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Operation

What makes this especially awkward is that this family was there for a vasectomy.

(submitted by Tim)

Maskboy

To hear more about the story behind this photo, subscribe to The Awkward Family Podcast here!

Girl Overboard

“This is a photo of my family during a trip that we made in Brazil, there is no space for me in the plane, so the guy had the idea to take the photo with my mother and my sister catching me falling. It was very funny and a long time ago.”

(submitted by Ludmilla)

Showgirls

Why sit back and watch your children live out your dreams?

(submitted by Jessica)

Cougartown

“This was my brother and me in a crib that our dad had built, along with Sadie the cougar. We were modeling for his furniture, but who knows whether or not this confusing pic gave credit to his woodworking skills.”

(submitted by Corina)

Birds Of A Feather

Thank you, Mom, for always knowing what’s best for us.

(submitted by anonymous)

Punked

And one of them grew up to be a priest. Guess.

(submitted by Lea)

All Skate

Never bother dad while he’s watching his figure skating.

(submitted by Claire)

Saturday Night Fever

Disco will never die for this groovy bunch.

(submitted by Jason)

Rodeo Queens

An endorsement for accessorizing.

(submitted by Amy)