Dating In Highschool To Real Life Love Situations I was 16 years old in the fall of my sophomore year in high school when I first experienced living with love, or the idea of it. How I went from merely dating in highschool to real life love situations. Everyone had just returned to school from a nice long summer vacation. It was fun to see everyone back together again for another year of school. Everyone was so excited to be back, but also anxious to finish our last two years of high school and leave this small town living. It really surprised me how many of my girlfriends returned