After you see a movie together, go out for some pie and coffee to talk about the film. Say something like, “I thought it was interesting that the main character was also the villain in the story. What did you think about that?” If you’re at a museum and discussing a certain painting, say, “I think the painting is a metaphor for the artist’s experience with grief. What do you think?” Try to come up with some follow-up questions if they start talking about themselves—don’t just change the subject afterward. [2] X Expert Source Laura BilottaDating Coach & Matchmaker Expert Interview. 4 March 2020.

If you see him at a party, smile at him and walk over to say hi. You may be nervous on the inside, but you’ll look relaxed and confident to him. Don’t be shy about all of the cool things that you do. If he asks about your interest in piano, for example, proudly tell him that you’ve been playing for 10 years and won a state competition. Confidence takes work to build over time. If you’re not always feeling super confident, try faking it. Keeping good posture and repeating mantras in your head like, “I am awesome!” or “I can do this” can really help. [4] X Trustworthy Source HelpGuide Nonprofit organization dedicated to providing free, evidence-based mental health and wellness resources. Go to source

Next time he tells a funny joke, say something like, “You make me laugh more than anyone. You could’ve been a standup comedian in another life. " If he texts you some of his photography work, respond with, “You’ve got such a knack for capturing movement! I love how engaging your photos are. " If you do compliment his looks, mention something specific, like his hairstyle or a cool accessory that he’s wearing. [6] X Expert Source Laura BilottaDating Coach & Matchmaker Expert Interview. 4 March 2020.

You don’t have to dress a certain way to impress a Leo. Just pick something that makes you feel good. Your inner confidence will shine through and catch his eye.

Be bold and ask him something like, “Where do you see yourself in 10 years?” If he mentions that he’s taking an acting class, text him something like, “That’s awesome! Have you been working on any new techniques lately?”

Play up all the work you’ve done to achieve your goals thus far. Say something like, “I’ve been studying to get my MFA in short fiction. I actually just got the teaching assistant job I really wanted!” Avoid minimizing your goals or being too self-deprecating when you hang out. Unlike other signs, most Leos won’t be threatened by your big dreams. They’ll likely be impressed and excited to learn more.

Leos enjoy being social and having many friends in addition to a close romantic partnership. Throwing a party or a fun group hangout shows him that you’re able to command a room just like he can.

Write him a note with all the reasons that you like him on some nice stationery. Surprise him with a shirt from a clothing brand he really likes or a scrumptious cake from a local bakery. Dress up and plan a nice dinner out on the town. Alternatively, pack an elaborate picnic and eat dinner by the waterfront. You could also bring up some past memories that the two of you shared. [13] X Expert Source Laura BilottaDating Coach & Matchmaker Expert Interview. 4 March 2020.

When you’re having a nice dinner date, pay attention to him and avoid looking at your phone. Stay engaged with the conversation and keep asking questions to learn more about him. [15] X Expert Source Laura BilottaDating Coach & Matchmaker Expert Interview. 4 March 2020. If you’re in a monogamous relationship, do your best to tame your wandering eye if you have one. A Leo usually only has eyes for the person they fancy, and they expect their partner to feel the same way.