#7 – Overland Travel
OK Dave, I think I have a particularly unoriginal dare that will nonetheless get you out of your comfort zone! When you get there, I dare you to get your picture taken with one of Thailand's finest ladyboys And no cheating – we need evidence of a prominent Adam's apple and manly hands! (As you know, get someone reliable to take it for you don't want anyone running off with your camera!)
Since you will need to get your running shoes on shortly after the pic has been taken – straight to a chemical shower no doubt – I will stick the amount at $50 which should get you a reasonably decent hotel in Thailand for a night.
Reward: $50 (to go toward a nice night in a Thai hotel)
I'd been seeing ladyboys everywhere I went since arriving in Thailand – Th Khao San road in Bangkok, Koh Samui, the Full Moon Party on Koh Phangan.
In the throes of an unexpectedly fun first night on Thong Nai Pan Noi, I took a few minutes to have this photo snapped with what in my best judgment (at the time) were 3 ladyboys. Note the light handhold to try and show off “manly” hands.
This photo still makes me shudder.