23 Awkwardly Funny Family Photos

Cherished Memories:

Funny Family Photos Too Weird for Words

1980s High School piyearbok picture: Dude with big hair, mullet in Batman shirt

 

In Whitney’s defense, she thought it would help the herd produce more milk. Unfortunately, no one bothered to tell her they were beef cattle.

funny awkward family photos: girl flashing her boobs at cows

 

Teddy “The Turtle” Thompson. A spray tan so bright, ya gotta wear shades.

funny awkward family photos: bad spray tan photoshopped nose realtor

 

“Hi, Teddy.”

funny awkward family photos: 1980s family portrait sunglasses polka dots

 

Phyllis Jean, not believing one iota of the cockamamy bull dookie her sister Evelyn is bantering about.

funny awkward family photos: old woman drinking and smoking in backyard

 

Little Henry Lee, the first person on public record known to proclaim, “WTF!”

Vintage family portrait, creepy family, creepy baby

 

Wash the gator night at Great Uncle Cy’s.

vintage snap, man washing alligator in living room next to wood stove

 

Here comes Peter Cottontail, literally.

funny awkward family photos: crossdressing man easter bunny easter S & M

 

“Having fun, dad?” asked Colin. “Shoot me now.” dad replied.

funny awkward family photos: dad and son on amusement park ride

 

To the dismay of his parents, little Tommy X would grow to have a fondness for Celine Dion.

funny awkward family photos: 1980s family portrait, punks and baby, plan mills

 

Suddenly, Robert was crushed by a lonely, cold, harsh wave of inferiority.

funny awkward family photos: man looking sadly at giant carrot, feeling inferior

 ;

Francine vowed never to be late for Bingo ever again.

funny awkward family photos: grandma on motorcycle side car

 

Ahhh, springtime in Kentucky.

redneck vehicles; Convertible pickup truck on highway

 

Traynesha in her 4-leafed clover dress. Feeling lucky anyone?

Funny wardrobe fashion fails : woman with slits in dress 4 leafed clover look

 

Todd’s 11th birthday party just hit warp speed.

Funny awkward family photos: kids jacked up on energy drinks

 

Before Tiffany downed that last shot of Jägermeister, she raised a toast to her goal for the evening “to get a pole in my panties.” …Mission unaccomplished.

funny pics, drunk girl passed out and her clothes stuck on over street post

 

Ohhhhh… that’s why Costco was out of Ramen Noodles.

funny awkward family photos: man with huge white hair, brillo, ramen noodle head

 

After their numerous suggestion box requests to remove strained peas from the Shady Acres weekly dinner menu were denied, Frank and Leona decided to take matters into their own hands.

Funny awkward family photos: Grandma & Grandpa with guns

 

“Move aside, ladies. I’ve spied a hard target waiting in the wading pool.”

Funny awkward family photos. 2 woman posing for camera, little boy with hand down his pants

 

Another Tuesday night full of “come hither” looks from Aunt Donna.
Vintage snap: woman with big hair drinking & smoking, "I'm drunk what's your excuse" shirt

 

After years of searching, Ted finally found the Happiest Place on Earth.

Mardis Gras, women with Minnie Mouse faces on their boobs. Awkward funny fix

 

Happy Easter from creepy Uncle Buddy.
funny awkward family photos: creepy naked bunny man

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