8 Tips on Breaking the Ice and Starting a Conversation with Your Crush

You like that girl or guy  in your office, but are afraid to approach them and start a conversation.

Been there, done that! Initiating a dialog with a crush can be tough even for the friendliest person and the smoothest talker.


When you like someone, initiating conversation with them becomes difficult because you constantly worry about what they may think of you. Also, you don’t want to appear like a creep. However, the longer you take to break the ice, the more difficult it is going to get to do so.


We recommend to take it slow and plan ahead so that when you do talk to your crush, they don’t find you annoying. Here are eight ice-breakers that can help you start a meaningful conversation with your crush and get them interested in you.


  • “Hey, How Are You Doing?


Sometimes, simple things like a hello and a heartwarming smile are enough to break the ice. We often dodge this idea because it sounds too simple to start a conversation. The reality is that it is often the simplest greeting that can be most impactful in starting a conversation.


Think of how your neighbor greets you every day with “How are you?” and how the conversation heads towards other details of your life. Wear a friendly smile when you approach your crush because a smile and a hello together can do wonders.


If you feel that starting a conversation with a simple hello is too boring and mainstream, you may find the next idea interesting.

  • “I like the Glasses You Are Wearing”


Everybody likes compliments. It shows they are noticed. Start the conversation with a compliment. However, do not exaggerate as it may come off like you are trying too hard. Keep it real and simple.


Compliment an accessory they are wearing. It can be a watch, a pair of glasses, shoes, or a purse. If they’re wearing earrings or a necklace you like, feel free to mention that you think it looks great on them. You can even ask them for further details about their fashion sense, but avoid talking about their clothes or their body because they may find it offensive and in bad taste.


You may also compliment them on their professional merits or their behavior. If you work in the same office, complimenting them on their work ethic is a safe option.


  • “Today’s Meeting Was Long and Exhausting”


Commenting on an unpleasant situation that both of you have experienced lately in your immediate surroundings is another great conversation starter. When you subtly complain about an uncomfortable situation that you both were stuck in, you unwittingly make the other person comfortable. This also gives you a common ground to take the conversation further.


Mutual feelings about an arrogant boss, the long line at the grocery store, or bad food at the office cafeteria are effortless conversation starters.


  • “Do You Think It’s Going to Rain Today?”


Talking about the weather is often considered cliché, but it actually works. If you know how to use details to talk about the weather, it becomes easy to break the ice and start an interesting conversation.


Rather than making close-ended conversations on how good or bad the weather is, add details like “I am afraid it is going to rain. Did you happen to catch the forecast lately?” or “It’s such a warm day. What are your plans for today?” They will surely have something to add to this and the conversation will flow easily.


  • “Is It Chardonnay You Are Drinking?” 


If the person you want to start a conversation with is holding a drink (or food) in their hand, start a conversation around it. Ask what kind of food or beverage they are having and tell them that it looks great.


The benefit of starting a conversation around food or drinks is that you don’t need to put much effort to keep the conversation going. You will much to talk about, for example, “How does it taste?” or “Do you know the best restaurant that serves this?” Once they are comfortable, you may also offer to buy them another drink.


  • “You Know What Happened the Other Day?”


Start a conversation describing an interesting or funny incident that you witnessed recently at work, college, or the gym that both of you go to. A fascinating anecdote can take the conversation far enough without making your crush feel bored.


When you have finished your story, give them a chance to comment on it and share their opinion. If they enjoyed it, they will have a few things to add. Hopefully, they may also share similar personal incidents with you. Also, add light humor to the story to keep it funny. Everybody likes a person with a great sense of humor.


  • “How Do You like the Coffee at Central Perk?”


In case you already know your crush, you must have a fair idea about the activities they like and the things they do every day. If they occasionally visit a particular coffee shop or a yoga class, start the conversation around that activity or place. However, make sure that you don’t appear like a stalker or a creep.


When talking to them, show interest and try to find out their likes. If you both share a common interest, use it to shape the conversation and make it engaging.


  • “Hi, I Would like to Talk to You”


Sometimes, the best way to break the ice is by simply being honest. Go to your crush and tell them that you want to talk to them. They will appreciate that you chose to be honest about your feelings rather than use cheesy pickup lines. The situation can become awkward and funny for both of you, but your honesty will convince them to take you seriously.




If you have planned your conversation before approaching your crush, you will probably end up having a meaningful conversation. Use these eight tips and play your cards right to make a great impression on your crush. Be the first to break the ice. It’s worth it!

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