If you’re going to a club with your friends, don’t hide it because you think it makes you sound less mature. Say something like, “I’ve been dancing with my friends tonight. Do you like dancing?” It’s best to just be upfront and honest. [2] X Research source If you feel like you have to change yourself to keep his attention, he may not be a good match for you. The person you like should make you feel more comfortable being yourself, not the other way around. [3] X Research source

If he asks what you’re up to at work, be open about the specifics. Text him something like, “I’ve been organizing an event the past few weeks. I’m in charge of hiring the caterers and booking the musical guest!”

Maybe equal access to education is super important to you. If you’re unsure about how to bring up the subject, reference an article you recently read or a book that helped you learn about the subject. Just because he’s older doesn’t mean he knows more about current events than you. Try not to be intimidated, and don’t let him talk down to you. A relationship has got to be founded upon mutual respect, no matter the age difference.

Maybe he lived in New York City for a few years in his twenties. Ask him something like, “What was it like living in New York City? Do you ever miss it?” If he’s been painting in his spare time for 10 years, text him, “What’s your favorite medium to paint with? Has it changed over the years?”

Maybe your both huge fans of the show The Office. Send him a clip of your favorite scene with the caption, “Can’t stop laughing at this. "

Don’t worry if your older guy never uses emojis. Different generations use texting in different ways. Sometimes, that results in older guys using fewer emojis (or none at all).

It can be tempting to neglect your hobbies and responsibilities when you really like someone, especially a successful older guy. Stay focused on yourself so that you remember how awesome and successful you are on your own.

Avoid double-texting when you haven’t heard from him in a few hours. He may be at work or busy with other plans.

Trust your intuition and wait until you really feel comfortable around him to share more personal things. Walk away if they seem controlling, manipulative, or condescending. You deserve to be treated like an equal.