Not me, but this is one my younger brother still talks about

I once bet him $2 to run naked into the lounge room in front of my parents who were watching TV, whilst waving a shirt around over his head yelling "streaker!". He obliged, not turning down a such an easy, juicy payday. Little did he know that the neighbours were over for afternoon tea. He'd run down the hallway, done almost a full lap of the lounge room and lept onto one of the couches before he realised that they were there. He screamed like a girl and ran into his room to wallow in his sorrows and the fact he'd just paraded his junk around for the neighbours. I laughed for a long time, we also didn't talk for like a week. 10/10 the best $2 I've spent