Before I've used Tor for bad intentions and because of curiousity on how does deepweb differ from what is filtered on the surface. I have seen much evil that im not gonna go back again. If you're in a country that restrict gambling online, I think vpn is enough that my friend does the same. Tor network won't insure anonymity or any kind of virtual private network won't help you hide your true identity if in your own your not careful with it. Bitcoin address is highly traceable and if without proper mixing of address and vpn it won't work. A simple mistake will trigger more damage that you won't know.