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How to Pull a Cracker – Our Favourite Icebreakers, Jokes, and Chat Up Lines for 2019


Within the first ten minutes of a first date, a man will have formed an opinion about a woman. Women, on the other hand, will give things around an hour before deciding whether or not there’s a second date on the horizon.

And what about online, before a date has even been agreed? It can all be over in seconds. One fleeting glance, one swipe, no chance to make another first impression.   

That’s why, whether you’re behind the keyboard or in front of your date in a bar or restaurant, it’s always a good idea to stand out from the crowd. And what better way to do that, than to make them smile with a joke or some icebreakers?


13 of the Best Dating Jokes + Icebreakers


1. “Who’s the most famous person you’ve met?”

Who doesn’t love a bit of celebrity gossip? We all want to know if our idols are nice, not-so-nice, tall, small, or aloof. Trading star-spotting stories is a fun first date activity, and one that’s sure to draw some laughs.


2. “Do you know how much a polar bear weighs?”

Enough to break the ice!


3. “What’s your worst pickup line?”

Put it to your date to wow you with their worst pickup line. The cornier the better! Speaking of which… 


4. “Hey, are you my appendix?”

Because this feeling in my stomach makes me want to take you out.


5. “Would you rather live in outer space, or under the sea?”

Crazy hypotheticals are the cornerstone of any good date. You get to throw off the shackles and chat about silly ideas, like how would you dry your hair underwater? And do you need to eat freeze dried astronaut food for the rest of your days?


6. “Would you like to hear a joke about a pizza?”

I better not. It’s too cheesy.

Cheesy Pick Up Lines

7. “What would you do if you were invisible for a day?”

If asking that doesn’t give you an insight into your date, nothing will!


8. “Are you leaning on the F5 key?”

Because this conversation is so refreshing…


9. “If you didn’t have to work, what would you do all day?”

We all fantasise about not having to work, so this is a great question to stir up some conversation. Would they travel? Lounge around watching TV? Take up a new hobby? The possibilities are endless.


10. “Are you a barista?”

Because I like you a latte…


11. “What’s your thing?”

Everyone has a thing. The thing they could talk about for hours on end. Ask them about their thing.


12. “I think I have an inner ear infection.”

Because I’m falling for you.


13. “Who would play you in the movie of your life?”

A much more interesting question than “do you like movies?”, this will spark some serious discussion among cinephiles. And what sort of movie are we talking? Comedy? Drama? Who’s the villain of the piece? Get into it and there could be a happy ending before the credits roll.   


Can you do better? Of course you can! Share your best jokes, icebreakers, and chat up lines with us on Facebook and Twitter.

December 28, 2018 BY Iain Gorman | Guy Talk

Guy Talk