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Ah, awkward family pictures! Can't live with them, could definitely live without them. However, it's quite funny seeing other people dig through their archive and find gems along the way. And have we prepared a treasure trove of photos today! 

The Instagram page Awkward Family Photos has been serving the best content since 2009, entertaining their impressive collection of 1M followers in the process. This isn’t the first time we’ve covered this incredible page, so feel free to check out our previous article here. But for now, let’s dive into the nostalgia-inducing awkwardness. 

More info: Instagram | Facebook | Twitter | AwkwardFamilyPhotos.com

#2

"My Mom Was Amish In The 90s. Apparently, When This Picture Was Taken She Was In Trouble With The Church For Breaking Off Three Engagements."⁠

"My Mom Was Amish In The 90s. Apparently, When This Picture Was Taken She Was In Trouble With The Church For Breaking Off Three Engagements."⁠

awkwardfamilyphotos Report

#3

"This Old Picture Of My Great-Grandmother, Far Left, Makes It Look Like The Cameraman Just Stumbled Into A Secret Meeting Of The Grandmas..."⁠

"This Old Picture Of My Great-Grandmother, Far Left, Makes It Look Like The Cameraman Just Stumbled Into A Secret Meeting Of The Grandmas..."⁠

awkwardfamilyphotos Report

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isabellacochran avatar
Kaz_Brekker
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Imagine if they were Italian grandmas…. I can… i have those…. Mafia is real guys…..

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#4

"My Daughter’s One Year Old Picture Didn’t Go Quite As Planned..."⁠

"My Daughter’s One Year Old Picture Didn’t Go Quite As Planned..."⁠

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#5

"1984, France. The Only Picture I Have Of My Grandma And She Looks Like Grambo"

"1984, France. The Only Picture I Have Of My Grandma And She Looks Like Grambo"

awkwardfamilyphotos Report

#6

“Our Daughter Would Not Cooperate For Her Photos. She Was Doing Everything But Smiling. Here She Is 'Hulking Out'"⁠

“Our Daughter Would Not Cooperate For Her Photos. She Was Doing Everything But Smiling. Here She Is 'Hulking Out'"⁠

awkwardfamilyphotos Report

#7

“My Husband And I Decided To Compile Childhood Pictures For A Slideshow To Have At Our Wedding Reception And When Going Through His Stack Of Photos, Nothing Could Have Prepared Me For This Gem"

“My Husband And I Decided To Compile Childhood Pictures For A Slideshow To Have At Our Wedding Reception And When Going Through His Stack Of Photos, Nothing Could Have Prepared Me For This Gem"

"And to my surprise, he thought it was an awesome picture and wondered why I was laughing so hard.”⁠

awkwardfamilyphotos Report

#8

"I Really Love Those Quirky Space-Themed Family Photos. My Dog Max Was Less Than Cooperative, But We Managed To Snag This Wondrous Beauty." ⁠

"I Really Love Those Quirky Space-Themed Family Photos. My Dog Max Was Less Than Cooperative, But We Managed To Snag This Wondrous Beauty." ⁠

awkwardfamilyphotos Report

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#9

"My Dad And His Beloved Pet Duck. 1994"⁠

"My Dad And His Beloved Pet Duck. 1994"⁠

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jayhay4posh avatar
GoGoPDX
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Omg! I had a beloved pet duck when I in my early 20s.. If only I thought of getting a portrait with him. Interesting fact, he had epilepsy, but lived a good, long duck life. RIP Wade!

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#10

"This Is A Picture Of My Husband From Elementary School. His Friends Have Dubbed Him #childdwight."⁠

"This Is A Picture Of My Husband From Elementary School. His Friends Have Dubbed Him #childdwight."⁠

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#11

“My Dad Took Me To The Mall To Get Glamour Shots Done For My Tenth Birthday. I Was So Excited, This Was Everything To Me. I Turned Out To Look Like A 40-Something Real Estate Agent, And A Possible Delta Burke Twin. Designing Women, Here I Come.”⁠ ⁠

