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Saddest Videos, Saddest Pictures, Saddest Articles
Worlds Saddest Dog Finds New Home
The Saddest Man in the World
51 Deep Productions Ltd. presents a silent film from 1917. When the saddest man's fiance leaves him, a traveling salesman might have just the product he's lo...
The Saddest Hooker in the World
The Ballad of The Saddest Little Hooker in the World. A Johnny Cash-esque telling of one lonely girl's journey to the mean streets of Canada Town.
Live Your Best But Also Saddest Life With Adele's New Single, "Hello"
The goddess is back with a whole new way to break our hearts.
This was supposed to be soooooooo much fun...
The Saddest International Pastry Chef in the WORLD!
A story about a sad & deranged chef.
Louis C.K. - Sad Handjob
Louis C.K. describes a handjob that was the saddest thing in the history of the United States.
HBOs GIRLS of SILICON VALLEY
How to Use the F Word
Blind Taste Test
Business Work: New Initiative
Saddest Birthday Card Ever
Happy Birthday, Janice! No one in the office knows who you are.
10 Chicks with Steve Buscemi Eyes
Two congrats to give out here: 1) to the new website "Chicks with Steve Buscemeyes." Well done, sirs. 2) to Steve Buscemi, for being born with the craziest, ...
If You Lived Here You'd Be Home Now
Welcome to the good life. (via: http://theclearlydope.tumblr.com/post/31004106128/the-saddest-episode-of-house-hunters-did-they)
Behind the Beats: The Pale King
The saddest rapper in the world.
Jumping Rope to Sad Songs
Now you can jump rope to some of the saddest songs ever written!
Deal or No Deal Doofus
The saddest part was his walk home.
The saddest day ever captured on video.
The saddest day in a man's life only gets more sad.
A Cold Summer Day
Pretty much the saddest thing ever caught on tape
Remake of the fight in Anchorman, some Invisible trickster, and the saddest hopscotch story ever told.
Sundays @ The Parkside #6
The Saddest Girl in the World! Meet Melanie, an “old friend” of the group. A "reality" serial following the trials, tribulations, and avant-garde perform...
How Low Can You Go?
The saddest Big Brother Eviction Ever.
Brown Frown the Clown Teaser Trailer (1/3)
Brown Frown the Clown, the saddest clown in town is desperately trying to fund a movie that will make his wife laugh one more time. Visit Brown Frown the ...
The First Annual March Sadness Bracket
All of these sad things are very sad, but which one has got what it takes to win the Championship of Sadness?
Charlize's ASPCA Spokesperson Audition Tape
Charlize makes her own audition tape to replace Sarah McLachlan as ASPCA spokesperson.
Sad Kitten is Sad
There's nothing more sad in the world than a sad kitten who is also sad and adorable.
The Wish That Will Never Come True
I really hope the editor of whatever newspaper this is looked at it and was like "Yup, this is great stuff. Top-notch reporting. My only issue is that she's ...