Cam2cam video roulette
Be forewarned that while Chat Roulette Chat Ville is a free webcam community for adults from all over the world.It describes itself as a random video chat meets social networking that creates a "nightclub-like" experience.
Setting up a method where you cannot win on any spin is probably the best way to reduce variance, although a bit defeatist.
To take the opposite extreme, if you bet $20 on one color every time you would stand to lose $1000 trying to get a hotel room if that color never hits, but could win a lot if you get lucky.
Created by a Russian school boy, Chatroulette connects millions of strangers in random video conversations.
The web app itself is pretty bare-bones, with two video panes showing the user & you, a huge pane for text chat and a couple of buttons for controlling the chat.
Given the enticement of a free hotel room, it's not the worst idea ever.