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The reason I suggest to invite her out specifically...no massage, and then insisting on netflix is because you'll probably continue playing it safe and not make a move unless everything is right.
I got your drift now. Because we've been out a few times already and even once got baked and watched Netflix, she's already beyond that client stuff. I think she knows there is the potential for something to happen now and has been since we started doing the massages at her place.
I was just a b*tch and didn't make a move the last time when I was clearly going there for more than a massage.
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Or you'll make a move that is awkwardly timed and wont have the follow through.
Yeah bro. That's been what's stopping me. After a year of getting to know each other, and actually developing a real bond with a woman devoid all technology and fakeness, I think that's what stopped me from going for it before. The potential for bad timing could undo a genuine friendship that I value and one I don't want to throw away so easily on a botched move. I am pretty cynical on women and don't have many female friends nowadays.
It took a while to escape the client zone, and now I'm looking to escape the friend zone even though she never verbally put me there.
In order to do it right at this point it needs to "just happen", i.e. with alcohol involved/during Netflix. I can't just put my hands on her randomly and in full sobriety.
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Edit: I see Arch is suggesting against a public date but I dont know how he wants you to make a move. Maybe we are saying the same thing because I see he is touching on being dominant. Whether you meet in public or at her place, my point is to be upfront as I assume he is saying.
I'm going to throw in sexual comments when I greet her and throughout the massage, and then insist on staying around after. I'll probably text her before I get there asking what she has to drink.
I should know within 15 minutes whether or not the night has any potential.
Look, do not make a move. Continue getting your massages and keep her as a friend.
I say this, because you're not ready. As Arch said:
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You're going to have to make a decision. You want her just as a friend or you want to have sex with her/FWBs whatever. But make that decision and stick to it. You seem to be scared of rejection. There's no way to proceed towards sex without the chance of rejection, ever.
If you need things to align or click in a certain way to make a move, you're not ready to. What if she has drinks but doesnt want to drink. What if she has plans after the massage. What if she's hungry? My point is, as arch said, pick what you want. Either a friendship or a fuck. Things rarely play out the way we hope and if you cant make a move without alcohol and netflix then you're not going to ever make a move. You'll sit there with her watching netflix and drinking, and you'll keep second guessing..oh I cant make a move because she's sitting too far away...oh she yawned? I cant make a move because she's tired. If you're thinking "oh I dont want to risk a friend" right now on Thursday, you'll be in your head and holding back on Saturday. So again, pick a side. If you want to play it safe enough to where the friendship isnt at risk, you're just not going to make a proper move when the time comes.