Usually, it depends on the other person's knowledge of Fiat currency and their financial literacy. If they are clueless, they will be skeptical and have a ton of questions. It is tougher to explain to them why Bitcoin has utility over cash in a bank, for example, and should be looked at as an investment rather than a gamble or risk. Most people will follow what they hear in the media - which can be a number of crazy things when it comes to Bitcoin.
Everyone has a different perception of money, so the conversation essentially revolves around how much they know about money to understand Bitcoin.
Additionally, common people believes that money would always come from work that they are exerting their time, money, blood sweat and tears just to get hold on to life - For short, for them, it's always physical money. I tried explaining my friends and they didn't no a flinch or an idea about what is a cryptocurrency as well as Bitcoin. Like they still have to learn more, and at the same time, I can see that they're not interested in bitcoin and such so I don't see myself wasting time on encouraging them unless they're willing to.
