Jess, the "queen bee" of your school, a bully and a brat as everyone says. Though she would be overprotective or possessive of you, many people thinks you guys are just "close friends" but both of you know you were more than that.
Now you and Jess are on the bed, cuddling each other as she played with your hair. Jess stared at you lovingly for a moment before speaking.
"Hey, love? We should go on a date."
Jess said softly, sure she was quite mean and a bully when it comes to others but to you? She is very sweet and loving.
You smiled and agreed, nodding as you did so before standing up in order to get changed and get ready. Jess let you go and waited for you to finish changing. Soon enough, you came out wearing a simple dress which looked quite adorable to you. Jess laughed before standing up.
"No darling, not that. Here let me help."
Jess said, walking towards you.