Join the Fun!

#2

My Wife Looked Like A 60-Year-Old Woman As A Child

Final score:

242points

POST

Cordelia 7 years ago

Lol 😂😂

16points

#3

21 Years Ago, My Girlfriend Was Dustin From 'Stranger Things'

Final score:

210points

POST

Dani Donovan 7 years ago

They’re both so cute!

30points

#4

With Permission: My Husband's 2003 Homecoming Photo

Final score:

184points

POST

June Pixeld 7 years ago

The fishnets .

50points

#5

Finally Convinced My Girlfriend To Let Me Upload This

Final score:

181points

POST

just a thought ! 7 years ago

Puberty hit her like a truck !

52points

#6

My Wife Was A 40-Year-Old Receptionist In 4th Grade

Final score:

180points

POST

ImAmazingAndUsedToBeNotOnfire 7 years ago

she looks like the the principal at my old school!

12points

#7

Permission Has Finally Been Granted To Share My Wife's Glorious Childhood Perm/Greatest Soccer Picture Of All Time

Final score:

166points

POST

Lilitha De Tempscire 7 years ago

She looks like a small Hermione Granger. So sweet. :)

53points

#8

I Present You My Husband

Final score:

149points

POST

CatShatBrix 7 years ago

Multitasking!

7points

#9

My Husband's 1999 Senior Photos

Final score:

142points

POST

Neeraj Jha 7 years ago

needless to say that he wooed you over with the third one.

40points

#10

Boyfriend In 8th Grade, Sporting A Mullet/bowl Cut

Final score:

132points

POST

KK 7 years ago

And the shadow of a moustache :D

41points

#11

My Girlfriend Was A Pretty Badass Child

Final score:

114points

POST

Zori the degu 7 years ago

"The girl in the pink boots, her riffle and her hunting cat" would be an appropriate title if she ever writes an autobiographical book. And I'm not even trying to be sarcastic, her early life must've been really interesting, if she has such cool photos from then.

27points

#12

This Is My Wife, The 60-Year-Old-Girl, One Year Before The Original Photo

Final score:

114points

POST

Allie Aiello 7 years ago

She looks even older 😂😂

15points

#13

My Wife Was Destined For The NBA

Final score:

111points

POST

June Pixeld 7 years ago

Kids may be cruel but watching this as an adult all i can think is she loooks so happy and proud

35points

#14

My Husband On His Second Birthday (Or Third?). Drunk On Chocolate

Final score:

111points

POST

June Pixeld 7 years ago

Phew .thank god it's chocolate.

27points

#15

Found This Picture Of My Girlfriend When She Was 8 Watching A Pinata Burst Open. May We All Know Such Joy In Our Lives

Final score:

110points

POST

Cherie O 7 years ago

Awww, nice caption!

17points

#16

My Wife: Pilgrim, Futurist, Fabulous (1987)

Final score:

106points

POST

Connie Martin 7 years ago

All-time winning caption

21points

#17

My Husband, On The Left, And His Best Friend, 1999. Aren't They Precious?

Final score:

106points

POST

JJ 7 years ago

Real Bad A*s... especially with all of his stuffed animals in the background

85points

#18

I Present To You My Husband's Old School Photo

Final score:

101points

POST

Jenna Haak 7 years ago

Umm... It looks very... Special!

22points

#19

Someone Suggested I X-Post This Here. April 10th Is My Boyfriends Birthday. Please Help Me Commemorate This Glorious Occasion With This Wonderful Photo Of Him During One Of His "Awkward Years"

Final score:

97points

POST

Lisbeth Lopez 7 years ago

"This isn't a phase mom" Phase

44points

#20

I Found This Picture Of My Boyfriend, He Said It Was From "When He Was 13 And Trying To Look Cool"

Final score:

95points

POST

CatShatBrix 7 years ago

Well, it worked!

