Are you ever in social situations where the conversation drags and you’re not sure what to do about it? Is it that the other person isn’t engaging, or is it that you’re not interesting? Social anxiety might have you questioning everything in these moments, but what if there were skills you could learn to make conversations more fun for everyone involved, including you?
Charisma on Command shared a video on YouTube outlining five mistakes people make in conversations that make them seem boring, and five things to do instead that make them more fun to talk to.
The video offers specific examples from celebrity interviews for each of these mistakes and fixes, but here’s the gist:
Mistake #1: Energy ducking
“Energy ducking is when you come into a conversation with low enthusiasm to avoid standing out,” the video states. “The problem is when you make your main focus not standing out, you avoid making a negative or positive impression.”
In other words, you’re bringing nothing fun to the conversation, and most people want to have fun when they talk to others.

Trick #1: Be playful
It’s not like you need a super interesting life or amazing stories to make a conversation engaging. You just need to bring a sense of playfulness to it.
“By far the easiest way to initiate playfulness in your life is after you’ve been asked a question,” the video says. “To do so, just answer with an absurd, non-literal answer.”
That doesn’t mean you won’t eventually answer the person’s question.
“It’s just about setting a fun, playful tone first,” the video points out. “Another perk of being playful is it’s very likely that the other person will match you and be playful as well.”
Mistake #2: Assuming interest
If you’ve ever been in a conversation where someone talks on and on about something you have no interest in, you know the urge to escape. Don’t assume people will share your interests or enjoy your out-of-context stories.

Trick #2: Create interest with a “story gap”
“A story gap is when you build interest in a story by hinting at how it ends without spoiling the punchline,” the video states.
One example the video shares is when comedian Kevin Hart was asked about his relationship with basketball legend Michael Jordan. He responded, “I’ve run into Mike a couple of times. Mike still might be mad at me. True story.”
Now we know something happened between Kevin and Mike that ticked Mike off, but we don’t know what. That piques our interest in hearing the story, because we know enough about the ending to want the details.
Mistake #3: Giving bland, short answers
“If you regularly find conversation stalls after you’ve been asked a question, you may be giving bland one- to five-word answers,” the video states. “A bland answer doesn’t set the other person up with anything to say back…short answers put the conversational pressure on the other person. Now they have to carry the conversation or else let it fall into awkward silence.”

Trick #3: Share enough to make the conversation easy for the other person
This doesn’t mean you should ramble on and on in your answers. Rather than answering in the briefest way possible, add a little detail.
For example, let’s say someone asks where you’re from. You might say, “Chicago,” or even, “I grew up in Chicago.” But that doesn’t give much. You could instead say, “I grew up on the north side of Chicago in an area called Rogers Park. It was an interesting place, because Rogers Park is on the lower end of the socioeconomic spectrum, but just north of it are very wealthy suburbs. That made it a pretty interesting place to grow up.”
An answer like that gives the person a lot to respond to.
Mistake #4: Asking the same boring, default questions
Asking questions is a great way to engage in conversation, but not all questions are created equal. “Where are you from?” is fine, but most people have been asked that a million times.
Trick #4: Ask something that the other person will be excited to answer
It takes more thought to come up with interesting questions, so watching people who are masters at it can help. Examples from the video come largely from Sean Evans, the host of Hot Ones. While his celebrity guests eat wings with increasingly spicy hot sauce, he asks questions about their lives and careers.
“He specifically focuses on asking questions about his guests’ passions or that let them reflect on things they’re proud of,” the video points out. “He also avoids the questions they’ve likely been asked a hundred times in interviews before. And you can see the reactions it gets him.”
A helpful tip for this trick, especially if you don’t know much about the person, is to ask hypothetical questions: “If you had to give away a million dollars tomorrow, who would you give it to?” or “If you had total power over the Internet, what’s the first thing you’d change about it?”
Mistake #5: Being a passive listener
Passive listeners listen but don’t react. That can make a conversation feel really boring, even when you aren’t saying anything. People want to feel that the other person is an active participant in the conversation, even when they’re not talking.
Trick #5: Mirroring and listening to laugh
There are actually two tricks to fix the passive listening problem. One is to mirror the person speaking by reflecting their behavior or repeating something they said. For instance, if they’re nodding while telling a story, you can nod along. If they tell you they dropped their phone in a snowbank, you might respond, “In a snowbank? No!”
Laughter can also be a great way to show interest and bring fun into a conversation. Get comfortable laughing when you genuinely find something funny.
“It’s important to note here the goal is not to fake laugh,” the video states. “Instead, you want to cultivate the ability to laugh freely whenever you do find something funny, rather than censor your laughter like most people do, limiting it to a quick chuckle or even just an exhale.”
Conversation skills come as second nature to some people while others have to consciously hone them. The good news is you don’t have to implement all of these tricks in every conversation. Try focusing on one or two that feel most doable for you and see if they help make conversing a more enjoyable experience.






















