Since there is a lot of cutthroat competition between these sites, each try to offer unique features to attract the attention of potential customers.
The idea is that the conversation should be fun and interesting. " These are all fine questions but they can stop a conversation after they are answered. Afterward the person can then ask about other travel experiences or change topics.
Questions that relate to negative experiences should avoid being asked. Rephrasing the question in terms of experience has the person tell a story, which is much more interesting for the person and gets the conversation flowing. Hopefully the story will have given them some other conversation material; it usually does.
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You should meet such a person preferably in a public place, along with one or more of your acquaintances.