choking on his soda. After a minute or so, he stopped coughing and glared at her.

"What. The. Fuck."

Jess grinned at Gabriel. "I'm not wrong."

"You are as far away from right as you can possibly be at this point."

She rolled her eyes at him. "Don't lie. Lying's not a good look on you." Gabriel raised an eyebrow at her. "Seriously, Gabe. I'm gone anyways. Just tell me if you slept together or anything. Tell me you've at least broached the subject with him."

"I was playing dead for a few years. Before that, I kinda made him watch Dean die. A lot. Like, over a hundred times." Jess sighed, slapping a hand to her face. "He was going to Hell! What did you expect me to do?"

"Not make him watch his big brother die over a hundred times, especially if their dad was a dick to them." She sighed again, letting her hand drop. "This is gonna be harder that I thought it was gonna be."

"I'm not gonna get together with your boyfriend in the reality where you've been dead for years," Gabriel said, like he was tired of the implication that that situation would even happen.

Jess shrugged, leaning back into her chair. "You never know, Gabe. It could happen, even after all that you put him through concerning Dean." She frowned. "Though now that I know the situation, I see how Castiel guilt-tripped you into doing this."

It was totally worth the fries to the face if she succeeded in at least planting the idea in Gabriel's head.

Jess sat down besides Dean, leaning back onto her hands to get more comfortable. "I didn't think it was that much fun, sitting on the ground." She sighed, letting herself enjoy the day for a few moments. "So, are you gonna talk to Castiel?" The punch she received on the arm closest to Dean was not unexpected. "Come on, Dean. The two of you have barely kept your eyes off of each other since you met." Today, she added mentally.

Dean sighed, laying down on the ground. "I don't know. I just keep getting these weird flashes and impressions of things that've never happened."

"What, like deja vu?"

"Sort of," Dean replied, Jess settling on the ground next to him. "Like I've done them, I remember doing them, except that I don't really. Like, Lisa. For some bizarre reason I have this memory of her in the hospital and then Castiel coming in and doing…something." Dean frowned, furrowing his brow. "It's a little fuzzy around the edges."

Jess nodded, her own memory/dream coming to the forefront of her mind. "I get it. But, is that a bad thing or a good thing?"

He shrugged, an impressive feat when lying down. "Both, I guess. It's not like they're all one or the other. I get impressions when I look at Castiel and this warm feeling in my chest or a cold rock in the pit of my stomach. When I look at Gabe sometimes, I just wanna punch him in the face for no good reason. I look at Sammy sometimes and I'm afraid he's gonna go off and get himself high or something. And when I look at you," Dean continued, turning his head to look at her. Jess turned her head to meet his eyes, a vague notion of what he was going through running through her mind. "I feel sorry for Sam and the irresistible urge to say I love Smurfs."

She nodded again, looking back to where Gabriel was still sitting at the table. "How good are you at keeping secrets, Dean?"

Dean let out an 'eh'. "I'm normally pretty good at keeping them. What's up?"

Jess looked at Gabriel again before turning back to Dean. "I'm pretty sure that that's actually how you and I met." Dean furrowed his eyebrows, confused. "I'm pretty sure that we met when you broke into our apartment in order to get Sam to join you on a hunt."

He held up his hands. "Whoa, hold up. What does that even mean?"

She sighed, rolling over to look at Dean again. "It means, I'm pretty sure everything around us isn't real right now."

Dean sat up. "Whoa. Start from the beginning."

Jess took a deep breath. "I'm pretty sure that we're either in a pocket dimension or something because outside of here, I'm dead and you and Sam hunt the supernatural. Castiel and Gabe are angels, and Gabe's faked his own death for a few years. Anything else?"

"Mom was killed by a demon named Azazel that we knew as the Yellow-Eyed Demon for a long time. Sam and I hunted him when we couldn't find Dad." Confused, Dean looked back at the pleased look on Jess's face as she looked at him. "What the hell did I just say?"

"That was you, making a choice." Dean and Jess turned to where Gabriel was standing over them. "I mean, you kinda coerced it out of him, Jess, but that was definitely him choosing."

She stood up, slightly relieved that the archangel wasn't yelling at her for telling Dean the truth. "Wait, so does that mean that you'll send them back?"

Gabriel took a deep breath. "I think it's not only Dean's choice at this point. I think Sam and Cassie have to choose too. Besides, Dean's choice isn't over."

Dean stared at Jess and Gabriel. "What the hell?"

The archangel rolled his eyes. "God, I forgot how thick you could be, Dean-o." He pressed two fingers to Dean's head. "Alright, so, Dean, you wanna go catch up with Samsquatch and Cassie?"

The taller man nodded, standing. "Yeah. I think Sam needs to be pulled away from all of that nerdy stuff anyway. He was the one who pulled me into town."

Jess watched as Dean started walking away. "What just happened?"

"I made him forget what I said. He remembers saying the things about his parents but not what I said about his choice." Gabriel turned back to Jess, a grin on his face. "Well, I guess we should follow him to find out what Sam and Cassie say about it." She bit her lip as Gabriel turned away. "You coming?"

She hesitated for a moment. "What if they don't choose the real world?"

Gabriel looked at her sadly. "We wait until they figure it out."