I’m sure snagging an “American Boy” was actually no problem while sporting these things. Wish I could say the same for myself.
31. Lourdes Leon
Maybe having Madonna as your mom somehow makes all aspects of puberty less difficult?
30. Danny Glover
If ever a question about wearing braces with a turtleneck and mustache, the answer is yes, my friend. Wear all three.
29. Emma Watson
Oh, totally. Me too.
28. Niall Horan
His strategy is admirable, indeed: No one will notice the braces if you sport a massive fompadour (fauxhawk and pompadour combined).
27. Willow Smith
Hop up out the bed, turn your swag on, but please be careful not to forget your retainer.
26. Thomas Sangster
Getting the shit kicked out of us by love would’ve been a lot easier if we had all looked this adorable while wearing braces.
25. Dakota Fanning
Where she temporarily lacked in teeth, she made up in enthusiasm.
24. Nicholas Cage
23. Jaden Smith
Is there anything cooler than wearing braces with a vest? Yes, many things, but the boy pulls it off.
20. Serena Williams
Beads. Just keeping adding beads.
18. Kate Hudson
Still less awkward than me in middle school; I was on my third perm at this point.
17. Prince Harry
What on earth would we have done if paparazzi had followed us around in sixth grade? Flossed more, probably. But, probably not.
13. Fantasia Barrino
Accessorizing is key, which is great because braces match everything.
12. Gwen Stefani
This shit is bananas. But in all seriousness, be sure to brush your teeth after you eat bananas.
6. Faye Dunaway
My mom had braces as an adult, so I know how you feel, Faye. Ain’t nothing gonna get in the way of you and your lipstick.
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