50 Ways to Start a Conversation.
Like all lists that attempt to give you some conversation topic ideas, the following list is bound to include a few ideas that you find cheesy. But hopefully there are a few more conversation topics that you would feel comfortable using.
General conversation starters.
1. Hi, I’m Dee. It’s nice to meet you.
2. Hello, how are you?
3. Hi, what have you been up to since I last saw you?
4. Good to finally meet you, how have you been?
5. What line of work are you in?
6. Do you have kids? *
7. Where are you from?
8. Where did you grow up?
9. Hey, crazy weather we’ve been having.
10. Hi, good to see you again. Hey I like your jacket/bag/shoes etc
Often the hardest part is just approaching the person and saying hi. These conversation starts above are mostly obvious, but still they are all good ways to introduce yourself and break the ice.
* Asking personal questions always holds the risk that you hit a ‘nerve’. Use clues around you to decide which personal questions to ask.
Conversation questions to get to know people.
11. What’s your favourite midnight snack?
12. What was the worst purchase you ever made?
13. What did you like best about high school?
14. What reality show would you go on and why?
15. What is the most embarrassing CD you have in your collection?
16. Have you travelled much? Where? What was it like?
17. Which country would like to visit?
18. Do you have any brothers or sisters? Younger or older?
19. Who is the most famous person you have met?
20. Do you ever have breakfast foods for snacks?
21. What do you think about ….?
22. What TV shows do you enjoy?
23. What’s the one movie you watch over and over?
24. What was your first job, and what was it like?
I have found these topics useful in those moments of silence. But rather than blurting out the question, give your answer first then ask them. If possible use common ground to start from. For example: Sarah just got back from France, I would love to visit there one day, have you done much travelling?
Some of the more quirky questions are best left for when you see someone you have chatted with before, rather than on first meeting.
Those “if you could only” conversation ideas.
25. You are stuck on a deserted Island, and you can only take 3 things. What would they be?
26. You can only eat 5 different foods for the rest of your life, what are they?
27. You can only listen to 3 CD’s for the rest of your life, what are they?
28. You are stuck in a cabin for 2 years, what 5 movies would you take with you?
29. If you could pick anyone, which three people would you invite to your dinner party?
30. If your life was made into a movie, what would it be called?
31. If you wrote a book, what would it be about?
I always liked these questions. To number 25, my favourite answer ever was: A jar of sand, a bottle of sea water and a photo of a deserted island. I would love to hear what your answers are to these, so please leave a comment or message me.
First date conversation breakers.
32. Do you have any pets?
33. Are you a cat or dog person?
34. What’s your favourite song of all time?
35. What was your first concert?
36. Where did you grow up?
37. What’s the one place you want to visit on vacation?
38. What do you do when you aren’t working?
39. What did you do last weekend?
40. What type of work are you in? Why did you choose that career path?
Conversation starters for work functions.
41. Hi, have you been here before?
42. Did you have to travel far?
43. Where do you work? How long have you worked there?
44. How was your day?
45. Do you know many people here?
Work functions are more formal that other gatherings, so I have found it good to ask general, less personal questions, especially when you are meeting people for the first time.
Finding common ground conversation starters.
46. What type of music do you like?
47. What TV shows/movies do watch?
48. How do you typically enjoy the weekends?
49. What sports do you play or follow?
50. What’s your favourite hobby?
And there you have it, some general questions to finish off. These questions as the heading suggest aim to help you find common ground with the other person. If they like the same music or sports as you, you can talk about the bands or sports teams.
If you have any other conversation starter ideas, please leave a comment.

November 26th, 2007 at 3:01 am
[...] Dee added an interesting post today on 50 Ways to Start a Conversation.Here’s a small readingWhat TV shows/movies do watch? 48. How do you typically enjoy the weekends? 49. What sports do you play or follow? 50. What’s your favourite hobby? And there you have it, some general questions to finish off. … [...]
November 27th, 2007 at 6:17 am
[...] 50 Ways to Start a Conversation by Dee [...]
November 28th, 2007 at 7:14 am
[...] 50 Ways to Start a Conversation by Dee [...]
November 28th, 2007 at 8:58 am
[...] 50 Ways to Start a Conversation by Dee [...]
November 28th, 2007 at 4:02 pm
Oh, goodness, I’m terrible at smalltalk. I should print this list and keep it in my wallet to help me out on these occasions.
My favorite is “Hey! What’s new and exciting?”
November 28th, 2007 at 5:24 pm
[...] 50 ways to start a conversation by dee [...]
December 1st, 2007 at 2:14 am
Hi Dee, I’m Lawrence, nice to meet you
Thanks for providing a useful list of conversation starters.
