Family photos can feel weird and awkward, yet they’re almost always a hoot. Let’s face it, posing with your family isn’t exactly the most natural thing, but it’s crucial to snap those memories once in a while. You’d be amazed at how quickly everyone ages – it’s like one day you’re all fresh-faced, and the next, you’re wondering who invited the wise old wizard to the party.
My family has gone decades without an awkward family photo shoot, and honestly, I kinda wish we had a yearly visual diary. Tracing our fashion disasters and hairstyle horrors would be hilarious over the years. Imagine the laughs around the dinner table, pointing at a photo and saying, “Remember when Dad thought mullets were cool?” Family photo throwbacks: embarrassing, yes, but pure comedy gold.
1. “For My Father’s 88th Birthday, We Took This Traditional Japanese Portrait Of Our Crime Syndicate Family”
2. “An Authentic Family Portrait”
3. “When Your Pocket Square Is Your Family Hamster For The Christmas Photo”
4. “My Wife Looked So Obnoxiously Thin 24 Hours After Giving Birth That I Joked That I Looked Like The One Who Had Just Given Birth. So We Decided To Swap For A Funny Photo”
5. “A Friend Had A Family Photo Taken”
6. “Family Photo Gone Wrong”
7. “I Set The Timer On The Camera And Then Fell Running To Get In The Photo. This Is My Family’s Reaction”
8. “Annual Family Photo”
9. “Channeling The Winter Of 1980. This Was Our Family’s Holiday Photo Last Year. We Need To Have A Sense Of Humor In Life And Not Take Ourselves Too Seriously”
10. “We Just Wanted A Nice Family Photo”
11. “That Family Picture Where I Had My Hand In My Pants”
12. “Yes This Is Really My Childhood Family Photo”
13. “My Hilarious Father (With The Magazine) And My Grandfather, Grandmother And Uncle At His Bar Mitzvah In 1972”
14. “We Finally Got A Family Photo That Represents Us”
15. “My Current Relationship Status: Emily”
16. “My Mom Missed A Group Photo So She Offered To Photoshop Herself In”
17. “We’re Good Parents I Swear”
18. “My Friend’s Family’s Christmas Card”
19. “My Grandparents And My Mother In The Front. 1967, Tokyo, Japan”
20. “How To Get Everyone In The Family Picture”
21. “10 Years Ago It Was Our First Family Photo, It Looked Like We Stole Someone’s Kid”
22. “Yet Another Year As The Last Unmarried In The Family”
23. “Family Photos”
24. “Go Ahead I Dare You To Show Me Your More Awkward Family Photo”
25. “Nothing But Aquanet”
26. “Nothing Says 1980’s Like My Friend’s Family Photo”
27. “This Is As 1988 As It Gets”
28. “My Family Was Not Particularly Photogenic In The 80s”
29. “For Our First Family Portrait We Told My Younger Sister To Make Sure To Not Blink, And To Smile Nice And Big. All Of The Pictures Came Out Like This”
30. “My Nephew Wasn’t Down For Our Wizard Of Oz Halloween Theme”
31. “Family Thanksgiving 1990. What A Time To Be Alive”
32. “Friend Paid To Get A Nice Family Portrait Done”
33. “Happy Halloween From Our Beautiful Family To Yours”
34. “Graduating Today From Temple University After 15 Years Of Working Full-Time And Balancing My Life. Attempted To Take A Family Photo At Graduation”
35. “Family Photo From Last Fall: We Had To Physically Restrain My Little Brother And When He Finally Got To Jump, The Photographer Caught This Gem”
When he's not doomscrolling Twitter or writing for Pleated-Jeans, Nate Armbruster writes jokes—and then tells them on stage as a stand-up comedian, where he can watch audiences (hopefully) laugh in real-time.