Thanks to Andrew for:

Fined Fail
Biarritz, France Spelling Fail
Waxing Fail
I Don't Think I Could Take This Company ...
A Very "Cheery" Menu
College Dorm Sign Gone Wrong
Grocery Store Sign Fail
No Rate What?
Drop Box Fail
A Past Fail
Yay For Writing Fail! ;)
Homeless Fail
Are you trying to tell me this or ask me...
Headline Wording Juxtaposition Fail

It took me a good 20 seconds to puzzle that one out.
Hard return for hard cash!
Are we going to lower the bar to include typos too? Sheesh….
I think that must be the Halloween spacing. BOO-kmark
Context win.
Send this one on over to the Boo-keeper…
Yeah and kern after the numbers 1 and 7. Numbers are monospaced so you have to compensate for font metrics. Wait… am I on the right blog?
Hey, finally! I sent that in in August. BTW it is not a typo Phil, it is a spacing fail
So I was reading this, read it this way:
I LOVE MY BOO
KMART
Thought, wow they have stickers for Usher’s song, “My Boo.”
Then I went, what?!
I reread it.
I LOVE MY BOO
KMART
Still thinking what?! And finally went, OOOOOO.
I LOVE NY (New York) BOOKMARK!!!
Sheesh.
I kept thinking “WTF is a kmark?”
I interpreted this as a pun on the current hip-hop inspired usage of “boo” meaning a lover.
I love my boo,k, mark?
OR
I love my boo, kmark!
congraulations kmark!..