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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.

#1 Hi, I’m Jenn And I Sold My First House At Only 3 Years Old

#2 My Husband’s High School Goth/Emo/Photoshop Phase Is An Untapped Goldmine

#3 Our Deaf Cattle Dog Has No Idea He Farts All The Time And Here’s Our Daughter Reacting To His Latest Burst Of Gas

#4 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

#5 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 Brother And I Took A Pony Ride At The Whaling City Festival In The 80s And The Pony Ride Operator Had Swagger

#7 My Two-Year-Old Daughter Drew A Pillow With Chalk, Then Laid Down For A Nap

#8 My Sisters And I Were Professionally Photographed With Identical Dolls In Matching Prairie Dresses

#9 Our Parents Used To Tell My Only Brother And Me That We Used To Have Another Brother Who Turned Into A Mushroom From Not Taking A Bath. Even Added Him To The Family Albums

#10 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

#11 My Great-Grandmother After Wrapping Her Skoda Around A Tree

#12 I Show My Boyfriend One Picture From My Childhood And Suddenly Reproducing With Me Is Off The Table

#13 My Grandma Has A Spatula She Uses To Move Around Completed Sections Of Her Puzzle

#15 When I Was 7, I Brought This To Show And Tell And Told My Class, ‘I Went To Africa Over The Weekend And Got To Pet A Lion.’ I Lied

#16 I Told My Dad I Wanted To Be An Ear For Halloween. He Really Came Through

#17 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

#18 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!

#19 My Wife, And The Mother Of Our Twins, Apparently Just Needed A Nap

#20 My Family’s Pet Raccoon ‘Jodi’ Circa 1986. His Favorite Food Was Strawberry Ice Cream

#21 This Was During Our Family Trip To Costa Rica

#22 I Won A Cutest Baby Award At A Local Health Foods Store And This Was The Photoshoot That I Won. Thank You, Mom And Dad

#23 My Dad And I Getting Ready For A Road Trip In The Summer Of ’86.”

#24 When My Parents Were Getting Their Portraits Taken, The Photographer Had An Idea. My Mom Wore A Tube Top And My Dad Took His Shirt Off

#25 We Wanted Our Cat To Be In The Siblings Photo

#26 My Mom’s Bed Hung From Chains, And She Had A Mini Bar For A Headboard. 1972

#27 When I Was Six I Had A George W. Bush-Themed Birthday. Disturbing? Amusing? Maybe Both

#28 Me Being An Uber Goth Teenage Posing Next To Tombstones Unknowingly Covering The ‘S’ In ‘Sweeney.’ Kind Of Ruined The Mood Of The Photo!

#29 These Are My Dad’s Baby Pictures. He Was Born An Old Man

#31 When My Son Hopped On The Bed And His Elbow Nailed Me Right On My C-Section Incision

#32 Junior High Is Hard Enough Without Your Mother Buying You A Bright Red Monogrammed Sweater With Your Initials

#33 My Daughter Kicked One Of Her Brothers In The Privates, Felt Bad After, And Wrote Him A Sorry Note With An Illustration. The Note Says ‘Sorry For Hitting You In The Jimmies!’ Take Note Of My Son’s Face In The Picture, She Was Spot-On With Her Illustration. She Was 6 Years Old

#34 My Parents On Their Wedding Day, Vancouver 1986

#35 My Husband, His Mother And Sister. My Mother-In-Law Thought She Was Being ‘Artistic.’

#36 My Beautiful Boyfriend’s School Photo When He Was A Teenager…glad I Did Not Know That Hedgehog At That Time

#37 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

#38 So My Aunt Casually Tells Me That She Once Found A Ton Of Skeletons In Her Garden

#39 My Uncle And My Dad Posing On A Nissan 300 Zx, Late 80s

#40 2nd Grade, 1985. Was I Going To Recess Or Into The Typing Pool?

#41 I Liked To Take Naps With My Plastic Potty. My Parents Told Me I Literally Carried It Into Bed And That The Plastic Potty And I Had A Special Bond

#42 Not Only Did My Dad Enlist Our Help To Take Pics Of Mom’s Butt, There’s Also An Entire Page In A Photo Album Dedicated To It Entitled, ‘Buty Call.’

#43 My Dad Hid A Camera To Find Out Why The Cats Kept Sneaking Into My Old Bedroom After I’d Left For College

#44 At Our Wedding In Qld Australia In 1993, The Photographer Took A Lot Of Photos With Our Eyes Closed But She Said It Would Be Fine Because She Could Get The Eyes Painted On Which Cost Us A Fortune. But I Guess It Was Worth It?

