Search Results: how long to wait before asking out

I have this close guy friend who I know is attracted to me by his body language and how he acts around me. But I feel interactions over text just give me mixed messages. He’s always had this flirty air with me, a year ago I started becoming sexually attracted to him but he had this like long distance girlfriend so I left it alone. Fast forward they broke up (he didn’t seem to have any chemistry with her when they met in person at all) and a few months ago those feelings resurfaced into more.

I feel he generally has a flirty personality in general but on the flip side he’s like really shy too so idek. Plus I’m close friends with him and haven’t really seen any signs of fuckboy with him.

Last week I subtly shoot my shot and offer to see a movie with him, but he had to cancel the night before because he had a film shoot. We’re both film people, it happens, no biggie we were just gonna do it another time. So I hit him up like an hour ago asking if he wants to go again, he hits me back right away with a day and everything and I start to look for showtimes (not available yet for that day I’ll just wait a couple days).

But then he suddenly is like “Do you wanna see if anyone else in the group wants to come?” (We have a large group chat with friends for certain hangouts). This is where I get a little thrown off because it was always gonna be a one on one thing whether platonic or not. And now he’s like wanting to bring people?

I shrug it off and say people probably already saw it and won’t be available on a weekday cuz everyone had already established that they work during the week and it’s on a Tuesday. He’s still like insisting that I mention it and whoever can make it makes it. I just didn’t respond cuz I really don’t want to coordinate a simple movie hangout with 13 people, AND I just want to hangout just the two of us like initially planned. He didn’t take to the chat himself or anything he just asked me if I wanted to bring more people.