Having an interesting conversation with someone you just met. I see people do this shit all the time and they make it look like it comes naturally but every time I'm in that situation it is so difficult. Its like a series of quick time events that im severely underprepared for
It really depends on the person, you have to have some sort of jumping off point. Whether that is sharing something in common with someone or having cool hobbies.
I think this is the biggest myth of conversation. People always tell you to search for people whom you share something in common with, but the reality is that nearly everyone shares something in common and there’s no reason to go searching for it.
The key to a good conversation with a stranger is to initially do two things: 1. Ask details about the stranger and 2. Intertwine that with yourself in some way. You don’t even need to share this part.
Good conversations have these things I’ll call “footholds” where you intentionally give each other details shortly after meeting in order to create those ties in conversation. If you ask where someone is from, you should shortly offer up where you are from as well. Or if you ask about a hobby, offer a light comparison to your own.
Once you have enough of these footholds, the conversation should flow freely. If it ever doesn’t, ask the stranger more about themselves. And trust me, just be interested in what they say.
I'm not perfect at it, but what helps me is that I genuinely love to learn and I like to take the opportunity to learn from people when I meet them. I just need to find an entry point (job, hobby, something the person is knowledgeable about) and then I start asking questions, and applying the limited knowledge I might already have on the subject.
With short interactions with people that are working (supermarket, bank, restaurant, phone assistance) I usually go for empathy, and overall just being nice. When one comes to me I go for a joke to brighten their day a bit.