Preppy Kid Problems

I have mixed feelings about seersucker face masks 🤔 #prepkidproblem

That feeling when the club is reopening 🏌🏼‍♂️ #prepkidproblem

Real talk - is anyone in a state that has gradually reopened - what's it been like? #COVID19

Rush hour in the commute from the family office to the G&Ts on the wet bar #prepkidproblem

If you had to quarantine at a boarding school, which one would it be? #prepkidproblem

An idea for a new Instagram challenge thats really a challenge: post a picture of you in an American resort town that hasn't been ruined by new money. Go #prepkidproblem

"Logo Mania" - can't relate. #prepkidproblem

#QuarantineDiaries: day number ? : me getting dressed to go sit in the living room all day #prepkidproblem

Spring- who? When it's mid-April and you still can't put away the winter weight cashmere #prepkidproblem

Welcome back to the roaring twenties! TikTok just seems so.....common 🤔

Should we bring this profile back to life? 🙌 #prepkidproblem

No, when I say "The Hunt" it is not referring to the quest to find a significant other 😒 #prepkidproblem

Gin drop Drop top #prepkidproblem

When will a credit card exist that offers double points on liquor store purchases? #prepkidproblem

#Nantucket is my one last hope #prepkidproblem

At this point I have lost all faith in Ralph Lauren. #prepkidproblem

Spring weather has me reaching for cashmere when all I want to do is reach for seersucker #neverendingwinter #prepkidproblem

But do you actually understand my lifestyle? #prepkidproblem