It wasn't a typo per se, but I once got really annoyed with a friend so I trash talked him in a text to someone else but accident sent the text to the annoying person. Whoops.
When you send a text to a woman that you know asking" how are you making out with your new DOCK did it come yet?" ( lives on a lake front property and brought a pre -made metal boat dock) And your phone changes it to " how are you making out with your new DICK did it come yet?" Then you spot it after hitting the send icon. Yeah I am happy that she laughed about that one.