“My Dad Took Me To The Mall To Get Glamour Shots Done For My Tenth Birthday. I Was So Excited, This Was Everything To Me. I Turned Out To Look Like A 40-Something Real Estate Agent, And A Possible Delta Burke Twin. Designing Women, Here I Come.”⁠ ⁠

awkwardfamilyphotos Report

#12

"My Mom Said This Was One Of My Favorite Things To Do As A Child."⁠

"My Mom Said This Was One Of My Favorite Things To Do As A Child."⁠

awkwardfamilyphotos Report

#13

“‘I Didn’t Ask For This,’ Said Our Very Stubborn 2.5 Year Old. He Had The Same Expression In Every Photo From The Session”

“‘I Didn’t Ask For This,’ Said Our Very Stubborn 2.5 Year Old. He Had The Same Expression In Every Photo From The Session”

awkwardfamilyphotos Report

#14

"I Turned 31 In January And This School Photo Is Still The Most Professional Photo I Have Of Myself."⁠

"I Turned 31 In January And This School Photo Is Still The Most Professional Photo I Have Of Myself."⁠

awkwardfamilyphotos Report

#15

“That’s Me In The Background Unsuccessfully Trying To Get A Kite To Stay Airborne. Photo Was Taken By A Long-Time Friend Who Finds It An Effective Blackmail Tool”⁠ ⁠

“That’s Me In The Background Unsuccessfully Trying To Get A Kite To Stay Airborne. Photo Was Taken By A Long-Time Friend Who Finds It An Effective Blackmail Tool”⁠ ⁠

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emmacotanch avatar
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

You look like its your first ever attempt at being a ballarina

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#16

“My 1981 High School Yearbook Photo With Perm And Spiderman Glasses"

“My 1981 High School Yearbook Photo With Perm And Spiderman Glasses"

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#17

“We Were Doing Family Photos For My Sister’s Bat Mitzvah. The Photographer Told Us To Make Funny Faces But My Mom Took It To The Next Level…”⁠ ⁠

“We Were Doing Family Photos For My Sister’s Bat Mitzvah. The Photographer Told Us To Make Funny Faces But My Mom Took It To The Next Level…”⁠ ⁠

awkwardfamilyphotos Report

#18

“My High School Senior Photo Has Tortured Me For Years And Now I’m Owning The Embarrassment”⁠ ⁠

“My High School Senior Photo Has Tortured Me For Years And Now I’m Owning The Embarrassment”⁠ ⁠

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isabellacochran avatar
Kaz_Brekker
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Own it girl!!!!! I would DIE if o was allowed a cat in my senior photo!!

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#19

"Yes This Is Really Our 1994 Family Photo."⁠

"Yes This Is Really Our 1994 Family Photo."⁠

awkwardfamilyphotos Report

#20

“My Daughter And I Had Been Holding Hands And She Was Leaning Away From Me And Our Photographer Caught The Perfect Moment. So The Rest Of Us Are Looking Fabulous While My 2 Year Old Is Crashing Into The Pavement.”⁠ ⁠ … And Later That Day. Seriously

“My Daughter And I Had Been Holding Hands And She Was Leaning Away From Me And Our Photographer Caught The Perfect Moment. So The Rest Of Us Are Looking Fabulous While My 2 Year Old Is Crashing Into The Pavement.”⁠ ⁠ … And Later That Day. Seriously

awkwardfamilyphotos Report

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#21

"I Was Shooting Family Pics When This Local Obliviously Walked Into Frame." @studio1208⁠

"I Was Shooting Family Pics When This Local Obliviously Walked Into Frame." @studio1208⁠

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dtamburrino avatar
KittyGotClaws
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

As my co-worker would say, he's a peepee do. 'Cas his stomach hangs lower than his peepee do.

