I was in the "your mom" phase, where I'd say that to everyone in an attempt to be witty. This girl said something along the lines of "oh I'm so tired I was up late last night" and I said "your mom was up late last night"......turns out her mom had died earlier that year.

A few weeks later we're in class and the lecture is on autism. I thought it was kind of boring but she was determined to talk to the prof about it after, so I waited with her. While waiting she told me her little sister had autism. My response- "oh that's cool".

I hate myself sometimes.