#45 “We Had To Wear Our Christmas Gear All Day And Stand In Line For Hours. Needless To Say, We Were Sick Of Each Other By The Time We Met Santa.” – Olivia

#46 “This Is My 2nd Grade School Picture From 1989. I Actually Still Own That Crimper.” – Lee Ann

#47 “Dad, Mom And Me Going For A Totally Safe Spin”

#48 My Senior Picture, 1984

#49 My Mom And Dad In Dc In The Late 80s

#51 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

#52 1986 In A Nutshell. Badly Done Dorothy Hamill Hair. Socks With Jelly Shoes. Dad With His Smokes In His Pocket. And Lots Of Rattan

#53 My Mall Glamour Shots From 1997 Where I Look Like A Woman Who Just Cashed Her Husband’s Life Insurance Check

#54 For My Daughter’s 12th Birthday Party, We Made Masks Of Her Obsession, George Michael, For All Of The Little Girls. Didn’t Realize How Scary It Would Look When They Pulled Them All On At The Same Time

#55 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

#56 My Sister On Her Wedding Day

#57 We Hiked A Lot In The Early 80’s, Whether I Wanted To Or Not. The Balloon Apparently Did Nothing For My Mood

#58 Holding My Mom’s Cigarette While She Zips My Coat

#59 My Younger Sister Was Taking Family Pictures For Me, And She Managed To Catch The Exact Moment That A Bug Flew In My Face!

#60 Niagara Falls, 2016. We Discovered Where Rainbows Come From

#61 For My High School Yearbook Photo, I Wanted To Stand Out. I Brought It Home And Proudly Showed My Grandma Who Broke Down Crying In A Way I Have Never Seen Before

#62 Our Loving Mother Scheduled Our Youngest Sister’s Wisdom Teeth Extraction On Her Sixteenth Birthday. Here She Is Celebrating Afterwards. Cake, Anyone?

#63 This Is A Picture Of My Grandmother, Older Brother, And My Dad. The Photo Was Taken Well Before I Was Born And I Can Guarantee This Was My Dad’s Idea

#64 My Dad (Sitting In Bench, Right) With His Rock Star Wedding Party Just Rockin’ That Hair. 1987

#65 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

#66 My Brother And His Ex Wife Separated. Afterwards, We Didn’t Have A Family Photo Without Her That Included My Son. This Was My Opa’s Solution: Cutting Out A Photo Of My Son And Pasting It Into The Family Photo That Was Taken The Year Before The Ex Came Around

#67 During Our Wedding Vows, While My Husband Promised To Love My Kids As His Own, My Kids Were Whisper-Screaming At Each Other The Whole Time

#68 This Is My Father In 1976 Setting His Perm And Taking Pepto Bismol To Help His Hangover

#69 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

#70 Classic Sugar Grill. Story Goes That I Chewed On My Bottle So Much That It Ruined My Teeth. My Neighbors Used To Chase Me Around The Yard With Pliers Saying They Were Going To Rip Out My Teeth And Sell The Silver

#71 My Grandma Made My Grandpa Match Her For My Cousin’s Wedding. We Called Them ‘The Peaches.’

#72 My Mum Wanted Me To Hold Our Cat Up To Demonstrate How Big He Is And He Is Clearly Stoked

#73 My Family Went On A Trip To Maine During The Summer And Decided To Take Family Photos. Maybe It Was Very Windy But Everyone Looks Catalog Perfect And Then…there’s Me

#74 The Year Was 1992 Or 93, The Place Olan Mills. I’m The One With Glasses, Braces And The Mushroom Cut. My Sister And I Were Wearing Matching Dresses My Grandmother Made. There Is So Much Going On In This Picture, I Don’t Even Know Where To Start…it’s Cringeworthy All Around!

#75 This Was The Gem Of My High School Senior Picture Portfolio. At The Time, The Effect Was Cutting Edge. Now I Like To Tell My Kids That I Had To Skate Really Fast To Look That Dumb

#76 Celebrating My 2-Year-Old Birthday Party In 1988, In Brazil With My Dad And His Friends. My Dad Took The Photo While His Friend Was Teaching Me An Important Life Skill

#77 We Were All So Delighted To Meet Our Little Niece, Erin

#78 This Is A School Photo Of My Older Sister From 1988. The Monstrosity Upon Her Head Is Reflected In Her Expression. The Lasers In The Background And Applique-Roses Sweatshirt Only Add To The Epic-Ness

#79 Just What Every Kid Recovering From An Elbow Reconstruction Wants: A Huge Promotional Fish From Long John Silvers Stopping By With A Care Package Of Coloring Supplies And I Can’t Remember What Else. The Early 90s Were A Strange Time

#80 Weird Al And My Mom, In A Hotel In 1985

#81 My Mom Attempted The Barbie Cake For My 8th Birthday. A Neighbor Gave Her General Instructions, And My Brother And Best Friend Were Clearly Unimpressed With The Results

#82 This Is Me In 1991

#83 My Dad Larry Opened One Of The First Cell Phone Stores In Houston Texas And Was Known As “The Cell Phone Kingpin.” I Wish You Could Have Seen The Commercial That Ran With Him On A Unicycle