old timey

The Dog Lifter

One of many reasons he always recommended a medium-sized dog.

(submitted by Samantha)

History Of Obedience

As long as there have been awkward family portraits, there have been awkward family pet portraits.

(submitted by Dan)

All Skate

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

(submitted by Claire)

Headfakes

This is just what people had to do before the discovery of the “headpile.”

(submitted by Garland)

Out On A Limb

Cousin Fletcher thought he was above it all.

(submitted by Linnea)

Little Horse and Buggy on the Prairie

This family takes us back to a time when road trips were even more uncomfortable.

Strung Up

Never underestimate Grandma.

(submitted by Paul)

Twilight Zone

A holiday pic that quite frankly, scares the crap out of us.

(submitted by Marissa)

Awkwardian Era

Yep, even old-timey folks did it.

(submitted by Jeff)

Black and What

Awkward noir.