When I worked for the local paper, I sometimes, when the proof reader was off sick would stand in, and help out. I have seen many classic typos - here are a few that hold my memory.......

For sale, Praying Mantis - beautiful in sex (I think it should have been insects)

The bride, from Titangel, was wearing.... (should have been Tintagel!)

...and Robinson, our man of the match placed a fantastic shit in the back of the net as the final whistle sounded (I think that should have read shot)

Spacing errors can be good too, I had an e-mail about one such where a pen got stuck in a printer and jammed it, the office junior put a notice on it saying: Do NOT use, penis stuck! (space should I think be between the n and the i!)

And finally.... a little Cornish anecdote.....

The vicar of Helland, in Cornwall sent a message by way of a friend asking the Archdeacon of Cornwall to take a service on his behalf, so that he did not have to return specially for it. The telegram in reply read:'The Archdeacon of Cornwall is going to Hell and you need not return' Hmmmm......
Cheers, Lucy