Let me start off by saying that I’m sure everyone my age has pictures like these. I laugh as I look through my picture albums because before digital cameras, you just had to point and shoot. No one knew until you got the pictures developed if you were smiling or had your eyes closed. So the unphotogenic among us (like me) really struggled before picture technology progressed. Add in some questionable 90’s fashion choices and some of the pictures are a real doozy.

So let’s start with an easy one.

This was my first day of preschool and despite the prominent placement of my school branded bag, I was not paid to model for them. I think I would honestly dress Mac in this outfit. Floral overalls (Although why anyone thinks elastic at your ankles is a good look is beyond me), a cap-sleeved pink shirt, and some white mary janes. Cute.