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39 Wholesomely Hilarious Family Pictures That Are Just So Awkward (New Pics)
Article created by: Ilona Baliūnaitė
Let’s talk about photos! Nowadays, people capture every moment, whether big or small, in their lives. It begins with the special occasions they share with family, moments they want to remember when they look at these photographs in the future. Some photos are posed, while others are taken spontaneously. Then, there are all those snapshots taken for various reasons that often end up unused but consume a significant portion of our smartphone storage.
Today, we'd like to focus on a category of photos that encompass a wide range of moments - both staged and candid, taken without warning, resulting in humorous images. Awkward Family Photos is dedicated to curating the best images where the photographer has managed to capture hilarious family portraits. Some of these shots haven't aged well and look cringe-worthy today. On the other hand, others freeze time in the most awkward of moments, earning their place in the selection of images we've prepared for you today.
For more insights into family photos, we reached out to Ian Weldon, a British photographer who specializes in documenting weddings in a very original way. To learn more, scroll down and read our interview.
This post may include affiliate links.
#1
Our Deaf Cattle Dog Has No Idea He Farts All The Time And Here's Our Daughter Reacting To His Latest Burst Of Gas
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#2
This Picture Was Taken At My Daughter’s Preschool. I Think The Photographer Thought Having Her Hold A Flower Would Make For A Really Cute And Innocent Picture
#6
My Great-Grandmother After Wrapping Her Skoda Around A Tree
#7
These Are My Dad’s Baby Pictures. He Was Born An Old Man
#9
My Sister On Her Wedding Day
#10
I Show My Boyfriend One Picture From My Childhood And Suddenly Reproducing With Me Is Off The Table
Mark (it/urgh) 9 months ago
That's ok, if your hair looked like that when you were a child, you're wayy too old to reproduce now anyway.
#11
My Mall Glamour Shots From 1997 Where I Look Like A Woman Who Just Cashed Her Husband’s Life Insurance Check
#13
My Sisters And I Were Professionally Photographed With Identical Dolls In Matching Prairie Dresses
#18
We Didn’t Have Much Money In 1977 But That Didn’t Stop Mom From Giving Us Our Wish To Be C3p0 And R2-D2 That Halloween
#19
This Is How I Found My Husband And Son After A Diaper Change. Neither Was Aware Anything Was Amiss. It Still Makes Me Laugh 10 Years Later
#20
My Great-Grandmother Worked For A Photography Studio In The 80’s. She Was Watching Us One Day And Decided To Surprise My Mother With Professional Photos Of The Three Of Us
This gem was one of the pictures. It’s safe to say that my mother never put this one in a photo frame and it’s the center of family laughter when we bring out the photo albums around the holidays. I love how my sisters look so cute in the corner of the photo while I am in a food coma floating in the sky
#21
My Brother And I Took A Pony Ride At The Whaling City Festival In The 80s And The Pony Ride Operator Had Swagger
#22
My Halloween Costume In 1992: Spaghetti And Clam Sauce. There’s A Big Plexiglass Fork On The Side Sticking Up. My Dad Dribbled Real Clam Juice All Over Me So No One Would Get Too Close At The Middle School Dance
#23
This Was My Christening, June 1971. I’m The Baby Obviously, My Godmother Is Holding Me, My Parents Are Next To Her. Their Hideous Outfits Aren’t The “Awkward” Part Of This Photo. In The Background, My Grandmother Is Pulling My Sister’s Hair While My Brother Is Recovering From A Smack! All Of This Right On The Front Steps Of A Church
#24
This Is The Epic 1984 Egg Hunt Fight On My Aunt And Uncle’s Front Lawn In Long Beach, Ca Between Me And My Brother
#25
My Dad (Sitting In Bench, Right) With His Rock Star Wedding Party Just Rockin’ That Hair. 1987
#26
Me Being An Uber Goth Teenage Posing Next To Tombstones Unknowingly Covering The ‘S’ In ‘Sweeney.’ Kind Of Ruined The Mood Of The Photo!
#27
My Husband’s 6 Sisters. I Believe They Were Going For A Serious Pose, A ‘Sears Sophisticated’ Style
#28
This Is A Photo Of My Daughter And Her Father Riding The Tennessee Tornado Roller Coaster At Dollywood. When We Saw The Photo At The Sales Kiosk, We Laughed So Hard We Just Had To Buy It!
#29
Here’s My Mom And Dad In September 1970. This Was Always My Favorite Photo From Their Wedding Because It’s Just So Cornball. You Have To Give Credit To The Photographer For The Picture Of My Dad In The TV. This Was Years Before Photoshop, So I’m Not Sure How The Heck He Pulled This Trick Off
#30
My School Photo From The 80s. My Mullet Was Fashioned After The 1982 Happy Birthday Barbie And My Glasses Are Decorated With Decals Picked Out From The Decal Book At The Optical Shop
#32
My Younger Sister Was Taking Family Pictures For Me, And She Managed To Catch The Exact Moment That A Bug Flew In My Face!
#33
This Is My Pre-School Picture. I Had A Fit And Would Not Get My Picture Taken Unless I Could Put My Belt On My Head. So My Mom Did What She Had To Do
#36
This Miraculous Photo Is Of My Darling Dear Mother, In The 80’s, With What Is Obviously A Cutout Of The Great Thomas Sullivan Magnum. The Best Part Of This Photo Is The Glasses, But, The Second Best Part Is The Fact That My Mom Refuses To Admit That It Is A Cutout
#37
My Beautiful Boyfriend’s School Photo When He Was A Teenager…glad I Did Not Know That Hedgehog At That Time
#38
My Son Made A Nice Little Mother’s Day Booklet For Me When He Was In Grade One. I Must Have Been Having A Rough Month
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