Every family has those photos — the ones so awkward or funny they were never meant to see the light of day. But some people take a different approach, boldly sharing their most embarrassing childhood and teenage snapshots online. By laughing at themselves, they turn those cringeworthy memories into a source of joy for everyone. After all, we’ve all had our awkward phases — and sharing a laugh about them makes us feel a little more connected.
1. “Glamour Shots photo from 1994. I was 8 years old (going on 45 in this pic).”
2. “6th grade was a rough year.”
3. “My boyfriend and his mom in 1992.”
4. “This is my wife’s favorite photo of me.”
5. “My dear Grandpa showed these to my fiancé the night before our holy matrimony.”
6. “Looking back to my iconic fashion choices.”
7. “Me, age 13, for 8th grade Valentine’s Dance.”
8. “My first ever school picture. I’m told it made my mother cry.”
9. “It’s 2013, 14-year-old me liked Photoshop, fedoras, and space.”
10. “My uncle being embarrassed of me trying to sip some soda in public.”
11. “My fiancée and her mom”
12. “Yes, that is my real head. No, this photo was not edited. The hairstyle is not helping me at all.”
13. “Mom asked me to model for a ‘moody’ photo shoot. Peak 7th grade me.”
14. “In honor of National Emo Day I thought I’d share my fav Rawr XD MySpace looks. The second photo is me now.”
15. “My parents made a SpongeBob costume for me out of an old TV box (2001).”
16. “Yes, that is my real forehead. Yes, I have bangs now for a reason.”
Be sure to check out our other article, where we’ve gathered touching photos that beautifully show how time is the greatest storyteller of all.