Oh man... I've been reading through some of these... hillarious.

"Stop asking if I'm pregnant" - Funny, in a sad kinda way.
http://www.craigslist.org/about/best/sfo/624032499.html

"To those who TP'd my house" - Guy has a good sense of humor.
http://www.craigslist.org/about/best/sea/611335185.html

"Selling my bike" - Pretty funny.
http://www.craigslist.org/about/best/sfo/608546617.html

"I would totally do you" - Hillarious!
http://www.craigslist.org/about/best/nyc/603757171.html

And the list goes on and on!

 

The "Casual Encounters" and Personal Classified's are hilarious sometimes also...

 

I just nominated one...

http://appleton.craigslist.org/for/756818379.html

 

oh my...."glistening love sword" WTF.

 

The one about TP is soooo good, I wish I would have written it. The Preggers one made me sad...they were both very well written!

 

haha there is a radio station that reads 3 "missed connections" every morning here in milwaukee. Its so hilarious!!!

 

http://atlanta.craigslist.org/mcy/758179753.html
he wants 4800 for a used 250?!
http://www.kawasaki.com/Products/Detail.aspx?id=263&content=photos
brand new its 3499msrp....

 

They're older but my 2 favorite ones of all time are still:

Woman Seeking $500k+ Earning Man

&

Hey Crackhead!

 

lol the crackhead one was the best followed by the TP

 

Haha..."you're a crackhead, why don't you have your own crackpipe?"