Ponies have always been part of my play and so are a huge part of my childhood memories.
My favorite is probably from around age 12 or so. My best friend and I had started recording our pony play on cassette tapes, like radio dramas. Complete with commercial breaks for ridiculous items and services. We had a whole sound effects area going on and everything. One of these play times the ponies were doing something that required a loud crash! I had a jam jar full of pens and pencils that made a great noise when rattled... well... the time for the crash sound came, my best friend grabs the jar of pens to rattle it... she got a little over zealous and the next thing we know there are writing utensils flying every which way through the air! We are laughing beyond control, we stopped the cassette recorder and probably took us a good 10 minutes to clear the mess and get ourselves under control.
The crash sound on the tape WAS epic though!
The event itself wasn't actually that funny, it was just the timing of the whole situation that had us chuckling about it for years. I still have the recording and a few years ago put it onto a CD and sent it to her for her birthday.
Lasting friendships made through pony play.