If you have mutual friends, have one of them introduce you. If he works at a store or café you frequent, make sure to go there regularly when he works. Ask him questions about items on the menu or things that they sell. Be friendly and thank him for helping you. Like his photos or posts on social media if you are connected that way. If you’re coworkers or classmates but don’t normally interact, find a reason to. Organize an office party and see if he wants to volunteer. Sit near him in class and ask to borrow a pencil.
If you have a favorite accessory, such as a special hat, wear it. It can become part of your trademark look and help boost your confidence and make you seem memorable. You want to look your best, but make sure you also dress appropriately. You don’t want to show up to work in something too revealing just to impress him, or wear your fanciest outfit to a regular day at school.
Keep it simple. If you frequent his place of work and he’s become familiar with your face, simply say, “Hi, I’m Jane. I don’t think I’ve gotten your name yet,” next time you go in there. You can say, “I see you around a lot, but I don’t think we’ve actually met. I’m Monique. ”
Tell him you like a piece of clothing, particularly if there’s something you can identify about it. For example, you could say, “Nice T-shirt. I love that band, too. ” Compliment him on his work. You can say, “You always make the best lattes,” or “You’re a really good lab partner. ”
If you’re feeling really bold and sexy, you can subtly lick your lips. This is considered rather forward, so make sure you know what you’re doing. There’s a difference between flirting and staring. Make sure you’re reading his signals and responding, not just staring at him.
Smiling with your teeth showing and your eyes creasing around the edges conveys warmth and gives the appearance that you’re genuinely excited to see him.
You can wait until he looks at you or catches your eye. Once he does, say, something casual, like, “Hi. How’s it going?” If you generally say hi to him in the halls or at his or your place of work, bump it up a notch by adding something like, “Good morning,” or “Nice to see you. ”
If he’s someone you’ve been following on an online dating site or app, you can use the app to indicate through your profile that you like his profile. When you like his profile or request to be friends, it can be a natural time to send a brief message. Even something like, “Hey! I really like those pictures you just posted” can be a conversation starter.
You can say something like, “Wow, this weather is incredible, isn’t it?” or “The coffee at this place is incredible. ” You can also ask him for help or directions. Say something like, “I’ve never been here before. Do you have a type of coffee you’d recommend?” or “Can you help me figure out how to get to the library from here?”
Check for a wedding ring. Online, check for photos of him with a significant other. Listen when he talks. Does he reveal a lot about himself and his life without mentioning a partner? Does he keep his eyes moving around the room, looking at people? This can be a sign that he’s single and looking for love.
If you notice that he always shows up to class without a pen or pencil, bring one in special for him. Give it to him and say something like, “I noticed you usually could use one of these. ” If you work somewhere that he frequents, give him a small freebie or a discount if you won’t get in trouble. If you frequent his place of work, leave a generous tip or bring him something. For example, you could say, “You always make such great sandwiches. I thought I’d bring you some cookies that I made myself. ”
You can be direct without being demanding. Say something like, “I’d really like to get together sometime, if you’re interested. ” In being direct, you can let him know what you like about him. Say something like, “You seem like a really interesting person. Would you like to hang out sometime?” Some people like to be direct and say, “I have to tell you that I have a really big crush on you. ” This can be seen as charming, but can sometimes put a guy off. He might not know what to do with this information or might feel put on the spot.
Write your number on a piece of paper and hand it to him. You can say something flirty like, “I believe you wanted this?” If you’ve never met before or you have no mutual friends, you may not want to give out your number for safety reasons.
Say something more personal and interesting than simply, “what’s up?” Ask him something based on his profile or ask him for advice about something. For example, you can say, “Hey, how was that new restaurant I saw you posted pictures of? I was thinking I might try it this week. ”
Choose something that happens on a specific day, such as a concert or a sporting event. Don’t just choose something like getting a drink. Say something like, “Hey, I’ve got an extra ticket to ____. Maybe you’d like to come with me?” You can start off small; there’s no need to invite him to a grand party the first time you do something with him.