iPhone and iPad

3 Apps To Turn You Into A Sparkling Conversation Guru [iPhone]

Dave LeClair 12-01-2012

iphone conversation appSome people are just not quick witted. Coming up with things to talk about while with people can be a real chore for them. There is nothing worse than being in a social setting and drawing a complete blank on topics of conversation. This leads to awkward silence, and no one enjoys that moment of frantically trying to say something. When this happens, you can assume that whatever you come up with will probably be dumb, and will stand to make things even worse.


Thankfully, technology can help to rectify the situation. With these three iPhone conversation applications, you will be a conversation guru. They will come up with the topics for you. All you have to do is use your brain to keep the conversation flowing. If that does not work, you can just use the apps to find a new topic and start over from square one. If you still cannot make conversation, even with these apps, maybe you should just not communicate with others.


As the name implies, this application creates hypothetical situations for discussion. For example, would you rather kill your mom, or be killed by your mom? Another example is would you rather always feel like you have to pee, but really don’t have to, or never know when you have to go?

Obviously, these are extreme situations, but they make for some interesting conversation.

iphone conversation app

The free version of this application comes with two packs, the base pack and the WTF pack (the example about killing your mom is from the WTF pack). You can get a bonus pack by linking the application to your Facebook account. Linking the application also allows it to post hypothetical situations to your wall, which can make for some interesting comments from your friends.


To choose a set, simply click on it from the main screen. Once you are done with a situation, simply swipe your finger over it to move on to the next one.

conversation app

If you see a situation you like, you can easily click the favorite button on the bottom right of the screen. These are accessible from the main screen of the application after all the different packs. There are numerous other packs available for purchase, if you want to expand your hypothetical fun.

What If? [No Longer Available]

This application is similar to Hypotheticals, but it is a little simpler. It simply asks you a question and you can hit random, next or previous in order to move on to a different question. An example of a question from What If? is: If you had to choose one of your friends as a bodyguard, who would you choose?


conversation app

These types of questions make for some interesting conversation. That example of the friends as bodyguards could be funny if you were with those friends when using the app. A friend may think they are the toughest, but you might choose someone else.

conversation app

While this app lacks some of the extra features of Hypotheticals, it still does the job of helping you come up with funny and interesting things to talk about, and that is what we are looking for.


Conversation Shaker

This application is a little more serious than the other two. Instead of being all about crazy situations, this app is about showing you some more normal topics of conversation. It is fun to talk about biting a cat or being bit by one, but in some situations that will not work.

conversation app for iphone

This app organizes their topics into categories. The categories are generally based on where you would be having the conversation, such as on a date or at a dinner party. With the free version, each category has 10 topics, and there are 10 categories. A quick tabulation tells me that there are 100 conversation topics in the free version. If you are looking for more, you can pay $0.99 to upgrade to the premium version. This adds 900 more topics, spread across the various categories.

iphone conversation app


The app allows you to share any topic on Twitter, or via email. You can also store them in your favorites, so you can access them quickly if you are in a situation where you need a good topic. If you are looking for some more serious conversation starters, this app is the way to go.


If you are a little socially awkward, or maybe you just draw a blank sometimes, these application will help you out. Simply pretend you received an important message or email, pull up one of these apps, and become the king of conversation starting.

Have you tried these iPhone conversation apps? Are you the coolest of your friends? Let us know in the comments!

Image Credit: ShutterStock

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  1. Arun Rao
    January 13, 2012 at 11:04 pm

    Thanks for review on Conversation Shaker Dave! You can also shake the iPhone to see the next conversation starter ;)

  2. Kyle Ginthner
    January 12, 2012 at 4:55 pm

    Definitely going to try out Conversation Shaker...even the most practiced speakers can run out of things to talk about once in awhile!

    • Dave LeClair
      January 13, 2012 at 2:33 pm

      Let us know how it works out for you!

  3. Joel Lee
    January 12, 2012 at 3:02 am

    Man, I would really love to have an Android version of "Hypotheticals." That sounds like it would be fun to use in a group setting.