As nostalgic as I feel for many time periods in my life, there is one that will always make me feel equal parts nostalgia and cringe: middle school. In this episode I throw it back to 1999, when a little 12 year old Jenna started 7th grade, to reminisce on some of the worst (and best) fashion choices, most embarrassing moments, and all the time my friends and I spent obsessing over our crushes. And of course, I finish the episode by sharing my top 5 cringiest middle school memories.