19points

#21

Found This Picture Of My Girlfriend As A Kid

Final score:

89points

POST

Monika 7 years ago

this is cool

26points

#22

Husband Left His Account Logged In, Here Are Some Super Awkward Pictures Of Him As A Kid

Final score:

86points

POST

Cherie O 7 years ago

Your husband will ALWAYS log himself out after this! LOL

18points

#23

My Boyfriend Tried To Be "Gothic" Once In 6th Grade. Check Out The Furby Collection

Final score:

83points

POST

Cherie O 7 years ago

bahahaha...furbys in the background...that is awesome!

13points

#24

My Husband Found A Picture Of Me In Grade School

Final score:

74points

POST

ADHORTATOR 7 years ago

By the power of Grayskull!

16points

#25

Husband's Senior Picture, 2002

Final score:

69points

POST

Kjorn 7 years ago

this is boys band picture material

32points

#26

My Boyfriend Said I Looked Like A Baby Hulk Hogan

Final score:

69points

POST

Cyn Albarn 7 years ago

Yes you did 😂😂😂

23points

#27

My Girlfriend Was In Band In High School

Final score:

68points

POST

Kjorn 7 years ago

This one time in band camp...

5points

#28

My Boyfriend Of Three Years Finally Decided To Show Me His Baby Picture. 1982

Final score:

67points

POST

Zori the degu 7 years ago

His spirit animal could be a basset hound.

12points

#29

My Wife Was Barb From Stranger Things In The 70's And 80's

Final score:

66points

POST

Cherie O 7 years ago

Bring Barb back!!!!

9points

#30

My Girlfriend. Be Careful, She's Really Edgy

Final score:

65points

POST

JV 7 years ago

That's not awkward, that's cool. I wish I looked like that when I was a teen.

21points

#31

My Friend's Husband ~20 Years Ago

Final score:

56points

POST

Cherie O 7 years ago

Those photos with the dreamy closeup shot NEEDS to make a return!! Along with the laser lights.

8points

#32

I Stumbled Upon My Wife's Old Photos. This Was 1999. Not 1989

Final score:

55points

POST

Kjorn 7 years ago

are your sure? because it's damn well look like 1989 :-)

7points

#33

My Boyfriend, Getting All The Ladies Since 7th Grade

Final score:

54points

POST

Wombat34 7 years ago

only because they think he's a lesbian

1point

#34

My Girlfriend Listening To Her Favorite Song, "When Doves Cry," On Her Walkman, Circa 1986

Final score:

53points

POST

ugaas wiilhoog 7 years ago

Simply adorable nothing awkward about this picture.

2points

#35

My Husband Told Me If I Ever Showed Anyone This Picture Of Him On Stage At A Startrek Convention When He Was 8-Year-Old, He Would Divorce Me. I'm So Calling His Bluff... Enjoy

Final score:

52points

POST

Kjorn 7 years ago

are you still with him now? be carefull for his payback

8points

#36

Found This Gem Of My Wife At My In-Law's House The Other Day And Immediately Thought To Myself, "Holy Shit. I Married Froggy"

Final score:

51points

POST

Nini Boo 7 years ago

Hagahahhaha

1point

#37

My Sexy Girlfriend Wanted So Share This Special Moment With You. Love From 1992

Final score:

51points

POST

Socially Awkward 7 years ago

She was pretty cute!

8points

#38

My Boyfriend In A Sequined Teenage Mutant Ninja Turtle Costume On Ice Skates

Final score:

51points

POST

Connie Martin 7 years ago

Awesome

4points

#39

My Wife Dug This Up And Posted It To Everyone I Know For My Birthday. I Went 25 Years Without Jesus Comments And Jokes About This. Thanks Honey

Final score:

47points

POST

Joe Dad 7 years ago

Dear Jesus, have mercy...

1point

#40

My Wife And Her Then Boyfriend In The 80's

Final score:

46points

POST

Mama Panda 7 years ago

Flock of Seagulls, eat your heart out!

