Don’t stare into his eyes for longer than a few seconds. Otherwise, he might feel uncomfortable. If you feel awkward or he asks if you need something, ask him a generic work question. You might say, “Did you get my email?” “Did you see the new quarterly numbers are out?” or “Do you know if the printer is fixed?”

A toothy grin makes you seem like you’re a fun person, while a sly smile makes you seem mysterious.

A slow wink is more flirty than a quick wink. If you’re not sure how he’ll react to the wink, start with a quick wink so that it’s easy to explain away. You could say, “I think I got something in my eye. I’m going to check in the mirror. ”

For instance, you might “accidentally” bump against him while you’re passing him in the hallway. Then, say something like, “We can’t keep meeting like this,” or “Sorry about that!”

Stop touching him if he pulls away or looks uncomfortable. Instead, create some distance between you and say something like, “Sorry about that. I’m just really focused on this project. ”

For example, slowly strut by his desk whenever you walk across the room.

If you’re a woman, you might wear a pencil skirt with a silk blouse or a pair of fitted slacks with a structured top. If you’re a man, you might wear a tailored blazer or pair a unique tie with your button-up shirt.

You might say, “Hey, can you help me with this client pitch?” or “Do you have time to partner with me on this project?”

For instance, you might go talk to him right before he gets off work so you can say, “You know what, I can come back tomorrow. I don’t want to make you late for dinner with your girlfriend. ”

For instance, let’s say you have a demanding workload this week. You might say, “I won 1st place in a marathon last year, so I’m used to going all the way. ” If you’re allowed to display personal photos in your work area, include pictures that show you enjoying your favorite activities. This might include a photo of you hiking, a picture of you working on a painting, and a snapshot of you reading at the beach.

Try these jokes: “Have you been to that new restaurant called Karma? There’s no menu because you get what you deserve. ” “Do you know why the robber took a bath? He wanted to make a clean getaway. ” and “What is an astronaut’s favorite place on a computer? The spacebar. ”

Start with compliments like, “That was a great presentation,” or “I’m always happy when I get to work with you because you’re so dedicated. ” Then, try, “That shirt looks great,” or “Looking stylish today!” If he seems uncomfortable, brush off the compliment and leave him alone. You might say, “I’m trying this new thing where I pay it forward with compliments, but maybe I’ll try buying someone a coffee next time. ”

For example, you might text him a winky face or “Looking good!” after you pass him in the hallway. Similarly, let’s say that he’s sent you an email asking for a meeting later in the day. You might respond with, “Oh, I’d never miss an opportunity to see you. ”

Don’t rely on the office rumor mill for your information. It’s possible to get misinformed. If dating is allowed, make sure you know all of the rules. For instance, you might need to disclose your relationship and probably can’t date your supervisor.

If you really want to date them, apply for a transfer so that you won’t be directly under or above them anymore. Until then, keep things totally professional.

Don’t completely avoid him or stop talking to him altogether. This can make the situation uncomfortable and may hurt your working relationship.

If you and your crush start dating, it’s okay to touch him more. However, keep workplace public displays of affection (PDA) to a minimum to avoid appearing unprofessional.

Again, it’s okay to get a little naughty if you and he start dating. However, don’t talk about sex at work.

If you’re in doubt, don’t hit send.