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You might feel a little nervous to just go up to your crush and have an entire conversation, so start small. Make a comment if he passes you on your way to class or your office. You can say something like, “Nice shirt, Jim!” if you see him in the hallway.  Keep these comments to once or twice daily. Try to put yourself in a position where you might need help from your crush.  This might be after a staff meeting when you need clarity on something your boss said or if you need to borrow a pencil in class.  You might say, “Hey, did our supervisor want us to use Excel for those documents?  I’m not really familiar with that.  Can you show me what he means?” You might also say, “Nolan, I can’t reach this book from the shelf.  Can you help?” Things might be a little tense around you two now that he knows you like him, but break the ice with some humor.  If something funny happens in a class or meeting the two of you are in, make a joke about it. You can also show your crush funny memes or videos on your phone. For instance, perhaps you found a hilarious video online.   Say, “Hey, Summer, have you seen this video?  I laughed at this all night.” Maybe you’re friends with your crush or maybe you’ve noticed that you two have a lot in common. Use that history or those similarities to make conversation with him and avoid awkward chats.  You might say, “Hey, I remember you said you like Game of Thrones.  Did you watch the finale?  It was epic!” You could also say, “I noticed that you were wearing a Kendrick Lamar t-shirt.  I really like his music.  I’m thinking about going to his concert.” When you’re nervous, you might ramble on and on about absolutely nothing.  Asking your crush questions is a great way to avoid this and get him to open up. Ask him questions that require more than a ‘yes’ or ‘no’ answer. You might say “Hey Brian, I noticed that you did really well on that report our boss gave us.  What strategies did you use?  I wanna improve my next one.” Maybe someone told your crush that you like him or maybe you told him yourself, but he didn’t respond as you had hoped.  If you really want to talk to him, this awkwardness may need to be addressed.  Talk to him about your crush and let him know that you want to be cool with each other. Say, “Hey, Josh, I know that Tasha told you I like you.  Even though I can’t say it’s a lie, if you don’t like me back, it’s okay.  I still want to be friends with you no matter what."
Start off by making comments in passing. Ask for a favor. Make jokes with him. Talk about things you’re both interested in. Ask him open-ended questions. Address any awkwardness between you.