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#22

"Here's A Photo Of My Old Man Putting Out The Vibe With His 'Stache. According To Him, This Image Dates Back To August Of 1990. Roughly 9 Months Before I Was Born"⁠

"Here's A Photo Of My Old Man Putting Out The Vibe With His 'Stache. According To Him, This Image Dates Back To August Of 1990. Roughly 9 Months Before I Was Born"⁠

awkwardfamilyphotos Report

#23

"A Very Short-Lived Photo Studio Opened At The Mall Near Our House"

"A Very Short-Lived Photo Studio Opened At The Mall Near Our House"

"My brother and I begged for months to get our family photo taken there. Finally, our parents relented and our family spent a glorious evening trying a variety of poses and costumes before selecting this gem. The real highlight came with people’s reactions to the photo after we had it framed and placed over the fireplace. Because this was before the advent of Photoshop, a lot of people ACTUALLY BELIEVED THAT THIS HAD HAPPENED… even one of my brother’s girlfriends.”

awkwardfamilyphotos Report

#24

"My Parents Wedding Day, 1980s"⁠

"My Parents Wedding Day, 1980s"⁠

awkwardfamilyphotos Report

#25

"My Aunt Casually Told Me That She Once Found A Ton Of Skeletons In Her Garden."⁠

"My Aunt Casually Told Me That She Once Found A Ton Of Skeletons In Her Garden."⁠

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editor_16 avatar
Sue Denham
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

"And when you're a little older, if you ask real nice, I might tell you how they got there."

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#26

This Is The Photo My Grandmother Sent Out As Her Xmas Card In The Early 70s"

This Is The Photo My Grandmother Sent Out As Her Xmas Card In The Early 70s"

"She didn’t like my Dad’s not-smiling face so she cut out one from a different picture, pasted it in place and sent it to the printers. Note the glue on my dad’s face where grandma had attempted to affix the smiling face before it shifted during printing completely unintentionally. Still one of the funniest things ever sent to more than 200 friends and family.”⁠

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garyfrench avatar
Solidhog
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

The look on mum's face is "If I take all the money out of the bank I can do a runner and never have to do this again."

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#27

“Not Sure What Grandma And Her Friend Were Up To”

“Not Sure What Grandma And Her Friend Were Up To”

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rosjday avatar
ScarletRos
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

They look like some of the grandmas from the secret meeting earlier. This is obviously what they were discussing.

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#28

"At The Mall. I Wanted To Be Dressed Right, In Case I Saw Girls From My School"⁠

"At The Mall. I Wanted To Be Dressed Right, In Case I Saw Girls From My School"⁠

awkwardfamilyphotos Report

#29

“My Mom Had A Free Session At Olan Mills And She Said If I Went With Her, I Could Wear Whatever I Wanted And I Could ‘Ratt’ My Hair”

“My Mom Had A Free Session At Olan Mills And She Said If I Went With Her, I Could Wear Whatever I Wanted And I Could ‘Ratt’ My Hair”

awkwardfamilyphotos Report

#30

"My Dad, The Morning After Finding Out My Mom Was Pregnant With My Brother. 1982."⁠

"My Dad, The Morning After Finding Out My Mom Was Pregnant With My Brother. 1982."⁠

awkwardfamilyphotos Report

#32

“On My Daughter’s First Day School, Our Feisty Labradoodle Wanted To Be A Part Of The Action”⁠ ⁠

“On My Daughter’s First Day School, Our Feisty Labradoodle Wanted To Be A Part Of The Action”⁠ ⁠

awkwardfamilyphotos Report

#33

"Looking Through Old Photos Of Me To Use For A Slideshow At My Wedding And Came Across This One Of My 7th Birthday. I Don’t Know Why This Is Happening"⁠

"Looking Through Old Photos Of Me To Use For A Slideshow At My Wedding And Came Across This One Of My 7th Birthday. I Don’t Know Why This Is Happening"⁠

awkwardfamilyphotos Report

#34

"Are We Bad Parents?"⁠

"Are We Bad Parents?"⁠

awkwardfamilyphotos Report

#35

“In Yugoslavia We Had Very Scary Santas In The 1980s”

“In Yugoslavia We Had Very Scary Santas In The 1980s”

awkwardfamilyphotos Report

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#37

“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.”

