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In this blog post, I will list a couple of “icebreakers”, or phrases to start a conversation with a potential date that I’ve ever heard.
Now, to be fair, I won’t write who said to them, but they are horrible. Why are they bad? Well, because they are not used properly for maximum leverage.
I will use X, John/Jane, or Y as replacements for whatever name they actually used.
Read below and discover why you should avoid them at all costs…

My Top 5 All-Time Worst Conversation Openers
The first three examples are from a bar, and the two worst are others that I hear from time to time. I want to share them with you, and I am always writing that a great sense of humor is one of the keys to successful relationships, especially if you’re looking for one for the long term.
There will be a “countdown” from 5 to 1, so my own personal all-time favorite will be the last one. Enjoy and laugh a bit. You might need it!
- A guy to a random girl in a bar: “I have heard from a little bird that you were single now.”
There is nothing wrong with using this line a bit into the conversation but starting with it. Hum… I don’t think it’s a good practice, and the girl who heard this was replying to the guy: “You seem really nice, but I’m honestly not interested in you”!
- Here’s a bad pick-up line: “Hi! I’m X. Do you think we’ll end up in your place tonight or mine?”
Needless to say, the person who was asked this just shook their head, got up from the bar, and left without answering. I would never use this on a first date (not in the second one either) personally.
- Great line, but not for someone you’ve just met.
John: “So, Jane, how many kids would you like to have? We can start a family tonight. I’m ready, aren’t you?”
Jane replied to John: “Look! You seem like a decent guy, so I will give you free advice: Start by getting a personality, and then we might go out! What’s wrong with you asking a stranger this?”
- Now, Imagine This: Person Y is sitting in a restaurant when he says to the waitress:
“How would you like to have your eggs?” She looks at him with a stone-cold look and replies, “I like scrambled eggs since I’m assuming that you are talking about breakfast. My husband always makes them for me in the morning.” The guy felt very bad and didn’t ask her anything more.
If you’re going to use this as a pick-up line, you really should wait until the morning!
Breakfast date is always nice, especially if you make breakfast at home; this would be vital information.
- This is my personal favorite. This happened to a friend of mine when we were getting take-away from a restaurant a couple of years ago:
Guy: “Haven’t I met you before? You seem familiar to me?”
Girl: “Yes, we might have met.”
Guy: “Maybe we have met each other at the place where you work.”
Girl: “Yes, that might be the case. You look familiar to me, too.”
Guy: “Where do you work?”
Girl: “I’m a minister.”
Then the guy looked flabbergasted and just mumbled something about his own mother.
I can tell you that we had a lot of fun the entire evening at that poor guy’s expense. Although I have to say that he actually took her, turning him down quite well. I have to give him that.
He wasn’t completely off. However, he started very nicely, but his true intentions gave away pretty quickly through his eyes and gestures. As always, his body language gave him away before he actually decided to make a move at her.
What Does This Teach Us About Dating In Real Life?
There are, as always, lessons to be learned from the mistakes we and others make. I would also like to share a little story with you that happened on a train, many years ago, but I still remember it as clearly as if it occurred yesterday.
The female train attendant was asking us for the tickets. I showed her mine, and she moved on to a guy she probably knew. After she went through the entire train set, she went back and made a move on him, throwing herself into the seat next to him and continuing to chat with him until he got off.
I heard from the conversation that he was also interested in her, but then it struck me: he didn’t ask her out. Why is it so? I think the guy was a bit shocked by how she behaved and by her making a move on him. However, it is perfectly OK for girls to do this if they think that we guys don’t move things up quickly enough.
The 5 icebreakers I’ve used above as examples of questions you shouldn’t say to someone you’ve just met are real-life examples, all of them. One thing all of them have in common is: Don’t take things for granted, and be a bit less direct when you’re asking questions.
The more questions you ask someone, the more you will know. The worst thing you can do is to say hello and then be completely silent.
In my next dating in real life blog post, I will also give you 5 icebreakers to use.
Others Have Also Read These First Date Tips for Men
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Some First Date Advice for Men
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Keep it cool, guys, until then, and happy dating.
Rickard




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