Other subjects your boyfriend might be interested in include football, skateboarding, automobiles, surfing, exercise and fitness or electronics, among others.

Don’t be afraid to ask about your boyfriend’s friends’ problems. For instance, if one of his friends recently ended a relationship, you could ask, “So, how is Cynthia handling the breakup?” Next time you’re with his friends, refer to some of the amusing or interesting stories he shared about them.

You might also be able to engage in conversation with your boyfriend by talking about a shared political ideology or religious belief, or a love of cooking, motorcycles, or something else entirely.

Follow up on these questions by asking why he is so passionate about the thing that drives him. Prompt him to think deeper about where his passions come from. For instance, you might ask, “Do you think this has to do with your upbringing?”

Additionally, ask your boyfriend how he felt about the two interesting things. If it’s not obvious to you why the two things your boyfriend named are interesting, ask him why he found them interesting. If he has trouble naming two interesting things, help him out by asking, “Where did you eat lunch? What did you have?”

Encourage your boyfriend to discuss other recent developments in current events by asking him, “What events did you see in your newsfeed today?”

Even if your boyfriend hasn’t seen his family in a while, you could bring them up anyway. Reminiscing about funny family-related memories is a great way to bond.

If you don’t want to have discussions at home, you could meet with him in a private cafe booth or a library study room. Avoid discussing serious topics online or via text messages. It’s too easy to have a misunderstanding when you can’t see each other’s facial experiences or hear the tone of voice. There’s no “right” time to have a more serious conversation. In some relationships, you won’t have serious conversations for several months, while in others, you will have serious conversations after a few years.

Offer your advice for how he can best achieve his dreams. Guiding your boyfriend through a conversation about how he can achieve his ambitions will strengthen your relationship and make him realize that you are a great source of wisdom.

You could also ask follow-up questions like who you could name as the child’s godparents.

Ask additional questions about where he would like to get married, whether he would like to move to a new place after getting married, and so on. Dive deeper with questions about who his best man would be and how many people he would like to invite to the wedding.

Conversations with your boyfriend should, as much as possible, be pleasant and not forced.