Tips or suggestions on how I could get a shy/awkward/introvert to let loose

I’m not really sure how to phrase this properly…but here it goes! So I’ve (26f) been talking to this super cute guy (26m) since MDW. We met on a dating app and things have been going great in terms of communication. We talk everyday and our convos are pretty consistent. We talk about the most random things and I love that.

However, I feel like he’s super shy and awkward when it comes to flirting? He barely does it lol. If he does, he’ll probably do it by throwing in a wink-y emoji here and there. I think it’s super adorable but at the same time, I have to hold myself from flirting with him because I don’t want to scare him off. I’m an extrovert, I can talk all day everyday with anyone. He told me he’s an introvert and an INTJ (not really sure what that means, I don’t keep up with those personality tests).

So anyway, yesterday we were talking about TV shows and I told him to start Money Heist. He asked if it was really that good and I told him yes and he said he’s gonna try to be a few episodes in by Friday and that’s a hard deadline. I tried to flirt with him and jokingly told him that I will quiz him. BEHOLD HE ACTUALLY FLIRTED BACK FOR ONCE. It’s not a lot but he said “Sounds like a good hangout night ?” So I told him, “I can’t hangout and quiz myself”.

He lives 1.5 hours away and due to covid we haven’t had a chance to meet up yet, but now that things are opening back up, he’s been telling me that he wants to come explore my city some more but never mentioned US hanging out. So I gave him that response to hint that I want him to come up and want to see him. He caught on…but said “I’m down to come to — but I just want to make sure it’s not too awkward”

I’m not sure as to why he’d think things would be awkward? Most of my replies to him are paragraphs and I try to be as personable as I can be with him. It’s obvious I’m into him, but idk if he realizes that. He’s a great guy, but I just want him to be comfortable and not awkward or shy. I’m doing my best by cracking jokes and trying to get him to loosen up but that’s all I can think of doing right now.

We haven’t had time to FaceTime yet, he goes to work super early and gets off and goes to play tennis everyday, and he’s usually asleep by 10:30 since he has to wake up early. With him being an introvert, I don’t want to wear him out either

Any tips or suggestions would be great!

Tl;DR — The guy I’m talking to seems to be shy/awkward. He’s an introvert. Asked him to come up to my city (lives 1.5 hours away) and he said he’d love to but doesn’t want it to be too awkward. Looking for tips/suggestions on how to get him to open up and/or let loose.

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