Behind the Awkwardness: Simon Says
August 10th, 2010
“This is my stepdad, Simon, doing a handstand on a trash bin while wearing leopard-print Speedos. I have a friend in England who collects pictures of people in/on trash bins and so we took this for him. The speedo & handstand were Simon’s ideas.”
“Simon doing a faceplant on a trash bin, shortly after doing the handstand.”
(submitted by Heather)




















This is AWESOME. I laughed so hard I almost pee’d my pants. So good.
I feel pretty sure that I am laughing along with his ex-wife.
Even the story was awkward. Well done
Doctor to Simon: “OK,I’ve written down your case as; patient presented with cut lip & swollen nose from face planting on a green trash bin with a smiley face on it,whilst wearing leopard speedos”…..*thinks to himself,’Oh,this is SO going on Awkward Medical Cases’
Simon says: “Here hold my beer while I do a handstand on this dumpster.”
You must not forget, “…in my leopard-print Speedo.”
This is by far the funniest thing I’ve ever seen on this website!
If I had a collection of people doing things in/on dumpsters – this would be the HIGHLIGHT of that collection, hands down.
Wait…..nobody has yet said, “What’s awkward about this picture? Its beautiful that this man is in such good physical condition and is adventurous enough to touch a dumpster!! Our society should revere, not criticize, the wearing of such classic apparel as Speedos!!”
Sorry…lately too many people have been this site to criticize us for criticizing the pictures here!
OOPa…left out the word, “visiting”…..too many people have been VISITING this site to criticize us for criticizing the pictures
HAHA!
This isn’t awkward at all. In fact, I find it very interesting that we can laugh at a healthy person doing stunts on a dumpster, but how many times have you stopped and thought about people who can’t climb at all any more, or people who can’t afford to buy a name-brand swim suit?
Kidding, of course. I totally agree with you.
You’re killing me!
.What an unusual hobby your friend has. Kudos to your stepdad for helping the cause.
Your mother said “Only if you wear the speedos, dear.”
Did anybody realize how fake this picture is? His hands aren’t even in the same place in the second picture. I love this website, also because most of the pictures aren’t obviously faked, but this one is too fake to be ignored.
Maybe he moved his hands to catch his balance – Why would anyone paying enough attention to Photoshop in blurry “movement” not know to put his hands in the same place? And how would they get the fingers so correctly placed? I think, in actuallity, the second shot is Simon trying to do a real up-and-down handstand and not quite making it.
Why do his hands need to be in the same place? Maybe he was up there 10 minutes trying various poses. And why would he purposely smash his face on a dumpster?
Maybe he actually walked on his hands to that point, and then did the face plant. Heather caught the awesomeness with a camera, not a camcorder.
Oh, Bob. Really. If he started to lose his balance, he would instinctively move his hands to try to catch himself. Seems real enough. Killjoy.
Simon is awesome!
Simon’s HOT!
From my angle…I think it looks like Simon was doing an amazing push-up..or planche(that is besides the point) in photo # 1….and in pic # 2 he lost his balance and took a header into the green monster
The green trash bin is happy,despite its splitting headache,but the blue bin is not interested…..it is ”board (bored) only”
You’re a punny guy Alan :0)
Izzy Mandelbaum!
I hope the squirrel in his speedo wasn’t injured. Dude is packin’
Shame
Made you look ….
“Squirrel in his speedo” — outstanding!
Way to go, Simon!! For skill, strength, sense of humor, and confidence to wear animal print speedos, I give you a “10″ all the way!! You are totally cool and hot all at the same time.
Good form on that first position. Look at the pointed toes!
Good form on that first position. Look at the pointed toes!
That’s the hottest thing I’ve ever seen.
He should have read the sign on the trash bin: “Do not load above rim of the container.”
First off, not sure where anyone would get the idea of doing anything on a trash dumpster for a picture collection? Strange hobby, but to each his own right? Secondly, he is not doing a “handstand”, it’s more of a planche, and if he is able to do that at his age then I am all for doing it in a lepord print speedo! Hope he washed his face and hands after, yuck!
So, is the second photo a “Face-planche”?
Brovo!
Touche
A new twist on dumpster diving!
Haha! Yes–perhaps he’s trying to up the ante in parkour as well
Awkward? This picture screams, “AWESOME!”
I love how the dumpster has a smiley face on it.
I bet Simon has a great sense of humor to match the physique. Speedos = yuck!
I’m not sure which is more awesome: that someone thought they should put a happy face on a trash bin or that your step wanted to take the photo in a leopard print speedo.
Nice pants!
I agree: this guy is way cool. Your friend has issues.
That is one fit dude. I think taking a collection of pictures of anything can be creative. Call it artists perogerative. If you don’t like it don’t look at it. Artists love it when you have strong emotions about thier art, like or hate
I like this!
The handstand is impressive, but — OH DEAR!
The handstand is impressive…..the Speedos are what makes this awkward!! The faceplant is great! ha!
I have to agree about the Speedo. Its weird that anyone would wear a LEOPARD PRINT Speedo!
Or own a leopard print Speedo!
But you have to admit, the leopard print brings the whole picture together in awkward awesomeness.
I love this for some reason. Simon’s clearly not in high school, and I doubt many kids a fraction of his age could hold a handstand at all up there. Bonus points for the animal print.
Jack La Lanne he’s not!! I just spit out my coffee looking at the second picture
After reading the description, now the photograph doesnt look that odd. Wanting pictures of people in or near a dumpster – NOW THATS WEIRD!!!!
Ouch!! Hope he didn’t lose any teeth! This has to be one of the funniest photos I’ve seen on here!!!
I’m trying to decide what is more awkward here- the picture or the friend who “collects pictures of people in/on trash bins”. That is not exactly a normal hobby!
We Yanks often times just don’t understand those wacky Brits, do we?
Kind of what I was thinking….
Simon demonstrates the perils of loading above the rim of the container.
LOL! Yes, I think that’s the lesson we learned today.
Well, the trashbin seems to be happy!
Let me guess the trash bin is named Paula……
this has WRONG written all over it. you wanted a picture of him on a dumpster for a friend…understandable. he decides to put on a leopard speedo and do a hand stand…what the heck?
The symbolism here is astounding! The smiley face. A man in a leopard print speedo posed over a very symbolic shaped slot. Freud would have a field day…..
No kidding!
At least Steven didn’t slide IN the slot. HA!
I mean SIMON. Oops.
That is very awkward that your friend collects pictures of people in/on trash bins.
I thought noone else had noticed that. Collecting pictures of people in/on trash bins is a lot more awkward (and somehow alarming) than the picture itself…
Thank you. This is what I wanted to say. Strange…….
Oh, and Simon totally kicks ass. “I know! You go grab the camera while I get my speedo…….”
I totally want Simon as my step-dad.
Second that!
I agree. Simon’s the bomb.
At this point…looks like we will al have to share him because i want him as my step-dad too.
So, there are now five of us that you will have to consider a sibling and poor Simon, well he better invest in birthday cards!
I totally want Simon as my step dad as well.
Me seven!
Well, it’s a good thing the second lid was closed. I hope he lysol’d his lips after his slip
nah I’d have a whole face transplant if mine touched a dumpster.
God Bless your Mother!
A+ for originality, I suppose
YES HE CAN!!!
but only on very very clean containers…
The trash bin obviously knew something awkward was about to happen.
Face plant! ROTF!!!!!