A spectacle of baldy matched Romance:
A Serif that made out with a Sans.

One more:

Make sure to type sorts squarely in the face,
To ease the lockup of a strenuous chase.

Someone else: “It's not the font, but how you use it that counts.”
Me: “Meh. That’s just something people with small fonts say.”

Oops, that should've been:
Make sure to HIT the TYPE squarely in the face,
To ease the lockup of a strenuous chase.

"Good Times, Bad Times?" When did Led Zep start comparing Times variants?

Two periods were crossing a road. One got run over by a car. The other one turned around and said: "comma!" ;p

https://www.ubersoft.net/comic/hd/2011/03/font-contrition

A type designer was feverishly designing a new font. He had been ignoring natures call as long as he could hold it off. Just as he finished the "O" ran to the bathroom to relieve his overfilled bladder. When he was almost finished, he stopped and ran back to his computer saying, "I have got to go make a P!"

...

https://www.ubersoft.net/comic/hd/2011/03/people-who-get-it-will-hate-me

Weren't these supposed to be funny?

from http://satwcomic.com/nothing-is-perfect

Facial font:

From another Typophile thread on type jokes

http://www.collegehumor.com/video/3505939/font-conference

Font fight

Since we're now posting video links, here's the most elaborate type joke ever.

Client: “The ‘V’ is too pointy. Can we get a ‘V’ that isn’t pointy?”

Me: “An un-pointy ‘V’ may start to look like a ‘U’…”

Client: “We don’t want a ‘U’. We want a ‘V’ that doesn’t have a point.”

——

From clientsfromhell.com

"Poke them in the eye with a pointy stick" ;-)

http://imgur.com/qjz4L

The file of P22 Dada is called "P22 Dada UltraDemiBoldMediumObliqueCondensed.ttf"

/me looks at font name...

/me falls over with swirly eyes.

Stop Forwarding That Crap to Me
A hilarious song by Weird Al and a great example of kinetic typography.

Yes, Té. I am with you on that. Dat B Dada Dude ;-D

This sketch from xkcd is not really about fonts, but they are honorably mentioned:

http://www.xkcd.com/915/