You may feel more confident when your drunk/off chops, however you will be presenting as a drunk/off chops guy, which generally is instant red card unless shes more drunk/off chop than you.
Just keep in mind that women are people too, they aren't especially hard to talk to or anything. If you get stuck and an awkward silence is about to happen, a decent get out of jail can be to give her a compliment (genuine!) then if she elaborates the conversation can keep flowing again. if she politely acknowledges and you still feel stuck, excuse yourself saying was lovely chatting with her. You can always say hi again a bit later and gauge her reaction, if positive, then continue flirting.