It had started out like any other day. You had woken up in your dorm room at Whitmore College which you shared with Elena, Caroline, and Bonnie, and headed to your early morning Spanish class.
Of course, no day was ever normal in your life, and so within the next twelve hours you had found yourself in a 1994 reflection of Mystic Falls with your favorite person, Bonnie, and your not so favorite person, Damon.
You three had been wandering through the supermarket together when you took a detour through to the cereal aisle. You had wandered around, marveling at the boxes for Wheaties with the best athletes of the 90's on them when a voice came from behind you, startling you.
"Well, hello there gorgeous."
You whipped around to see a tall, brunette man with a smirk the size of Damon's ego eyeing you, waving the fingers of his right hand.
"Whew," he whistled, "aren't you a sight for sore eyes."
"I'm sorry, who are you?" you demanded, crossing your arms and squinting at him.
"Oh hey! I probably should have introduced myself before I called you gorgeous-which you are- but anyways, I'm Kai!"
"(Y/N)", you told him, uncrossing your arms and walking closer to him.
"Where the hell am I?"
"You, my pretty friend, are in my own personal hell created specifically for me by my father when I tried to kill a significant portion of my family. Hey! You've got nice legs."
You re-crossed your arms (God, did you trust him or not?) and regarded him with a level stare.
"Are you going to kill me?"
"And hurt those beautiful eyes? Of course not, (Y/N)! I want to be your friend."
Through the eyebrow waggling and growing smirk, you were pretty sure you knew what he meant by friend.
"(Y/N)? You there?" Damon called out, turning his cart into your aisle and stopping dead when he saw Kai.
"Who's this Victoria's Secret for men looking guy? Come on, (Y/N). Get away from the creep," he admonished you.
"Kai's not a creep!" You reassured him, smiling brightly. "He's our friend."
"Ah, ah, ah, (Y/N), I said I was your friend. Present company is excluded."
As it turned out, you were able to convince Kai to take all of you to the Salvatore boarding house.
For a while, you settled into a routine. You'd meet Kai at some empty cafe for breakfast and he'd greet you with some variant of "hello beautiful", you'd roll your eyes, you'd eat together. You'd go your separate ways, do your thing, and try not to squeal like a schoolgirl with a crush whenever Kai so much as looked at you.
It all came to a head three months into your time in the prison world. You had already had breakfast with Kai, but he followed you around the entire day anyways. He asked questions nonstop and finally you found an excuse to kiss him.
"Shut up, Kai," you told him, and grabbed the front of his shirt and kissed him desperately.
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