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Rated:  Sorta Mortifying
By: tom
Actually, the square knit tie is hot. Sort of.
Rated: Most Mortifying
By: nick
This reminds us that even amidst the existential nightmare of early adolescence there really is a chance for John Hughes-esque redemption.
Rated: Okay, Now You're Starting to Scare Me
By: Sr. Mortified
Hm. I didn't know that Alex P. Keaton went to prom with Blair Warner.
Rated: Sorta Mortifying
By: miranda
Not so mortifying. It looks like you snagged a hot, older chick. Although for a second I did think it was your mom...
Rated: Most Mortifying
By: Lisa
You win!
Rated: Most Mortifying
By: margo
Nick: this ain't John Hughes, buddy, this is John WATERS!
Rated: Most Mortifying
By: Erica L
Q: Does that dress warrant satin gloves? A: If they are navy blue, yes.
Rated: Most Mortifying
By: PJ
Wait, you went to Homecoming with your BABYSITTER? Dude, good job!
Rated: Seek Therapy
By: Korbot
I think you may have "Pushed It" a little too far.
Rated: Seek Therapy
By: 5339
i'm scarred for life!
Rated: Most Mortifying
By: nevermind
I think it IS his mom
Rated: Sorta Mortifying
By: vermouth
Wow somebody's robbing the grave. Just remember, its 1987 and MacGyver will come and tie your ass up with rubber bands and tire treads if you try anything
Rated: Sorta Mortifying
By: miles monroe
why is she wearing garden gloves?
Rated: Seek Therapy
By: Monroe Ficus
She's also standing about a foot away from you and has her arm slung over you like you're a piece of furniture.
Rated: Seek Therapy
By: John
What school administrator thought that "Push It" was a wise and appropriate theme?
Salt N' Pepa's here!
Rated: Sorta Mortifying
By: Truly Outrageous
This is awesome... not only are both of the outfits priceless, but that girl has a look on her face like she lost a bet.
Rated: Seek Therapy
By: Robyn
Sweet!!!! You win!!
Rated: Sorta Mortifying
By: Jack
He: "Score! Score! Score!" She: "I've covered every possible patch of skin. I hope he gets the hint."
Rated: Most Mortifying
By: Nightowl
Did she at least use the gloves to cover her hand while giving your pre-pubertiy weiner a hand job, she has the look like she forgot to wear panties under that dress too - Geeky ass - you didnt even score did you?
Rated: Seek Therapy
By: ricky
thank you. i hope you slow your lexus down when driving past her single wide so she can think about how things could have been just a little different if only . . .
Rated: Seek Therapy
By: kerri
i love it
Rated: Most Mortifying
By: Catherine
You know, I feel more sorry for her than for you. The GLOVES, man, THE GLOVES! And the expression on her face! Damn.
Rated: Okay, Now You're Starting to Scare Me
By: galeforcewind
Ok, is that just a shoulderpad or does she actually have a hump on her right shoulder? No wonder she went with you, she's too hot by 1986 standards to be with you otherwise.
Rated: Sorta Mortifying
By: 5339
girl:WHY???!!!
Rated: Most Mortifying
By: piglet
This picture kicks ASS.
Rated: Okay, Now You're Starting to Scare Me
By: MG
I don't think she was just "looking somewhere else," unless there was something really fascinating on the gym ceiling. And rolling one's eyes during photographic evidence says it all, doesn't it? You're better off, Josh.
Rated: Sorta Mortifying
By: simul
You know, most girls at this age really are bigger than the guys. It is no coincidence that if the traditional jr. high dance pose is assumed, the girl puts her arms on the guy's shoulders and not vice versa!
Rated: Seek Therapy
By: Johnnie Cochran
If the gloves doesn't fit, you must acquit!
Rated: Seek Therapy
By: jeni-penny
a young boy and a tranny? this picture reeks of capitol hill!!
Rated: Seek Therapy
By: TxJeepGirl
Are those stains on the picture?? Dare I ask?
Rated: Most Mortifying
By: Lame Name
This is one of the best pictures I've ever seen anywhere in the world. I can't stop laughing.
Rated: Most Mortifying
By: ckickenhawk
This is the best thing I've ever seen! That chick looks like a way too cool for school, smoking in the bathroom, wants to do Metallica kinda chick who just moved to town and got asked out by you. Oh yeah, and she has a fifth in her purse. You are just too freakin cute.
Rated: Most Mortifying
By: jen
You poor thing. From the looks of her body language, it looks like you were knee-deep in the "friend zone" with her.
Rated: Seek Therapy
By: E
wow
Rated: Okay, Now You're Starting to Scare Me
By: mh
OMG You took Molly Ringwald to homecoming!?!
Rated: Sorta Mortifying
By: hre
Dude, you're sooooo much better than her. Then, and "like, totally" now. Call her. A hundred bucks says her life sucks and she looks at this same picture sometimes with a totally different attitude!
Rated: Most Mortifying
By: SMW
Sheena Easton dates the chess club
Rated: Most Mortifying
By: Edward-Wong
I second this
Hm. I didn't know that Alex P. Keaton went to prom with Blair Warner.
Rated: Okay, Now You're Starting to Scare Me
By: b3tti3
oh, of course this girls name was jenny sweet. the hot girls always have the best names.
Rated: Most Mortifying
By: me
I want to know more about the person that actually designed that friggin dress...
Rated: Least Mortifying
By: sparta girl
8675309
Rated: Most Mortifying
By: trish
Oh the memories.
Rated: Most Mortifying
By: trish
Oh the memories.
Rated: Most Mortifying
By: Gina
it made me laugh out loud. your comments made the post even funnier. But you were a pimp for getting her.
Rated: Seek Therapy
By: Sonya
Yikes
Rated: Sorta Mortifying
By: Andi
That's not that bad-did you at least have a good time?
Rated: Sorta Mortifying
By: wahine
what is up with her gloves? was i out that day?
Rated: Seek Therapy
By: Trannyspotter
Man. She's HUGE. Creepy big. Sure she wasn't a he?
Rated: Seek Therapy
By: me
he's so tiny.
Rated: Okay, Now You're Starting to Scare Me
By: kels
The boy is absolutely adorable! However I have no idea as to what that girl was thinking!
Rated: Seek Therapy
By: Dirty Knees
I can't help but wonder if she's wearing leg warmers and ankle boots too. Dude, I hope you had a better prom date.
Rated: Most Mortifying
By: moi
HA HA HA HA HA Ha HA HA HA HA Ha HA HA HA HA HA HA Ha HA HA HA HA Ha HAHA HA HA HA HA Ha HA HA HA HA Ha HAHA HA HA HA HA Ha HA HA HA HA Ha HAHA HA HA HA HA Ha HA HA HA HA Ha HAHA HA HA HA HA Ha HA HA HA HA Ha HAHA HA HA HA HA Ha HA HA HA HA Ha HAHA HA HA HA HA Ha HA HA HA HA Ha HAHA HA HA HA HA Ha HA HA HA HA Ha HAHA HA HA HA HA Ha HA HA HA HA Ha HA!
Rated: Most Mortifying
By: Crystal!
no comment necessary - this is FANTASTIC!
"a tremendous coup"
big pimpin for sure
Rated: Seek Therapy
By: bonsai
You went to homecoming with your mom?
I bet she knit you that sexy square tie too.
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