I used to work at a big multinational oilfield services company in various finance roles. I was a fairly senior accountant/analyst at one point and the boss called my entire team to his office for a meeting. He was apparently supposed to deliver the bad news that our current team that was one man short was going to stay that way and we'd be expected to pick up the slack with extra hours until the oil price improved. He decided the best way to break the news we needed to work more was by holding us at the office an extra 45 minutes while he beat around the bush instead of addressing the topic at hand.
He went on kind of an uncomfortable tangent. See he was traveling for work and his flight was completely loaded down with what he called "really hot 12 year old girls." No bullshit. We gave him hell for awhile until it got to an uncomfortable silence. So I finally said, "Chris, all kidding aside: you know what is really sexy about 12 year old girls?" He took the bait and asked 'what' and I responded, "If you take the time to pull their hair into pigtails, you can fantasize about them still being only nine!" Boss man was not happy but cow-orkers never laughed so hard. Sometimes I STILL look over my shoulder thinking HR is going to call me at home to discuss the episode.
Later under a different boss man there was a project to aggressively reduce the number of journal vouchers in the consolidation system to support a system upgrade. My division was behind and the CFO was riding boss man pretty hard. He explained we had to do SOMETHING, ANYTHING!!! So, I suggested we take all JVs of a similar type, especially the 62 opening balance sheet entries and combine them into single *LONG* JVs. This was actually a dodge of course but fit the letter of the law on what we were being asked to do. I gave a word of warning: The OPEN_BS journal will be over 168 thousand lines. No one has ever tried a journal that big; it might literally break the software. He didn't even blink, just "DO IT!" I caught grief at least twice a year over the next 3 years every time some poor sucker doing historical research needed that JV and had it time out while opening dozens of times. Maybe that's the sort of humor only hardcore accountants can understand, but it makes me laugh. I got a similar laugh when I presented the hard copy in a 3 inch three ring binder for boss man's signature. Policy said his signature meant he had 'reviewed and understood' the JV - hilarious (to me at least.)
There was also a running whoopee cushion gag.
There is very little I miss about the office. I think those three things are it.