Unfortunately, my friends dare me to do ridiculous things too! Whilst we're all carebears and would never want to intentionally upset anyone, they do often cause embarrassment! We've never really played truth or dare, but on slow, dull evenings... It's the best opportunity for mischief!
The most trickiest was being dared to make a typical Bonfirean Wolf and join the Mate Center. Luckily the person I picked ran off with someone else a few minutes later!
Was also dared to join a Wolfspeaker-y group alongside a friend and
try to blend in. My friend and I were actually referred to as 'literacy gods' when we threw in the towel and made up words entirely on the spot:
There's been others, such as roleplaying seriously as a neon character to see if people would take me seriously (they surprisingly did!) and trying to play a 'literate' Simba for as long as possible. If it's all in the name of fun (and doesn't ruin anyone's roleplay), dares can certainly brighten an otherwise slow day!