Last summer my dad told my brother, sister, and me that he had "pimped" the cable and the guys were coming the next day. We thought we were getting extra channels. It turned out that my dad thought "pimp" meant something bad because all the cars on Pimp My Ride were run down and he had actually broken the cable instead.
From Rebecca

When my mom uses googlechat, instead of typing in the chat box she types her response in the 'custom message/status update' box. Right now hers says "How was your exam?"
From Claire

My mom and I were driving down the road using the new GPS she had got me for a present.  The GPS would warn us that there was .2 miles until our turn, but for some reason she would turn every time it said that, onto the wrong road.  She continued to do this about 8 times knowing she accidentally went down the wrong road each time.  I finally asked her why and she responded with "Well how does a satellite hundreds of miles in the air, know that .2 miles from that view is the same .2 miles down here."
From Tim

My grandparents wanted to begin chatting online, so I told them to set up an AIM account. The process took them 2 hours because they could never remember the password they chose, and they always gave fake information (birthdate, zip code, etc) because they were afraid "of that catch a predator show."
From Brian

My Grandpa asked me if my MacBook had the internet. I said it didn't. Then
he asked me if it played VCRs. I said of course.
From Elliot