Timely-Profile1865 on April 23, 2026 9:30 pm Just a winning smile (when the mouth smile and eyes also smile) and the braided pig tails hair looks awesome
tailendertripe on April 23, 2026 9:39 pm Oh no. There can’t be people younger than me on this sub. That surely must be against the rules
EdoOkati on April 23, 2026 9:45 pm 1999 is old school now? 
OnePaleontologist687 on April 23, 2026 9:47 pm Nice, in less than a decade my senior pics will be eligible for old school cool! I got some bangers
The_FatGuy_Strangler on April 23, 2026 9:51 pm That’s my sister’s graduation year from HS, and I’m 2003. Damn I’m getting old.
FixedCroissant on April 23, 2026 9:56 pm This is oldschoolcool now, I feel so soooo sooooooo old. This happened, fast. Also, the braids are awesome.
ChevToTheLev on April 23, 2026 10:00 pm I don’t think if the person in the picture is 44/45 now that counts as old school. That’s just-entering-middle-aged cool
34 Comments
Just a winning smile (when the mouth smile and eyes also smile) and the braided pig tails hair looks awesome
Huh ? How old are you?
Hey mom…..how you doin’?
Oh no. There can’t be people younger than me on this sub. That surely must be against the rules
Today you made me feel old
She played field hockey
1999 is old school now?
Totally. That smile is def 90s cool. Awesome pic!
Did she play softball?
Nice, in less than a decade my senior pics will be eligible for old school cool! I got some bangers
It’s cool your mom played field hockey
Yo, I was graduated in 1999 🙌🏼
Def a female athlete.
She’s cute.
I’ll bet she was/is an Alanis Morissette fan.
fuck I am old
Jesus. 1999 is now old school cool. Fuck I’m old.
*mom’s
Kayla?
That’s my sister’s graduation year from HS, and I’m 2003. Damn I’m getting old.
Oh no… that was my senior year too
Did you say 1999? How did this happen?
Nope. Nope. Nope.
Too old for this app. Can’t handle it.
….whelp time to get me a walker I guess.
What was the joke she laughed at? Bet it was a knee slapper
::mild rage:: that was only 5 years ago
This is oldschoolcool now, I feel so soooo sooooooo old. This happened, fast. Also, the braids are awesome.
Did your mom play softball?
1999 is old now???
I can’t be that old already can I???
Me, a 99 grad. I guess I should find a nursing home now.
I don’t think if the person in the picture is 44/45 now that counts as old school. That’s just-entering-middle-aged cool
Fuck I’m old.
I… feel so old…😭