“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.”

awkwardfamilyphotos Report

#38

"My Parents Had The Best Glamour Shots Of 1993"⁠

"My Parents Had The Best Glamour Shots Of 1993"⁠

awkwardfamilyphotos Report

#40

“This Is A Photo Of Me. And People Wonder Why I Am Afraid Of Dolls. Thank You, Mom And Dad”⁠ ⁠

“This Is A Photo Of Me. And People Wonder Why I Am Afraid Of Dolls. Thank You, Mom And Dad”⁠ ⁠

awkwardfamilyphotos Report

#41

“My Husband Spent A Good Amount Of His Childhood Years (Early To Mid 1980s) In A Children’s Hospital Where Well-Meaning Samaritans Would Go To Spread Joy And Lift Spirits.”

“My Husband Spent A Good Amount Of His Childhood Years (Early To Mid 1980s) In A Children’s Hospital Where Well-Meaning Samaritans Would Go To Spread Joy And Lift Spirits.”

awkwardfamilyphotos Report

#42

“My Wife Was The Flower Girl For Her Cousin’s Wedding And Decided To Slide Down The Railing While The Bird Seed Was Flying After The Happy Couple Was Married. This Was The Result”

“My Wife Was The Flower Girl For Her Cousin’s Wedding And Decided To Slide Down The Railing While The Bird Seed Was Flying After The Happy Couple Was Married. This Was The Result”

awkwardfamilyphotos Report

#43

"When You Have Candles, But Not The 'Right' Ones For Your Wife's 39th Birthday"⁠

"When You Have Candles, But Not The 'Right' Ones For Your Wife's 39th Birthday"⁠

awkwardfamilyphotos Report

#44

“My Sister (The Legs In The Picture) And I (The Face) Were Taking Dance Pictures And The Photographer Wanted Us To Strike Our Favorite Pose. Needless To Say, We Came Home With An Entertaining Conversation Piece!”⁠ ⁠

“My Sister (The Legs In The Picture) And I (The Face) Were Taking Dance Pictures And The Photographer Wanted Us To Strike Our Favorite Pose. Needless To Say, We Came Home With An Entertaining Conversation Piece!”⁠ ⁠

awkwardfamilyphotos Report

#45

“The Whole Family Seems To Be So Content As I Choke Off To The Side… This Is The Epitome Of My Life. No Big Deal. I Am Alive And Well Now – No Thanks To Any Of My Relatives :)”⁠ ⁠

“The Whole Family Seems To Be So Content As I Choke Off To The Side… This Is The Epitome Of My Life. No Big Deal. I Am Alive And Well Now – No Thanks To Any Of My Relatives :)”⁠ ⁠

awkwardfamilyphotos Report

#46

“He Always Posed For Photos In The Past. Maybe He Didn’t Like The Photographer.”⁠ ⁠

“He Always Posed For Photos In The Past. Maybe He Didn’t Like The Photographer.”⁠ ⁠

awkwardfamilyphotos Report

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#47

"That Time I Went To School As Humpty Dumpty For Nursery Rhyme Day, But Ended The Day Like This"⁠

"That Time I Went To School As Humpty Dumpty For Nursery Rhyme Day, But Ended The Day Like This"⁠

awkwardfamilyphotos Report

#48

"Weird Al And My Mom, In A Hotel In 1985"⁠

"Weird Al And My Mom, In A Hotel In 1985"⁠

awkwardfamilyphotos Report

#49

“Our Kids Had Experimented With A Few Different Balancing Acts And By The Time I Got My Camera Figured Out, Our Son Had Found A New Perch”⁠

“Our Kids Had Experimented With A Few Different Balancing Acts And By The Time I Got My Camera Figured Out, Our Son Had Found A New Perch”⁠

awkwardfamilyphotos Report

#50

“My Mother And Father’s Wedding Portrait. The Photographer Got A Little Creative, Which Is Why They Look Like They’re Marrying A Ghost.”⁠ ⁠

“My Mother And Father’s Wedding Portrait. The Photographer Got A Little Creative, Which Is Why They Look Like They’re Marrying A Ghost.”⁠ ⁠

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littlemonkeysuperstar avatar
Tuesday's child
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

What happened to till death do we part? This ghost is clearly not parting at death.

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Note: this post originally had 99 images. It’s been shortened to the top 50 images based on user votes.