It’s happened numerous times.. I’ll try and generalize it.

So I approach a girl (day or night game) who’s sending IOIs and as we talk I’ll pepper in some flirty comments and see how she reacts and then continue small talking. Unless we’re both drinking, it usually gets to a point where I can tell she’s interested but she doesn’t openly flirt and still will smile and get all silent and look up at me. I’ll flat out tell the girl she’s cute, and the conversation turns more into me making statements and my back ends up breaking trying to carry the convo so it actually turns me off and I completely lose interest and bail.

If I see the girl again another day, I’ll certainly say hi and be friendly but that’s it. I still would find the girl physically attractive although her personality (which seems dull-sometimes I’ll tell a girl she’s boring and she’ll usually say “sorry”). It confuses me cause I can tell she’s interested.

TBH I don’t know what I’m missing to move things forward to where we both feel comfy and she’ll start opening up and asking me questions. The only girls I have that with are girlfriends of friends and stuff.

Any advice?