Advertising
Advertising

How to Have More Entertaining Conversations

How to Have More Entertaining Conversations

What if I told you that some of the best conversation exchanges are about things that never occurred and never will?

Say hello to the hypothetical statement – or hypotheticals as I affectionately refer to them. Probably the most entertaining type of statement in the conversation universe. A single hypothetical can launch a conversation into a world of fictional fun.

I was sitting in a coffee shop writing and someone came over and asked if the comfy chair next to me was available. I didn’t feel like talking because I was engrossed in my writing, but after I told him it was free, he sat down, got comfortable, and said, “If I start snoring loudly, just kick me.”

We both laughed. I responded, “I’ve got some ice left in my cup I could pour on you if that would work better.” He laughed again, and I went about my work. Either of us could have continued a conversation very naturally from there if we wanted, all about an imaginary event — falling asleep and snoring in a chair! There was nothing glamorous about the event either – but simply discussing the hypothetical possibility, within the context of a coffee shop – was very funny.

Hypothetical statements don’t require the imagination of an artist or the wit of a playwright. Many are quite simple and quick. Check out the following example:

“I’m going for a run, although I’ll probably faint in this heat.”

You could have just told your wife, “I’m going for a run,” but that wouldn’t be entertaining, would it? Adding some hypothetical scenario takes it to a whole new level. You could have added any number of hypotheticals about possibly being bitten by the neighbor’s vicious dog, chased by cops, etc.

Look at the World Without Hypothetical Statements

To quickly illustrate the power and range of hypotheticals, let’s look at some real examples WITHOUT and WITH a hypothetical component.

Advertising

Obviously, you weren’t privy to the actual conversation, but my hope is you can imagine how B-O-R-I-N-G some of these statements are without hypotheticals and how they completely transform the instant the hypothetical is added:

Without Hypothetical: Yeah, I was going to call you this morning to see if you were coming in.

With Hypothetical:Yeah, I was going to call you this morning to see if you were coming in. I wanted to make sure you weren’t stuck in a ditch or something.

Without Hypothetical:

JACK: I’m so glad they finally built the café down here.

JILL: Yeah, before this I was eating fast food every day.

With Hypothetical:

JACK: I’m so glad they finally built the café down here.

Advertising

JILL: Yeah, before this I was eating fast food every day. I must have gained like twenty pounds!

Without Hypothetical: I have to go give that presentation now.

With Hypothetical:I have to go give that presentation now. Anyone want to come see me embarrass myself?

The Hypothetical and the Exception

Hypotheticals often come in the form of an exception. Check out this example:

Your friend mentions the topic of making beer.

YOU: I’ve always wanted to have a home brewery in my basement. That would so cool! Except I’d probably end up throwing most of it out!

FRIEND: Maybe you should have a bakery instead. I think you would like making sweets even more than beer. Except you would probably end up eating everything before you had a chance to sell it!

What Might be a Possible Explanation?

The hypothetical can take the form of a playful explanation for why some event or behavior occurred.

Advertising

For example, you are leaving a neighborhood party when someone comments about your five-year-old.

FRIEND: Your son has been so good this whole time.

YOU: Thanks. It worked out well.

The conversation could end there. Or you could add a playful reason as to why your son behaved so well.

YOU: Thanks! We got lucky. Someone probably snuck him a few beers from the fridge.

Check out another example:

Your friends are talking about hair loss.

YOU: Yeah, it sucks, I’m sure I’ll be bald in about two years.

Advertising

FRIEND: Really, you look like you still have all your hair.

YOU: Yeah, well, not really.

Or you could also provide a hypothetical reason.

YOU: That’s because I’m wearing a toupee – a really good one. I glued it down.

The Almost Realm

Many great hypothetical statements exist in the realm of the “Almost” did/said/happened. This is often more interesting than the literal truth. It’s a very important technique in telling stories as well.

For a simple, but effective example, imagine someone asking: “How’d the event go?”

You reply “It was fun…the tent almost collapsed…but overall, it was a good time.” Or “It was fun…nothing burned down, so that was good.”

This gives the other person something else to connect to. “Well, I’m glad nothing burned down! That wouldn’t be good.”

Hypotheticals require a little imagination and a playfulness, which isn’t easy to replicate when you’re by yourself.  Regardless, it’s a habit that doesn’t come easily unless you make some effort. See if you can finish the following statements with a hypothetical statement:

  1. My team is playing tonight, if they ______, I’ll ________.
  2. I can’t stand mushrooms…if _________.
  3. Your beard is getting really long, you could ________.