2points

#41

My Girlfriend And Her Sister, Circa 1991

Final score:

46points

POST

Erika Jones 7 years ago

OMG, crimped hair! An off-the shoulder blouse! And one of those circular decorative pins on her shoulder strap. This brings back memories...

6points

#42

My Husband's School Picture 1985

Final score:

44points

POST

Zori the degu 7 years ago

He was actually cute even though his glasses were strange.

14points

#43

One Of The Best Things About Christmas Is Visiting Your Boyfriend's Parents And Going Through His Childhood Photos

Final score:

44points

POST

Zori the degu 7 years ago

I'm struggling to think of a villain of whom he used to remind... Perhaps they photographed... No, those eyes, he looks like the Emperor from Star Wars.

4points

#44

My Sister's Boyfriend Went Through A Pretty Bad Phase

Final score:

44points

POST

Doggo 7 years ago

IS THAT DRAKE BELL

30points

#45

My Boyfriend, Graciously Letting Me Share What He Unleashed In 1996

Final score:

44points

POST

KT Trondsen 7 years ago

oh my god the mesh shirt......

4points

#46

I Keep This Around To Remind Myself Of The Boy I Once Was. Also My Girlfriend Loves It For Laughs

Final score:

43points

POST

KK 7 years ago

You can see his reflection in the glass :D

9points

#47

My Wife Would Kill Me If She Found I Uploaded A Picture Of Her From Kindergarten

Final score:

42points

POST

Kjorn 7 years ago

she was a cute little girl

11points

#48

Found This Picture Of My Girlfriend And Her Little Sister Today

Final score:

41points

POST

Kjorn 7 years ago

pretty sure she look at her the same way today too :-)

8points

#49

My Wife At Age 11 (1980)

Final score:

40points

POST

KK 7 years ago

What is it with those glasses? They make every kid look like their grandparent.

16points

#50

Seven Year Old Photo Of My Boyfriend When He Was A Cringy Teenager

Final score:

38points

POST

Thomas Kolev 7 years ago

So edgy.

5points

#51

My Wife Loved Aaron Carter (2002)

Final score:

34points

POST

Kjorn 7 years ago

must be ashamed of it now. We are all ashamed of what we loved when we were Young :-)

5points

#52

The 90's Were Not Kind To My Wife

Final score:

34points

POST

Cherie O 7 years ago

Mom jeans were all we could get back then!! Not her fault!

7points

#53

This Would Be My Boyfriend When He Was In High School

Final score:

34points

POST

Stella Rose 7 years ago

looks like a nice guy

9points

#54

My Wife's Hip-Hop Dance Performance In The Early 90's

Final score:

33points

POST

UnicornGurl 7 years ago

#Fabulous

5points

#55

With His Permission I Give You My Boyfriend In 2009. Ultimate Scene Kid Look

Final score:

33points

POST

Neeraj Jha 7 years ago

For a sec, I thought they all are wearing black face mask.

32points

#56

My Mother-In-Law Made My Husband Do Dance For Many Years

Final score:

32points

POST

Cordelia 7 years ago

Nice pink ruffles....

5points

#57

My Husband And His Scooter. Around 1999/2000

Final score:

30points

POST

Steffi Eff 7 years ago

Am I the only one to google 'Austin 3:16'?

1point

#58

Ladies And Gentleman, My Husband. And This Is After I First Met Him

Final score:

29points

POST

KK 7 years ago

Indiana Jones and the abandoned office building down the street.

26points

#59

My Wife Circa 1991

Final score:

28points

POST

Kjorn 7 years ago

who's the girl holding your wife?

29points

#60

My Wife She Showed Me Her Old Yearbook Photo

Final score:

28points

POST

Wombat34 7 years ago

there's a lot of these

-1point

#61

My Girlfriend Let Me Share Her Blunder That Her Friend Found

Final score:

25points

POST

Amina Hays 7 years ago

When I was 14, I wore a studded dog collar to school. People would ask where I bought it from (this was 1996) and I said a pet shop. They were always so surprised but where else would I get one from?

7points