It’s a great list, but I cannot agree with everything that is listed here. Especially on those that talk about personal stuff like family and ‘if you could only…’
I will be very careful in using those with new acquaintances. I don’t want to give the wrong ideas on a first meeting where people may not be comfortable talking about them yet.
December 1st, 2007 at 2:26 am
Hi Bob, great idea.
Hi Lawrence, the list wasn’t ment to be only for new acquaintances. In between best friends and strangers there is those people that you know, but still don’t feel comfortable with. Many suggestions above for this group of people.
December 2nd, 2007 at 2:32 am
[...] 50 Ways to Start a Conversation by Dee [...]
December 2nd, 2007 at 3:54 am
I’m like Bob… I should print this out and keep it on me!
I think I’ll print a small copy and tape it on my forearm so that I can be slick and glance at it when needed
December 2nd, 2007 at 6:07 am
[...] 50 Ways to Start a Conversation by Dee [...]
December 2nd, 2007 at 8:02 am
[...] You are a Scaredy Cat by Migraine Chick 100 Ways to Personally Conquer Chaos at Work by Judy Martin 50 Ways to Start a Conversation by Dee How to prepare for Christmas by Ajay 7 Seven tips for students to success by Xoel Cardigan 6 [...]
December 2nd, 2007 at 9:33 am
[...] 50 Ways to Start a Conversation by Dee [...]
December 2nd, 2007 at 3:50 pm
I wonder how you could sum up in 50 lines such a variety of topics in conversation. “Good, if short, twice good”. My vote for Listemind Lists Group.
December 2nd, 2007 at 9:09 pm
[...] 50 Ways to Start a Conversation by Dee [...]
December 3rd, 2007 at 8:52 am
[...] 50 ways to start a conversation by dee [...]
December 3rd, 2007 at 4:46 pm
[...] 50 Ways to Start a Conversation by Dee -> This list would be of great help for most [...]
December 12th, 2007 at 9:29 am
Looking for free dating websites and i saw you , while your post may be unrelated to what i am looking for but i still appreciate it, it is sensible compared to the others i have come across - wish you all the best.
December 20th, 2007 at 10:08 am
[...] 50 Ways to Start a Conversation by Dee - All of the ways listed are great creativity sparkers. All you have to do is decide in which media type you will deliver your responses: written, illustrated, audio, video… Talking about videos, if you like shooting them but have never tried fiction, these conversation starters might give you ideas for your first experiments. Take two characters, make one of them start the dialogue, imagine the other character’s answer and off you go. Is it too simple? Maybe, but if you’re not used to produce fiction, a basic start will help you get used to it. Besides, simple ideas can evolve into great stories. After all, it’s entirely up to you to decide which direction the characters’ conversation will take. [...]
December 22nd, 2007 at 8:25 pm
[...] 50 Ways to Start a Conversation by Dee [...]
December 24th, 2007 at 12:25 pm
Hello…I Googled for dee dee dee song, but found your page about to Start a Conversation | don’t be shy…and have to say thanks. nice read.
January 3rd, 2008 at 6:01 am
[...] Most people have a hard time going out and asking total strangers about a subject or even for a phone number. If this is hard for you, check out doing it for me blog post about 50 ways to start a conversation. [...]
January 14th, 2008 at 1:17 pm
I would not advise people to start a conversation with “Do you have kids”, as occasionally you’ll strike a painful nerve. More especially, don’t EVER ask anyone if they have grandkids!
January 14th, 2008 at 2:36 pm
@ cf_susan - Currently the most common place I met new people is kid related situations, so asking if you have kids is safe, and usually followed with asking ‘how many’.
But I agree with you, asking ‘do you have kids’ to a stranger (like all personal questions) has the possibility of hitting a nerve.
January 17th, 2008 at 5:50 pm
Could not agee with you more..
January 22nd, 2008 at 4:02 am
[...] posting 50 ways to start a conversation I have received several questions via email. The questions are listed below with answers. If [...]
January 28th, 2008 at 1:08 pm
[...] 50 Ways to Start a Conversation - This article is Here is a fantastic Hey, yo, check out this blog What up? Ya’ll gotta read this Don’t Be Shy is a blog for those of us who have a more difficult time getting out in the real world and interacting with others. Here, blogger Dee shares 50 great ways to jump right in to the conversation. I personally have never had a problem starting a conversations, only blog posts. [...]
February 2nd, 2008 at 8:16 am
Thanks for sharing
March 22nd, 2008 at 7:21 pm
hey hey..even though im a teen..love these questions… im having trouble with my guyfriend…thanks so much
April 18th, 2008 at 9:15 pm
A list of 50 things to not open conversations with would also be helpful - or amusing, anyway.