A lot of times, just forcing yourself to add a “if…  it could…. it should… it would have… it might… I’ll probably… ” can help trigger some imaginative, entertaining statements!

More by this author

How to Have More Entertaining Conversations Is Your Personality Flawed? Learn the 7 Ways to Be More Likable

Trending in Communication

1The Gentle Art of Saying No 217 Ted Talks for Kids to Inspire Little Minds to Do Big Things 310 Toxic Persons You Should Just Get Rid Of 4Striving Towards Secure Attachment: How to Restructure Your Thoughts 5Being Self Aware Is the Key to Success: How to Boost Self Awareness

Read Next

Advertising
Advertising

The Gentle Art of Saying No

The Gentle Art of Saying No

No!

It’s a simple fact that you can never be productive if you take on too many commitments — you simply spread yourself too thin and will not be able to get anything done, at least not well or on time.

Advertising

But requests for your time are coming in all the time — through phone, email, IM or in person. To stay productive, and minimize stress, you have to learn the Gentle Art of Saying No — an art that many people have problems with.

Advertising

What’s so hard about saying no? Well, to start with, it can hurt, anger or disappoint the person you’re saying “no” to, and that’s not usually a fun task. Second, if you hope to work with that person in the future, you’ll want to continue to have a good relationship with that person, and saying “no” in the wrong way can jeopardize that.

Advertising

But it doesn’t have to be difficult or hard on your relationship. Here are the Top 10 tips for learning the Gentle Art of Saying No:

  1. Value your time. Know your commitments, and how valuable your precious time is. Then, when someone asks you to dedicate some of your time to a new commitment, you’ll know that you simply cannot do it. And tell them that: “I just can’t right now … my plate is overloaded as it is.”
  2. Know your priorities. Even if you do have some extra time (which for many of us is rare), is this new commitment really the way you want to spend that time? For myself, I know that more commitments means less time with my wife and kids, who are more important to me than anything.
  3. Practice saying no. Practice makes perfect. Saying “no” as often as you can is a great way to get better at it and more comfortable with saying the word. And sometimes, repeating the word is the only way to get a message through to extremely persistent people. When they keep insisting, just keep saying no. Eventually, they’ll get the message.
  4. Don’t apologize. A common way to start out is “I’m sorry but …” as people think that it sounds more polite. While politeness is important, apologizing just makes it sound weaker. You need to be firm, and unapologetic about guarding your time.
  5. Stop being nice. Again, it’s important to be polite, but being nice by saying yes all the time only hurts you. When you make it easy for people to grab your time (or money), they will continue to do it. But if you erect a wall, they will look for easier targets. Show them that your time is well guarded by being firm and turning down as many requests (that are not on your top priority list) as possible.
  6. Say no to your boss. Sometimes we feel that we have to say yes to our boss — they’re our boss, right? And if we say “no” then we look like we can’t handle the work — at least, that’s the common reasoning. But in fact, it’s the opposite — explain to your boss that by taking on too many commitments, you are weakening your productivity and jeopardizing your existing commitments. If your boss insists that you take on the project, go over your project or task list and ask him/her to re-prioritize, explaining that there’s only so much you can take on at one time.
  7. Pre-empting. It’s often much easier to pre-empt requests than to say “no” to them after the request has been made. If you know that requests are likely to be made, perhaps in a meeting, just say to everyone as soon as you come into the meeting, “Look guys, just to let you know, my week is booked full with some urgent projects and I won’t be able to take on any new requests.”
  8. Get back to you. Instead of providing an answer then and there, it’s often better to tell the person you’ll give their request some thought and get back to them. This will allow you to give it some consideration, and check your commitments and priorities. Then, if you can’t take on the request, simply tell them: “After giving this some thought, and checking my commitments, I won’t be able to accommodate the request at this time.” At least you gave it some consideration.
  9. Maybe later. If this is an option that you’d like to keep open, instead of just shutting the door on the person, it’s often better to just say, “This sounds like an interesting opportunity, but I just don’t have the time at the moment. Perhaps you could check back with me in [give a time frame].” Next time, when they check back with you, you might have some free time on your hands.
  10. It’s not you, it’s me. This classic dating rejection can work in other situations. Don’t be insincere about it, though. Often the person or project is a good one, but it’s just not right for you, at least not at this time. Simply say so — you can compliment the idea, the project, the person, the organization … but say that it’s not the right fit, or it’s not what you’re looking for at this time. Only say this if it’s true — people can sense insincerity.

Featured photo credit: Pexels via pexels.com

Advertising

Read Next