Funny Family Photos That’ll Make You Feel Awkward

Awkwardly Funny Family Photos

Take a gander at this crazy new collection of weird and funny family pics plucked straight from family picture albums around the world. From retro and vintage snaps to awkward school yearbook pics to, hell, these strange chums who just might be your neighbors, these family photos will make you glad your mom hasn’t submitted any of your goofy pics to us to post!


Even on picture day, Kevin just couldn’t even.

awkward funny school picture of sad boy, when you just can't even


Shit’s about to get real for the Swells Street Neighborhood Watch.

vintage old snap of woman with pistols at shooting range pointing them at camera


For Grandma Eunice, it was “Protect the Pin” at all cost.

old woman, grandma blocking atm machine, guarding another woman, protecting the pin number


After a long, hard day on the back 40, Cody loved nothing more than a nice warm bottle.

little boy sitting on tractor tire drinking beer


“Hello… Operator?… What’s the number for 911?…

Awkward not sexy woman posing secductively wrapped in police tape


Welcome to Happy, Happy Poopland.

Japanese family at amusement park wearing poop hats posing with poop mascot


Jenny, just hoping that someone will love her tender.

vintage snap of young, naked blonde woman covering herself with Elvis Presley records


Tammy, one spark away from a disaster of Hindenburg proportions.

vintage 1960s snap of woman smoking while getting her hair done big and being sprayed with aqua net


Aunt Helga, preparing to prove how many bottles of vodka it takes to people a table full of crawdads.

russian woman with bottle of vodka and a table covered full of crawfish


Even if he had to stay up all night, Lester was finally going to catch those “no good Connolly boys” riding their bikes on his lawn.

man with toothpicks holding his eyes open


The Happiest Place on Earth, two sizes too small.

old man on airplane wearing tight minnie mouse pants


Shredding with Ethel and Phyllis Jean.

Two grandmas with electric guitars, old ladies


Looks like somebody’s lactose intolerant.

awkward little boy making a face at woman's big boobs


When you’re hunting for Grandmas in Boca Raton, always wear the proper cammo.

awkward brother in matching floral shirts & shorts sitting on couch with same pattern


Little Henry, bound and determined to get that damn dog who stole his blanket.

awkward baby with knife pressing face against sliding glass door


This Sunday at the Yoder’s barn raising, kick back to the smooth Amish sounds of Tami & Clyde.

vintage old promo pic of 1970s country band Tami & Clyde, big hair white flashy suits


Fraternal twins Pat & Pat.

awkward old yearbook photo, girl with bad hair sideburn curls hanging don


Little Jackson, part of the Tyler family for just two weeks and already having regrets.

awkward google eyed baby face between mom & dad


As Darren will attest, mighty thunderous things come in small packages.



Another typical Tuesday night in Ottawa, eh.

Canadian woman dinner table with Labatt's blue, crown royal, proud to be Canadian


Little Mickey Gentry, checking to see if the Force is still present.

family posing with Darth Vader at Lego Land, little boy has hand in Vader's crtoch


Sadly, they never let poor Larry join in any birthday games.

vintage color snapshot of man at party standing in corner with dunce cap


Give Leona a couple of Jäger bombs, and like clockwork, her clam pops out.

Drunk woman outside of bar with clam hanging out of her dress. Big hair, bad tattoos, hammered


  1. SkyFyre January 15, 2017
    • Jimmy Joe January 16, 2017

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