Sam stared for a second still confused, then shook his head, "So, Katherine, right?"
"Caithrine," she corrected, "Kay-thrine."
"Um, yeah, Caithrine," He sighed frustratedly, "um, that's an interesting name." Sam said trying to sound interested, though honestly he was just trying to find something, ANYTHING, to say.
"Yeah… Can we cut the small talk," Caithrine said acidly.
"Yeah, uh, sorry. So start at the beginning? You were saying about Dean…" Sam shook his head at a loss.
"Yeah, DEAN wasn't the most responsible teenager in the world. But of course why would he need to be? He'd just be leaving in a week anyway, right? Anything that went wrong would be left far behind him before it even happened."
"Listen, chick-" Dean growled.
"Shut up," Caithrine said as if she were talking to an annoying child, tossing her glare on Dean then turning back to Sam, "Anyway like I was saying, guessing by my age Dean was about 14 at the time. My mom was 15. Beverly Hills High sound familiar?"
"Oh god, wasn't that place full of stuck up pricks! But damn, the cheerleaders were HOT." Dean said reminiscing only slightly.
"Like my mother?" Caithrine was pissed now, throwing her burning glare back on Dean, "Cassidy Blair ring a bell, dick?"
"Cassi-" Dean whispered to himself, "Cassidy – Oh God no! You have got to be kidding me! Cheerleader Cassidy Blair? Stuck up Princess Cassidy Blair? As in Captain of the BHH Celibacy Club Cassidy Blair?"
Caithrine was about to respond but Sam beat her to it, "Wait," he turned to Dean, "You banged the Captain of the Celibacy Club?"
"Yeah," Dean said shrugging.
"Do you have any idea how wrong that is?
"Well, she wa –"
"Does it matter?" Caithrine interjected.
"And then you got her knocked up?"
"Look, I did not get her knocked up – " Dean said standing and putting his arms up.
"Yes you did," Caithrne said boredly, looking at her nails.
Dean glanced at her quickly, then looked back at Sam, "Come on it just doesn't make sense!"
"Do you want me to finish the story?"
"Yes," Sam said at the said time that Dean snapped, "No."
Caithrine sighed. Sam sat back down, "Go on Caithrine."
Caithrine inhaled, shrugging and sat up, "Anyway, the two of you didn't even go to Beverly Hills when you were out there, you went to Moreno. But Dean spotted her at football game, and never took his eyes off her. He flirted with her from afar the whole game, then after the game was over made his move. Managed to drag her into the empty girls locker room, and seduce her. He slept with her two times after that before leaving without a word, leaving behind nothing but a name: Dean Winchester."