Rim Job
I got this story second-hand from one of the people in attendance and wish, with all my heart, I had been there in person to witness the fun.

A few years ago, a friend went to dinner with her boyfriend (now ex), his parents, and another couple. Being the first time my friend was meeting his parents, she wanted to make a good impression, so she decided that keeping up a steady stream of friendly chat about non-controversial topics was the way to go. At one point, she talked about getting her car fixed and announced she'd gotten "a rim job" that morning. In the U.S., a rim job is slang for oral-anal contact. Which my friend, being rather innocent, didn't know. Everyone else at the table did, however, especially the boyfriend's mom who was a high school sex ed teacher. The rim job comment killed the conversation, the rest of the evening was awkward, and to this day my friend doesn't understand what happened because no one has had the heart to explain the comment to her.

I'll also throw in the story of the IT guy working on my computer, which requires you to know I'm a woman that tech geeks find quite attractive. The guy's fix required reboots, I had to log in repeatedly. Being slightly paranoid, I always have complicated passwords. After my first log in, the tech happily commented on my password: "The bigger the better!" He suddenly looked utterly appalled, turned flaming red and stuttered, "I-I-I mean, the longer the better!" At this point he went into complete meltdown, I'm fairly sure he was crying, and literally ran out of my office. That was the last I saw of him. IT had to send someone else up to finish the fix.
(bunnybutt, Fri 13 Jun 2008, 17:43, Reply)